Bareback sex

[superstard72]

Have you converted a guy to fuck raw?

[Guest CuriousDallas]

I’ve converted a few. Usually they’re new to gay sex, very tentative, concerned, unsure, and kind of naive about gay sex and getting fucked in the ass. Some are bi or straight, maybe have kissed guys or fantasized about doing more. It’s funny because most have no problems with wanting to fuck me raw and cum inside me, but boy...talk about me doing it to them and the shoe is on a different foot. I usually see if I can get them to start off raw promising to pull out to cum or wrap as I get closer. I take my time, use a lot of lube, stroke their ego by telling them how hot they are etc. I keep the dialog going as we start into it. I cum pretty quickly and easily and usually have an “accident” that tests how cool they are about it. Some freak out and that’s the end of it, some are worried and have to talk about it, it really varies. If I’ve let them cum in me some are cool and feel it’s fair or OK. Even some who are weirded out by it tend to come around and to be honest I sometimes pull out to spray the second load on them. A lot of them have never had a guy jack on them and find it hot. Usually their resistance breaks down and they want more.

Jordan is a good example. He was an incoming freshman last fall that I hooked up with. He was 18, tall, blonde, blue eyes, naturally smooth...looks a lot like me and a bud joked that what we were doing was “twincest”. But he was straight and had a GF. He’d played with guys in HS but it was limited to BJs, jerking, and sucking. The summer after graduating he started hooking up with guys from his gym and had fucked a couple (he has a nice big uncut dick) and found he enjoyed fucking guys. He was fucking the, raw and wondered what it would be like to get fucked but was too scared to do it for fear of getting something. He used condoms to fuck his Gf as he didn’t want to knock her up but found he loved fucking without a condom on and realized that guys liked it and wanted it that way. Pretty soon he was on Grindr, hooking up with guys, and fucking them raw. He’d let a couple guys try and fuck him both raw and wrapped and found he couldn’t relax enough to take the dick. 

When Jordan and I started it was just me bottoming but as I got to know him more I gained his confidence and he admitted he wanted to try getting fucked. I really wanted to be the first guy to cum in his ass. I explained to him how I started taking dick and told him I’d be patient and soon enough his ass was lubed up and I was slowly entering him bare. I’d told him I’d pull out to cum and that wrapping would be painful and he agreed. I also was determined to be his first and didn’t care if that meant I had to take my time. I know I cum too quickly and easily the first time and so I was deliberately cautious, pulling out my dick but keeping my cock head right at his hole as I came. I shot probably two spurts outside his hole and then slowly slid my head and then more of my dick back inside him as I kept spurting. Dumb naive kid probably thought I’d shot it all outside him and said nothing. I kept stroking more and more of my dick inside him and it was easier now thanks to all of my precum and the partial load inside him. I still had to pull out to cum but knew that I could at least get some of that first load in him the next time and at least he let me fuck him raw. He gradually got used to getting fucked and came to like it and want it and never asked me to wrap after that first time. One time he was drunk and admitted he trusted me and wanted me to cum in his ass which I gladly did twice. He was really into it and actively begging for it, saying how good I felt and begging for my cum. Sadly that turned into him after that saying he couldn’t do that again but it was too late, I knew he wanted it. He’d repeat the process of sometimes being drunk and wanting my cum and so I’d make sure we’d drink before so I could get at him raw. So far as I know I was the only guy he’d let bareback him but who knows, maybe he’d get drunk and let others bareback him too.

Edited April 25, 2020 by CuriousDallas
Fixed a couple of weird autocorrects

[studl1]

Come round u can convert me if u like 

[Guest]

This pic from 2007 is when it actually happened, we're still best friends, both 100% barebackers, and both tell each other intimate details of our sleazy hookups. But the strange thing is it wasn't till about three years later that he admitted this was actually his first time barebacking apparently only because I talked him into it. Honestly I can't remember but I was already actively barebacking and hated condoms. After taking it raw from me he said he was so turned on by a guy shooting his load in him that he didn't want safe sex anymore, actively seeking out guys that would fuck him raw and only watching gay bareback porn, sex with condoms just didn't turn him on anymore and we all know that feeling 😉