How long did it take to get a dick all the way into your ass the first time? How long did it take to relax it enough? Was it able to go all the way in right away, or did it gradually get deeper until it was all the way in?

>>936805224 (OP)
about 1/2 bottle of wine.

dubs i have to suck dick tn

>>936805224 (OP)
First time taking a real dick was balls deep in an instant as we stretched my hole thoroughly ahead of time. First time using a dildo without warmup took 2-3 minutes to get the head in and another 5 before it was relaxed enough to fuck it.

I can get a dick all the way in my ass now without prep (besides lube) in 10-20 seconds but need a minute or two to loosen up with it in me before I can be fucked.

I havent yet. I've been strictly a cocksucker. I really need to get around to it before I get old..

>>936805224 (OP)
First time hurt like fuck going in, he just left it there for a few minutes while I came to terms with it. Once I stopped I stop making pain noises he started slow, sliding his cock almost all the way out then all the way in, after a couple of minutes of that he proceeded to plough the ever loving fuck out of me

>>936809227
>>936806066
Gonna make me cum

>>936805224 (OP)
I think he went balls deep the third time we fucked, hurt like a motherfucker, but I was a good boy and screamed into the pillow
He was actually quite big so kinda shocked I managed to take all of him that fast

>>936805224 (OP)
Might have been a good 10 or 15 minutes. My bf has a huge cock and I'm very tight and I don't think he'd ever fucked a butt before because he really struggled to realise he needed to finger me to loosene up and lube me up before he tried sticking his cock in. Instead he tried to just kind of force it in. Hurt a lot but I was still very into it because he was kind of playing into my CNC fantasy without realising it.

>>936810756
CNC?

>>936810809
Consensual-non-Consent

Aka rapeplay

>>936810809
>>936810855
Yeah this.

>>936805390
I hate i know how big that is and

It just went right in for me. I was only able to put in one finger so he must have forced it in hard. It hurt a lot though. I was moaning loudly. Felt good. I was jerking off after it because of the pain

>>936805224 (OP)
I was 15yo and my classmate turned me into his slut

First tried a sharpie, which went in super easily. Then moves on to two, three, then I kept finding different, larger phallic objects around the house to sneak into my room. I think the largest I went was an aluminium can of spray-on deodorant (the tall ones, not the short stubby ones). Once I got some lube on it, it went in in less than a minute with a small amount of discomfort, which quickly subsided because I felt like taking it meant I'd never have trouble with real dick, and that thought really turned me on. It was about 6 inches long, maybe 2 inches in diameter.

All this to say that the first real dick I tried went in without issue, and he teased me that I'd definitely done that before.

Did eventually hook up with a guy who was bigger than the bottle. But again, lube, a bit of stimulation beforehand, and it went in. Imo once you get past the second sphincter right at the entrance, you're golden.

>>936816680
Ghey

>>936816680
Had a good time and I'm satisfied

A seconds, that was how I lost my virginity. Playing around in the locker room shower with another boy when I was 13. We were stupid kids and didn't know how we were supposed to do it, he was rock hard and fairly hung, he asked me to get up against the wall and stick my ass out, he spat on my hole and spread it, and then gripped my hips and literally just forced his cock into my ass in one hard thrust. I yelped and jumped up and clutched my sore asshole and yelled at him, he apologized. We tried again slower and it worked, I'm surprised I didn't bleed tbh but my hole was fairly stretchy.