First [MM] about ten years ago, bi perspective.

I was in Alaska from 20XX to 20XX. I was in the Air Force doing aircraft maintenance and leadership basically did what they could to work people to death on the flight-line  Most of my time was on night shift or mid-shift (I don’t remember the hours exactly, 10 hour days, five days a week were the norm, lots of 12s). I think I only worked day shift my last month or so, and some pre/post-deployment times. Speaking of, while I was there I was deployed to Afghanistan for six months (barely avoided going twice). All the time spent at work and sleeping while the world was awake didn’t lend itself to being in any real relationship. I spent most of my free time working out, I’m 5’10, 190, and was shredded then. I had a couple one/two nightstands/encounters with the ladies while I was there, but for the most part, I was in a drought, like Death Valley level drought. We’re talking about up to six months at a time with zero human affection. After I came back from the deployment I kind of stopped going out, it felt weirdly uncomfortable and kind of withdrew, that just made it that much worse. 

In an attempt to alleviate the drought I used to get on ole’ Yahoo Instant Messenger and leave it logged into the local chat rooms, which actually panned out twice with some local ladies. One was about my age and we hung out twice, other than sex I guess we didn’t click because it didn’t lead to anything else. The other was a lady who was a good ten years older than me (sexy German lady, tall, reddish straight hair, with a trim waist, thick accent and thick ass) who ran the RETRACTED on base. We hung out several times over a month’s span. I remember one time when we were watching a movie, she sat on the floor in front of my couch so I laid across said couch. At some point she reached back and started rubbing me through my shorts, then turned around, pulled my hard dick out, and gave me the most incredible handjob. When I started to cum she put my cock in her mouth and sucked it dry, then turned around and kept watching as nothing had happened. I don’t recall why we stopped hanging out. I wouldn’t be shocked to hear she was just using me as a side thing. 

As far as encounters with guys I only experimented once when I was younger. I had a friend spend the night and I don’t recall exactly how it happened but we did some mutual jerking, I don’t even remember if I came. I had always been a little curious and from time to time watched some bi MMF porn. I had hooked up with a girl in AK three or four times who was really into ass play and guys, she loved to finger and edge me, it would get her completely soaked and I found I enjoyed it, it was the first time I was with a chick who was into/tried that. She even fucked me with a little strap-on thing she had once. She was a good girl, nothing ever became of it but the sex was really hot. It definitely primed me to watch a little more MM porn and made me want to check that box. 

Maybe six months before I moved a guy messaged me on Yahoo, screen name binorthern, just casually chatting. I’d leave the program up and logged into a  chatroom all evening when I was doing stuff around the apartment so I’d get back to people (who weren’t bots) just out of pure boredom and maybe thought that I’d get lucky. He seemed nice enough, a couple of years younger than me (I was 25, he was 23 I think?) and just made small talk, I think we exchanged photos at some point. This was over a few days during the week and when Friday rolled around he asked if I wanted to hang out. We hadn’t really talked about sex, he asked at some point if I had a girlfriend, I assumed he was into guys (hence his screen name) and when he wanted to hang out I assumed it might go there. I was torn, nervous, but in the middle of a drought and kind of figured if I was going to experiment, I might as well check that box now, plus maybe nothing would happen at all. 

He got over later in the evening, by the time he asked if I wanted to hang out it was already 11 or so. Working night shift Fridays can be either punishment, getting home at 4am, or off early if days hooked it up (this time we got off early). He was a white guy, about 5’11, lean, good looking, although I don’t have an “attraction” to guys per-say like I can’t fall into a dudes eyes like I can a pretty girl, but his number was high. We stood in the kitchen, had a couple of drinks, and just did the small talk thing for a while. That apartment was kind of strange in that the living room was weirdly small but the bedroom was huge. So I had my couch, entertainment center, bed, desk, and bedroom set in the master bedroom. I used the living room for storage (bikes, etc).  Anyway, we went into the bedroom and sat on the couch and kept talking about this or that, on drink number three or four at this point. He joked that the TV in there must be handy for porn since it was visible from the bed. I said “Absolutely” and slid a booklet full of DVDs out from under the TV stand that was half full of porn I bought from eBay over the years. 

This is where the evening took a turn because he jokingly said: “We should watch one!”. I had a good buzz on by this point and we were clicking comfortably, and although I had never just watched porn with another dude, I figured why not, its midnight on a Friday and I haven’t done anything sexual in months. I told him to pick one out and changed the TV input. We sat there finishing our drinks while watching some pretty girl get tag teamed, I remember that much of the video. He started rubbing himself through his pants after a while and I could see he was hard, and hung, so I started doing the same. I guess this is where the booze and horniness took over because at some point I just pulled my cock out. He smiled and did the same. The details are a bit fuzzy but we ended up stripping down and sat there naked rubbing our cocks and kind of watching the movie. I actually made the first move and leaned over and grabbed his big cock and started jerking him. He took charge at this point and told me to suck it, so I did. It was kind of anticlimactic, I remember thinking it was going to be a huge deal, but it was like sucking a finger, although a big one lol. I remember sucking him for a long time, enjoying the buzz and being super turned on. I don’t recall exactly how it progressed but we ended up on the bed and 69’ed for a while. I was on top and  I remember him really going to town on my ass and taint. I’ve always manscapped and kept that area shaved, thankfully I had recently done that (and showered as soon as I got home that night). I was clean and he was really into my ass. “Have you ever been fucked?” I said “no” and wasn’t sure how I was going to take that, he was big, bigger than me. 

He rolled me off of him and told me to get on my stomach and really focused on my ass, eventually rubbing his cock up and down my ass crack and said he wanted to fuck me. I was kind of scared, but horny, drunk, but willing to go with it. I told him to “Go for it”. I had some lube in the drawer next to my computer, I told him where it was and he covered his cock in it while I laid there half mortified. I remember feeling his big head push against my hole, then slowly spread me until it popped in, then feeling split open as he slid his big raw cock inside me. The pain subsided after he got in all the way and gave me some time to get used to it. He was super gentle and kind of micro fucked me, where my ass was gripping his dick and he was using it to jerk off. At some point though he really started to fuck me, clearly enjoying filling me up. After a while he pulled out, had me flip over, scoot my ass to the edge of the bed, and pushed his greasy cock back inside me, it didn’t take long until he pulled out again and pumped his cum all over my cock, stomach, and chest. I was half mortified but hard as a rock. He stood over me holding his cock and I made myself cum while he watched. I came almost immediately. I was covered. 

We both got up right after that and I went and got cleaned up, when I got out of the bathroom he was fully dressed. It was super awkward and both of us felt it. It was mostly me, I had no idea what to think, was NOT into it at all after I finished, could barely look him in the eye. We each stammered something about this or that and he left. I probably took a 40 min shower after that, super freaked out about what I had done, and let him fuck me raw. Even went to the clinic a few times to get HIV tests, I know you don’t test pos for a good while, I was terrified. He did message me that Sunday, and we chatted, I found myself getting hard talking to him. We hooked up again, probably 6-7 times before I moved, it got less weird and more fun each time. He was in one state away visiting family right after I moved to the East Coast and we meet up once while I was here. I haven’t heard from him in years though. I’ve always been more into the ladies, but looking back on this it was fun.

Source: reddit.com/r/gonewildstories/comments/ehs9bn/first_mm_about_ten_years_ago_bi_perspective