First time raw, planned or unplanned?

[PendragonSpirit]

Definitely unplanned. Let's just say I was beneath a certain age which the law would consider consenting, regardless of whether I knew exactly what I was doing (and so did he) and that van in the mall parking lot was rockin'.

[Guest]

Unplanned. I was 18, had never been fucked before, and this was with a guy I had met at a gay nightclub and only hung out with once (he was mid 20’s I think). We were at his place, clothes came off, and lube came out. I asked if he had protection, and he asked if I wanted to be fucked (I think he was just going to have some fun with his fingers). I said yes, and he told me that it feels better without a condom, and asked if it was okay to start without one and then he would put it on. My naive (or smart lol) self said sure, but he never did wrap it up. For my first time, it was fucking awesome, I only hung out with him maybe once more after that, and my 18 year old self became obsessed with getting bred. 

[Njn0mc]

Unplanned and almost forced.

Got drunk at a bar met a guy there we had a good time invited me to stay over because to drunk to drive home which was a few hour drive. Got to his place we drank more or should I say giving more to drink and was told to crash on the bed here. Woke up with him already fucking me and held down till he blew his load. I didnt fight it that much and enjoyed it.

[Marlin]

 unplanned.  It was in the late 80's when AIDS was flourishing. I had never fucked before, just lots of oral. I was cruising a popular cruisy plaza at night in my car. A guy drove towards me, we rolled down our windows and started chatting. He asked if I wanted to follow him to a more private area and soon we were parked behind a nearby apartment building. I got out and got into his car, which was a big sedan with bench seats. I was in my mid twenties and he looked to be in his thirties. We pulled our pants down and he immediately started sucking my dick. He was quite good and i got hard quickly. He would pull up to kiss me every so often then go back down. Without warning he got up and slid his hole down my cock. OMG I had never been inside a guy and it felt awesome. He started to ride me and within less than a minute my dick was uncontrollably spasming as I let loose volley after volley of cum. I was in shock as he my dick softened and he pulled himself up and my cock and a big glob of cum came out. He kissed me and I was on my way. I got home and was a bit freaked. I had my raw dick in a guy during the AIDS crisis. I worried for a while but then remembered how good it felt  I seldom used condoms after that and then began taking loads myself. It finally caught up with me as 15 years later I was pozzed during a hook up at the local park

[rublthlad]

Totally unplanned, was on holiday and met this guy went from safe sex to raw sex in one evening and never looked back

[Captool]

Planned, I wanted to try it all.

[1hornyjohn]

Unplanned. Liked it.

Became poz.

Raw all the time now

[Rillion]

Planned. I had been with my boyfriend for almost a year and we had been monogamous by default without any discussion. We both went in and got tested. Ditched the condoms after that but agreed that we would play safe if we fucked outside the relationship. That last until PrEP became available and have only used a condom once in the last few years.

[Guest]

Unplanned.  I used to visit this guy who had a gloryhole setup in his apartment.  It was about my 5th visit when he asked me if I wanted to move to his bedroom.  We went to his bedroom, I stripped from the waist down and  got up on the bed.  He crawled between my widespread legs and continued his awesome blow job and started playing with my sensitive hole.  He might have sensed that I liked it because he started moving up and got on his knees while he continued to blow me.  He worked a finger into my ass and since I was really going nuts he just moved in closer and started rubbing his cock head on my ass.  That put me over the top but when he started pushing into me I told him that he needed a condom.  He said okay but kept working his cock into me.  I continued to ask for the condom, he continued to push his cock into me, and at some point I just gave in, laid back and let him fuck me bareback.  It was so wicked, so naughty, but felt so awesome and it did not take him long to blast a huge load into my hole.  Totally unplanned.

[Guest]

Unplanned. I was in an utterly sleazy club and was getting fucked. The guy basically just grabbed me, ripped off the condom, threw me against the bar, rammed in his dick with spit for lube and I loved it so much I never, ever went back. I did the whole bar that night 

[Guest]

My first time was unplanned but maybe in the back of my mind planned.

I had been hookin up for oral for a good while. One of the guys I had seen several times was gay and really liked riming me. So he was getting interested for sure!! Plus I had been workin dildos and plugs when I could. Also had read up on how to be clean and how to take cock by pushing out while he is pushing in.

So one night I was free and had been chatting with a different guy. We had chatted several times about meeting and tonight we were both free and horny. Off to his place I went.

Went up to his bedroom. He had a queen bed and a big tv to play porn. We got naked and fooled around. Touching, stroking, trading oral.  We were hot for each other on our first meet. 

One thing leads to another and I am face down across the bed. He dives into my hole to rim me. I so love to be rimmed to this day. I had in my mind that I just may take cock, but it should be wrapped. Well that changed in a hurry. Everything just felt so good. He reached for the lub and applied. Then pushed inside. Yes it hurt a little at first but also felt so damm good being filled. He knew to let me adjust. Then stroked his cock in and out. He was a med thick 7inch. I of course loosened up as he fucked me. While I was super nervouse about this happening I was also so turned on at the same time. Who knew that guys could fuck like this and it feel so good.

After a while he became excited and pulled out. He shot his load up my back. I could feel it land and warm my skin. When he was finished he wiped my back with a towel. 

I rolled over and he took my cock in his mouth and sucked the cum from deep within my balls. I provided a creamy hot load for him.

We were spent and it was getting late. So we parted ways.

We never hooked up again but kept chatting. Schedules just did not allow. We have both moved since then but are not terribly far away. It would be hot to hook up with him again and take his load inside. 

[Pigforcum]

My first time raw was the first time I'd got fucked. Loved knowing he was going to cum in my ass. I was so horny being on all fours and loved it when he cum in me. Such a good feeling

[yunghungtop]

What a great question. 

My first time raw was not planned, and the bottom told me to pull out. Sounds crazy, I know. But this was 20 years ago and some bottoms back then wanted it that way. I was a young horny top just learning how to fuck ass, and I did what I was told. 

20 years later, I know what I want, and I want to breed ass. I don't pull out. But that was way back then lol. 

[Swampboi]

Unplanned.

 

Freshman year at college. I went to a small school and was drinking in the “quad” and ran into this sophomore I somewhat knew. He asked if I wanted to come to a party off campus and I said yes and followed him to this party. He was hands and we were making out at the party… eventually we fooled around a little in the bathroom and he asked if I wanted to go to his apartment. We went back and got to business. I think I asked if he had condoms and he said “nope. No condoms.” He also didn’t have lube, so we used conditioner haha. I guess I was so horny that i was thinking we’d go bb and I’d ask him to pull out — but when he said he was about to cum, I didn’t say anything and he just kept on fucking until boom.

[Guest]

Planned. When I was 15 I had a boyfriend who was 40. At the time we were careful about our relationship for obvious reasons and even waited until I was 16 to have anal sex. I turned 16 a few months after dating & we sat down and talked about having anal sex for first time. At the time I didn’t know very much about gay sex. Condoms did come up in conversation but we agreed to not use condoms since we were boyfriends and not dating anyone else. When we finally fucked few weeks later we went as planned with no condoms. While it wasn’t more pleasurable experience as it hurt like mother fucker, it was nonetheless sweet experience. He was gentle, very slow as to not hurt me. I honestly didn’t even pay attention to the raw cock as I remember just wanting it to be over with but once I became more and more confident in sex and it not hurt I then began enjoying the experience