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38
The Darkroom
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I heard the door open. I was laying naked on the bed on my back. The room was totally dark, just the way I wanted. I heard him stumble around blindly. I said I'm over here. I felt him fumbling around and then he touched my cock. I said, "Close" I handed him a condom and some lube.

I was near JFK at a hotel. I'm a pilot with a national carrier. I had a special darkness room that I booked that was exclusive for pilots to avoid disturbed sleep/wake cycle. They were originally designed specifically for British Airways during the Concorde years in conjunction with a certain hotel chain. British Airways treated the pilots like NASA astronauts. Anyways, they're largely forgotten but I always book one. I'd aimed for my first time to be in total darkness as I was shy. I asked my first man to come in and find me. We exchanged photos and such but I was a horribly shy person and scared. Horny as hell but shy and still worried we might have crossed paths as he's a pilot too.

Neither of knew exactly what to expect but the general idea was I was to be naked on the bed and he was going to "take me and have his way with me." I was naked and my legs were open. I heard his pants come off and land on the floor then his shirt, I felt him crawling on the bed. It was dark and dead quiet. I heard the condom wrapper tear and him rolling it on. I heard the cap on the lube open and his hand feel around till he found my hole. He squeezed the lube on and held my legs back. He pushed slowly and he bottomed out in me easily. I groaned, It was my first time with a man. I had no idea what it was going to be like.

I'd put things in my bum for a year or so. Butt plugs etc. I gave myself enemas to feel something in my bum and to prepare just now. I loved that feeling. I was anxious to feel a man fuck my ass, to feel a real cock in there going in and out. To feel a mans body stiffen up as he orgasmed. I was dying to feel that. Vic was his name. I met him through someone in the industry. It took a month to work out the details and get comfortable with each other and find a time we were both landing in New York. We were both married for going on 10 years and worked pilots for well known companies.

After a couple thrusts I was feeling more comfortable about things. I was holding my legs back and he was gentle, He leaned over and kissed my lips with a very wet passionate kiss. I could feel his cock was swelling in my ass and I was dizzy with the feelings of being so fucking gay. I wanted so bad to get my ass fucked, my wife had no idea!! She almost caught me sending nude selfies to this guy. I had sexy underwear that were close to being panties. As he fucked me I felt a million sensations tingling my body. My bum felt so electrified. He tensed up, his cock swelled in my hole he went stiff as a board and he orgasmed. I grinned, my first gay sex. Yippee!

He rolled off me. I stood up to get a drink and wobbled when I walked. My bum didn't hurt, it had just been solidly fucked and it felt great. I came back to bed and finally even in this total darkness my eyes could see a tiny bit. I turned up the dimmer that lit the perimeter of the room enough that I could see he was a gorgeous hunky man. He was laying in a position for me to fuck him. I rolled my condom on and lubed him. I went into him on a half sideways position. It allowed me to fuck him, jerk his cock and kiss him too which I did, A LOT! I fucked him for a good 6 or 7 minutes. I could feel I was going to cum. I pulled out and removed the condom and moved to his head and pushed my cock in his mouth and proceeded to climax in his mouth. He made sounds like he was loving it. When I'd finished I backed up.

I watched him to see if he was going to swallow on a first date. I quickly leaned over and we did a cum kiss. I sucked my cum out of his mouth and put it back. We churned it then gulped it down. We laid and cuddled for a while but he had to leave as his flight was a fuel up and go back type, and I had another guest coming in an hour. The timing was perfect. I think he and I will overnight together in the future. He gave me a whopper of a kiss and left.

My next date visiting was a flight attendant from a European airline that flew to JFK every other day. She was a tall 6'1" Blonde lady from a country known for beautiful blondes. She was about 34 and gorgeous. She'd also been a lesbian all her life. I'd met her in the crew lounge at another airport a couple months ago when we'd landed. We both had a 36 hour break and had enough to drink we could never have legally worked the next day regardless. We got talking and exchanged our stories. She knew I was wanting to get fucked by a man and put me in touch with a guy she'd met that had hit on her for years, Vic.

As for her she said she was a lesbian right out of the womb. Her issue was in her words, "Was so good looking" her parents and everyone thought it was a THING she was going through. She laughed, "What did I have to do? Go down on a woman at Christmas dinner.?" Which was almost a month later than our North American one. Now you can guess where she might be from. ;) Her fantasy right now was to experience sex with a man. I kind of suggested me. She nodded. "You'll do fine." After a bunch of changing schedules we picked at date we could spend time, the same trip to fuck Vic. It was a lottery.

Same thing. She came in but the perimeter lights were up enough that we could see each other fine. She came in and I was naked. Like I said, 6'1" tall and when she wore even small heels she was 6'3". She carefully undressed and place her uniform neatly on chair. When she was down to her underwear she told me she wore the sexy stuff just for me. It was your typical sexy lingerie but it works for me. She removed just her bra and her little panties had a quick release string. Beautiful woman with I guess 36C breasts? And if it got a lesbian in the mood, fine. It was quite odd at first. She never, ever touched a man. Everything was new to her. It was reverse curiosity. A lifetime gay person testing heterosexual waters. And with me.

We laid there and as I played with her boobs and she fondled my cock, she said more than once she didn't know if she could do it. I didn't repulse her, it was just so different. Then she calmed down and confessed she was actually attracted to me somewhat sexually. I felt her pussy and if wet is any kind of indicator she was aroused. Her clit was feeling firm to and her nipples were hard. I kissed her and at first she wasn't really returning anything then she got into it. I would say judging by a few factors she was the feminine part of her relationship with her partner as she was waiting for me to mount her.

I was as hard as I get. I sucked on her nipples as I slid my cock in her. It met with resistance. Holy fuck. Yes. She's a virgin. She was still intact and had a hymen. She laughed "Virgin at my age, kind of." I went slow and popped her cherry. She was smiling now. She said, "This really does feel good and I don't feel all fucked up about it." I continued to thrust and she came very fast. I kept going only she flipped me on my back and rode me, by the time I was coming she was having her second orgasm. I shot a couple good blasts in her. Hold on. What's wrong with that comment? Shot in her. Fuck. I neglected to use a condom. I just came in a virgin lesbian!! Oh fuck. I mentioned my blunder and she put me at ease. She'd started taking the pill a month ago in preparation for this.

The two of us had 24 hours off and we laid there in no hurry to go anywhere. We got room service and barely left the room. I texted my wife goodnight and that was about it for contact with her. She asked how the gay sex with Vic was. I told her it was great. She mentioned that since I was definitely enjoying her I wasn't gay and bisexual at most. Then she pointed at herself. "Me too" She said that I was the first guy she was ever sexually attracted to and she felt bad she cheated on her partner but she'd be into doing this with me as much as possible. Her heterosexual demons were awake. I told her I felt bad that I cheated with a man and a lesbian all in one afternoon but I felt I could get over it. We had a good laugh and we proceeded to do all the male/female heterosexual acts she'd missed out on. LOL She sucked my cock. She experienced anal penetration. She'd actually never sat on her partners face. We did that. Just regular sex on and off for the next 24 hours.

I was sad to see Tasha leave. I waved to her at the gate as she left. We'd already put our calendars together and circled the times we were in the same city. She drew a happy face beside them, me too. I also drew boxes around when Vic and I meshed and we were seeing each other too. My wife was getting way less sex at this point. I doubt that I'll tell her why. I also hope Tasha's partner doesn't find her birth control pills!! Tasha texts me regularly, and sends nude selfies to me from all over the world, she does really care for me. I'm kind of into her too. Odd how life is. Her partner has no idea. Vic and I are not serious at all. We just share really good gay sex. I don't see him as a relationship. A fuck buddy and that's all I want right now.

Quite the turn of events over 6 months.

Come fly the friendly skies or bedrooms.

*please share my stories to whatever sites you might like it*

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9 months ago