Getting it up the ass...will it hurt?

[peeonme]

First time I fucked a dude he was on his back, legs up, telling me to put it in. He obviously knew what he was doing, butt I didn't have a clue, and was afraid of hurting him due to all the preconceptions my mind had been filled with.

And, though I couldn't understand that he might enjoy it, I went ahead, doing what he asked.

After I came in his ass, he insisted I stayed in him while he jerked off. Wow! I was SO naive!

First time I got fucked was standing up in a shower. We used my bud's dad's Prep-H as lube. I fucked him first, then we flipped. Having a dick shoved up my ass was not anything like I was expecting!

Maybe it was because we were both "drunk as skunks", or maybe it was the desensitizing effects of the Prep-H. In any case, there was no pain, as expected, butt I just felt really "full"!

I suppose the best I can describe it was taking a very "healthy" dump! (And, no, there was no poop residue, as feared, as far as I know. Granted, we were under running water.)

That night, neither of us came from fucking. We did shoot while soaping each other up, hugging, and frotting. (No kissing.)

A few weeks later that same guy shot in my ass, while fucking me "doggy". Again, we'd been out shooting pool, and drinking loads of beer.

Once we discovered that both of us liked to "play", we'd hook up whenever we could, which, given living arrangements, wasn't all that often.

He wasn't exactly what I'd call "adventurous". He wasn't into sucking dick as much as I was, and once he'd shot, that was it.

Probably my best time with him was one night, at my place, when I laid him down on his back, straddled him, and rode his dick. It wasn't a very long ride before he was shooting up my ass.

Not only was that a very pleasant fuck for me, butt he also said he got off watching my body, and my dick bouncing around while he was inside me.

Synopsis:

Ride 'em, Cowboy!

I love your story, it brings back memories of a cute guy that I was in juvie with, in that place it was considered normal to top anyone who would take it. If word got out that you took it you were fair game for anyone.
This kid was so sweet, he and I were both 14, word was out that he put out, we had messed around mutual j/o and some oral, I think that he was expecting me to do him, instead I asked him to fuck me.
I can't tell you what a thrill it was, no pain at all, just this sweet boys wonderful cock in my ass, he sucked me the day I left that place and I still wonder what became of him.

 

[bergentony]

Guys you make me want to get fucked now so bad.....just need the man to do it

 

[Hotrich]

I'll fuck you. You would love it!

 

[Bi Married Male]

I love your story, it brings back memories of a cute guy that I was in juvie with, in that place it was considered normal to top anyone who would take it. If word got out that you took it you were fair game for anyone.
This kid was so sweet, he and I were both 14, word was out that he put out, we had messed around mutual j/o and some oral, I think that he was expecting me to do him, instead I asked him to fuck me.
I can't tell you what a thrill it was, no pain at all, just this sweet boys wonderful cock in my ass, he sucked me the day I left that place and I still wonder what became of him.

Great story too! Now I think we need a post specifically for hot Juvie stories like yours.

 

[Hotrich]

Great story too! Now I think we need a post specifically for hot Juvie stories like yours.

That is a good idea. Who would like to start it? Me or another member?

 

[Bi Married Male]

Just did it

 

[Bi Married Male]

O

First time I fucked a dude he was on his back, legs up, telling me to put it in. He obviously knew what he was doing, butt I didn't have a clue, and was afraid of hurting him due to all the preconceptions my mind had been filled with.

And, though I couldn't understand that he might enjoy it, I went ahead, doing what he asked.

After I came in his ass, he insisted I stayed in him while he jerked off. Wow! I was SO naive!

First time I got fucked was standing up in a shower. We used my bud's dad's Prep-H as lube. I fucked him first, then we flipped. Having a dick shoved up my ass was not anything like I was expecting!

Maybe it was because we were both "drunk as skunks", or maybe it was the desensitizing effects of the Prep-H. In any case, there was no pain, as expected, butt I just felt really "full"!

I suppose the best I can describe it was taking a very "healthy" dump! (And, no, there was no poop residue, as feared, as far as I know. Granted, we were under running water.)

That night, neither of us came from fucking. We did shoot while soaping each other up, hugging, and frotting. (No kissing.)

A few weeks later that same guy shot in my ass, while fucking me "doggy". Again, we'd been out shooting pool, and drinking loads of beer.

Once we discovered that both of us liked to "play", we'd hook up whenever we could, which, given living arrangements, wasn't all that often.

He wasn't exactly what I'd call "adventurous". He wasn't into sucking dick as much as I was, and once he'd shot, that was it.

Probably my best time with him was one night, at my place, when I laid him down on his back, straddled him, and rode his dick. It wasn't a very long ride before he was shooting up my ass.

Not only was that a very pleasant fuck for me, butt he also said he got off watching my body, and my dick bouncing around while he was inside me.

Synopsis:

Ride 'em, Cowboy!

 

[bergentony]

I'll fuck you. You would love it!

Hot rich cone to NYC and my virgin hole is yours!

 

[Hotrich]

Right then. I'm on my way!

 

[bergentony]

Been trying a few fingers at a time to get ready. Feels so good but not sure I am getting them in nearly as deep as a cock will go. Talking to a guy now who could be the possible first one for me but we still have to see. So horny for it but not as easy to get as I expected.

 

[BigDav]

Please do my ass. I can't get enough cock in my ass.

 

[BigDav]

For a solid hour I fucked my ass with a 7" vibrator. I'm still horny. It feels so good got to be wrong. I can't help it. It so awesome of a feeling. Wish I could get fucked. Feel him throbbing and shooting a his cumm up my ass.

 

[bergentony]

For a solid hour I fucked my ass with a 7" vibrator. I'm still horny. It feels so good got to be wrong. I can't help it. It so awesome of a feeling. Wish I could get fucked. Feel him throbbing and shooting a his cumm up my ass.

Can you cum just from the vibrator?

 

[BigDav]

I fucked myself hundreds of times over 38 years. Yes I cumm 1 out of every 3 times. I would love to try fucking for a few hours with six guys one after the other. Over again and again till they can't. My balls and cock still crazy from fucking myself. Ass wants more. I'm so fucking horny.

 

[BigDav]

great story

Love that. Like to been your friend

 

[BigDav]

I would like to try the guy on the right. With his cock hard fat & long pounding my ass. Got to make you squirm

 

[bergentony]

Do poppers do anything to help it? I'm not even sure what they do....

 

[Hotrich]

I don't think poppers would do too much, just plenty of practice, which you have done. Keep practicing with the vibrator and your fingers, it is how I started...
It is, of course, a seriously horny and hot thing to do, and when a guy fucks you there is no comparison.

 

[Chris12]

Hi there I'm straight 24 years of age I live in Australia does anyone know where I can go first time would like to try being fucked up the ass

 

[nudenative]

- Wow, this thread is older but it's pretty hot and arousing in the memories of trying anal for the first time as a teen on my reservation. ;-)

-The first time, and when I lost my anal virginity, I was 13. I was watching a 1980's era porn featuring amateur Hawaiian and Islander girls. My top was an older, but young man and we had completely undressed to play with ourselves naked. I began sucking his cock. I was so horny, I laid down on my stomach on the coach next to him, and raised my ass up. He lubed me up and himself as best he could and felt my small ass cheeks being parted. I remember in how it hurt and it was painful in having a large and wide cock head stretching my tight ring. I was whimpering, squealing and begged for him to slow down. I buried my face in a pillow to yell out in shock as he finally penetrated and entered me all the way. He started pumping my small and tight ass slowly while I was wailing and moaning, and I am happy I was so tight he blew a huge load inside my ass in less than a minute! He was actually gay and he taught me how to clean myself, and soothed my raw, swollen and bleeding anus!

-Anyone reading this thread for the first time, I learned to use butt plugs and a dildo to mildly stretch your anal ring. Use copious amounts of lube, enema yourself to clean your colon, fore play and take your time in being penetrated for the first time, or if you are still very tight like I am. The earlier posts are right and also point out in try different positions to have a cock slide inside of you as comfortable as it can. It will hurt, and your asshole will experience a sharp pinch, in being stretched but it should be minimal with patience and time!
-I don't bottom as much as I used too, because I really prefer to bareback and be fucked raw, but always use protection! For smaller cocks, I am more comfortable on my hands and knees to be fucked doggy. It hurts to fuck doggy for me, with guys who have larger cocks. My tops who have larger cocks, usually fuck me, while I am laying on my back as my anal ring is more relaxed!
- If you prefer to have enjoyable anal sex, be consistent with toys and play with yourself! I recently bottomed and was fucked bareback, raw and I was bred by a closeted acquaintance. He was around 7 inches and he finally penetrated me, doggy style. I was extremely tight, it hurt, but we finally worked in his cock inside of me with lots of lube and patience! I have been getting fucked anally since 13, and I was still very tight at 40 years old because I am so inconsistent!
-Keep yourself loose, have fun and pleasure yourself!