First time you had anal sex

[butterfinger]

Re: first time recieving anal sex




If you've ever had a cock up your ass and it wasn't rape.............. there is no way you could call yoruself straight.

Not true. Some guys like cocks and aren’t attracted to men. I consider myself straight because I find most women attractive but for men it’s just not a thing. I could probably get away with it with some if they’re attractive but by and large I don’t ever see regular men out in public and look at them the same way as women. And I get turned on by lots of gay shit, have had fantasy dreams of sucking clock because I’ve never tried it, and have tried a Dildo and had my own cum in my mouth. There’s nothing actually gay about it, it’s just sex. To me, being gay is a matter of only being attracted to/loving men.

 

[Baddaddy]

what does it feel like to get ass fucked, is it really painful?

It wasn't with a Dildo I'm trying now to get some Real Cock

 

[LVpowerBTTM]

I was very lucky my very 1st time. The guy I was with knew how to fully relax me and knew how to get me use to him and go slow and keep my body relaxed. My 1st was with a older black gentleman and yes he had a big dick and him knowing what he was doing really allowed me to fully enjoy the experience and fall in love with bottoming

 

[HornybiHubby59]

Re: Describing the pain of first-time anal

I was really asking for a description of the PAIN, not the pleasure. What did the pain feel like.

Not all guys felt pain the first time. It might sound weird but I had no pain at all the first time I got fucked. Since then I love to get penetrated

 

[Superboy69]

Same. We were pretty young as well. Our research (i.e. friends' porn mags) helped us to know we needed some kind of lubrication. Vaseline was all we had access to and was plentiful, so that is was what we used. I actually liked Vaseline because it was slick enough to allow his dick to enter without hurting (too much), but viscous enough to allow me to feel the friction. And it kept his dick and my hole lubed for a very long time without the need to reapply.

Yeah! I think that I used Vaseline during my first time fucking a guy! It felt good rubbing it all over my big cock. I slowly penetrated my bottom buddy. However, it was kind of messy - I got it all over his shoulders and chest as I put my hands firmly under his arms to hold in place while I drove into his sweet warm hole! Man! - I get hard thinking about it!

 

[HornybiHubby59]

An older man was also a significant part of my sexual awakening. He was the dad of one of my friends..and although he wasn't the first guy to fuck me, he was certainly the best at the time. According to my friends I had a very alluring quality about me and a hard yet soft body that made them just wanna touch me - a pretty boy. Apparently this man also felt the same way too. Sex just really seemed to kinda happen. He was gentle, but his sheer size, his urgency, his skill, and the relentless power of his stroke made sex with him so very different (and better) than the endless sex with the other boys. It hurt, but it felt so good. I wanted to have sex with him all the time, but of course that wasn't exactly possible. However, we did manage a couple times a week for years until I went away to college. Much later, he disclosed to me that he didn't intend for our rendezvous to become a thing, but he had become captivated by me and craved our intimacy.

I love the part that you asked him "you wanna fuck me"? It's so hot!!!!

 

[HornybiHubby59]

Re: first time recieving anal sex


So have I

SAME HERE!!!

 

[Eagle653]

GENTLEMEN:

A reminder not to reference any sexual activity prior to being 18 years old. Such comments will need to be edited out or deleted.

 

[smallshavedcock]

My first anal experience was at a friends bday party and I was spending the night with him..we took a walk in the woods and we began to feel each other up we had previous j/o sucking experiences with each other so we already knew we liked each other very much but we went kinda deep in the woods where no one else could se us and I told him I wanted to suck him so I dropped to my knees for him and unbutton and unzipped his pants to expose his cock after a bit of sucking it he pulled me up told me he was going to pop my cherry and I was shaking and scared but excited as well..after some kissing and him rubbing my crotch and ass and me slowly rubbing my hand up and down his rock hard cock he begin to undress me..took my shirt off then he told me to take my shoes off he wanted me completely naked..so me getting completely nude for him he told me to turn around and lean up against the tree he began to kiss and lick my hole I was moaning softly when he got up behind me and kissed my neck nibble my ear and slowly began to slide his cock in between my ass cheeks..watching me shake with nervousness he was calming me down telling me to relax but I was to nervous too but he just slowly slid a little bit in and kept kissing and nibbling on me until I was relaxing and begging him to slide it in more and more..he was not aggresive at at so while it did hurt some I was really enjoying it too..he began to to slowly thrust in and out of me watching me and hearing me moan he never got rough but he did empty inside my asshole ..so when I did back dressed my undies got wet from the cum leaking out my ass..we didn't say anything to anyone then but I do know he told people at school about our experience and how he popped my ass cherry..

 

[HornybiHubby59]

My first anal experience was at a friends bday party and I was spending the night with him..we took a walk in the woods and we began to feel each other up we had previous j/o sucking experiences with each other so we already knew we liked each other very much but we went kinda deep in the woods where no one else could se us and I told him I wanted to suck him so I dropped to my knees for him and unbutton and unzipped his pants to expose his cock after a bit of sucking it he pulled me up told me he was going to pop my cherry and I was shaking and scared but excited as well..after some kissing and him rubbing my crotch and ass and me slowly rubbing my hand up and down his rock hard cock he begin to undress me..took my shirt off then he told me to take my shoes off he wanted me completely naked..so me getting completely nude for him he told me to turn around and lean up against the tree he began to kiss and lick my hole I was moaning softly when he got up behind me and kissed my neck nibble my ear and slowly began to slide his cock in between my ass cheeks..watching me shake with nervousness he was calming me down telling me to relax but I was to nervous too but he just slowly slid a little bit in and kept kissing and nibbling on me until I was relaxing and begging him to slide it in more and more..he was not aggresive at at so while it did hurt some I was really enjoying it too..he began to to slowly thrust in and out of me watching me and hearing me moan he never got rough but he did empty inside my asshole ..so when I did back dressed my undies got wet from the cum leaking out my ass..we didn't say anything to anyone then but I do know he told people at school about our experience and how he popped my ass cherry..

I loved your experience

 

[jockofstrap]

The pleasure of first time took place at bath house in St. Louis. My top was pro and did all he could relax me and give the total pleasure of his cock.

 

[HornyHippy420]

I only did it once about 20 years ago. I had a lot of experience with all kinds of toys up my ass. Back in the wild days, there were a lot of drugs involved, so hard ons were rare. One night this dude I was with got a boner and he fucked me. We used anal lube and a condom. He was on the small side, but he fucked the living shit out of me!!! After all the things I’d had up my ass, this was the best. The next day, I was in a business meeting and it felt like he was still in me!!!!! I want more!! I want to bareback, but diseases scare me.

 

[cumlover91]

High school, a friend who I had a huge crush on and would masturbate to regularly at home, wanted to hang out like we normally did every week. Went over to his place after school, parents were at work. Spent a few hours playing video games and smoking weed. He asked if I wanted to watch some porn so I said sure. Went to the bathroom and when I came back to his room he had his undies down and was sitting in his chair looking for porn on his computer. I pulled up a chair and when he found some porn we both started stroking. I don't know how he knew but after a few minutes he asked me if i wanted to suck his dick. I was super nervous and scared but I said okay. Moved his chair and got on my knees and started sucking for what felt like eternity. I got so hard that he knew i was enjoying it. He told me to stop and that he needed to get something. When he came back he was holding some lube he got from his brothers room and said that he knew i was enjoying it but he wanted to try fucking my ass. I got face down on his bed as he slowly started inserting his his dick. The initial pain was overcome but the shear bliss of it all. As he started going faster, I could feel how much he knew i was liking it. It took him a minute to cum but it was so worth it. We ended up hanging out pretty much every week after school but he never fucked my ass again. All we would do was watch porn and I would suck him off a few times every time. Still a great way to lose my virginity

 

[curiousbob]

Bit of a non event, I'd already found out this could be another way to have fun, but my partner at that time was only interested in getting off inside someone. We were both quite young and experimenting, so just one of those teenage things. He penetrated me without any issues, I always liked to finger myself during masturbation, but missed my spot by miles then came within seconds, slipped out rolled over and went to sleep. leaving me high and dry with a rock hard cock and the wet patch. so yeah nothing to write home about.

 

[gumshoe]

My first time successfully bottoming was with a guy who had a bit of a smaller dick - but also very hard. I had tried a couple times before over the years but could never get to a point where I could enjoy it. This guy eased me into it and pretty soon we were fucking 2 or 3 times a day, usually taking turns on each other where we'd flip. It was great! It only lasted for a few weeks unfortunately before he went back home again.

A year or two later, a friend of a friend offered to fuck me to help me get back into it again. I got a video of that one
The last time I bottomed was maybe six months ago. A guy about 30 years older than me gave me a tantric massage, which always feels amazing. And while he was on top of me, his thick dick actually slipped right into my hole with little effort. It was impressive because I'm fairly tight. He fucked me on the table for a few minutes, really slowly. Of course I wanted more so I kept arching my back to ensure I got the whole thing in there.

 

[snakeeater1]

The first time I got fucked in the ass it didn’t hurt a bit! He was very small and he got me very hard before he started! I enjoyed it! … the second time I got fucked, he was very big and it hurt like hell for a few strokes, then it got VERY good and I LOVED it!

 

[Inandout]

The first time I got fucked in the ass it didn’t hurt a bit! He was very small and he got me very hard before he started! I enjoyed it! … the second time I got fucked, he was very big and it hurt like hell for a few strokes, then it got VERY good and I LOVED it!

Oh boy that brings back memories !!

 

[4519015919675342]

It was a full feeling I can never forget the whole ritual & I was so nervous , my man was very good at geting my pants down & also convinced me it was best to fuck bare & it was amazing and so glad it happened even though I was just another lay for him , it was my first & I loved it

 

[snakeeater1]

It was a full feeling I can never forget the whole ritual & I was so nervous , my man was very good at geting my pants down & also convinced me it was best to fuck bare & it was amazing and so glad it happened even though I was just another lay for him , it was my first & I loved it

I love it when a guy just pulls my pants down enough to get it in my ass and fucks me standing up! If my dick is still in the front of my shorts, I love it when I cum in my pants!

 

[Norri]

My first time getting fucked was unexpected because I thought I was going to top my buddy. He was a few yrs younger than me and a true twink maybe 5-7 130 or so and up till that time it was blowjobs between us and me rimming his spectacular ass but on this night I wanted that ass. After blowing each other he was lying flat on the bed and I got on top of him and was slapping my cock n his ass and as I was just about to enter him he squirmed away and left the bed leaving me in the doggie position and before I knew it he mounted me and fucked me. He wasn’t very big so there was no pain but those few minutes really messed with my head.