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My First Pay 4 Play Experience


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I consider my first encounter with a street kid to be my first pay for play experience. It happened in Hollywood many years ago. I had recently moved to Los Angeles and was driving around learning my new surroundings when I turned onto Santa Monica Blvd. from Highland (this is/was LA's biggest cruising area for those not aware of the area).

 

It was mid-afternoon and there were about 20 guys who appeared to be hitch-hiking. At the time I thought this was so odd and even laughed to myself as it was like a dream come true (I had always enjoyed picking up hitch-hikers and having a little fun with them on the way to their destination).

 

Well, the temptation was too much for me to just move on so I headed around the block and stopped to pick up a young guy about 18. He was somewhat taller than me, well built, blonde hair and a great smile.

 

Our conversation quickly turned to pay for play sex. I was somewhat new at this yet we made an agreement and headed to my place. He was affectionate and seemed as if he really wanted to please me. I think I paid 25.00 for about two hours of pure pleasure.

 

On the return trip he gave me a quick trick and treat education. In that short ride back I learned everything about street guys. Needless to say I was hooked from that point.

 

Those days were carefree, fun and always exciting. I really miss those times.

 

"Life goes on long after the thrill of living has gone" John Mellencamp

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Guest jc92103

I fully understand what you are speaking of. There are few on this board who understand and appreciate the street life. The escorts that you hire simply can't compare to the glory days. I have tried to enjoy the escort scene, I just can't make it happen. The sad part is that I am willing to pay up to $500 an hour for a good time. Even at that price I have yet to find an escort that is able to get excited about what he is doing. The attitudes, the rules, the lists of do's and dont's, the appointments...YIKES! Offer a street kid $500 bucks and you will find out what a good time is real fast! The Blvd. is creeping back to life these days, a new crop of boys seems willing to learn the old game. The more things change, the more they stay the same. By the way, the only porn I can enjoy are the old William Higgins tapes. I too have become one of those silly old queens...OH WELL !!!

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Guest WetDream

It was 30 years ago this summer. I had met with a friend in Athens where we were to continue to Crete. We had dinner in the Plaka and my friend explained that there were a lot of Greek guys that were available, but they all wanted to be paid something to preserve their masculine self-interest. After we ate my friend went back to the hotel and I decided to explore. I chanced upon a public john near the Acropolis and decided to check it out. It was full of hot, dark-headed young men -- my favorite type. One seemed to be interested and nodded at me to follow him. Of course language was an issue; however, communication was not. We both understood what was wanted. We walked a couple of blocks and entered a house that was under construction. Lots of kissing, I gave him a blowjob and he turned me around and over and gave my butt an energetic fuck. Then he wanted his money. I gave him about 75 cents and we both went home happy.

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Guest SFJEFF

My first pay for play experience was much more recent -- 1993 in NYC at Rounds on the upper east side. I had heard about this bar that had escorts on premise. So I went in. Actually I stood outside watching from across the street for a couple of hours before I went in. Then I went in. I was very surprised by how good looking the men were. I was very nervous and didn't want to talk to anyone the first visit. But the second visit a cute guy came up to talk to me and broke the ice and the rest is history.

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Guest FirstPlace

It is hard to remember my first time. I do know that I was young, probably about 16 or so. I think it was when I was at prep school. There was 4 of us in each room and this one guy was hot. Always walking around in his underwear or nude. He had one of those bodies that I just wanted to touch all over. Anyway, our other two roommates were on a weekend pass. As guys of that age usually do we spoke a lot about sex, girls and so on. It was around midnight, I had beat off at least twice in my bed talking with him. Finally I said something like I wonder what a blow job feels like. Somehow from there it gotinto well let me try giving you one and I will give you 10. or something like that. He had no problem and was in my bed in about 20 seconds as hard as a rock. Thinking back I feel the money was just an excuse he needed... though I doubt he was/is gay. After all this was a very expensive prep school, his family owned half the theatres in New York. He had plenty of money on his books for withdrawl. We never spoke about that night to each other, and I do not ever recall mentioning it to anyone else till now.

 

From there I went on to cruising the streets. There is a certain quality about street guys that escorts are missing. And yes I do mean quality! Someone in this thread (I think JC) mentioned something about this as well.

 

One thing that has always bugged me about escorts is the appointments. How the fuck do I know I am going to be horny at 8:30 on Wednesday night. It has taken all of the fun out of the pay to play action. Sure I have been with some nice guys, yet I almost always feel unstatisfied afterward.

 

I wish the streets would come alive again yet unlike JC I do not see that happening :(

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  • 3 years later...

My forst experience was picking up a guy in Philadelphia at Broad and Spruce where the guys used to hang. I sucked his dick for about five minutes and he came up with "I'm not going to cum" in fact he didn't even get hard. It didn't bother naive little me as I drove home thinking to myself 'I sucked a guys dick', feeling quite proud over a lousy experience. Since I started hiring escorts from the internet (thank God for the internet) I have become more demanding and exacting leaving the street hustlers behind.

There's something to be said for sitting around and drinking a beer while you watch your dog try to fuck a punching bag - Sh*t my dad says

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I was 18 and driving around with an older gay friend on rural roads in central Pennsylvania one night. We spotted a hitch-hiker and picked him up. He was very butch, dirty blond and muscular, probably in his late 20s, and he said he was on his way home from a construction job. My friend was fairly aggressive, and he soon had the guy's cock out of his pants. Then the guy said if we would take him home and give him $10, he would let us suck it. So we took him to his house in a small town (no one else seemed to be home), where we went into his bedroom, and both of us took turns sucking his cock for about twenty minutes before he came. There was no small talk, and he quickly hustled us out, after we gave him the $10 and a pack of cigarettes. This was more than 40 years ago, but I still remember how exciting it was to get down on my knees and pull his big cock out of his sweaty jockey shorts and suck on it while he sat in a chair smoking. It was the only time we ever had real luck when picking up hitch-hikers.

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Great thread!

 

Thanks for resurrecting it, I wasn't around to see it the first time!

 

I wrote about my first experience here:

http://babydb.male4malescorts.com/dc/dcboard.php?az=show_topic&forum=12&topic_id=805&mesg_id=&page=&mode=full#894

 

It wasn't great, but that was mostly my fault. I've since had several great experiences with guys on SMB, but a lot of times there's just nothing out there lately. I post reports into the street hustler forum fairly regularly...

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So many years ago I had attended an overnight boys school. In fact, two of them but that is for a different thread. I remember that 2 of my 3 dorm-mates were on a weekend pass. So it was just me and the long haired (told you it was many years ago :) boy who slept in the top bunk.

 

As teens do we were talking about sex and I instantly was rock hard. I had seen Peter naked a million times and would pleasure myself at night dreaming of his smooth, tight, baseball player body. Oh and what seemed to be a huge tool didn't tarnish that dream at all.

 

Somewhere in the middle of all this sex talk I accidentally said something like do you want me to suck you. He said for a dollar you can suck my dick. We both laughed when I said ok, I don't even think I had a dollar. He was still in his top bunk and I said hey I mean it come on down here.

 

I heard him move around above me then boom he jumped off his bed and layed next to me. This was before I got fat so we both easily fit ont he tiny bed. I remember I was really nervous that someone might walk in and think I was gay, lol. But I began to rub his already hard cock and went down on him. I think he came in about a minute.

 

Just when I thought to myself this night couldn't get any better he then said my turn and went down on me :7

 

Ironically on the following week when we got our "allowance" money he asked for the dollar that I owed him. I guess that made it official, my first pay to play experience.

 

RT :)

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