I am a straight guy mostly and I won't even make a passable cross-dreeser but I always wanted to know what it was like to be on the receiving end of a man's cock.
One day when I was 15 my friend said all of a sudden," Do you still want to spend a night of sucking cocks and being fucked by men? Not only that you could make money doing it."
I laughed and said," How is that?"
He said," Easy becoming a queer prositute."
I said," Say what?"
He said," Yeah, becoming a queer prostitute there are men who love the idea of fucking a young boy like us. Now I won't do it but you could have a chance of being filled with cum in both ends. Now you will have to assure the johns that you won't get caught because you are underage."
"It is Friday afternoon let's go to my house and by the time I get done with you you will have more cocks in you than you handle."
We got to his house and he pulled out a pair of cut-off shorts and he cut off about a half-inch more where they showed the bottom part of my cheeks.
He looked at me and said," Wow your ass fills out those shorts well."
I said," Really?"
" You are going to be fucked."
He got out a black fish-net tank top and looked at me after I put it on.
He said," This is screaming fuck me."
I put on ankle socks and tennis shoes and we took the bus to the gay part of town.
He said," You should charge $50 an hour."
I said," $50 an hour?"
He said," Yeah that will weed out junkies and such."
We got there and he said," Now walk around the block that way you won't look like a prostitute if a cop comes by. Wait a minute let's go to the bathroom and you take off your underwear we want the guys to be able to get a sneak peek of what you are selling."
I went into the bathroom and came back out with my underwear removed and handed it to my friend.
I started walking around the block and this expensive looking car came up beside me.
The passenger window came down and the man asked," Are you looking for a party."
I came over to the car and I caught a glimpse of his lap and was impressed.
I said," Yes, I am how does $50 an hour sound."
He said," Like a bargain I have a hotel picked out so let's go."
We came to a moderately priced hotel and he let me in.
He gave me a $50 and he said," You ready because I am."
I said," I really want to see your man meat."
He stripped real fast and I saw his soft cock at 5"
I got down on my knees and I started sucking his cock and loving it. I felt his cock grow in my mouth and I sucked on him for 10 minutes than he took his cock out of my mouth.
He went to a suitcase and brought out some lube.
He laid on the bed and applied the lube on his fingers and than inserted his 2 fingers into my ass.
He asked," Are you a virgin? Your ass is tight."
I said," Yes sir."
He finger fucked me for about about 15 minutes and than he took his fingers out of my ass.
He positioned his cock and went in a little bit at a time and it hurt. I told him to keep going.
He kept going until I eventually felt his balls on my cheeks.
He than pulled 3/4s the way out and than shoved it back in. He fucked me for 45 minutes than I felt his cock buck and came deeply into me and he flooded my ass.
He brought out 2 more 50s and I said," This was only an hour."
He said," You deserve this tip. Now if you are interested there will be convention here next week and I can introduce you to a whole bunch of good paying customers.
He gave me his business card and I got dressed and walked out.
I got to my friend and he asked," How did you do?"
I said," He paid me a $150 and he said there will be a convention next week with a bunch of horny men and he gave me his business card."
Well we went the rest of the evening and all I got was a bunch of junkies and winos so I struck out but I had the business card. I will write chapter 2 to tell you those exploits.