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- I was 20 years old and had limited sexual experience. Despite being
- in the Navy for 2 years, I hadn't had a chance to experiment a lot.
- My first lover had been the mother of my best friend. She had taught
- me a lot about how to please a woman. I'd had some flings since then
- with girls my own age and had developed a serious relationship with a
- boy my own age! Good thing I hadn't told that to the recruitor!
-
- Anyway, I'd finally finished almost 2 years of training and was flying
- out for my first assignment , Fort Meade, MD. About midway between
- Baltimore and DC. Since I arrived at Dulles airport late in the day and
- hadn't the slightest idea of how to get to Fort Meade from there, I took
- a hotel bus into DC and got off in the heart of the city. I asked the
- driver for a clean but cheap place to stay and he pointed me to a hotel
- a few blocks away.
-
- After unpacking and showering, I decided to stow most of my cash in the
- false bottom of my "combat boots" (issued in boot camp and not worn since)
- and hit the streets. I carried about $100 on my person. I had decided
- to get laid. I had nothing at all against prostitutes. Growing up in
- a small town, I'd never met one. For the past couple of years, I hadn't
- had the chance to go looking for one, either. Training had kept me much
- too busy. So here I was, a horny new kid in town. I figured I didn't
- have enough time to get to know anyone in the usual way, so this would
- have to do. I made my way to the red-light district, walking briskly.
- I wore my navy peacoat over my civvies, technically a no-no, but it
- was cold!
-
- I turned the corner and entered the neon fun-zone. Things were nearly as
- bright as daylight here, but with plenty of shadows to hide in. And there
- was lots hiding in the shadows, drug dealers, winos, etc. I ignored them
- as best I could and decided to cruise up and down the street once before
- going in anyplace. There seemed to be a lot of action going on in the
- parking lot across from the bus station. From where I was standing,
- I could see several ladies of varying ages and a few boys. Close by,
- I saw a couple of nice looking men kissing passionatly on the sidewalk.
- I felt my cock start to harden and decided to check out a peep show before
- purchasing my companion for the evening. I went into the nearest arcade
- and received a few dollars in tokens and headed for a booth.
-
- This was a few years ago, before VCR's became the standard fair in the
- video arcades. Back then one would cruise the different booths before
- finding a movie they liked. As a result, there was a lot of cruising
- going on and nobody seemed to care how many people were in a booth at
- one time. I'd found a fairly nice place, it seemed. The boothes were
- ample sized so as not to be crowded and had a comfortable chair within
- easy reach of the coin box.
-
- I had my pants down and was stroking myself when the door opened.
- I couldn't see much of anything from the doorway, since the light was
- behind him. He shyly asked if he could come in. I figured, what the
- hell, and told him it was ok with me. He entered and closed and locked
- the door behind him. As he stepped closer to me, I got a better look
- at him. He was young. Too young for this place. He couldn't have been
- more than 16. But damn, he was pretty. Slender, firm, healthy-looking.
-
- "I saw you on the street, Mister. I was wondering if you could spare
- a couple of bucks..." I sighed, what else did I expect.
-
- "Ok, what are your rates, kid?" I asked.
-
- "Oh no, Mister. I'd do you for free. I just need 10 bucks to find
- a place to crash for the night. If you don't have the money, we can
- still have fun." I knew it was bullshit and that if I didn't have the
- money the kid would be off like a shot, but I reached into a pocket and
- pulled out a twenty. I gave it to the kid and said,
-
- "Ok, kid. here's all the cash I've got. Consider it a gift. If you
- still want to stay with me for a few minutes, that's great." He replied
- by crawling up into my lap and kissing me deeply. His hard, little
- cock poked against mine. Soon his pants were down and he was stroking
- us together. He came suddenly, with more force than I would expect a
- kid of his age.
-
- He knelt over me, licking my crotch clean. When he took my cock into
- his mouth, I exploded, giving him all the more to drink down. When I
- was done, he gave me a happy smile and left. Shortly after that, my
- tokens were gone, so I also left. I felt good, the urgency in my balls
- was gone and I could make a discriminating choice as to my companion
- for the evening. After some window shopping, I decided on a young
- black woman. She was very pretty, tall with shapely legs and butt.
- Her breasts were somewhat small, but seemed nice.
-
- She asked me if I was looking for a little fun. I told her I was and
- asked her how much for her to spend the night with me in my hotel room.
- She told me $50. That didn't seem bad, so I waved down a taxi. (It was
- a couple of miles back and she was wearing heals.) Sitting in the back
- of the taxi, we kissed lightly and held hands the rest of the ride.
- I snuck her past the dozzing desk clerk easily enough and up into my
- room. I dug the money out of my wallet which she placed in her purse.
- We began to kiss. Her kisses were like nothing I'd ever experienced!
- I was on fire, my cock was straining to get out! But every time I
- reached for her, she pushed my hands away.
-
- "Look, Cynthia, I don't think this is going to work unless you let me
- touch you. You're driving me crazy here!"
-
- To my amazement, she started to cry. I held her close and comforted
- her as best I could. That's when she told me.
-
- "You seem so nice, so big and good-looking, I just had to have you.
- But things aren't as they seem, darling."
-
- At that, she began to strip. Off came the dress. Off came the bra
- and falsies. Off came the panties and strap. Up went "her" cock.
- As I reached for her hand, I told her, "It doesn't matter to me, love,
- if it doesn't matter to you. I think you are very sexy and I want to
- make love with you. What difference does gender make?"
-
- So this lovely person came into bed with me. She was dressed only in
- nylons and didn't have a single hair on her body. Yes, it was strange.
- She wanted me to call her cock her clit and her ass her pussy, but I could
- live with that. We came just holding and kissing eachother! Then we took
- turns licking eachother clean, which started us going again, of course.
-
- Later that evening, she told me that she had been cross-dressing for
- a few years and had managed to pass in public for months. She had
- decided to come down to the red-light area to see how far it could go.
- She never intended on actually being picked up. We'd fallen out of
- touch when I was re-assigned a few months later.
-
- Several years later, on a business trip back east, I looked her up.
- She had gone through with her plans to have a sex change operation
- and was married now. We met for lunch and talked over old times.
- She told me her husband knew about her gender change and didn't mind.
- I told her that she was still one of the prettiest women I'd ever known.
- After lunch, we went back to my hotel room, this time I was in a somewhat
- higher class establishment. Her kisses were still like fire, she could
- still coax amazing orgasms out of me. Afterwards, she told me, "You've
- finally gotten what you paid for, sex with a lovely woman."
-
- I replied, "Honey, 10 years ago, I paid a beautiful person to make love
- with me. I got what I paid for. This was a recap. I told you then,
- gender doesn't make a difference. You were lovely then, you're lovely
- now."
-
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