What was your best Anal Experience?

[naughty_shygirl]

no worries! still hot.

Thanks

 

[Phydeax69]

My best anal experinece is my very first anal experience when I lubed up my curved vibrator and inserted it deep in my ass. The sensations were unbeievable. When I turned it on high and got on my knees to ride it I came so hard. I feel my juices running out of my pussy now just thinking about it!!!

just realized i posted on the GLBT of which i don't fall into any of those categories oops

NO worries! I'm sure that those if us that are Bi like hearing about it! Sounds like a fun time!

 

[wryteitu]

all are so good...need more

 

[tombessence]

I've yet to have a good anal experience. I'd love to have a man take me, but no matter how much foreplay I experience or how much lube I use, it absolutely kills having anything more than an inch inside of me. I'd love to be fucked soft, hard, long, quick, whatever. It sucks.

 

[polyamorous]

Oh boy did I ever get my itch scratched today...

(Just to catch everybody up, I posted a quick recollection about the first time a guy did my ass -- see above in this thread -- and writing about it got me itchin' to get fucked again for the first time in a couple of years. So, I e-mailed a bi buddy and he said he'd be happy to help me out. Here's how it went this afternoon.)

I drove my Jeep through the latest "Storm of the Century" about 25 minutes to head over to his house. He has a nice home in the burbs, a great job and a mission in life to top masculine guys like me. I parked at the curb and trudged through the snow up to his door. I was a little nervous but also ready for a nice submissive afternoon. I have a very cool, but demanding job and a girlfriend who loves me to be in charge, so the idea of just giving up all of that every once in while has great appeal to me.

I hadn't seen him in a couple of years and he greeted me at the door with a big smile and tent pole jutting out inside his robe. I pulled the door shut behind me, reached under his robe and grabbed his cock. He proceeded to jump about a foot in the air because my hands were freezing from the walk up his drive. I said, "Shit, sorry...let me warm that up for you." Then I got down on my knees right in his foyer and took as much of his cock into my mouth as I could.

He doesn't have a long tent pole...maybe 6", but it's thick and has a slight upward curve and a perfect triangular head. Exactly the kind of cock that fits my ass. I reached up under his robe and cupped and squeezed his butt cheeks while I worked his cock as far as I could into my throat. I'm not big on the gagging thing but he really seemed to appreciate the effort. I looked up and he had his eyes closed and was just murmuring "Oh fuck...Oh fuck...Oh fuck...Oh fuck."

After a minute, he pulled me to my feet and led me through the house to his bedroom. He plopped down in a big chair in the corner and told to me to undress and that he wanted to watch me. He particularly enjoyed the fact that I wasn't wearing underwear and my hard cock popped out of my jeans when I slid them down. I stood naked in front of him and stroked it for a few seconds. He was kind enough to compliment me on my 48-year-old body. I'm lousy about working out, but I still look pretty good for an old dude.

BTW, he's a good-looking guy. Just hit 40. Married and divorced 10 years ago. No kids. Not tall, but handsome face and a compact sort of gymnast body. Dark skinned and also does the fake tanning thing (I do too). Hairy, but not a candidate for the primate cage at the zoo. Nice smile, smart and funny. I like him.

I walked over to him and told him my cock was a little cold too. He kissed my cock and licked it but immediately reached between my legs and started fingering my hole. That made me shudder a little because it felt fantastic and I suddenly remembered he was going to put his fat hard cock in there in a bit.

We moved over to his bed and both crawled under the covers together, both kind of shivering from being cold and excited. We made out...kissing and exploring each other's bodies. I slid all the way down under the covers and got his cock back in my mouth again. I tickled his balls with my fingertips and ran my nails lightly up and down his taint going back and forth between his balls and his ass. I know it feels good on me and I guessed (correctly) he'd like it too.

He was moaning a lot but then said clearly, "Lick my ass." So I did...but not right away. I worked down slowly, sucking his balls and then just using the tip of my tongue down his taint (which was shaved, thankfully) to his anus. I spread his ass cheeks and just barely flicked his asshole with my tongue for a long time.

He was, as you might imagine, going crazy. I caught him offguard when I stuck my tongue into his asshole as far as I could and gave it several big swirls. His ass was nice and wet with my saliva and I happily ate away at it for a while. I started to slip the tip of my finger in along with my tongue and it slid right in. He was going wild from the ass play and I started to think it might be fun to fuck him too.

I guess he read my mind because he pulled away from me and said, "I need to fuck that ass of yours now." I sucked his cock quickly one more time before emerging from under the covers up to face him. I looked him in the eyes, swallowed hard, and took the submissive plunge: "I'll do whatever you want me to. Treat me like your little fuck toy this afternoon. Just please fuck my ass."

He smiled and rolled me over on my back and grabbed a few pillows and shoved them under my ass. He reached over and grabbed a condom and lube from his bedside drawer. He poured a bunch of lube over my cock and into his hand and proceeded to grease up my cock and rub it down between my ass cheeks. Every time his fingers went across my asshole I breathed harder. Without warning he slid a finger all the way into me. Ohhhh...felt fucking great. Then a second finger. He found my prostate and started probing it. Fuck, fuck, fuck! Here it comes, I thought.

But instead of continuing to finger fuck me, he climbed up and straddled my chest and put his cock inches from my lips. I tried to reach up to guide it into my mouth but he grabbed my wrists and pinned them back behind my head. I barely opened my mouth and he pushed his cock in hard and started thoroughly face-fucking me. Spit was flying everywhere I was gagging and trying to suck all at once. He rubbed his wet cock all over my face and "slapped" my cheek with it a few times. "You like this don't you, cocksucker?" I quietly said, "Yes.

He reached around behind him and gave my cock a few quick pumps and then slid a finger back into my ass. I really wanted his dick instead and told him so. He got down between my legs and put two fingers in me and pulled upwards hard enough to almost lift me off the pillows. My hole was well stretched. He grabbed the condom and rolled it on and put another gob of lube on the tip of his cock and said, "What do you want me to do?"

"Fuck me please."

He put the tip of his cock up against my ass and began to slowly work it around my hole and tease me. He totally owned me at that point and he knew it.

"What do you want?" He's looking down into my eyes with my ankles up over his shoulders and his cock poised right at the point of going into me.

"I want you to fuck me with that big thick cock...please." I was close to begging.

He reached down again and put his thumb all the way inside of me and wiggled it. "Are you sure?"

"Yes...fuck me right now."

And he did. He slid his cock into me in pretty much one motion and held it there, completely inside me, for probably 30 seconds. It felt like a a beer can in there but that feeling of being completely full is indescribable.

Then he started to fuck me slowly, rotating his hips around and grinding his pelvis against my ass cheeks. He lowered his chest down to mine and kissed me...deep...while his cock pushed even farther up into me.

Then he pulled out and sat up and sort of adjusted the pillows under my ass, raising me higher, and positioned his cock at my hole again and whispered, "You're going to be my little bitch now." I just said "Yes, please, yes."

He started fucking me in earnest. Fucking me for himself, not for my pleasure. And it felt amazing. I looked down and watched his dick go in and out of me and saw that my cock was dribbling precum all over my stomach. I wasn't very hard but I felt like I could cum at any second because he was smashing against my prostate with every stroke.

"Tell me how much you love this," he said.

"I love it...don't stop," I said.

"Tell me you'll come here and be my personal cocksucker whenever I want."

"I will...any time...just call."

"This is my ass now isn't it?"

"Fuck yes, it's all yours...you own it."

"Next time I might tie you up and fuck you all night...do you want that?"

"God yes!"

"I might even invite a couple more buddies over and let them fuck you too..."

That did it. Between having my ass pounded and the incredibly hot talk, I just started shooting cum all over both of us. I'd only done this once before when being fucked so it kind of surprised me. He felt it and reached down and stroked me hard until I finished. Suddenly, my entire body was overstimulated and I tried to pull away from his cock. But he wasn't done. He grabbed my legs and held and kept fucking me hard even though I was sort of writhing around from having way too much pleasure at one time.

He finally started going over the edge and pulled out, ripped the condom off and slid up next to me, furiously jerking his dick over my face and chest. The first spurt hit me in the chin and neck, but plenty of it got into my open mouth. A little hot salty treat on a cold afternoon. I can still kind of taste it hours later.

We pretty much collapsed together for a few minutes and talked about how fucking great it had been. He asked me if I wanted a shower but I turned it down, partly because I sort of liked the idea of having the dried cum all over my chest and neck the rest of the day.

We got dressed and he was walking me to the door. I asked him if he was serious about wanting to tie me up or have other guys come over and use me. He said, "Hell yes. Your ass is mine now. So's your mouth."

With that, I hopped back in my cold car and headed home to write this story and think about having three or four or five guys do whatever they want with me the next time I need to scratch the itch.

I almost came in my pants when I read
"I might even invite a couple more buddies over and let them fuck you too..."

god thats a hot story, your lucky to find a guy like that. fuck i hope I can find someone like him around here.

 

[NipNVa]

Last week I was on manroulette and found a hottie rubbing his cock like I was. I was playing with my ass, fingering myself with one then two fingers. He seemed to like what I was showing.

And I liked watching him stroke his hard cock. I told him to wait a moment and pulled out my big pink dildo, only planning on rimming myself with the head. Well, I was really worked up and started fucking myself with it and giving him a good show. God it felt good in my ass, and I fucked myself well.

Can't wait to do that again, but mostly I want that hottie on the other side to use his cock.

 

[cf23430]

Last week I was on manroulette and found a hottie rubbing his cock like I was. I was playing with my ass, fingering myself with one then two fingers. He seemed to like what I was showing.

And I liked watching him stroke his hard cock. I told him to wait a moment and pulled out my big pink dildo, only planning on rimming myself with the head. Well, I was really worked up and started fucking myself with it and giving him a good show. God it felt good in my ass, and I fucked myself well.

Can't wait to do that again, but mostly I want that hottie on the other side to use his cock.

Damn that was hot. Where at in VA?

CF

 

[OpenlyClosed]

Back when I was still in school, I had a futon that I used as a couch. As I soon discovered, the deep crease between the back and the seat, as well as the angle at which the back rested when in the couch position, made it a great piece of furniture for helping to hold my legs in the air so that I could jack off onto my own face and mouth. That position was, as you can guess, pretty awkward, so I missed more than I hit, but, on the times when I did, I got one of my most frequent wishes: a hard cock spurting cum all over my face.

I also had been fucking myself with a dildo for several years. However, I never could quite get the angle right to ride it comfortably, and needed to keep a hand on it in order to use it. This really limited my motion, and didn’t feel RIGHT – it definitely was a reminder that the dildo was, at best, a poor substitute for a real cock pounding my ass.

Then I realized that the futon would make a great alternative to the bed and chairs I had tried with the dildo. I could lie on my back and fuck against it in a much more natural way than I had previously. Better yet, as I got close, I could use the futon to arch my back and cum on my face.

In effect, I had discovered the closest thing to a real fucking that I could manage: riding the dildo in a much more natural way, and, at the end, getting a load of hot cum from a hard cock.

After getting everything set up, I lubed the dildo up and guided it slowly into my hole. This dildo, which was my favorite, was quite large, and always took some time for me to get used to. After some deep breaths to relax and let myself adjust, I began to move. Slowly at first, just rocking my hips up and down. This was the first time that I had been able to fuck my dildo without having to hang on to it, and I savored the feeling. Fantasies about it being a real cock took over my mind as I felt it sliding in and out of me.

In my imagination, I could feel him holding my ankles and pushing my legs up to shove his cock deeper and deeper into my ass. I was speeding up, taking more of the dildo with each thrust, and started to jack myself off. This went on for a while, with me getting more and more turned on as I drifted deeper into my fantasy, fucking away at the dildo in my ass and getting closer and closer to my own orgasm. I began to lean up so that when I came I could try to catch some in my mouth.

On one of my downstrokes that buried the dildo up to its balls in me, I came. And came really hard. Uniquely, this one seemed to start in the small of my back, and quickly shoot out through my entire body in waves. It felt like a description of a female orgasm more than anything else. In the corners of my eyes, at the edge of vision, I saw lights, like when you press on your eyes while they’re shut.

I came down from the high after a little bit but still felt very weak and wobbly from the force of it all. My own cum was dribbling down my left cheek and was on my chin, with a larger pool on my shoulder.

That was my best anal experience to date. It was also the closest I’ve come yet to actually being with another man – the first time I can say I really knew what it felt like to be FUCKED and rewarded at the end with a big load of cum to enjoy. Just thinking about it makes me crave the chance to try the real thing.

 

[handsfree6969]

First Big Toy

Bad Link

 

[PantyGuy617]

Sexy story OpenlyClosed, thanks for sharing!

 

[smoohtie7722]

It was in the local bathhouse here, I was sucking a big old horse cock while getting fucked from behind. I was so involved in sucking that I hardly even knew when the cock in my ass finished and another took his place. I was jacking the whole time and shot my load all over my feet and the floor and took the horse cock's load deep throat at the same time, the memory is making me hard.

 

[bps]

It was back 25 years ago ... back when going bareback was a fairly safe thing to do. It was a 3 hour afternoon get together at a local hotel room with a doctor I'd struck up a friendship with that turned into a friends with benefit relationship. Anyway, after we had both enjoyed giving/receiving and oral sex with each other, including some awesome cum swallowing, we relaxed and recovered for a while before he got some lube and told me to raise my legs up. He lubed his cock and my anal entrance, and then easily slid his once again rock hard pulsating penis inside of me.

The position was identical to this:

It was by far one of the most awesome experiences I ever had, and to watch his face and feel his cock pounding inside of me before finally erupting in a massive cum spewing orgasm was all the more rewarding!!!

now that's what I call making a connection.

 

[BentSecrets]

Oops, dupe

 

[ignorantslut69]

My first one ranks really high for me.

He cut me off from sucking his cock for two weeks. I could only suck his massive 8 inch dong, if I let him fuck me and fuck me bare. Needless to say...

I was back at his door. He made me strip on his screened in porch, and within 5 minutes I was on my back with him rimming my soon to be well fucked hole.

He poppered me up, rimmed me, fingered me, used a small then larger dildo then his cock was balls deep in me. I felt little to no pain and I am ever sl glad that he was DDF and my wife was gone all weekend.

 

[klippert]

After several yr m/m hiatus. my first marriage went in the tank. I decided too act on my impulses. Single and horny. I met a fellow carpenter, while sitting in the bar watching sports. He asked me: 'How many guys IN here, do you think suck cock'.

The best anal, was with Gil (carpenter buddy). When his wife was sucking my cock. That's correct. From that little question that evening.... we sucked each other in my earth crushing F-250 crew cab, too the perfect seduction. The result, a summer of fun with a married cpl.

Funny thing about that evening at the bar. We went back in after sucking each other off. The bar tender and others thought we went to smoke some reefer. That isn't what we smoked

 

[lindsey4cum]

Ive only had dildos and love each one of them but getting bord of just myself and them! My god when am I going to be able to have my first real cock! Please someone please if your reading this and you know some one in az send him my way please!!!!!!!!!!!!

 

[jimmynich]

My best anal experience was probably my 2nd time I took it up my ass from a geordie hung lad when I was in my late teens & he was late 20's and far more experienced.
He had fucked me before but I must admit I was so nervous I was tense & not relaxed enough to really enjoy the fuck---just the cum load he shot all over my face when he came.
2nd time a few days later it was amazing and I let him shoot the lot all up my tight little ass as he was moaning & groaning in my ear he was nibbling.
He showed me off at the gay club like a new trophy afterwards & I gobbled 2 of his mates off in the car park later when they had heard I was up for cock

 

[BestBi]

My best anal experience was probably my 2nd time I took it up my ass from a geordie hung lad when I was in my late teens & he was late 20's and far more experienced.
He had fucked me before but I must admit I was so nervous I was tense & not relaxed enough to really enjoy the fuck---just the cum load he shot all over my face when he came.
2nd time a few days later it was amazing and I let him shoot the lot all up my tight little ass as he was moaning & groaning in my ear he was nibbling.
He showed me off at the gay club like a new trophy afterwards & I gobbled 2 of his mates off in the car park later when they had heard I was up for cock

Very hot post, mate, very hot!
~Marty

 

[Hitchiker69]

I have 2 favorites, one pitching and one catching.
The catching one was with an older guy, and was one of my early gay experiences. I had just enough experience to be relaxed and comfortable jumping in bed with a guy. This guy had seduced me artfully, (with my full cooperation) plied me with a few drinks. I was totally uninhibited with him; sucking, hugging even kissing (a first for me that night) with complete abandon. It was the kind of night when I so glad I was a man, with a man, enjoying each other’s manhood.
It started with him giving me a massage. Both of us were naked in bed. We hadn’t spoken about having sex, but it was beyond obvious what was going to happen. The massage was very relaxing. I was horny and impatient…I wanted some cock action, Now! So I rolled over on my back and found his cock just inches from my mouth. I opened my mouth, moved my head slightly, and started sucking him. We got into standard, hot gay sex…sucking and 69’ing mostly…in a variety of positions…taking turns on each other, then mutual sucking, etc…

At some point he got on top of me and started to probe my ass with his hard cock. I spread legs and let him enter my virgin ass. As he pressed into me I humped back, and it felt as if we were moving as one person. As he got more worked up he drove deeper, harder and faster into me, I wrapped my legs around him, pulling him in close and tight. It didn't hurt, it was a strange new sensation...I was full, and I was being plundered by a man, and I was enjoying it as much as he was. I started toying with him in ways that I like when I'm screwing a woman...I clenched my ass muscles to squeeze his cock in me, I met his thrusts by driving my hips forward to him. I was experimenting these moves with him, and he loved it. I could tell by his responses, and he also told me as we kisssed, and I blew in his ear.
He didn't last long. He started to tense up, arching his back as he made one last thrust and called out 'Oh my God!' I could feel his seed enter me as I came, too. We almost hurt each other, we were humping so desparetly hard, grasping each other close and tight.
It took several minutes to calm down. I relaxed in his arms as we caught our breath. We laid there together for a long time, 'til he was totally relaxed and calm. His cock had slipped out of me, and his cum was dribling down my ass. My own cum was plastered between or bellies.
I could feel his cock was still semi hard. I wanted more of him, so I kissed him on the cheek and whispered 'Why don't you go wash up so I can suck on you some more?' He did, so I sucked him off again before we both fell asleep exhausted.

The other excellent anal was with a slim cute guy I met one afternoon in Sydney. To make a long story short, he invited me into his apartment where I saw gay porn magazines on the coffee table. He offered me a blowjob. I eagerly said yes. We went to the bedroom, I peeled off my clothes as he got on his knees and started sucking me off while I sat on the edge of the bed. He was really good, and I wanted some of him. He undressed and slipped in bed with me. I stroked him with one hand, my other hand on his head, guiding him along. For a while I went down on him, too, as we 69’d each other. I grabbed some lube that was on the dresser, and lubed his ass. Then I rolled on top of him, as he was face down, and started to fuck his tight little ass. He was loving it, moaning and pushing back as I plowed into him. I decided to roll him over and fuck him face to face. I’d never done that as a top before. I was stunned how thin, firm and tight his ass was. It was so small I could easily take one bun in each hand, and use them to squeeze my own cock as I drove in and out of him. Better than any woman I’d ever had, and much better that taking him from behind. This drove me over the top right away, I came with a mindblowing orgasm as I cried out ‘AhH!!AHHH!
I slumped on top of him, took several minutes top catch my breath. He told me I was great, and he wanted to see me again. I got his phone number, took a quick shower then left with a big grin that lasted all day.

I saw him several more times that summer, and the sex just got better every time.

 

[PantyGuy617]

Very hot Hitchhiker, thanks for sharing! Just wish there was someone local to get some of that anal action with...

 

[jimmynich]

Thanks Marty--it was back in the day--when you could go bareback & take your pick whether you took a load up the ass or in the mouth. Great days when I had more cock than I remember!!!!!!!!

 

[tristantrotsky]

Losing My Anal-Cherry...

Although already an accomplished and enthusiastic cock-sucker, I was a bum-virgin when I first met my second Boyfriend. As he watched me shyly nude early on in our relationship, and said I had a body made for sin, a cum-slut's mouth, a cute cock that's always stiff, and a rounded girl's fuckable bottom I kinda know what he has in mind. It'll only be a matter of time! I knew he'd had other boys before me, and I so very much want to be better than them. I want to be whatever he wants me to be and do whatever he wants me to do, so I begin watching online anal Porn with a new focus. Studying and learning. Judging by the expression on their faces, the gay-boy's certainly seem to enjoy getting fucked, sometimes by multiple cocks, although none of the guys doing the ass-fucking seem as enviably well-hung as my Boyfriend. I was dubious - will it hurt?, but getting intrigued to know what it's like. I showered when I knew my Boyfriend was due to visit, sluice out my bum and apply some vaseline, hyped-up ready just in case, and feel almost let-down when all he wants is the usual long indulgent blow-job. So the next time, when he does make his move, I'm even more ready. He guides me obediently round so we can do it doggy-style, that way I figure he won't see my face, forgetting the full-length mirror. My bum raised, legs parted - just as I've mentally rehearsed, I feel so naked and vulnerable, so debauched, I hold my breath and brace, I grit my teeth as I feel the tight insistent pressure at the mouth of my bum - and it slips in! I was surprised how easy it was and how sexily raw it feels to have him hot and throbbing inside me. I squirm and whimper a little as he begins to fuck me, I can see my contorted grimace in the mirror, but it's as though my anal muscles react instinctively, clasping and squeezing his cock inside me, forcing back to receive each deep thrust, and the way his pounding makes my own dangling cock and balls bounce is heavenly. I close my eyes and just relax, luxuriating in being fucked like a cheap tart. He makes it last, slowing, holding it deep inside, before fucking me again, pounding harder until we both groan and gasp out our messy spurt-cum more-or-less simultaneously. We lie together sweaty-breathless afterwards, although I twist around so - after less than a moment's hesitation, I can suck his softening cock and taste the traces of spunk there. He ruffles my hair and says 'dirty whore' in a way that has me blushing with smug pleasure. I can feel the warmth radiating from my sundered arse and I think - 'yes, I've done it, I'm his bum-boy now!' And for the rest of the day I'm nursing this furtive self-congratulatory smirk, no-one else I see on the streets knows my secret - me, I've just been fucked up the bum! Afterwards, anal becomes another regular part of our sexual repertoire, although I still prefer giving head. He fucks me as I lie on my back - looking into my face, which is less satisfying for me, although he seems to like the way I wince and gasp at each thrust he makes into me, but I do very much enjoy the sensation of being in control when he simply lies on his back, and I straddle him, sinking all the way down onto his cock, and fucking myself on him in that position of total impalement. But best of all, I make sure I also lustily suck his cock, slurping on it before and after. Because, a poor bum-boy must insist on his own right to pleasure too…!

 

[versbiboy]

a few years ago I was living in Vegas, single and making a great living. I was in my mid 20's and exploring my sexuality for the first time and really loving every second of it. I had always had a fascination with cross dressers and TV/TS/CD and by virtue of a chance meeting with some mutual friends, I met a gurl who specialized in massages. she was a little more mature than I was, but gorgeous and she has an incredible personality. I felt very comfortable. I called her up and scheduled a massage for the next day. I was excited with anticipation as I drove to her house and rang the door bell. She let me in with a hug and a kiss on the cheek and was excited to see me as I was to see her. as we walked to her massage room we passed a room with a full on professional make up mirror and wigs, racks of clothes etc. i thought nothing of it until about halfway through the massage as we were talking she said "oh I would just LOVE to give you a make over" I laughed thinking she meant a make over in my male form, but then she chuckled and said "no sweetie, I mean turn you into a gorgeous woman" I laughed of course. I was a hyper masculine man, 6'5", chest and arm hair, thick muscular body and almost permanent 5 o'clock shadow. she smiled and said "open invitation" and we finished the massage and I headed home.
For the next few weeks I kept thinking about what she offered, and it got the point that I absolutely had to try it. So I called her up, and told her I was interested in taking her up on her offer, we made a date for that saturday.
As I drove to her house, i kept chuckling at how ridiculous this seemed, but i was excited and horny as i had ever been.
she lead me into the room with the makeup mirror and all the equipment and asked "So, what kind of sexy bitch do you want to be?" I told her she was the professional and I would leave it up to her.
She immediately went to work, but turned the chair so I couldnt see myself in the mirror. She went about a several hour process of applying all manner of makeup to ever inch of my face. the smell of it, the way she touched me, the taboo of it all really turned me on. she was wearing a sexy fishnet number and kept flirting and rubbing against me while she taped and primped and painted. eventually she pulled a wig off its stand, a short bob/A line haircut in sexy auburn and fitted it to my head. she had me take off my shorts and shirt and fitted me with some sexy sheer satin thong panties, fishnet stalkings, and a mini skirt. She mentioned she wasnt going to shave my body, this time, but gave me some silicone breasts and a matching pink bra to the panties. then she had me put on a figure hugging blouse that covered my arms down the wrists to cover all my arm hair. she applied some perfume and gave me a once over, then told me to turn around and look in the mirror.
I was SHOCKED at the sexy woman staring back at me, I looked like exactly the type of chick I would be all over at a bar or club. I instantly became blind with lust, my ass began to tingle and my body went flush.
I felt her walk up behind me and start to rub my cock through the panties and I instantly melted in her hands. she turned me around and kissed me, it was one of the most passionate kisses I have ever experienced, her lipstick and mine, tongues twirling.
she stepped back and asked me if I wanted to just look like a hot slut, or if I wanted to BE a hot slut.My heart began to pound and my cock began to stiffen. i nervously asked her what she meant by that. She told me I would be the center of attention if we went out to the local CD bar. My heart almost exploded as my mind wandered at the thought. men hitting on me and trying to fuck me all night, it was an incredible turn on, but I needed baby steps before we did that. I blushed and told her I wasnt ready for that, but I would love to play with her in the privacy of her home tonight. she grinned and took my hand and began to lead me upstairs. i walked up the stairs watching her gorgeous booty sway back and forth in front of me as she lead me to her room and closed the door behind me, locking it. I dont know why by the locking the door part turned me on like no other.
she kissed me again and pushed me onto the bed. I fell backwards as she crawled on top of me and began to kiss me deeply and grind against my body. I felt her cock through her pants and I moaned with delight. she sat back, pulled her top off and stood up, turning around to take her yoga pants off. I drank in the sight as her gorgeous ass poured out of the pants and I could just make the outline of her balls as she bent all the way over and stepped out of the pants, then, she looked over her shoulder, grinned and lowered that delicious ass to my face. I licked her tight pink rosebud and taint, she slowly moved so the tip of her cock was right above my mouth, and then lowered her half hard dick into my waiting mouth. she wasnt very hung and she only got about half hard, but she pulled my panties aside and engulfed my now raging hard on as i sucked her as best I could.
suddenly, she rolled off me, and told me to get on all fours "like a bitch in heat"
I rolled over ankles at the edge of the bed, up on my knees facing away. I heard her walk into the bathroom and open a drawer, then return, my ass tingling with anticipation as I breathed in all the perfurme, felt the softness of the panties, swam in the feminism of the makeup and the clothes/wig.
i felt her begin to rub something cool and wet on my ass, and i instatly moaned. then i felt something cool and hard up against my hole. it wasnt warm and fleshy like a cock or even temperate and giving like a dildo, it was a glass toy, long smooth shaft with a ball on the end. she didnt push it into me, she simply held it there and my ass gradually swallowed the head of the toy purely out of lust. I couldnt wait to get it inside me. from there, she went to work. she used they toy on me with skill that I cannot even explain. she touched every spot inside me before focusing on my prostate. I was bent over on the bed, dressed like a hot slut, skirt hiked around my waist, panties pulled to the side but still holding my cock and balls. funny thing is I wasnt hard, but I was more turned on and feeling more energy in my cock than ever before. she picked up the pace and i was moaning like a whore as she went faster and harder. my body began to twitch involntarily, my face and chest flushed instantly and totally, it felt like the temperature rose 30 degrees in the room. I felt a feeling i cant explain deep inside me that begain to boil to the surface. i barely managed to blurt something about feeling like I was going to cum in between gasps and moans and she went into overdrive. working the toy harder and faster. I started sweating and shaking, I felt my balls and sack draw up instantly and so intensely it almost hurt. just then, she really began working my prostate with the toy, so hard it almost hurt, and it sent me over the edge. i moaned and gasped and my body convulsed, my half hard cock spilled the biggest load of my life into the sheer pink panties. my ass, groin, lower abbs hell even my damn soul was spasming and convulsing. I blacked out momentarily and my body sank to the bed. toy still inside me as she climbed up next to me and kissed me, i could feel her playing with herself and I instinctively opened my mouth. she gently and softly fucked my mouth with her small, half hard cock and I milked a tiny, feminine load from her as she spasmed and shook. she fell to the bed next to me and we stroked each others bodies and came down from the high. it was the most incredible anal experience I have ever had and also one of the most incredible sexual experiences I ever had.
she has since offered to take it to another level, fully shave me down, make me a hot slut again, even invite another TS or male to the party, but as luck would have it our schedules never worked and I moved out of town several years later. we remain friends and whenever I'm in town i see her and we get together, but I havent cross dressed again since. maybe I should change that.

 

[Ktownmale63]

Havent had my first yet. Any advice on how to get a dick in my 1 finger tight virgin ass would help.

 

[bobcatinfl]

so far my ex fucking me with a strapon