My 7th true story, in mostly chronological order, all my stories are true, from my memory, going back to when I first had gay sex. Some are 3rd person, told to me by lovers that I have had sex with. I will try to write the stories as graphic as possible.
Most names are real, but some have to be modified as well as their true locations. I would like to hear from others.
I will describe myself at the time of my younger years. I am of Irish decent, very good looking, skinny, cut cock, nice ass, nearly hairless, clean, smooth skin, pink nipples, head, pucker, lips. And always looked younger than I was. Real jail bait. Was & remained that way for many years, into my 40s. I always have been Anal oriented, Like to fuck guy's butts & loved to be plowed. But also do many other things.
I am married, consider myself bisexual, totally in the closet, but always preferred sex with men, those that I fancy & some others when I'm horny. I am a sexual planner, opportunist & a conniver.
My final adventures in high school, prior to the Air Force, I had a typo in my first stories saying Marines, which was incorrect.I was now 16 & had an after school & weekend part-time job as a downtown messenger. Mostly going around to the office buildings by bike or walking, picking-up & delivering envelopes & small packages. The company had aprox 100-kids, boys & some girls, college & high school. They usually had at any one time aprox 20-kids working for about 4-hours each, a total of 50 from 7AM to 8PM. We were usually out on the street working or in the office preparing shipments for delivery. The company had vans & drivers for outside the downtown area, they would exchange freight with the downtown office. Big delivery & pick-ups were by Van.
People would call us or drop in to the office to leave packages for delivery. I was working inside one afternoon after school, when a man came in with a envelope that he wanted delivered, I was at the counter. He handed it to me with the fee. Started making small talk, at the moment I wasn't busy. He was portly, 40s, decent looking, nice face, clean looking, married with children. Asked to use the bathroom. This was one of the oldest office buildings in downtown. Still had caged elevator & person operators. Our office was big, had a bathroom, but only the employees used it, we encourage customers & others to use the large one on another floor and we had a key for it. As big as it was, it was seldom used, except for sex. I took him to it and as we went there he made small talk. He was in the city on business for a few days & wanted to have some fun. I was getting the idea. We went inside, must have 30-toilet stalls. Before he went into one, he rubbed my front & my hard cock in my pants, asked if I would go inside the stall with him. I said no. He said would you like a blow job. I said no. He said he would make it worth my while, asked me to come to his hotel room. I said, only a blow job, nothing else & how much. he said $20, in those days $200. I had made money from Tom & Fred, Harry's dad & step-dad & also the newspaper delivery owner, so I guess I could be considered a hooker or rent boy, by this time.I do not remember his name, will call him Man or He. Later when I got off work, He was waiting down on the street, we walked to his hotel. Went into the room. I sat in a chair, pulled out my cock & he went down on it. Did a few slurps & pulled off. He said we have to get naked or no pay. So I agreed, only blow job, but he could feel me up & he could wank himself. He had a nice hard cut-cock. So he started again, hands all over me, mouth all over my cock, balls, belly & the taint area, lifted my bottom up & licked my pucker. I was now in the mood for other stuff. He stopped & said he wanted to fuck me. I said how much? Another $10. OK!He put me on my stomach. He was not my type for frenching, so I prefer that position, so I get some slobbers on the back of my neck. He then mounted me, aimed his head at my pucker, I helped some, I enjoy holding the cock just prior to the plunge. He pushed in and filled my anus with his hard meat. I have to say this again, very seldom do I need lube. Some pain at first, but, "no pain, no feeling". You can use my original quote. I like it when my butt is sore for a few days after. He started really humping. As deep as he could, wished it could be deeper. Naturally he could not last and a big load flooded my insides, actually it is hard to notice, but when it runs down your legs, you know. He was a big cummer. I was now $30 richer. He climbed off & got on his back, legs up & out. I figured what he now wanted, dah! How much, another $10. I still did not want to french him, although I have frenched worst. I made him get on his elbows & knees, plowing style. Got behind him with my spear aimed at his closed hole. Have to say, it looked edible, no hair & pink. So I could not kiss him but I did eat-out his ass. Should have charged more for that. Then I pushed it at his hole, after an effort, it started to enter & he cried that it hurt. Put some Vaseline, which was handy, on my cock & pushed in. Slowly started to hump then faster until I was like a rabbit. I had not cum since that AM & could not last too long. Washed out his intestines with a good Cum spray & Vaseline. Now we laid there & he wanted me to blow him, another $10. Now had $50, like $500 today. Well down I went, gave him my best blow job. Mouth full of saliva, up & down while licking his cock underside & deep throating. He lasted about 20-mins for a burst down my throat. And then he got down on me, for which he had already paid me for, gave me a good sucking, he was good, I lasted about 30-mins. Blew a load down his throat, I then left, said I hope to see him again, no kiss good bye. He thanked me, said he prefers younger guys, which I already knew. The next day I was doing deliveries, got back to the office, was in one of the back rooms & saw him at the counter talking to one of the boys, Syd. This was about the same time that he was in the day before. Again he had to take a trip to the bathroom & Syd took him there. DeJa Vu! Now, I had the hots for Syd for a long time. I fantasized fucking & sucking him, doing everything & anything to & with him. Syd, was the cutest 15-yr old that I had ever seen. All the features that to me make him a A1A. Short diminutive body, very light skin, red hair, blushed face & body. He very seldom talked, shy type. But as yet never saw him naked. He often had seen me perving him, caught him many times looking at me & he would quickly look away. I knew that he would hit on Syd in the bathroom. I gave them a few minutes head start & followed. I carefully used the key & quietly opened the bathroom door. Nobody inside, but one of the stalls was in use.I could see extra feet under the door. So I waited quietly. After a short while there was some action in there, seems they were changing positions. As I found out later, Syd was a real cock sucker & loved it. I waited at the urinals with my cock out, like I was pissing. Then the door opened & out stepped Man & Syd. Syd just about choked & Man laughed, saying some joke. I said did you guys have a good time? Anyway, my hard cock was out. I told Syd not to worry, I will not & cannot say anything to anybody. Syd said now that you know, guess we can have some fun together sometime. I said lets go to Man's hotel room. Which we did after we got off work. I did not tell Syd about the money, later Syd slipped me another $20. Got there & Syd & I had stripped immediately. We were going to it, frenching & feeling. Syd wanted to suck me, but I got my cock into his hole first, fucked it to I shot my wad up there. Nicest butt, lips & cock. Man lost his clothes & just watched while stroking. I then took his cut-cock & sucked until his balls unloaded. Felt sorry for Man, so I blew him but did not kiss him. That was the last time I saw Man, he went home to Ohio, where a Conservative Christian Married Men live, probably. But knew Syd for awhile longer, he would give me a blow job at work every chance he had. He also secretly did our boss, as well as some of the others. During this time period, I was still doing Harry & Hof. As well as a few others that I had wrote about earlier.Next story is after high school & about my time in the Air Force. Story #8.
Write me at avesland@yahoo.com. I live somewhere south of Orlando. Could do a meet-up for coffee or beer.Make sure you contribute often to Nifty.
http://donate.nifty.org/donate.html
My other True stories: 1st, Starting Out-in Youth. 2nd, Being Screwed by Ken-in Youth. 3rd, Fun With Hof-in Youth. 4th to 6th, Once In Love With Harry #1, 2 & 3-in High School. 7th, Final High School Days-in High School.