How was your first anal?

[eveningstandard]

No, you're picking at certain wording. The guy just had a creepy presence in general, and when I say he was nice enough, I mean as in he wasn't rude, aggressive, outright offensive, etc. I don't think I need to explain this any further and I'm sure you can find a better use for your time.

I had the same experience, i was 16 and he was like 27... i was pretty naive about stuff and we met on the internet... kinda just happened, he was really polite but also very creepy, especially now thinking back on it all

 

[eveningstandard]

I was 16 and he was 25 and I lied and told him I had been with 2 other guys before.. We met online and I lied about things I had done sexually so he thought I was more experianced than I actually was.. I went over to his house and submitted to him.. He told me to undress and then made me suck his dick for a while.. then had me bend over his couch and he lubed me up and penetrated me.. he was a good 8 inches and thick and with that first push he went way WAY deep.. I tried to resist but he had my hands behind my back and rode me like a bull it was almost rape for the first 5 min the way he was going at me but then after that it started to feel good.. after another 15 mins or so he asked me where I wanted it and i wasent sure what he ment so I dident answer him.. he pulled it out and forced me to my knees and shoved it way down my throat while he blew his load.. I wasent ready for that at all.. I was kinda upset after it was over and felt kinda abused and violated but I guess I liked it because I kept going back for 8 more months..

-jam

same experience with me except i did tell him id never done anal and i never went back lol

 

[Críostóir]

same experience with me except i did tell him id never done anal and i never went back lol

Same experience except it was a completely different experience, then?

 

[pohbear]

my first time taking a cock up the ass, wasn't good. he was about 15/16, i was younger. it was outdside in the woods, he'd been wanting me to give him a blowjob, and i hadn't been up for it, so he took advantage of being alone with me in the woods. i'll fill in more details for anyone who wants to know more and contacts me.

 

[pohbear]

i'don't remember the first guy i topped for, but i'm guessing it wasn't so bad.

 

[boxcar22]

1st time I fucked an ass I was 15- it was great. I got fucked for the 1st time at 19, he was 11.5 inches and thankfully on the thinner side (cock). It was GREAT, probably the best or in the top 3

 

[menRsexii]

^ 11.5, huh?

 

[Meicyn]

Impaling people is all the rage these days. Gay sex stories are the current generation's tall tales. The penis sizes just keep growing every time they're told!

 

[Meicyn]

Oh yeah, this one time, I took a 14 inch cock in my butt. Didn't hurt a bit! Best sex ever.

 

[Wafflecakes]

Its fun to sit around and guess which are being honest, which are exaggerating, and which are out and out lying all together. Entertaining all together.

(my guess 10%, 45%, 45%)

 

[Kulindahr]

I was raped. How do you think it was?

 

[asu1117]

I was nineteen and had just started coming out, a gay friend of mine introduced me to another gay guy that was our age and we had a bit of a summer fling. I topped, and he was already adept at bottoming so it was pretty mind blowing.

 

[tatertot]

I was primarily an oral guy for a long time. I had just broken up with my boyfriend and met this guy online. He wanted to take turns fucking. He wasn't too big, so it was good for a first time. We didn't have condoms. He started to fuck me first, doggie style. He was very patient. Anyway, I started to get nervous, I was afraid of HIV and didn't want him to cum in me. He did pull out and then gave me a shot at his ass. We lay on our side him facing the wall and me behind him pumping away. I grabbed onto his chest for support in order to drive my cock in deep. I couldn't help myself, I shot my load deep inside of him. Then I felt guilty. He loved it though. He still needed to get off and wanted to fuck me again. So I let him. Then I thought "shit i came in his ass so i can't tell him not to do the same". I let him cum in me. He was one of the few guys I ever let cum in me. I was used to swallowing cum but I always thought that was low risk, this had me freaked out. I got tested several times after that, just to be sure I was OK.

 

[Racer Dave]

Will let you know after my first time

Well as promised ... We did it last night, being valantines day and all and being together for over a month gave me the confidence to try it. I've read in a million places that it never goes according to plan and it's true. First I tried the whole sit on him method but couldn't get comfortable then he sugested I lay on my back with a pillow under me and he'll go gentle, but he couldn't stay hard enough everytime he lubed up and me being very tight he couldn't get it in. Anyway after a hour of trying diffrent things and positions we gave up. This morning he woke up with a full hardon and asked if I wanted to try again. So he lubed up, I got on my back with pilow underneath and he was able to slide into me. It hurt a little at first but after just staying in me for a few minutes I got more confortable and let him fuck away.
I think I like bottoming now, can't wait till we can try again

 

[Críostóir]

Well as promised ... We did it last night, being valantines day and all and being together for over a month gave me the confidence to try it. I've read in a million places that it never goes according to plan and it's true. First I tried the whole sit on him method but couldn't get comfortable then he sugested I lay on my back with a pillow under me and he'll go gentle, but he couldn't stay hard enough everytime he lubed up and me being very tight he couldn't get it in. Anyway after a hour of trying diffrent things and positions we gave up. This morning he woke up with a full hardon and asked if I wanted to try again. So he lubed up, I got on my back with pilow underneath and he was able to slide into me. It hurt a little at first but after just staying in me for a few minutes I got more confortable and let him fuck away.
I think I like bottoming now, can't wait till we can try again

Yay! Congratulations!

 

[Mr-Pickles]

So sorry to hear about the negative experiences some of you faced in your youth

 

[jmadaf]

I was sixteen and got a ride hitchhiking from a black guy 25yrs that was in the Navy he had weed we smoked he invited me to his place for more weed music, thats what I liked, he gave me some wine out of one of those bags, I liked it. I was already sucking cock but no anal. The guy was so cute and friendly with me, I liked him from the start we were sitting on his love seat, he was giving me a shotgun with the weed and felt his hand in my crotch, I was so buzzed from the weed and wine, I didn't care, we started making-out, and had our hands all over eachother, awhile latter he said "do you want to fuck" I said I suck cock I never fucked a guy. I got scared and started to leave, he pleaded with me to stay, and we could do whatever I wanted. I felt bad for him, and said "I'm not leaving you" and started making-out again. at that moment I was so hot for him, I never had a guy who wanted me that much. Needless to say the rest of the night was sex, giving eachother blow-jobs, and he was a bottom, so I topped him, and he could handle it, because he told me I had a big cock, he had lube, and I remember the whole tim fucking hime he kept saying "deeper deeper, don't stop. That night was probly the best sexual feelings I've ever had. I came to have sex with him for the next few months until he shipped out, but I will never forget him.

 

[Latimer]

I found a bit of Molly Bloom in jmadaf's account:

"...and I thought well as well him as another and then I asked him with my eyes to ask again yes and then he asked me would I say yes to say yes my mountain flower I put my arms around him yes and drew him down to me so he could feel my breasts all perfume yes and his heart was going like mad and yes I said yes I will yes."