OceanviewFtLaud
Experienced
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- Oct 29, 2015
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Curious since I was 19, and my experimenting grew over the years....
Finally Exploring my Bi Curiosities....
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Intoanythin
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Nice, good for you!
OceanviewFtLaud
Experienced
- Joined
- Oct 29, 2015
- Posts
- 60
My first experiences with a guy
I'm glad I have finally started to fully pursue my feelings and curiosities.... I wish I had begun earlier in my life. This was my first experience:
*
When I was 19, I worked a summer in a factory. I was slim, very blond in the summer. I was probably 5-6, 28 waist, clean shaven face....cute boy. A guy I worked with was gay, about 45 or 46. He was tall, about 6-3, and pretty muscular, and quite good looking. He would talk to me about his experiences with other men all the time, and this night I went to his apartment, something I did quite a few times.* I was quite amazed by his stories, and learned a lot about male gay life.
*
I was fascinated by him, maybe a little attracted, and would visit him a lot.* He lived alone about 15 minutes away.* We'd usually just talk and he'd touch my leg sometimes. One time he came out of the shower, and asked me if I wanted to see it. I was curious and I did want to....because I*assumed he was bigger than me. I touched it and held it, but not for long, but I was still amazed how big he was. And kissing it or putting my mouth on it was out of the question!* That was the first time I held someone else's in my hand.* He never tried to kiss me, or even talked about kissing, which is quite unusual, in hindsight.
Another time I went there, he shyly confessed that he had wanted to see my body for a long time, and he asked me to undress for him. I was very flattered, and excited,* and after thinking about it for a minute or two, I said I would. I remembered the excitement on his face as I undressed, his anticipation as I turned my back on him to take my underwear off, and how he looked me up and down, and the arousal I felt as I stood there completely nude in front of another man for the first time in my life.* And, surprising to me, I was completely hard and aroused.
He couldn't take his hands off me, stroking and caressing...telling me how shocked he was at how much bigger I was than he expected. It was so weird to feel another man's hand wrapped around it.* I think he even kissed it a little..... but he was cautious and afraid to offend me and risk that I'd leave.* He kept telling me that I had the most beautiful body, and asked me to lay on his huge king bed....face down so he could look at my ass. I've always had a small ass, and he liked it a lot.*
He stopped caressing me briefly, and he started to undress too.* I remember turning to watch him, and getting excited watching him undress, an excitement I feel with other guys I watch. I was waiting to see how hard and big he was.* He was much bigger and thicker than me.*
I remember wondering how he'd feel if I tried to take it in my mouth. He was so obviously infatuated with me. But I couldn't.* If I sucked him that would mean I was gay, and I knew I wasn't gay! I told myself that for years.
He was telling me about this guy he met, and showing me how he got on top of him just like he was doing to me. I wasn't sure whether I should stop him....I didn't know what to do. He was very hard and big, and I felt the head against me from behind,*and I didn't fight him. He was cautious with his pressure, he told me that's how he did it with his other guy, and how he had*slid it*all the way in with that other guy. But eventually he stopped and gave up, saying I was just too tight and it wouldn't go in. I didn't see any way it would fit, and I had no idea then that with a little patience, foreplay, and lubrication, it*might have eventually gone in. (I'm sure I was clenched up very tight!)
I must*have been curious, because I don't remember trying to stop him or give him any resistance.* I do remember a pleasurable feeling as he pushed, but I was probably kind of relieved when he stopped. He didn't try to use any lube, or lick me, or make any effort to enter me more easily.* I felt a little guilty that he was disappointed.
I don't remember seeing him too much after that. It was only a summer job, and I went back to school. But nothing went any further with him at all. I had a GF at the time, who I eventually married, and she knew about him, but I never told her about that night.
*
What I always wondered was what if things worked out differently that night? What if he had relaxed me, got me drunk, lubed me up, and slid it into me? Would I have liked it? Maybe. Would I have seen him regularly for sex? Maybe, or other guys. I would have been very popular, as cute as I was! Would I have had sex with every guy who came onto me?* I would think I would have been somewhat selective. (Those were the pre-HIV days....) Who knows which way my life would have gone? In my 20s, but more in my 30s, a lot of guys came onto me. I would only let them touch me, and some begged me for more. I was never oral on a guy until I moved to Florida, and that even required some gradual, slow, and cautious experimentation.
I'm glad I have finally started to fully pursue my feelings and curiosities.... I wish I had begun earlier in my life. This was my first experience:
*
When I was 19, I worked a summer in a factory. I was slim, very blond in the summer. I was probably 5-6, 28 waist, clean shaven face....cute boy. A guy I worked with was gay, about 45 or 46. He was tall, about 6-3, and pretty muscular, and quite good looking. He would talk to me about his experiences with other men all the time, and this night I went to his apartment, something I did quite a few times.* I was quite amazed by his stories, and learned a lot about male gay life.
*
I was fascinated by him, maybe a little attracted, and would visit him a lot.* He lived alone about 15 minutes away.* We'd usually just talk and he'd touch my leg sometimes. One time he came out of the shower, and asked me if I wanted to see it. I was curious and I did want to....because I*assumed he was bigger than me. I touched it and held it, but not for long, but I was still amazed how big he was. And kissing it or putting my mouth on it was out of the question!* That was the first time I held someone else's in my hand.* He never tried to kiss me, or even talked about kissing, which is quite unusual, in hindsight.
Another time I went there, he shyly confessed that he had wanted to see my body for a long time, and he asked me to undress for him. I was very flattered, and excited,* and after thinking about it for a minute or two, I said I would. I remembered the excitement on his face as I undressed, his anticipation as I turned my back on him to take my underwear off, and how he looked me up and down, and the arousal I felt as I stood there completely nude in front of another man for the first time in my life.* And, surprising to me, I was completely hard and aroused.
He couldn't take his hands off me, stroking and caressing...telling me how shocked he was at how much bigger I was than he expected. It was so weird to feel another man's hand wrapped around it.* I think he even kissed it a little..... but he was cautious and afraid to offend me and risk that I'd leave.* He kept telling me that I had the most beautiful body, and asked me to lay on his huge king bed....face down so he could look at my ass. I've always had a small ass, and he liked it a lot.*
He stopped caressing me briefly, and he started to undress too.* I remember turning to watch him, and getting excited watching him undress, an excitement I feel with other guys I watch. I was waiting to see how hard and big he was.* He was much bigger and thicker than me.*
I remember wondering how he'd feel if I tried to take it in my mouth. He was so obviously infatuated with me. But I couldn't.* If I sucked him that would mean I was gay, and I knew I wasn't gay! I told myself that for years.
He was telling me about this guy he met, and showing me how he got on top of him just like he was doing to me. I wasn't sure whether I should stop him....I didn't know what to do. He was very hard and big, and I felt the head against me from behind,*and I didn't fight him. He was cautious with his pressure, he told me that's how he did it with his other guy, and how he had*slid it*all the way in with that other guy. But eventually he stopped and gave up, saying I was just too tight and it wouldn't go in. I didn't see any way it would fit, and I had no idea then that with a little patience, foreplay, and lubrication, it*might have eventually gone in. (I'm sure I was clenched up very tight!)
I must*have been curious, because I don't remember trying to stop him or give him any resistance.* I do remember a pleasurable feeling as he pushed, but I was probably kind of relieved when he stopped. He didn't try to use any lube, or lick me, or make any effort to enter me more easily.* I felt a little guilty that he was disappointed.
I don't remember seeing him too much after that. It was only a summer job, and I went back to school. But nothing went any further with him at all. I had a GF at the time, who I eventually married, and she knew about him, but I never told her about that night.
*
What I always wondered was what if things worked out differently that night? What if he had relaxed me, got me drunk, lubed me up, and slid it into me? Would I have liked it? Maybe. Would I have seen him regularly for sex? Maybe, or other guys. I would have been very popular, as cute as I was! Would I have had sex with every guy who came onto me?* I would think I would have been somewhat selective. (Those were the pre-HIV days....) Who knows which way my life would have gone? In my 20s, but more in my 30s, a lot of guys came onto me. I would only let them touch me, and some begged me for more. I was never oral on a guy until I moved to Florida, and that even required some gradual, slow, and cautious experimentation.
OceanviewFtLaud
Experienced
- Joined
- Oct 29, 2015
- Posts
- 60
A beach surprise....exciting new experience..
I used to go to a deserted beach on Long Island a few years ago near the Hamptons.* I'd walk back in the dunes......some were quite high.....and I would lay nude with a cooler of beer with me, and I'd spend the afternoon there.* I had a high pressure job, and it relaxed me there alone, not talking to anyone....the sun, the ocean breeze and smell.
As I got more comfortable being nude, and was convinced I was alone I would explore......walking around the dunes..... they were quite deserted.....I even saw a deer there once! I found it so exhilarating walking around nude!
*One day there, during the week, I walked a little further and in the distance I saw a kind of makeshift sunscreen up.... more like a sheet on a few broom handles.* It was a few dunes further down, maybe another 50 yards.* I thought not much of it and set up my towel and laid down.
*
During the afternoon I saw a muscular guy standing near there, walking around a little.* He was nude, and very tan all over, with blondish sun bleached hair, broad muscular shoulders, small waist and ass. That's all I could see from the distance.
Toward the end of the day, I looked up again and didn't see him anywhere, but the tent was still there.
I did the same thing for a couple more visits to the beach. I'd see him, but I stayed to myself.....I couldn't figure out his deal.
Then one Saturday......blistering hot, mid 90s..... I drank a lot very fast.....and got very buzzed.* I was laying down, dozing on and off. * I opened my eyes and was startled to see him sitting a few feet away from me!* I said nothing....and neither did he.* I could see him better now.* He had leather tanned skin on his face.....and tan all over his body, with no lines.
We sat there for 20 minutes or so.......saying nothing.* Then he leaned over.....seeing I was a little aroused.....and took my cock in his mouth.* I played the passive top again, letting him suck, and not saying a word.
He was hanging over my cock, almost doing pushups while he was sucking me.* He sucked me, faster and faster, until I came......and he swallowed every drop.* He wiped his mouth on my towel....smiled at me......and got up and went back to his camp.
*
This happened a few more times, with no conversation.....ever.* Some days I wanted it, and I'd get hard in the car on the way there just thinking about it.* I'd walk around a little....nude..... making sure that he could see that I was there.* Some days I'd see couples walking back there, usually looking for a place to fuck.* And I wouldn't let it deter me. I just kept walking around nude. After all, they were in MY territory!*I thought it was so cool to stroll by another couple.....them nude too....like everything was normal......
*
One day, my friend came over and started sucking me again, and I was good and hard. He was very muscular, about 48, I'd guess, with a very dark allover tan, tight abs, tight small ass, and rugged handsome face.* I wondered how many guys he would do this with in a typical week.
Well, he stopped sucking me.....and turned around..... and started to sit down on my cock.* He moaned as it went in......and it felt smooth. I wondered if he had lubed his ass.* He rode me up and down for a while, and again I was the passive top.....quietly.* He was stroking himself as he rode me....and eventually came.* I was shocked he had done that, and again I couldn't say no.
*
I think that was the only fucking that we had....and our time like that was over 2 or 3 summers, until I moved away.* I did go by his "camp" one time, and saw that it was set up like a campsite.* He had constructed a kind of hut out of old pieces of plywood that had washed up on the beach..... a beach chair....a cooler with some snacks and drinks.....
I'm not sure when he'd get there.....or when he left.* I left as late as 6:30 one day, and he was still there.* He loved touching me.......stroking my body..... and I was jealous of his dark tan, even though I had gotten quite dark myself.** Sometimes we'd meet wandering the dunes, and we'd just acknowledge each other, never even having have had a conversation.
I used to go to a deserted beach on Long Island a few years ago near the Hamptons.* I'd walk back in the dunes......some were quite high.....and I would lay nude with a cooler of beer with me, and I'd spend the afternoon there.* I had a high pressure job, and it relaxed me there alone, not talking to anyone....the sun, the ocean breeze and smell.
As I got more comfortable being nude, and was convinced I was alone I would explore......walking around the dunes..... they were quite deserted.....I even saw a deer there once! I found it so exhilarating walking around nude!
*One day there, during the week, I walked a little further and in the distance I saw a kind of makeshift sunscreen up.... more like a sheet on a few broom handles.* It was a few dunes further down, maybe another 50 yards.* I thought not much of it and set up my towel and laid down.
*
During the afternoon I saw a muscular guy standing near there, walking around a little.* He was nude, and very tan all over, with blondish sun bleached hair, broad muscular shoulders, small waist and ass. That's all I could see from the distance.
Toward the end of the day, I looked up again and didn't see him anywhere, but the tent was still there.
I did the same thing for a couple more visits to the beach. I'd see him, but I stayed to myself.....I couldn't figure out his deal.
Then one Saturday......blistering hot, mid 90s..... I drank a lot very fast.....and got very buzzed.* I was laying down, dozing on and off. * I opened my eyes and was startled to see him sitting a few feet away from me!* I said nothing....and neither did he.* I could see him better now.* He had leather tanned skin on his face.....and tan all over his body, with no lines.
We sat there for 20 minutes or so.......saying nothing.* Then he leaned over.....seeing I was a little aroused.....and took my cock in his mouth.* I played the passive top again, letting him suck, and not saying a word.
He was hanging over my cock, almost doing pushups while he was sucking me.* He sucked me, faster and faster, until I came......and he swallowed every drop.* He wiped his mouth on my towel....smiled at me......and got up and went back to his camp.
*
This happened a few more times, with no conversation.....ever.* Some days I wanted it, and I'd get hard in the car on the way there just thinking about it.* I'd walk around a little....nude..... making sure that he could see that I was there.* Some days I'd see couples walking back there, usually looking for a place to fuck.* And I wouldn't let it deter me. I just kept walking around nude. After all, they were in MY territory!*I thought it was so cool to stroll by another couple.....them nude too....like everything was normal......
*
One day, my friend came over and started sucking me again, and I was good and hard. He was very muscular, about 48, I'd guess, with a very dark allover tan, tight abs, tight small ass, and rugged handsome face.* I wondered how many guys he would do this with in a typical week.
Well, he stopped sucking me.....and turned around..... and started to sit down on my cock.* He moaned as it went in......and it felt smooth. I wondered if he had lubed his ass.* He rode me up and down for a while, and again I was the passive top.....quietly.* He was stroking himself as he rode me....and eventually came.* I was shocked he had done that, and again I couldn't say no.
*
I think that was the only fucking that we had....and our time like that was over 2 or 3 summers, until I moved away.* I did go by his "camp" one time, and saw that it was set up like a campsite.* He had constructed a kind of hut out of old pieces of plywood that had washed up on the beach..... a beach chair....a cooler with some snacks and drinks.....
I'm not sure when he'd get there.....or when he left.* I left as late as 6:30 one day, and he was still there.* He loved touching me.......stroking my body..... and I was jealous of his dark tan, even though I had gotten quite dark myself.** Sometimes we'd meet wandering the dunes, and we'd just acknowledge each other, never even having have had a conversation.
OceanviewFtLaud
Experienced
- Joined
- Oct 29, 2015
- Posts
- 60
My learning experiences.....
I was always reluctant to suck in the beginning...... like that would be admitting to my self that I was gay. Then I realized it didn't matter if it felt good. I liked when guys came on to me, stoked me and sucked me, but I barely did any more than hold their cock or stroke it a little. As I met more and more guys, usually to have them suck me, and I would fuck them, I'd kiss their cocks and suck them a little. But since my main goal was to fuck them, I didn't have much opportunity to suck them. Some guys would ask if I got fucked, and I'd say no, and they accepted that. But I was more curious about sucking.
There used to be a scuzzy gay bar here in Ft Lauderdale*called Chaps, and they had a VERY dark back room, with like a single Christmas tree bulb lighting the room...you could barely see the other guys, and it was usually packed. You'd feel around , feel a guys ass, and cock, stoke it if you wanted to and he let you, and you could drop to your knees to suck him. That's where I went to learn my sucking skills. I also learned that I had very little gag reflex, and if I gauged my breaths right, I could take a big cock way down my throat. I'm sure I sucked straight and bi guys there...who just wanted to get sucked. I was very popular there some nights. They also had an enclosed back outdoor patio area.... where some sucking happened, but usually just stroking which let to a trip to the dark room.
I remember going there with a very cute thin younger guy, who liked the idea of sucking with other guys around. I sucked him, and pulled his jeans down around his ankles....he liked watching guys watch. As he sucked me, his eyes were moving all around the room looking at the guys watching him. He was very cute, about 5-4, thin, smooth, and dark hair. We were both very aroused, and I couldn't wait to get him home. We got into his bedroom, and kissed as we undressed each other. I wanted to get him up on his knees to fuck him from behind, but he wanted to keep kissing me, and look at my face. He pulled his legs way up, as I lubed his hole. I slipped the head of my cock in, and slowly gyrated with him, sliding it in deeper and deeper.....faster and faster, and I exploded into him..... He screamed like a girl when he came with me....
I called him a few times but never saw him again...... I would rarely see a guy a second time.
I was always reluctant to suck in the beginning...... like that would be admitting to my self that I was gay. Then I realized it didn't matter if it felt good. I liked when guys came on to me, stoked me and sucked me, but I barely did any more than hold their cock or stroke it a little. As I met more and more guys, usually to have them suck me, and I would fuck them, I'd kiss their cocks and suck them a little. But since my main goal was to fuck them, I didn't have much opportunity to suck them. Some guys would ask if I got fucked, and I'd say no, and they accepted that. But I was more curious about sucking.
There used to be a scuzzy gay bar here in Ft Lauderdale*called Chaps, and they had a VERY dark back room, with like a single Christmas tree bulb lighting the room...you could barely see the other guys, and it was usually packed. You'd feel around , feel a guys ass, and cock, stoke it if you wanted to and he let you, and you could drop to your knees to suck him. That's where I went to learn my sucking skills. I also learned that I had very little gag reflex, and if I gauged my breaths right, I could take a big cock way down my throat. I'm sure I sucked straight and bi guys there...who just wanted to get sucked. I was very popular there some nights. They also had an enclosed back outdoor patio area.... where some sucking happened, but usually just stroking which let to a trip to the dark room.
I remember going there with a very cute thin younger guy, who liked the idea of sucking with other guys around. I sucked him, and pulled his jeans down around his ankles....he liked watching guys watch. As he sucked me, his eyes were moving all around the room looking at the guys watching him. He was very cute, about 5-4, thin, smooth, and dark hair. We were both very aroused, and I couldn't wait to get him home. We got into his bedroom, and kissed as we undressed each other. I wanted to get him up on his knees to fuck him from behind, but he wanted to keep kissing me, and look at my face. He pulled his legs way up, as I lubed his hole. I slipped the head of my cock in, and slowly gyrated with him, sliding it in deeper and deeper.....faster and faster, and I exploded into him..... He screamed like a girl when he came with me....
I called him a few times but never saw him again...... I would rarely see a guy a second time.
OceanviewFtLaud
Experienced
- Joined
- Oct 29, 2015
- Posts
- 60
My Key West Get a way....finally coming out anonymously...
When I have no female interests in my life....especially for a long time, I get a little bored and*lonely and look to guys for attention.* It seems more effortless....I guess I still have the looks to attract men. I'm now more comfortable going to the men's bars in Wilton Manors.* Sometimes I wonder if I could ever get *into dating a guy, seeing him regularly, sharing each others lives and fun.* I fantasize sometimes about what my ideal guy would be.* I think he's be bigger and taller than me, shy, trim and muscular, football player type. When I get lonely I imagine going out with a guy like that, him taking me to his house, holding me and finally kissing me deeply. I could see giving myself completely to a guy like that....sleeping with him, and feeling his strong arms holding me all night.* Never met a guy like that, although I've unsuccessfully pursued some!*
I think a few years ago, I had decided to go to Key West and actually stay at a men's gay resort. I checked them all out online, at a gay website that had a number of reviews, and comments from guys who had stayed there. There were several to choose from, and the first one I picked was based on it's promise of a total clothing optional resort, even though I was pretty sure that I wouldn't have the courage to do that, at least without a lot of alcohol! I wasn't sure I'd even meet anyone there, thinking maybe they'd all be tourists and couples, and keep to themselves.* I discovered that I was very mistaken....most of*the guys there*were looking for sex.
I*guess I was a little angry at myself because of my shyness and inhibitions, and I was determined to*be relaxed at this resort, and openly live, experience, and*exhibit my gay side.* Any of my rare previous connections with guys here at home were discreet and kind of intimidating, and I was always afraid that someone I knew would see me in a gay bar.* Almost all of my other meetings were from online connections*or*from a gay dating line.... so when you meet you 're ready for the sex, whether it's a perfect match...and it's usually not. This was different....an innocent*casual resort, and hopefully*a mutual attraction with someone.
*
I had only one other meeting before, a guy I met*in a bar in Wilton Manors.* I was curious to spend a whole evening in a bar like that, but I was very uncomfortable there because I was afraid someone would walk in that I knew.* I even prepared an excuse.....that a friend of mine was flying in from New York, and wanted to go to that bar, Georgie's Alibi, because he had read about it, and wanted me to meet him there!* I was just sitting drinking at the bar, and the guy sitting next to me struck up a conversation.* We flirted increasingly through the evening, and sometime after midnight he asked if I could take him home.**We played a little, undressed each other, played a little more and rolled around naked in his bed together, but the*little oral sex we had was quick, meaningless, and unsatisfying. And I felt dirty, like I usually did, with no good reason for feeling that way.
The resort where I stayed down*in Key West to get away where I s*was called*Island House. Most of the pictures here are from that resort, including some erotic male art that is all over the hotel, and in the rooms.
** *
It was relaxing to get away because I was anonymous there. I stayed to myself at first, but then I met*many guys on the sun deck, talking, laughing, and drinking.* Guys would just walk up to me, say hello and introduce themselves, and buy me drinks. Almost all were nude except me, and I was curious to see their bodies, and how endowed they were.* Later that afternoon, I worked up the courage to slip off my swimsuit while I was laying on my lounger, but would wrap a towel around me if I got up for another drink or a glass of ice water.*
I wondered what I would do if my surroundings or my thoughts would start to get me aroused, but I figured I would just roll over on my front.* But as the afternoon progressed, I was shocked to see other guys in varying states of arousal, with some of them quite big and hard, and standing at attention. They looked proud of themselves, and I began to realize that was part of the cruising.....the mating game. Like a peacock spreading his feathers... Nudity leaves no secrets about genital size! Some were bigger than I had ever seen before, but I had not seen a lot up until that point.* I realized this was getting quite fun for me, and I wanted to participate in the fun.
I took a shower, and went walking around town, and had dinner by myself.**I tried to*dress like an easygoing gay guy with my casual cargo shorts, tight black t shirt, flip flops with ankle bracelet, and pukka shell necklace. *I stopped into a couple of bars, made a few new friends,*and had a bit of a buzz on when I walked back to the resort about 11 pm.
Walking back to my room around the balconies of the resort, I passed guys walking around or sitting outside their rooms, and some of them were nude, and some just had towels on. I wasn't sure what I wanted to do, but I was feeling adventurous.* I decided to make a drink, undress and get a towel on, and go out to the sundeck under the stars, and smoke some of the weed I had with me.* I went to a corner of the deck, which was pretty deserted except for*few guys coming an going, and then I walked by a guy laying on a lounger, with a guy standing over him dipping himself into his mouth. They looked like they were having a lot of fun.
I went over to the railing which looked over the pool, and watched a few guys playing in it....nude of course. I was relaxed, high, mellow, and so comfortable in the warm summer breeze. I let my towel fall, and just chilled there for a while.*
I was surprised and startled to hear a deep sexy voice behind me say "Hello there, great night isn't it?" Without looking, I said "Sure is...." And I caught my breath as I felt a big soft hand touch my shoulder, and slowly slide down my back and gently cup my left cheek.* He said he had seen me on the deck in the afternoon, but didn't come talk to me. He said "I was hoping to run into you tonight." I was curious to see who I was talking to, so I turned around to see this tall handsome guy, who was also nude. He motioned toward a couple of lounge chairs*in a corner of the deck, and he asked me to sit down.*
He went to get us fresh drinks, and I got to watch him walking*away from me.....very tall, at least 6-5, very athletic and firm, with a great all over tan.* As he walked toward me with the drinks, I saw the front....smooth chest, and quite endowed, from what I could see in the moonlight. We laughed and talked, finished the drinks, and the next round of drinks as well.* As we talked, he would slide his hand on my thigh, and I cold feel myself getting aroused, hoping he wouldn't notice.* We went for a walk around the resort, laughing all around pool, hot tub, and video room, and I'm sure the other guys noticed us. At around 3 am, I was exhausted, I said goodnight, and went back to my room and fell sound asleep.* Quite a fun first day!
I woke up excited thinking back about my first day there.* I wondered if my new friend liked me, and if he would even talk to me again today.* I pulled my shorts on, and went down to the poolside café for some breakfast, hoping I might see him.*
I was invited to sit with a couple of guys I met who were visiting from Orlando, and we chatted for a while.* They had been there a few times, and made a deal with each other that they would cruise alone there, meet other guys for sex, but never rub it in each others faces. They would alternate who had their room each night. They said they would each connect with 3 or 4 guys each every time they would visit.* I was intrigued and wondered how many different guys I could meet if I tried.
I went back up to the sundeck again, still too shy to be nude. Some guys I remembered from the day before, and some were new.* I rolled over on my front, and spread a lot of sunscreen on my white ass, and*dozed off, catching up on some sleep I missed the night before.* I napped for a few hours, and was awakened*by a call from a female friend, someone I had been involved with for a few years, and who encouraged me to go to Key West to pursue my fantasies and curiosities.
She asked me how it was going, and chastised me for being so shy and withdrawn.* She challenged me to pick out a guy, like the one I had met the day before, and take things wherever they may go, even sex.** She asked me why I kept wearing my towel, and said she couldn't understand why I wasn't nude when everyone else was!* She made me mad at myself.* I stood up, and walked nude to my room, and made myself a strong drink....and walked back to the deck completely nude.....and it felt great!* I watched guys looking at me up and down as I walked by them....and I got more confident.
I hadn't seen my friend from the day before, but I had met a few more nice fun guys, one who asked me to dinner with him. He seemed nice, just a regular looking guy from Atlanta.* We had a nice conversation at dinner, and I stopped in at a local gay leather bar with him for a while.* We walked back to the resort, and he asked me to join him in one of the hot tubs, that was close to his room. I got there first, and was waiting in the hot tub when he got there. I watched him remove his towel, and saw that he was a little aroused as he got in and sat next to me.* He put his hand on the back of my neck, pulled me toward him and kissed me. I was startled at first, but slowly accepted his tongue and kissed him deeply.* No guy had ever kissed me like that.* We sat and talked for a while, and kissed some more. After a while, he went back to his room for more drinks, and the guy from the day before walked by, fully dressed coming from dinner, and said hi.* It looked to him that I was sitting all alone in the hot tub.* He said he was going to get a drink, and that he'd be right back.
When he got back, the first guy had returned, and was sitting with me in the hot tub. He was nude, and sat right down in the hot tub with both of us, and introduced himself to my dinner companion. He complimented me on the sun I had gotten, and asked me to stand in front of him so he could see it.* As I stood in front of him, he kissed my chest, first on one of my nipples, then the other....and I didn't want him to stop.* He began to stroke me as he kissed.* Then my dinner companion came behind me,* and I felt his hand on my ass, sliding it under me, between my cheeks. I had never felt two guys all over me like that before!* I didn't know what was going to happen next.* One guy was hugging me from behind with his arousal against me, and the guy in front of me was going down on me, and I was enjoying every minute of it.* Many other guys walked by, some slowing down to watch, and I didn't care, and didn't stop. I was getting a lot more comfortable in my new lifestyle. We played for a little while longer, and it had gotten late so I said goodnight to my new friends and went up to bed.*
My third day began the same way as before, except that after breakfast by the pool, I was nude all day. I drank a lot, walked around the deck, flirted with most of the *25 or 30 guys that were up there, and dozed on and off til that afternoon. I got a pretty good all over tan that day.*I saw my two friends together later on, and I assumed that they had a love connection the night before after I went to bed.
As I was getting ready to go to dinner, my female friend called me again to see how things were going.* She was mad when I told her about the previous night in the hot tub, and said I should have been more assertive, like climbing onto that guy's lap when he kissed my chest, and kiss him deeply.* She said it sounded like they both wanted to do me! I told her I'd try again that night.
I went into town again for dinner, and was kicking my self for missing the opportunity to connect with the tall guy I had met the first night. I liked him ,and was looking forward to spending more time with him.* I walked back to the resort after a few drinks, and got undressed and went up to the deck with a drink.* It was kind of deserted up there, and I kept thinking about my missing friend.
I thought he was fun and was*hoping *to see him again. *Sure enough, he was up*there laying nude on a lounge chair, all 6-5 of him. We talked and flirted a little, and I could see him getting aroused,*and*I remembered how endowed he was.* I had a few drinks, and felt fed up with being shy with him, and wanted to be completely uninhibited with a nice guy like him.* I*was excited to be with him, but I had no idea where it could go. But now I was in a relaxed atmosphere, and was having fun with a guy I liked, and I was going to let*it go wherever it went.
I was very relaxed, and comfortable,**I had met a guy I liked, and I felt good because it was a mutual like. Harry was big, athletic, and paid me a lot of attention. Other guys I had met at the resort would walk by and say hello, and he seemed happy that he was with me. I had no idea what was going to happen, but I was starting to get a*more aroused. *His body turned me on a lot. I wasn't sure what I wanted to do next, but whatever it was, I had found a fun guy to do it with! I didn't feel guilty, dirty, shy, or self conscious....just sexy....
There are a lot of play areas to this resort....all clothing optional, and by this time of night it, every guy there was nude. There was a pool, all night bar,* the top floor sun deck/moon deck, two different hot tubs, steam room, sauna, and a dark 24 hr. men's porn video room, which was a dark wandering maze..... all there for the play times of the resort's guests. I never knew that places like this even existed, and it was all very clean and well kept.
I am very masculine acting, and so was my new friend Harry. Other guys there were more feminine...obviously bottoms, and some were attracted to me. I guess he had gotten around a lot since he got there, and he was obviously in pursuit of a sexy companion, but all the guys there were too.
From the laughs and the drinks we were having on the deck under the clear starry night, we made our rounds of all the facilities, being friendly, flirting, and laughing and joking wherever we went .. always nude. We*would very often go*to his room to get more drinks.
On*my last*stop in his room, I was making the drinks when he*walked*out of the bathroom and came up*behind me. He began to caress my shoulders, and I could feel that he was more aroused as he hugged me from behind.* He began to kiss and lick the back of my neck....and I loved it! His arms were around me, his hands softly caressing my chest, and reaching down to feel how aroused I was.* I was relaxed, no one was there to see me, even though I noticed that*the door to his room was left partially open.
He wrapped his arms around me again, sliding them over my chest and stomach. I turned around to face him, and slowly reached between his legs, and I found that it was now quite hard, and bigger and thicker than I had seen it before. My excitement was racing, and my heart was pounding.... I was where I wanted to be, but I had not thought through where it would go from there. I pushed him back and sat him on the bed, and kissed down his chest and stomach, across his hips, kissing his groin and upper thighs....hearing him moan and breathe harder. I could feel*it against the side of my face...and, losing all my shyness and inhibitions, *I couldn't resist.... I licked along the side of it, and slowly slid the huge head in my mouth.
In my first years of experimentation with guys, I never did oral. I stroked and played, watched them*go down on*me, and eventually*did them, but I never did oral on them. As I got more accepting of my man sex curiosities, I began to try oral gradually, and after a while went after it completely.* I eventually came to realize that I had a "deep throat" ability, could take bigger guys, and had very little gag reflex.
But this was one of the bigger guys I had ever had in my mouth, almost 9 inches. I licked around it, and took him deep down the back of my throat. He got very hard, and stopped me a few times because he was on the edge of* a climax.
He sat up, and pulled me up to him, held my head and kissed me deeply.... and I liked it, deep passionate kisses. I was a little shocked, because I was never into kissing guys all that much. But again, no one had to know, and I wanted more.** I thought I could be as submissive, or as feminine, or as gay as I wanted to be!* And I liked it. He picked me up onto the bed and pushed me back, and began to kiss me all over....shoulders, chest, stomach, and he took me way down his throat. We were both very worked up, aroused, and very turned on. Here's what I hadn't thought through, and it's just as well ...... because if I had thought about it I may not have gone any further..... was I going to get penetrated for the first time?* Was I ready for that, for my*small ass to be entered?* It was almost to the point of no return, and I didn't even realize it yet.
He rolled me over on my front, and kept kissing and licking....he grabbed my ankles...I was still face down, and he held my legs up like a wishbone.... licking the back and inside of my upper thighs.....and into the*middle of my ass..... What a feeling! I'd never felt that before.... a guys tongue up and down, and into my ass. He said" I love this ass, I want this ass so bad...."
He licked me a very long time....exciting me, and unknown to me at the time, relaxing me at the same time. Now, again, who cares? It felt great, and no one was watching, right? Wrong....there were a few guys watching from the partially open door. They had been watching our little mating dance all night, and were curious who each of us would end up with.
I was dripping wet from his licking.....and I heard him reach over to where the condoms were.....(each room was fully stocked with condoms, small hand towels, and little tubes of lube). I then realized what was going to happen next, and I got very excited about it.* I* was with a guy that I liked, that I had pursued since the day before,* and he liked me too and now he really wanted me. Just that thought turned me on tremendously..... but then I remembered how huge he was.* I quickly bent over and took him in my mouth again to see if it was really as big as I thought.. He was very excited...and it was bigger than before.....
He pulled my hips up a little, and spread my legs. I could feel the hard head up against me, and his muscular thighs moving inside my spread legs. He kept telling me how much he wanted me and how sexy I was.*I felt*the*gradual and increasing pressure against me.... slowly and easily, and then, without any warning, the head suddenly slid*into me.*
I caught my breath and slowly absorbed the sharpness of*him entering me.* Gradually he started to slide it in and out, a little deeper with each thrust. He grabbed both my hips, and pulled me up closer to him. My ass relaxed a little more as he continued to*move with me.* Thank God he had some poppers which made it easier and relaxed my ass.* I was so excited...I was on my knees with a guy entering me from behind, and he liked it as much as I did.* My ass felt so filled with him.
What I learned that night, and what I've come to appreciate in sex since, is that the bottom guy can get as much pleasure out of getting it as the top guy does. The bottom guy can work around the guy inside him. The constant*thrusting* is a tremendous pleasure factor, and a lot of guys can even cum*just that way!
He kept saying "it feels so good in you, you are so tight, I want to shoot it all in you..." He pushed me down on the bed after a while, and continued riding me, until he exploded. *As he was close to climaxing, he was thrusting too deep, and I had to hold him back a little... I felt like he was going to break through me....
He got up and said he was going to take a shower, which I took as my queue to leave. I went down to one of the hot tubs to relax...and then showered off in the locker room. I was just taking in the moment, reflecting in my new found sexual experience.
I realized suddenly I*had a lot of new friends. It turns out, some had watched what happened in the room, and told others about it. Maybe they liked that I was masculine, but had been a bottom for Harry. One guy invited me to his room to get a drink, and*went down on*me as soon as we got inside. I realized it was barely midnight. He obviously wanted to do me too, and I was curious to try my new sport again! My butt was still relaxed from my previous experience, so doing it with him was easy and very pleasurable.
So I kept making new friends. Two more guys did me that night, and a group wanted* me in the video room later, but none of them could get hard enough. Lol.* I had become a male nymphomaniac that night, and I had a great time.
For some reason, I had not climaxed myself yet. A guy approached me as I was wandering in the video room, in a dark little corner where there was a bench. He went down on me, and pushed me down on the seat, continuing to suck me.* He was very good, and I later wondered how many loads of cum he had*swallowed that night. The hotter and harder I got, the deeper and faster he went. I eventually exploded in the most intense climax I could remember. And he swallowed it all.
*What a great night......and I never saw any of them again.
When I woke up the next morning I was still numb from the excitement of the night before.....I felt like I had been in*a porn flick!* I spent an hour on the phone with my female friend, who was finally happy for me.* But I was sure what I was going to do on my last day there.* Harry knocked on the door to say goodbye, he was checking out. I walked into town to see a few of the tourist spots, and had a few guys come up to me to say hello. I had lunch in town, and walked back and went up to lay on the deck again.
To my surprise, I looked across the deck to see my Atlanta friend from the other night laying there, and he waved me over. I forgot he had told me he was going on a snorkel cruise the next day, so he had gone up to bed right after I left he and Harry in the hot tub the other night, so they had not connected. I told him that Harry and I had a fun time the night before, but I didn't go into any detail.*
We had a fun afternoon on the deck, and went to dinner later.* He liked the jeans and leather gay bar, so we went back there again. There were a lot of big and muscled guys there, and I think we were the only ones without facial hair!* I was very popular, got called cute a lot, and must have had my ass grabbed 20 times! I guess I shouldn't have worn my tight black jeans.
I liked him a lot, and I knew that the first night I met him. He was my height, slender and smooth body.* I went to my room to undress, and left to meet him at his room to go to the hot tub. He had a phone call, and was just undressing when I got there. I watched take his clothes off, and I admired*his body.* He stepped closer to me, and kissed me.* I grabbed him, and we got into a deep passionate kiss, and he pulled me back onto his bed.
I guess we had built up some passion and desires, and we both wanted a sexual connection. We kissed and rolled on the bed for a while, we took turns at oral on each other, and even did some mutually, 69. I was very hot for him,* and rolled him on his front, and worked some lube into him.* He said he loved how I made him feel, and asked me to go slowly with him, that he never had a guy in him before, and he wanted me. I was very hard, and knelt up between his thighs, and positioned myself against his ass.* He began to moan, and started to whisper "Give it to me, give it to me, push it in me...."
As it started to go in, he froze a little, but started to relax as*I*began to slide in and out.* After a while, I pushed him on his back, to face him, and reached for*a condom.* I lifted both his legs onto my shoulders, and slowly spread them as I entered him again. I put a pillow behind his head so I could kiss him as I rode him. He said he had cum already when I was in him from behind, but he kept whispering in my ear, "give it to me". I went faster and faster, and finally came, and* I fell asleep exhausted on him.
I awoke to him sucking me, and then he got up on me and sat down on it, and rode me, somewhat wildly. He went faster and faster, until we both came, without a condom.* He said he had to get ready to get his flight, but he confessed that the goal of*his trip to Key West was to find a nice sexy guy to give himself to for the first time. He had never been penetrated before, and he thanked me for being so patient and gentle.* He always saw him self as a bottom, but was afraid to try it for the first time.
I had achieved my goals in going to Key West.* I met other sexy and fun guys, I was myself, and I made several sexual connections.* I was penetrated for the first time and realized how much I enjoyed it, and had three other guys in me.* I didn't feel dirty, or "gay".* I just felt like a guy who had some very fun sexual experiences.* I would remember all of it for a very long time!
I made many future trips to Island House in Key West, and also tried Equator, a nice, similar, but smaller and more subdued place. The fun of a trip depends on the clientel that is there with you at any given time, it's not always as fun and wild as my first trip.* But I love going there....
When I have no female interests in my life....especially for a long time, I get a little bored and*lonely and look to guys for attention.* It seems more effortless....I guess I still have the looks to attract men. I'm now more comfortable going to the men's bars in Wilton Manors.* Sometimes I wonder if I could ever get *into dating a guy, seeing him regularly, sharing each others lives and fun.* I fantasize sometimes about what my ideal guy would be.* I think he's be bigger and taller than me, shy, trim and muscular, football player type. When I get lonely I imagine going out with a guy like that, him taking me to his house, holding me and finally kissing me deeply. I could see giving myself completely to a guy like that....sleeping with him, and feeling his strong arms holding me all night.* Never met a guy like that, although I've unsuccessfully pursued some!*
I think a few years ago, I had decided to go to Key West and actually stay at a men's gay resort. I checked them all out online, at a gay website that had a number of reviews, and comments from guys who had stayed there. There were several to choose from, and the first one I picked was based on it's promise of a total clothing optional resort, even though I was pretty sure that I wouldn't have the courage to do that, at least without a lot of alcohol! I wasn't sure I'd even meet anyone there, thinking maybe they'd all be tourists and couples, and keep to themselves.* I discovered that I was very mistaken....most of*the guys there*were looking for sex.
I*guess I was a little angry at myself because of my shyness and inhibitions, and I was determined to*be relaxed at this resort, and openly live, experience, and*exhibit my gay side.* Any of my rare previous connections with guys here at home were discreet and kind of intimidating, and I was always afraid that someone I knew would see me in a gay bar.* Almost all of my other meetings were from online connections*or*from a gay dating line.... so when you meet you 're ready for the sex, whether it's a perfect match...and it's usually not. This was different....an innocent*casual resort, and hopefully*a mutual attraction with someone.
*
I had only one other meeting before, a guy I met*in a bar in Wilton Manors.* I was curious to spend a whole evening in a bar like that, but I was very uncomfortable there because I was afraid someone would walk in that I knew.* I even prepared an excuse.....that a friend of mine was flying in from New York, and wanted to go to that bar, Georgie's Alibi, because he had read about it, and wanted me to meet him there!* I was just sitting drinking at the bar, and the guy sitting next to me struck up a conversation.* We flirted increasingly through the evening, and sometime after midnight he asked if I could take him home.**We played a little, undressed each other, played a little more and rolled around naked in his bed together, but the*little oral sex we had was quick, meaningless, and unsatisfying. And I felt dirty, like I usually did, with no good reason for feeling that way.
The resort where I stayed down*in Key West to get away where I s*was called*Island House. Most of the pictures here are from that resort, including some erotic male art that is all over the hotel, and in the rooms.
** *
It was relaxing to get away because I was anonymous there. I stayed to myself at first, but then I met*many guys on the sun deck, talking, laughing, and drinking.* Guys would just walk up to me, say hello and introduce themselves, and buy me drinks. Almost all were nude except me, and I was curious to see their bodies, and how endowed they were.* Later that afternoon, I worked up the courage to slip off my swimsuit while I was laying on my lounger, but would wrap a towel around me if I got up for another drink or a glass of ice water.*
I wondered what I would do if my surroundings or my thoughts would start to get me aroused, but I figured I would just roll over on my front.* But as the afternoon progressed, I was shocked to see other guys in varying states of arousal, with some of them quite big and hard, and standing at attention. They looked proud of themselves, and I began to realize that was part of the cruising.....the mating game. Like a peacock spreading his feathers... Nudity leaves no secrets about genital size! Some were bigger than I had ever seen before, but I had not seen a lot up until that point.* I realized this was getting quite fun for me, and I wanted to participate in the fun.
I took a shower, and went walking around town, and had dinner by myself.**I tried to*dress like an easygoing gay guy with my casual cargo shorts, tight black t shirt, flip flops with ankle bracelet, and pukka shell necklace. *I stopped into a couple of bars, made a few new friends,*and had a bit of a buzz on when I walked back to the resort about 11 pm.
Walking back to my room around the balconies of the resort, I passed guys walking around or sitting outside their rooms, and some of them were nude, and some just had towels on. I wasn't sure what I wanted to do, but I was feeling adventurous.* I decided to make a drink, undress and get a towel on, and go out to the sundeck under the stars, and smoke some of the weed I had with me.* I went to a corner of the deck, which was pretty deserted except for*few guys coming an going, and then I walked by a guy laying on a lounger, with a guy standing over him dipping himself into his mouth. They looked like they were having a lot of fun.
I went over to the railing which looked over the pool, and watched a few guys playing in it....nude of course. I was relaxed, high, mellow, and so comfortable in the warm summer breeze. I let my towel fall, and just chilled there for a while.*
I was surprised and startled to hear a deep sexy voice behind me say "Hello there, great night isn't it?" Without looking, I said "Sure is...." And I caught my breath as I felt a big soft hand touch my shoulder, and slowly slide down my back and gently cup my left cheek.* He said he had seen me on the deck in the afternoon, but didn't come talk to me. He said "I was hoping to run into you tonight." I was curious to see who I was talking to, so I turned around to see this tall handsome guy, who was also nude. He motioned toward a couple of lounge chairs*in a corner of the deck, and he asked me to sit down.*
He went to get us fresh drinks, and I got to watch him walking*away from me.....very tall, at least 6-5, very athletic and firm, with a great all over tan.* As he walked toward me with the drinks, I saw the front....smooth chest, and quite endowed, from what I could see in the moonlight. We laughed and talked, finished the drinks, and the next round of drinks as well.* As we talked, he would slide his hand on my thigh, and I cold feel myself getting aroused, hoping he wouldn't notice.* We went for a walk around the resort, laughing all around pool, hot tub, and video room, and I'm sure the other guys noticed us. At around 3 am, I was exhausted, I said goodnight, and went back to my room and fell sound asleep.* Quite a fun first day!
I woke up excited thinking back about my first day there.* I wondered if my new friend liked me, and if he would even talk to me again today.* I pulled my shorts on, and went down to the poolside café for some breakfast, hoping I might see him.*
I was invited to sit with a couple of guys I met who were visiting from Orlando, and we chatted for a while.* They had been there a few times, and made a deal with each other that they would cruise alone there, meet other guys for sex, but never rub it in each others faces. They would alternate who had their room each night. They said they would each connect with 3 or 4 guys each every time they would visit.* I was intrigued and wondered how many different guys I could meet if I tried.
I went back up to the sundeck again, still too shy to be nude. Some guys I remembered from the day before, and some were new.* I rolled over on my front, and spread a lot of sunscreen on my white ass, and*dozed off, catching up on some sleep I missed the night before.* I napped for a few hours, and was awakened*by a call from a female friend, someone I had been involved with for a few years, and who encouraged me to go to Key West to pursue my fantasies and curiosities.
She asked me how it was going, and chastised me for being so shy and withdrawn.* She challenged me to pick out a guy, like the one I had met the day before, and take things wherever they may go, even sex.** She asked me why I kept wearing my towel, and said she couldn't understand why I wasn't nude when everyone else was!* She made me mad at myself.* I stood up, and walked nude to my room, and made myself a strong drink....and walked back to the deck completely nude.....and it felt great!* I watched guys looking at me up and down as I walked by them....and I got more confident.
I hadn't seen my friend from the day before, but I had met a few more nice fun guys, one who asked me to dinner with him. He seemed nice, just a regular looking guy from Atlanta.* We had a nice conversation at dinner, and I stopped in at a local gay leather bar with him for a while.* We walked back to the resort, and he asked me to join him in one of the hot tubs, that was close to his room. I got there first, and was waiting in the hot tub when he got there. I watched him remove his towel, and saw that he was a little aroused as he got in and sat next to me.* He put his hand on the back of my neck, pulled me toward him and kissed me. I was startled at first, but slowly accepted his tongue and kissed him deeply.* No guy had ever kissed me like that.* We sat and talked for a while, and kissed some more. After a while, he went back to his room for more drinks, and the guy from the day before walked by, fully dressed coming from dinner, and said hi.* It looked to him that I was sitting all alone in the hot tub.* He said he was going to get a drink, and that he'd be right back.
When he got back, the first guy had returned, and was sitting with me in the hot tub. He was nude, and sat right down in the hot tub with both of us, and introduced himself to my dinner companion. He complimented me on the sun I had gotten, and asked me to stand in front of him so he could see it.* As I stood in front of him, he kissed my chest, first on one of my nipples, then the other....and I didn't want him to stop.* He began to stroke me as he kissed.* Then my dinner companion came behind me,* and I felt his hand on my ass, sliding it under me, between my cheeks. I had never felt two guys all over me like that before!* I didn't know what was going to happen next.* One guy was hugging me from behind with his arousal against me, and the guy in front of me was going down on me, and I was enjoying every minute of it.* Many other guys walked by, some slowing down to watch, and I didn't care, and didn't stop. I was getting a lot more comfortable in my new lifestyle. We played for a little while longer, and it had gotten late so I said goodnight to my new friends and went up to bed.*
My third day began the same way as before, except that after breakfast by the pool, I was nude all day. I drank a lot, walked around the deck, flirted with most of the *25 or 30 guys that were up there, and dozed on and off til that afternoon. I got a pretty good all over tan that day.*I saw my two friends together later on, and I assumed that they had a love connection the night before after I went to bed.
As I was getting ready to go to dinner, my female friend called me again to see how things were going.* She was mad when I told her about the previous night in the hot tub, and said I should have been more assertive, like climbing onto that guy's lap when he kissed my chest, and kiss him deeply.* She said it sounded like they both wanted to do me! I told her I'd try again that night.
I went into town again for dinner, and was kicking my self for missing the opportunity to connect with the tall guy I had met the first night. I liked him ,and was looking forward to spending more time with him.* I walked back to the resort after a few drinks, and got undressed and went up to the deck with a drink.* It was kind of deserted up there, and I kept thinking about my missing friend.
I thought he was fun and was*hoping *to see him again. *Sure enough, he was up*there laying nude on a lounge chair, all 6-5 of him. We talked and flirted a little, and I could see him getting aroused,*and*I remembered how endowed he was.* I had a few drinks, and felt fed up with being shy with him, and wanted to be completely uninhibited with a nice guy like him.* I*was excited to be with him, but I had no idea where it could go. But now I was in a relaxed atmosphere, and was having fun with a guy I liked, and I was going to let*it go wherever it went.
I was very relaxed, and comfortable,**I had met a guy I liked, and I felt good because it was a mutual like. Harry was big, athletic, and paid me a lot of attention. Other guys I had met at the resort would walk by and say hello, and he seemed happy that he was with me. I had no idea what was going to happen, but I was starting to get a*more aroused. *His body turned me on a lot. I wasn't sure what I wanted to do next, but whatever it was, I had found a fun guy to do it with! I didn't feel guilty, dirty, shy, or self conscious....just sexy....
There are a lot of play areas to this resort....all clothing optional, and by this time of night it, every guy there was nude. There was a pool, all night bar,* the top floor sun deck/moon deck, two different hot tubs, steam room, sauna, and a dark 24 hr. men's porn video room, which was a dark wandering maze..... all there for the play times of the resort's guests. I never knew that places like this even existed, and it was all very clean and well kept.
I am very masculine acting, and so was my new friend Harry. Other guys there were more feminine...obviously bottoms, and some were attracted to me. I guess he had gotten around a lot since he got there, and he was obviously in pursuit of a sexy companion, but all the guys there were too.
From the laughs and the drinks we were having on the deck under the clear starry night, we made our rounds of all the facilities, being friendly, flirting, and laughing and joking wherever we went .. always nude. We*would very often go*to his room to get more drinks.
On*my last*stop in his room, I was making the drinks when he*walked*out of the bathroom and came up*behind me. He began to caress my shoulders, and I could feel that he was more aroused as he hugged me from behind.* He began to kiss and lick the back of my neck....and I loved it! His arms were around me, his hands softly caressing my chest, and reaching down to feel how aroused I was.* I was relaxed, no one was there to see me, even though I noticed that*the door to his room was left partially open.
He wrapped his arms around me again, sliding them over my chest and stomach. I turned around to face him, and slowly reached between his legs, and I found that it was now quite hard, and bigger and thicker than I had seen it before. My excitement was racing, and my heart was pounding.... I was where I wanted to be, but I had not thought through where it would go from there. I pushed him back and sat him on the bed, and kissed down his chest and stomach, across his hips, kissing his groin and upper thighs....hearing him moan and breathe harder. I could feel*it against the side of my face...and, losing all my shyness and inhibitions, *I couldn't resist.... I licked along the side of it, and slowly slid the huge head in my mouth.
In my first years of experimentation with guys, I never did oral. I stroked and played, watched them*go down on*me, and eventually*did them, but I never did oral on them. As I got more accepting of my man sex curiosities, I began to try oral gradually, and after a while went after it completely.* I eventually came to realize that I had a "deep throat" ability, could take bigger guys, and had very little gag reflex.
But this was one of the bigger guys I had ever had in my mouth, almost 9 inches. I licked around it, and took him deep down the back of my throat. He got very hard, and stopped me a few times because he was on the edge of* a climax.
He sat up, and pulled me up to him, held my head and kissed me deeply.... and I liked it, deep passionate kisses. I was a little shocked, because I was never into kissing guys all that much. But again, no one had to know, and I wanted more.** I thought I could be as submissive, or as feminine, or as gay as I wanted to be!* And I liked it. He picked me up onto the bed and pushed me back, and began to kiss me all over....shoulders, chest, stomach, and he took me way down his throat. We were both very worked up, aroused, and very turned on. Here's what I hadn't thought through, and it's just as well ...... because if I had thought about it I may not have gone any further..... was I going to get penetrated for the first time?* Was I ready for that, for my*small ass to be entered?* It was almost to the point of no return, and I didn't even realize it yet.
He rolled me over on my front, and kept kissing and licking....he grabbed my ankles...I was still face down, and he held my legs up like a wishbone.... licking the back and inside of my upper thighs.....and into the*middle of my ass..... What a feeling! I'd never felt that before.... a guys tongue up and down, and into my ass. He said" I love this ass, I want this ass so bad...."
He licked me a very long time....exciting me, and unknown to me at the time, relaxing me at the same time. Now, again, who cares? It felt great, and no one was watching, right? Wrong....there were a few guys watching from the partially open door. They had been watching our little mating dance all night, and were curious who each of us would end up with.
I was dripping wet from his licking.....and I heard him reach over to where the condoms were.....(each room was fully stocked with condoms, small hand towels, and little tubes of lube). I then realized what was going to happen next, and I got very excited about it.* I* was with a guy that I liked, that I had pursued since the day before,* and he liked me too and now he really wanted me. Just that thought turned me on tremendously..... but then I remembered how huge he was.* I quickly bent over and took him in my mouth again to see if it was really as big as I thought.. He was very excited...and it was bigger than before.....
He pulled my hips up a little, and spread my legs. I could feel the hard head up against me, and his muscular thighs moving inside my spread legs. He kept telling me how much he wanted me and how sexy I was.*I felt*the*gradual and increasing pressure against me.... slowly and easily, and then, without any warning, the head suddenly slid*into me.*
I caught my breath and slowly absorbed the sharpness of*him entering me.* Gradually he started to slide it in and out, a little deeper with each thrust. He grabbed both my hips, and pulled me up closer to him. My ass relaxed a little more as he continued to*move with me.* Thank God he had some poppers which made it easier and relaxed my ass.* I was so excited...I was on my knees with a guy entering me from behind, and he liked it as much as I did.* My ass felt so filled with him.
What I learned that night, and what I've come to appreciate in sex since, is that the bottom guy can get as much pleasure out of getting it as the top guy does. The bottom guy can work around the guy inside him. The constant*thrusting* is a tremendous pleasure factor, and a lot of guys can even cum*just that way!
He kept saying "it feels so good in you, you are so tight, I want to shoot it all in you..." He pushed me down on the bed after a while, and continued riding me, until he exploded. *As he was close to climaxing, he was thrusting too deep, and I had to hold him back a little... I felt like he was going to break through me....
He got up and said he was going to take a shower, which I took as my queue to leave. I went down to one of the hot tubs to relax...and then showered off in the locker room. I was just taking in the moment, reflecting in my new found sexual experience.
I realized suddenly I*had a lot of new friends. It turns out, some had watched what happened in the room, and told others about it. Maybe they liked that I was masculine, but had been a bottom for Harry. One guy invited me to his room to get a drink, and*went down on*me as soon as we got inside. I realized it was barely midnight. He obviously wanted to do me too, and I was curious to try my new sport again! My butt was still relaxed from my previous experience, so doing it with him was easy and very pleasurable.
So I kept making new friends. Two more guys did me that night, and a group wanted* me in the video room later, but none of them could get hard enough. Lol.* I had become a male nymphomaniac that night, and I had a great time.
For some reason, I had not climaxed myself yet. A guy approached me as I was wandering in the video room, in a dark little corner where there was a bench. He went down on me, and pushed me down on the seat, continuing to suck me.* He was very good, and I later wondered how many loads of cum he had*swallowed that night. The hotter and harder I got, the deeper and faster he went. I eventually exploded in the most intense climax I could remember. And he swallowed it all.
*What a great night......and I never saw any of them again.
When I woke up the next morning I was still numb from the excitement of the night before.....I felt like I had been in*a porn flick!* I spent an hour on the phone with my female friend, who was finally happy for me.* But I was sure what I was going to do on my last day there.* Harry knocked on the door to say goodbye, he was checking out. I walked into town to see a few of the tourist spots, and had a few guys come up to me to say hello. I had lunch in town, and walked back and went up to lay on the deck again.
To my surprise, I looked across the deck to see my Atlanta friend from the other night laying there, and he waved me over. I forgot he had told me he was going on a snorkel cruise the next day, so he had gone up to bed right after I left he and Harry in the hot tub the other night, so they had not connected. I told him that Harry and I had a fun time the night before, but I didn't go into any detail.*
We had a fun afternoon on the deck, and went to dinner later.* He liked the jeans and leather gay bar, so we went back there again. There were a lot of big and muscled guys there, and I think we were the only ones without facial hair!* I was very popular, got called cute a lot, and must have had my ass grabbed 20 times! I guess I shouldn't have worn my tight black jeans.
I liked him a lot, and I knew that the first night I met him. He was my height, slender and smooth body.* I went to my room to undress, and left to meet him at his room to go to the hot tub. He had a phone call, and was just undressing when I got there. I watched take his clothes off, and I admired*his body.* He stepped closer to me, and kissed me.* I grabbed him, and we got into a deep passionate kiss, and he pulled me back onto his bed.
I guess we had built up some passion and desires, and we both wanted a sexual connection. We kissed and rolled on the bed for a while, we took turns at oral on each other, and even did some mutually, 69. I was very hot for him,* and rolled him on his front, and worked some lube into him.* He said he loved how I made him feel, and asked me to go slowly with him, that he never had a guy in him before, and he wanted me. I was very hard, and knelt up between his thighs, and positioned myself against his ass.* He began to moan, and started to whisper "Give it to me, give it to me, push it in me...."
As it started to go in, he froze a little, but started to relax as*I*began to slide in and out.* After a while, I pushed him on his back, to face him, and reached for*a condom.* I lifted both his legs onto my shoulders, and slowly spread them as I entered him again. I put a pillow behind his head so I could kiss him as I rode him. He said he had cum already when I was in him from behind, but he kept whispering in my ear, "give it to me". I went faster and faster, and finally came, and* I fell asleep exhausted on him.
I awoke to him sucking me, and then he got up on me and sat down on it, and rode me, somewhat wildly. He went faster and faster, until we both came, without a condom.* He said he had to get ready to get his flight, but he confessed that the goal of*his trip to Key West was to find a nice sexy guy to give himself to for the first time. He had never been penetrated before, and he thanked me for being so patient and gentle.* He always saw him self as a bottom, but was afraid to try it for the first time.
I had achieved my goals in going to Key West.* I met other sexy and fun guys, I was myself, and I made several sexual connections.* I was penetrated for the first time and realized how much I enjoyed it, and had three other guys in me.* I didn't feel dirty, or "gay".* I just felt like a guy who had some very fun sexual experiences.* I would remember all of it for a very long time!
I made many future trips to Island House in Key West, and also tried Equator, a nice, similar, but smaller and more subdued place. The fun of a trip depends on the clientel that is there with you at any given time, it's not always as fun and wild as my first trip.* But I love going there....
OceanviewFtLaud
Experienced
- Joined
- Oct 29, 2015
- Posts
- 60
Jenna would like to get to know this guy more with you
Ok...which guy, and who's Jenna?
CuriousOlderM
Really Really Experienced
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- Oct 16, 2016
- Posts
- 465
Enjoyed your stories of exploring your curiosities.. Very hot!!!
Jellyybean
Experienced
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- Sep 26, 2016
- Posts
- 68
That's awesome. I believe everyone is at least a litle bi. And everyone try it with the same sex at least once. Maybe its just me but I think my 1st time with another girl was more intimate and sexual than my 1st time with a guy. I was super nervous my 1st time and wasnt even sure I was into girls... that changed real quick lol
Jenna2641
Imagination is Sexy
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- Aug 26, 2006
- Posts
- 7,926
That is my Jack throwing me under the bus for appreciating your story. Of the three stories, I liked the first two guys. Still have yet to read your latest one. Definitely soon! Thanks for sharing them with us!
larrycando
Literotica Guru
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- Nov 21, 2002
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- 867
curious
I just read your posts and I don't think you fit the description of curious.
I just read your posts and I don't think you fit the description of curious.
jackstud
Jack
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- Apr 14, 2005
- Posts
- 7,099
Jenna is my friend. A great Gal. She enjoyed your post too. You should think about doing Gay litature
jackstud
Jack
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- 7,099
I would never throw you under the Bus
Jenna. Just up against the Wall and pound you to heaven 
dacoach44
Literotica Guru
- Joined
- Aug 14, 2013
- Posts
- 8,527
Awwwww, Jenna
Under the bus is fine; I will be waiting there. I know you would suck cock anywhere, mmmmm.
Under the bus is fine; I will be waiting there. I know you would suck cock anywhere, mmmmm.
BidudeinWi
Literotica Guru
- Joined
- Dec 24, 2008
- Posts
- 3,600
Wow, great story!
The OP sounds much like myself. I sooo want to go to Island House now. Thought about it for years! Thanks for sharing your experiences!
The OP sounds much like myself. I sooo want to go to Island House now. Thought about it for years! Thanks for sharing your experiences!
Jenna2641
Imagination is Sexy
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- Aug 26, 2006
- Posts
- 7,926
Jenna2641
Imagination is Sexy
- Joined
- Aug 26, 2006
- Posts
- 7,926
I would never throw you under the Bus
As long as you don't stop until I cum!!!
Jenna2641
Imagination is Sexy
- Joined
- Aug 26, 2006
- Posts
- 7,926
Not until you mess on the Wall and Me in your butt
Just what I need to be fucked to fulfillment.
Jenna2641
Imagination is Sexy
- Joined
- Aug 26, 2006
- Posts
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Oh my gosh, your last story was amazing & exciting. Thank you for sharing that. Such detail. Not just the sex, but the whole experience. Thank you very much for sharing this intimate experience from your past.
OceanviewFtLaud
Experienced
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- Oct 29, 2015
- Posts
- 60
After Key West...
I was realizing what a very seductive tool deep throating was. As I got older, I had to pursue more. If I met a guy I really wanted, and I had to do was find a way to get into his pants, and when he felt how deep down my throat I would take him, he was hooked.
The resort I was going to in Key West was a place for me to explore. I had a girlfriend at the time, but more of just a fuck buddy GF. I told her of my curiosities about other guys, but didn't tell her about my previous explorations. She encouraged me to take the weekend to Key West, and if I didn't want to tell her anything about it, I didn't have too. (During some passionate moments that weekend, I wondered what she'd think about what I was doing st that moment!)
I felt so free. I was going to a private resort where I would likely know no one, and no one would no me. I could meet, chat, cruise, go nude every minute if I wanted to. There was no need to wonder who was gay...they all were. And if they were out nude and alone, they were there for the same reason I was.
The weekend I told you about, I had no preconceived idea of what I wanted that weekend, or who. I had no idea who I would find there. It was going to be sunny, and I got up to the sundeck as soon as I got there. The sundeck was where everyone could check out everyone else....because we were all nude. I am thin and smooth, so many guys would come by my lounge chair to chat. And I'd look up to their face with their cock dangling right in front of me. Some would be semi-aroused.....very erotic.
The story I told you was true. The main guy I told you about was just a very friendly guy that I clicked with.....and I really had no idea what would happened. I just wanted to play with a naked guy's body, and have him play with mine. In my old days, after some stroking, naked play, and sucking, they other guy would asked me if I ever get fucked, and I would have said no. But that didn't happen this time. I guess I just let go and wanted to see how far it would go. I never pictured myself getting fucked like that, but I had fucked enough guys that I knew what he would like.**
I became hooked on getting fucked. I've not been fucked many times since then, but that's all I look for now. I go on gay websites and promote myself as a bottom, or at the very least versatile/bottom. I met one guy who seemed obsessed with me, and liked fucking me. He was the only guy in years that I've met more than once.*
I had one other female friend I could tell about my other side, and she was curious about it, and had questions. She had been fucked anally, so we had something in common! She was surprised, because I have a masculine look and attitude, that she'd think I'd more likely be a top than a bottom.....funny...
I was realizing what a very seductive tool deep throating was. As I got older, I had to pursue more. If I met a guy I really wanted, and I had to do was find a way to get into his pants, and when he felt how deep down my throat I would take him, he was hooked.
The resort I was going to in Key West was a place for me to explore. I had a girlfriend at the time, but more of just a fuck buddy GF. I told her of my curiosities about other guys, but didn't tell her about my previous explorations. She encouraged me to take the weekend to Key West, and if I didn't want to tell her anything about it, I didn't have too. (During some passionate moments that weekend, I wondered what she'd think about what I was doing st that moment!)
I felt so free. I was going to a private resort where I would likely know no one, and no one would no me. I could meet, chat, cruise, go nude every minute if I wanted to. There was no need to wonder who was gay...they all were. And if they were out nude and alone, they were there for the same reason I was.
The weekend I told you about, I had no preconceived idea of what I wanted that weekend, or who. I had no idea who I would find there. It was going to be sunny, and I got up to the sundeck as soon as I got there. The sundeck was where everyone could check out everyone else....because we were all nude. I am thin and smooth, so many guys would come by my lounge chair to chat. And I'd look up to their face with their cock dangling right in front of me. Some would be semi-aroused.....very erotic.
The story I told you was true. The main guy I told you about was just a very friendly guy that I clicked with.....and I really had no idea what would happened. I just wanted to play with a naked guy's body, and have him play with mine. In my old days, after some stroking, naked play, and sucking, they other guy would asked me if I ever get fucked, and I would have said no. But that didn't happen this time. I guess I just let go and wanted to see how far it would go. I never pictured myself getting fucked like that, but I had fucked enough guys that I knew what he would like.**
I became hooked on getting fucked. I've not been fucked many times since then, but that's all I look for now. I go on gay websites and promote myself as a bottom, or at the very least versatile/bottom. I met one guy who seemed obsessed with me, and liked fucking me. He was the only guy in years that I've met more than once.*
I had one other female friend I could tell about my other side, and she was curious about it, and had questions. She had been fucked anally, so we had something in common! She was surprised, because I have a masculine look and attitude, that she'd think I'd more likely be a top than a bottom.....funny...
