your first time

[Brian4fun]

what was it like the first time you tried anal 

[sa****]

Hey sexy

[Brian4fun]

Hello there 

[Bandit1945]

Was a little difficult getting cock into my ass but once in I loved it especially when he cum inside me.

[Brian4fun]

sounds scary and exciting at the same time 

[Bandit1945]

Nothing better than a dick in you and feel the cum being shot into you.

[Nettlekiss]

My first experience with another guy was back when craigslist personals was a thing. I was really nervous at first but so fucking horny. It had been so long since I had anything in me and was usually only a finger . I was watching "sketchy sex" porn and really turned me on fantasizing about having someone's big cock filling my ass with cum, by that point I was desperate to have a cock in me. I made a post on craigslist hoping to find someone, which didn't take too long at all.

We decided to meet at the 4-H center not too far away from where I lived. When I got there I was really nervous thinking "I'm really about to do this? Am I really going to let another guy fuck me?" After he pulled up and parked I got out of the car. We walked to the back of his truck. It was really dark where we parked at the 4-H center, which made me feel a lot better about the situation. He unbuttoned his jeans and pulled out his cock and told me to take my pants off and bend over the tailgate of his truck. I couldn't see exactly how big his cock was but I found out as soon as he put the head of his cock on my ass. He was gentle knowing that it was my first time with another guy. As I felt this cock start to enter me I tensed up and held my breath. He slowly pushed his large cock into my ass until he was fully inside of me. After a little bit I started to relax, when he felt me relax he started thrusting in and out of me. It hurt a little bit but it hurt really fucking good. It wasn't too long before he said he was going to cum. After a few thrusts I could feel his warm cum filling me up. Never in a million years would I have thought I would let another man do that to me, but after that I was hooked, he made me his little cum slut and I wanted more. That first experience of another guy breeding me has to be my favorite sexual experience.

Being impregnated by a stranger has to be my favorite way to have sex.

[Bandit1945]

Having a good hard cock in you feels so good.

[Danny1991]

I was very lucky the 1st time a dick slide inside my ass at (18) was with an older black gentleman (36) slim and had over 8inches swinging between his legs... he was patient and knew how to relax me turn me on took his time and was able to slide inside me with in 20mon he was stoking my ass my toes cural i grip the bed and WOW i lost myself he made my 1st time bottom so good i 100% knew i am a full bottom

[Rob-9590]

my first time was on a school camp i shared a tent with onther boy we were talking about sex and he said he prefers boys and I said so do I then he starting to take his cock out and it was fully erect it made me so horny and I started to suck his beautiful cock then he started to take my undies of and ask me if I wanted him to put in my ass and I said yes it hurt at first but then after a while it felt so good and I have been a bottom ever since my first time was so amazing I love being gay bottom 

[Rob-9590]

my first time was on a school camp i shared a tent with onther boy we were talking about sex and he said he prefers boys and I said so do I then he starting to take his cock out and it was fully erect it made me so horny and I started to suck his beautiful cock then he started to take my undies of and ask me if I wanted him to put in my ass and I said yes it hurt at first but then after a while it felt so good and I have been a bottom ever since my first time was so amazing I love being gay bottom 

[Scouse69]

1st time I met a older guy 40 in a public toliet I was 16 he sucked me off came in his mouth then he wanted me to go in his van with him went for a drive to a country lane got in back of van we both stripped naked got in doggie position lubed my ass then slid his 7inh cock in me a bit ***full at first then he started thrusting in me it felt like ages until he started cumming in me

[Hugorod]

First time was a little awkward and a little ***ful thankfully I had a very patient teacher and in a few weeks I was riding his monster cock like a cowboy

[nancyask]

the guy was very slow he pushed like just the head in me it was not bad he started just popping the tip in and out like 10 min and  slowly pushing in more and more it did start to hurt a bit but he stopped and said shush now he put his finger on my lips he said there now be a big girl  he push in again it stopped he said  that's it your better now  and he kissed me as he pushed it all the way in me omg it was so good and he could tell i liked it