I was sure my gay virginity was going to get popped. I just had no idea how it was going to happen or who it was going to be with.

When I took the shuttle from the airport to the resort I met lots of nice people. Some from my city and some from different countries. One couple seemed nice and I tried not to be too obvious when I looked at the man. And another couple, two guys and I'm assuming they were a couple as they were holding hands etc. Not to be a slut but I would fuck each and every one of them. The woman was a little older but sexy as hell.

When we got to the resort we agreed that once checked in and settled we'd meet in the lobby bar and maybe all go somewhere. I dropped my bags in the room and changed my shirt and splashed some cologne on and headed down to the lounge. The two guys didn't show up but the guy and his wife did. Honestly I figured I had a better chance of them having their way with me!!

As I sat talking to these two they seemed like they were checking me out, feeling me out etc. We talked and the woman would occasionally word things in an innuendo type of way. More than a couple times. Always centered on men or women or something like that. I'm not a big hunky guy. I'm an average 5'9" medium build guy, fairly good shape, not ultra in your face overly masculine but not feminine. Women have said I have a nice ass and I'm cute. Maybe not brutally handsome. Just cute. Lots of hair and bald as a cue ball below the waist. I got totally waxed for the trip.

When the guy talked he seemed submissive to the woman. I started to get the feeling she wanted to watch a man fuck him. Just a vibe I was getting. I never put any limits on what I would do. I was open to everything except I wasn't especially seeking straight sex with a woman. We drank a fair bit, then went for supper and then for more late night drinks and pretty much on cue this woman suggested we have a night cap in their room. Okay. I was up for that. When we got to there room the conversation got a little more intimate and informative. I had to show my hand. I told them I was single, never been with a man, recently got out of a relationship with a woman. Turns out they've been married for 10 years and she had noticed her husband was looking at bisexual and gay porn. He needs to satisfy his curiosity. At this point I felt like I was being used but I was okay given the circumstances. What ended up happening with us is, I let him watch me fuck his wife and was frankly repulsed by the idea of him touching me and left right after fucking his wife.

I left the room not getting anything near what I wanted. I ignored them the rest of the trip. The two guys ignored me. Fuck. Well, I fucked a woman, the whole trip wasn't a waste. Ha. I was at the swim up bar about the 4th day. The bartender leaned over and told me a guy had been checking me out. I looked over and the guy was super good looking. He raised his glass like "Cheers" I went over to talk to him. He was from the UK and just got here. He grabbed a seat sale and his wife didn't want to come. So he came by himself.

I talked to this guy, Peter for an hour. We talked about a bunch of stuff. He wasn't putting out a gay vibe at all but seemed like he wanted to say something. He said, "Not sure how a person approaches this but, I'm straight all my life. I sat down and I looked over at you and, well, I felt something downstairs. Ya know?" His eyes were darting around. He was nervous and embarrassed he'd even told me. I told him to relax and I too was somewhat confused lately. I just broke up with a girl and came here hoping to meet a man and have my first gay experience. Hug a nice looking man, kiss him deeply and everything else that goes with a romance between men. It looked like a weight had been taken off his shoulders. Whew. Now I feel better. He says, "You're a good looking guy. I like you and have no idea what a person does next." I told him lets ease into this. Meet me down by the ocean just when it's getting dark. I went to my room and waited till about 7 and went to meet him.

I went to the spot. He was late. He explained he'd had second thoughts then pushed himself out the door. There's a long walkway that goes for miles. I held his hand. He freaked a little. We got a bout a mile down the path and there was no one around. I stopped an leaned into him. I kissed him. His mouth was closed and I kept at him. Finally he opened his mouth and a gave him a really good kiss. It was my first time kissing a man but pretty much like kissing a woman except when you kiss a woman her erection doesn't bump your leg. Peter was hard as a rock. He stepped back. "Oh my god. This is incredible." I smiled. "Yeah, it is." He leaned back in and we kept kissing for quite some time. We found a bench and kissed up a storm. I put my hand inside his shirt and played with his nipples. I made sure no one was coming and I leaned over and sucked on his nipples. He smiled. "You're good."

We walked a bit further and there was a little secluded patch of grass back a ways off the path. I grabbed his hand and let him there. He had light cloth pants on. Good thing it was dark because his erection was so obvious. I was fairly certain we were far enough off the path. I tugged his pants down and his large cock sprang out. I took a breath. I told him "Here we go." When my mouth went around his cock he let out a long groan. "oh my god." I licked and kissed and sucked his cock before I officially started bobbing up and down on it. He was moaning as quiet as he could but still I told him to keep it down. A few minutes in without warning he shot a very forceful load into my mouth. I was smiling. I finally got my first cum in my mouth. It was a frikking handsome man and damn his juice tasted good. Yummy. His last spurts hit my chin and I swallowed his junk. I was panicked. I was now gay!!!!! LOL Well. I swallowed cum. Close. I laid my head on his cock. It was soft now. After a few minutes he zipped up and I made sure there was no evidence of someone ejaculating in my mouth visible and we walked back.

He was leaning into my neck kissing me and we made a quick stop for a drink at one of the lounges. Then went to his room. When we got through the door he basically wrestled me to the bed and tore my clothes off. This caused me to get totally erect. He was naked too. He got on the bed and tore a condom wrapper open. And handed it to me.

After we arranged to meet he'd gone and bought condoms and lube in case. I rolled the condom on and I thought about how I like to observe my man for the first time. Face to face I decided. Maybe not the best entry but I want to see his face. I gently rubbed the lube on his asshole. He was getting nervous as the hole winked at me. I inserted my finger and left it there to let him relax with something in him. I hoped. I used my shoulders to put his legs back and he held them back too. His virgin first time bum took a little convincing but we finally got me in. As I fucked him I stroked his cock to get him off. His ass was getting shock waves too I'm sure but his semi erect cock needed attention. I would have sucked it some more but I couldn't reach it. LOL. God. Watching the look of pleasure on his face almost make me cum. He really was a beautiful man. He had a kind face and I had waves of pleasure tingling through me as his cock leaked love juices.

I looked down and he was spurting creamy white cum. He was having a regular orgasm, one that I just tasted. I could feel his bum hole clenching my swollen cock as he spurted his small load. I eventually felt my orgasm building and I couldn't hold it any longer. I pulled out and the condom off. I squirted my seed on his belly. My longest shot landed on his chest. Then I fucked his testicles with the remaining cum dripping from my cock and finally crawled up beside him and let him lick the final drops from the tip of my cock. His first taste of man juice.

I lay beside him and he cuddled me. His first anal sex must have really been emotional for him. It was for me! Watching him enjoy a man fucking him and enjoying it so much. It really was something. The rest of the trip I stayed in his room. As near as I can figure out. He's a bottom although I really liked it too but, he isn't much of a top, well, he's okay but doesn't last very long! Grrrrr. He absolutely is a world class cocksucker though. LOL. Damn. The first time he swallowed me. The smile said it all.

Sadly our first time was done in one more day. He would go back to the UK to his wife and I could return home with a smile on my face and bum.

I still like women, and I like men. A little of each when I can get it. I met a t-girl at a party. I can't rule that out 100%. She told me she was a top. Not sure what boobs in the back would feel like. She showed me her boobs. Nice. What do you say?

I found a nice guy, works in the same law office as me. It could get tricky. For now we're on a pants down as needed in a bathroom stall at work, time just right. He's gorgeous and a great cock. He's also married to a paralegal at work so we're doomed. Nice cock for now though.