First Experience With Another Man

[Travler99921]

Was she present when it happened?

She was not, but she insisted I give here details when I got home

 

[jimmy_woods]

She was not, but she insisted I give here details when I got home

Care to share the details with the rest of us as well?

 

[Fl_maledad]

I shared this in another post about bisexual…seems a good fit in here as well. I hope you enjoy!

I thought I would share a story about my first time with another man. I was 22 years old, and had many thoughts of what it would be like with another man. I probably had these thoughts for the last several years. I just never could find the nerve to try it with a friend, and I didn’t know where to go to find a stranger. It all happened by surprise one day when I had pulled a muscle while running, at the time I was a pretty competitive runner with a nice build, smoother body, and only around 5 foot 9. I was recommended to go to a massage and I found one not too far from where I was living in Atlanta. I talked to him on the phone and I was super nervous, but the sound of his voice really sent me at ease. Anyway, I went to his studio and he was older probably late 30s. Very good looking and in shape. As he told me on the phone, he had me Undress, while he left the room and lay face down on the table. Because my injury was on my legs he concentrated mostly on that area. He kept the massage very professional at first. But the whole time he was complementing my body and every now and then his hands would linger around my ass, every time this happened, I would flinch. It felt amazing. After about 20 minutes or so the massage changed and he started to get a little closer and finally starting to massage my ass. He asked if I was OK, and all I can say it was yes. I was too nervous to move. He massaged my ass for several minutes, then he started to use longer strokes through my ass and down my leg. Every time he touch my ass I flinched. Then he left his finger at my ass and rubbed just at the entrance. Still asking me if I was OK, all I could do is moan at that point. From there it just got a lot more sexual. His hands moved away, and I could tell he was taking his clothes off as well. He came around to the front of the table and rub my back down to my ass between my ass cheeks. At this point, I was lost. My biggest fantasy was happening. I turned my head to the side. I wanted to see if I could see his cock and as soon as I turned, it was right there in my face. Much larger than mine. He asked if I was OK again, it was such a turn on that he was so sweet to me while he said he’s me. Then he pushed forward and I felt his cock at my lips and I just went with it. I tried my best to not seem like a first timer, but I think he knew. He went very slow, just pumping in and out. I opened as far as I could, but could only manager a few inches. I had a new respect for women after that. As I sucked him, he started to finger my ass. After a few minutes, he pulled out rolled me on my stomach, I heard him fumbling with a package, I was so nervous, but now I just wanted to give into my desire. He got on the table, put more oil between my cheeks. Told me to relax and breathe as he pushed his cock between my cheeks. It was like someone took a blow torch at first and told him please stop it hurts, I remember it being so painful it first. He just stopped told me to relax and pushed, until he passed my ring, and then pleasure went through my body, like I’ve never experienced. As I adjusted, he started to speed up and after about 10 minutes, he pulled out and shot on my back. I came without even being touched. And I was never the same after that. Full on. Bisexual. Sorry it was so long, but I have never shared that story. I felt like this was a good place. Hope you enjoy, please be nice if you comment. Thank you.

 

[jimmy_woods]

I shared this in another post about bisexual…seems a good fit in here as well. I hope you enjoy!

I thought I would share a story about my first time with another man. I was 22 years old, and had many thoughts of what it would be like with another man. I probably had these thoughts for the last several years. I just never could find the nerve to try it with a friend, and I didn’t know where to go to find a stranger. It all happened by surprise one day when I had pulled a muscle while running, at the time I was a pretty competitive runner with a nice build, smoother body, and only around 5 foot 9. I was recommended to go to a massage and I found one not too far from where I was living in Atlanta. I talked to him on the phone and I was super nervous, but the sound of his voice really sent me at ease. Anyway, I went to his studio and he was older probably late 30s. Very good looking and in shape. As he told me on the phone, he had me Undress, while he left the room and lay face down on the table. Because my injury was on my legs he concentrated mostly on that area. He kept the massage very professional at first. But the whole time he was complementing my body and every now and then his hands would linger around my ass, every time this happened, I would flinch. It felt amazing. After about 20 minutes or so the massage changed and he started to get a little closer and finally starting to massage my ass. He asked if I was OK, and all I can say it was yes. I was too nervous to move. He massaged my ass for several minutes, then he started to use longer strokes through my ass and down my leg. Every time he touch my ass I flinched. Then he left his finger at my ass and rubbed just at the entrance. Still asking me if I was OK, all I could do is moan at that point. From there it just got a lot more sexual. His hands moved away, and I could tell he was taking his clothes off as well. He came around to the front of the table and rub my back down to my ass between my ass cheeks. At this point, I was lost. My biggest fantasy was happening. I turned my head to the side. I wanted to see if I could see his cock and as soon as I turned, it was right there in my face. Much larger than mine. He asked if I was OK again, it was such a turn on that he was so sweet to me while he said he’s me. Then he pushed forward and I felt his cock at my lips and I just went with it. I tried my best to not seem like a first timer, but I think he knew. He went very slow, just pumping in and out. I opened as far as I could, but could only manager a few inches. I had a new respect for women after that. As I sucked him, he started to finger my ass. After a few minutes, he pulled out rolled me on my stomach, I heard him fumbling with a package, I was so nervous, but now I just wanted to give into my desire. He got on the table, put more oil between my cheeks. Told me to relax and breathe as he pushed his cock between my cheeks. It was like someone took a blow torch at first and told him please stop it hurts, I remember it being so painful it first. He just stopped told me to relax and pushed, until he passed my ring, and then pleasure went through my body, like I’ve never experienced. As I adjusted, he started to speed up and after about 10 minutes, he pulled out and shot on my back. I came without even being touched. And I was never the same after that. Full on. Bisexual. Sorry it was so long, but I have never shared that story. I felt like this was a good place. Hope you enjoy, please be nice if you comment. Thank you.

Okay, now the big question... when it was all over did he still charge you?

 

[CuriousinPennsylvania]

That was a great story. I have watched both the masseuse (woman) and the "masseur" (guy) porn videos and find them quite erotic. I'm big into oral so I prefer the cum in mouth ones, but most of the gay ones wind up with the customer getting fucked in the ass. I guess that's where most gay situations eventually progress to, so I'm ok with them.

 

[Luminent]

My first time was in my early 20s, I think around 22 or 23, I can't remember. It was a long time ago. The manager of a local mall bookstore was a couple of years older than me and was openly gay. I didn't really find him attractive, but he was the only gay man I knew and I was intensely curious about sex with men. I had only dated and been with women up to that point. I talked to him a bit about being bicurious, and he asked me over to his place for dinner.

I knew exactly what he wanted, and I wasn't sure if I wanted it too, but I accepted anyways and showed up at the agreed on time. We had a nice dinner and talked about ordinary things. We shared the same friend group, so we did have things in common. After dinner we sat on the couch to watch TV.

At one point he put on a gay porno movie, and started lightly touching my shoulder and my leg tenderly and suggestively. I was really really nervous and uncomfortable, but he worked slowly on seducing me, until I got so aroused I just turned to him and kissed him, and thats when the floodgates opened. We made out passionately for a while then went to the bedroom. We got undressed and I gave him head for a while, my first time sucking a cock. I remember how strange it felt, both hard and soft at the same time, the sensation of holding so different than touching my own. I found I loved sucking cock. He had a 6" cock that was quite thick, but I had no problem taking it deep in my mouth. He put his hand on the back of my head to guide me, and I melted at that. I still love that to this day.

Then he got a condom on and he tried to fuck me. I was way too nervous still and he was way too thick, so it just wasn't in the cards. Instead, I put a condom on and fucked him as we lay face to face and kissed. This was nice, but I really liked his cock more, so after, I gave him a handjob until he came all over me, he shot off such strong spurts those that missed actually hit the wall behind me. I found I loved a guy cuming on me, and making him cum.

It was a very sexy experience.

 

[liketojo]

The first time I came in someone was into the mouth of an older guy in his car. I kind of knew him from smoking in an alley behind where I worked, he worked a few doors away and we spoke a few times. I saw him one day in a driving by and he stopped, asked if I wanted to take a ride. I wasn't expecting to get blow job, he had some porn magazines in his car and I got in. This was a long time before internet and smart phones like today. I was looking at all the professional pussy spreads and got hard and horney and said I'd be jerking off all the time if I had magazines like that. He encouraged me to go ahead and whip it out and jack off. Idid. He parked and I thought we'd both do some stroking but he reached over and took my cock in his hand, it felt so good I must have push my hips up towards him and he just leaned in and took me into his mouth. I felt so good I just let him keep going. I think when I came I realized what had happened and my head was spinning, I hopped out of the car, said thanks, see ya around.
We got together a few times in his car, then I went to his house where we got naked and he gave me a fantastic blow job with my legs on his shoulders. Again I was too new to this and I was scared to do anything but receive the pleasure. I guess he wanted more and I never saw him again. I moved for college soon after that and had only a few random MM blow jobs before getting married, always receiving never gave one. I always wonder what it would have been like if I wasn't so timid to give in.

 

[Samantha47]

After years of crossdressing, trans porn, and dildo riding, I decided I finally needed to try out a man for real. I went on Craigslist and ended up finding an older guy who wanted his cock sucked (I was mid-20s, he was in his 60s). His ad had a picture of his 7 inch uncut cock and I decided that was the one. It was thin and curved quite a bit to the left.

He greeted me at the door in a bathrobe and led me to the couch in the living room. He looked a but like John waters, skinny body, little moustache, and all. He asked me if I'd done anything like that before and I truthfully told him no. I think he liked that it was my first time, and he was very softspoken, gentle, and encouraging. He asked me to untie his robe, so I did and his limp dick was laying there in his lap. I told him I'd never seen an uncut cock in person and asked if I could touch it. He, of course, said yes.

He let me explore his cock and I began to suck him. He told me how good I was doing, asked if I liked his daddy dick, etc. He warned me when he was going to cum and quickly got me a towel to clean up the mess of spit I'd made of my face.

That sounds so good

 

[JusticeGrey]

That sounds so good

It was thrilling. My first time getting fucked was even better.

 

[mpeters]

Still working on getting that first bj… someone was supposed to me me on Tuesday but they “forgot,” we will see if tomorrow night works out any different.

The saddest thing about this is given how long I’ve been trying to make it happen, I worry that when it does happen it is not a good experience. I guess I’ll eventually see.

 

[CuriousinPennsylvania]

Still working on getting that first bj… someone was supposed to me me on Tuesday but they “forgot,” we will see if tomorrow night works out any different.

The saddest thing about this is given how long I’ve been trying to make it happen, I worry that when it does happen it is not a good experience. I guess I’ll eventually see.

I repeat, go to an Adult Book Store. Try one with a few cars in the parking lot. Go to the video booths, leave the door unlocked or open, then post about your experience.

 

[mpeters]

I repeat, go to an Adult Book Store. Try one with a few cars in the parking lot. Go to the video booths, leave the door unlocked or open, then post about your experience.

I may have to do that to get a decent bj. I actually had someone meet me as planned this evening but he couldn’t finish the job (one of the perils of being girthy is when someone is sucking you and their jaw wears out).

We will see what next week brings!

 

[lordpenizworth]

I may have to do that to get a decent bj. I actually had someone meet me as planned this evening but he couldn’t finish the job (one of the perils of being girthy is when someone is sucking you and their jaw wears out).

We will see what next week brings!

You'll find the right guy. My long term fwb was girthy. The first time I saw it, I dropped to my knees and took him right in bc it was so big!
I must have serviced him over 100x.
We're out there

 

[Hitchiker69]

I shared this in another post about bisexual…seems a good fit in here as well. I hope you enjoy!

I thought I would share a story about my first time with another man. I was 22 years old, and had many thoughts of what it would be like with another man. I probably had these thoughts for the last several years. I just never could find the nerve to try it with a friend, and I didn’t know where to go to find a stranger. It all happened by surprise one day when I had pulled a muscle while running, at the time I was a pretty competitive runner with a nice build, smoother body, and only around 5 foot 9. I was recommended to go to a massage and I found one not too far from where I was living in Atlanta. I talked to him on the phone and I was super nervous, but the sound of his voice really sent me at ease. Anyway, I went to his studio and he was older probably late 30s. Very good looking and in shape. As he told me on the phone, he had me Undress, while he left the room and lay face down on the table. Because my injury was on my legs he concentrated mostly on that area. He kept the massage very professional at first. But the whole time he was complementing my body and every now and then his hands would linger around my ass, every time this happened, I would flinch. It felt amazing. After about 20 minutes or so the massage changed and he started to get a little closer and finally starting to massage my ass. He asked if I was OK, and all I can say it was yes. I was too nervous to move. He massaged my ass for several minutes, then he started to use longer strokes through my ass and down my leg. Every time he touch my ass I flinched. Then he left his finger at my ass and rubbed just at the entrance. Still asking me if I was OK, all I could do is moan at that point. From there it just got a lot more sexual. His hands moved away, and I could tell he was taking his clothes off as well. He came around to the front of the table and rub my back down to my ass between my ass cheeks. At this point, I was lost. My biggest fantasy was happening. I turned my head to the side. I wanted to see if I could see his cock and as soon as I turned, it was right there in my face. Much larger than mine. He asked if I was OK again, it was such a turn on that he was so sweet to me while he said he’s me. Then he pushed forward and I felt his cock at my lips and I just went with it. I tried my best to not seem like a first timer, but I think he knew. He went very slow, just pumping in and out. I opened as far as I could, but could only manager a few inches. I had a new respect for women after that. As I sucked him, he started to finger my ass. After a few minutes, he pulled out rolled me on my stomach, I heard him fumbling with a package, I was so nervous, but now I just wanted to give into my desire. He got on the table, put more oil between my cheeks. Told me to relax and breathe as he pushed his cock between my cheeks. It was like someone took a blow torch at first and told him please stop it hurts, I remember it being so painful it first. He just stopped told me to relax and pushed, until he passed my ring, and then pleasure went through my body, like I’ve never experienced. As I adjusted, he started to speed up and after about 10 minutes, he pulled out and shot on my back. I came without even being touched. And I was never the same after that. Full on. Bisexual. Sorry it was so long, but I have never shared that story. I felt like this was a good place. Hope you enjoy, please be nice if you comment. Thank you.

I got seduced by getting a massage from an older gay guy. He wasn't my first gay experience, but he was the best. Just like you described his big hard beautiful cock was inches from my mouth, right in front of my eyes, and so attractive that I just had to have it in my mouth. We did everything that night, sucking, 69ing. His was my first wet kiss with a man and he took my anal cherry. I loved it so much I've craved anal sex ever since.

 

[dave's thing]

His first part 1
When we reached the back cart route on the way to my motorhome i put my hand on his thigh and when nothing was said or done slid my hand further up and into his short's leg. His thighs spread a bit. I knew for sure he was going to let me, Al had said he thought he might. I slid my hand hand further into his jockeys. There was a slight twitch as my hand reached his very soft, warm yet clammy balls, certainly feeling that way after the round of golf. They were loose but firm from being tucked away and sligjtly sweaty. As I felt their weight and shuffled them around I felt for his cock which layed on his other leg also firm but not hard. As I reached its base, I felt the first pump of blood as it started to stir. He shuffled on his seat as I pulled his cock up so it was pointed towards his belly as opposed to his knee.i laughed a little and asked if "if that was better?" He nodded, smiled and said "much". I could tell he had a good size cock and it felt good in my hand as I squeezed it softly.

 

[dave's thing]

His first part 2
"When we get there would you like me to jerk you off?"
"I've never done anything with another guy"
Al had told me he was pretty sure he was curious so I said ":that's ok. The question is do you want me to?"
"Well it feels pretty good so far."
" I play with these balls better then golf balls I think. So I'll take that to be a yes. We are almost there." I gave his thickening cock a soft squeeze, felt his balls and pulled my hand out as I told him to take the next left. I smiled to myself and thought about the excellent timing with Jen visiting friends in Orlando. She got a good fucking in before she left yesterday and had texted me a pic of her panties when she got there showing me how much of me had leaked out.
As we pulled up to the motorhome, I looked around and noticed that all the others were deserted and pointed that out so he would not get nervous about it. The obvious bulge in his pants was arousing and I anxiously unlocked the door and we went in.
Once we were in I held my hand over his crouch and said "feels like you are a little excited". He nodded his head as I opened his shorts and cupped his balls in his jockeys and pulled on their waistband. A very manly musky scent wafted from inside which made my own cock stiffen. I looked down and inside and his cock was fairly hard and roughly the same size as mine and his head was very pronounced, which was very arousing. His shorts had fallen to the ground and I was still cupping his balls through his jockeys.
"You have a good looking set of reproductive tools. They really look like they need attention" still holding his waist band open.

 

[dave's thing]

His first part 3
"You have a good looking set of reproductive tools. They really look like they need attention" still holding his waist band open.
"Yes they do"
"Well feel free" and he put his hand in and gave his cock a pull which freed it from its sack and brought his head out of and above his waistband. That made my cock twitch.
I let him play as I stripped and he watched me. By the time I got to my boxers I had given myself a couple of strokes and my cock popped out of my boxers once it was free of my waistband. He was still stroking himself in his jockeys and his musky scent was very strong I reached under his polo shirt and gave both nipples a tweek which caused an "OH" out of him. Off came his shirt to reveal a little body hair and two very pointy nipples. I reached inside his jockeys as we were each stroking and cupped his balls which were a little sweaty and pulled on them to loosen them, at the same time forcing his jockeys downward until they just fell. I explored all around his balls and into his asshole crack. It was all very damp from being cooped up. His balls were happily hanging now. I was now at full mast and needed to sit down. After we sat he tenafively reached over and touched me and i held his wrist and directed him. I told him my sensitive places and showed him on his cock, which was surprisingly similar to mine in size, girth and shape but my head and balls were much bigger. We started stroking each other, and ourselves, and chatted about all sorts of things: how it felt, what we liked, his wife (who had never shaved anywhere in her life), compared het titties to my mother's, sports, weather and a variety other things.

 

[dave's thing]

His first part 4

After 30 min. Or so my cock was starting to hurt from being hard so long. I told him so and stood up, faced him, pushed him back against the back of the couch, put my knees on either side of him and lowered my balls on top of his now tiny ones. I grabbed our cocks in one hand and reminded him to let me know if and when he was going to cum. As I stroked us and felt our balls rubbing I wondered how long i was going to be able to hold off. When started pumping against my hand, cock and balls I knew he was going to send me over the edge. In a matter of seconds he mumbled he was "going to cum" . At the same time I felt his cock expand much like a balloon on an air pump. I looked down and his head had gotten so big his slit was being held open and was a bluish colour. I slid my hand up so I was gripping both of us just below our heads with the undersides tight together. He grunted and moaned and pumped
With the sounds, visuals and actions i felt my balls going to work again and did not stop them this time. I announced " so am I" and as I said it a big wad of man seed launched from his slit followed by a few more and then his slit seemed to bubble with man seed. I have above average productive balls but at that moment they were in high gear and it seemed like a little stream. He and I were both groaning and breeding my hand . My hand and our cocks were covered and very messy. My cock was still twitching and erupting. His wads had landed on each of us. By now I was holding each of us at the bottom of our shafts so the tops and our heads were sticking up exposed.
He reached down and slid his hand up our cocks and put his fingers to his mouth and licked them. This astounded me. All I could do was ask if he liked it?
"I have always wanted to taste cum and I admit that I do like it."
I stood up pulled his head to my still hard cock and slipped into his mouth. It's sensitivity caused me to moan hard but held his head as he licked and swallowed our cum from it. I pulled up from the base so he could get the last drops. I pulled my softening cock from his mouth held it up and moved his mouth to my balls which he cleaned completely all over. I sighed and dropped my soft cock on his face.
He said " fuck that was better then I ever thought it would be"

 

[dodgeboy2]

I may have to do that to get a decent bj. I actually had someone meet me as planned this evening but he couldn’t finish the job (one of the perils of being girthy is when someone is sucking you and their jaw wears out).

We will see what next week brings!

Wish you were here I would show you a proper blowjob!

 

[mpeters]

Wish you were here I would show you a proper blowjob!

You must have missed the new thread, but basically on Monday I met up with someone who set up a glory hole at their apartment and received a most satisfactory one! Not sure that will be a regular thing, and I don’t know that I’ll ever be interested in reciprocating… supposed to meet up with someone else tonight if all goes as planned.

 

[dodgeboy2]

You must have missed the new thread, but basically on Monday I met up with someone who set up a glory hole at their apartment and received a most satisfactory one! Not sure that will be a regular thing, and I don’t know that I’ll ever be interested in reciprocating… supposed to meet up with someone else tonight if all goes as planned.

Very happy for you and you go go go!

 

[JamiesJamys]

it has been ten years since I’d been touched and it felt fucking good.

I can imagine that it was pure physical elation after 10 years. Wow.

the excitement of the forbidden might have had something to do with it).

I’m sure it did but not as much as the wait!

I suspect he was hoping things would go further than we’d agreed to.

Hard to blame him! What an experience to read about! I hope you’re one of the luckier ones this year!

 

[kupwanna69]

After years of wanting to try being with a man , I just recently tried it and to be honest it was not only great want to do it again

 

[mcseminole]

I haven't touched a cock in decades but am so hungry for it.

 

[DiscoJedi]

After years of wanting to try being with a man , I just recently tried it and to be honest it was not only great want to do it again

Details of how you got with him and what you did please!