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I’d known my boss for 2 years. Before I could legally work I’d do odd jobs for cash. My parents knew and liked him and me for getting my own money. At 15 I went on salary with him part time still in school. This year as it gets near christmas he showed me a 2 year old car, and said I could have it as a present if I wanted. I told him that I couldn’t, it was too much, and I couldn’t get him anything near that. He told me I didn’t have to, but I had something worth even more to him than the car. As he reached behind me and cupped my ass with his hand and pulled my other hand to his crotch. I could feel him at full hardness and he pulled my hand in, squeezing my ass and started rubbing back and forth along my hand. “theres a lot you can give me” he whispered. Thoughts running through my head, I wasn’t interested in men, I wanted girls and women but knew the secret to getting dates and pussy was having a car. “What do I have to do?” I asked him. “Get naked, and let me love you” was his answer. Then he added “Hey! just try it, no one will ever know, and after a couple of times if you don’t like it you can keep my gift anyway and we’ll know what you don’t like”.
I told him I couldn’t do it here in the office, I was afraid someone would see. So with the keys to my new car I drove and stopped at the store where he bought some vaseline. “This will help you make it a little easier going in” he said. It really dawned on me that his cock was going into my ass, and most likely my mouth. I made my own resolution, to try to suck him off so he wouldn’t want to fuck me. Next stop was a small motel, with inside entrances, no one could see us entering and leaving a room. Nervously I walked to the room. He was already there, checked in alone. It was a long walk down a small hallway, I knocked and the door left open I went in. He was naked, and told me to shut the door. I thought about my plan and immediately went to my knees in front of him and started to suck his cock. It wasn’t too big, I have 8 inches, he was only about 6 or so, and not too thick. I was sucking and got my reward, he warned me he was cumming and told me to swallow it all down. I did, and still on my knees with his cock in my mouth going softer, I looked up at him. “that was good David, really good”. I thought we could leave, but he said we were only getting started. And he started taking my clothes off. Still standing he got behind me and started pushing his still soft but growing cock at my bare ass. Then he sat me on the bed at the edge, got on his knees and sucked my cock. I came in his mouth, after he asked if I’d gotten BJs before and I told him now, I’d not done anything with anyone before. He said he got my virgin cock, my virgin mouth there was one thing left to do.
We both got on the bed, no covers over us, bright light shining through the open drapes we were on the second floor so no one would walk by and see in the window. I thought maybe we’d be doing this in the dark, so we couldn’t see him or him see me but it wasn’t want he wanted. We were in full daylight as he was lubing my ass. He began sucking on my nipples which I really liked, I rubbed him and when he said “roll over now” I knew it was about to start. Me on my belly, him between my legs, he slowly entered into my ass. It burned, and to get it over with I reached back behind me and pulled on his hips to get him to push it all the way. I asked him to hold it there grunting the words out letting the burn slowly fade away. He began to move gently then pick up the pace and was pulling almost all the way out and back in again. I found myself grunting with every inward thrust of his cock. He was kissing my neck and my ears and reached under me to pinch my nipples all while I’m grunting everytime his cock bottoms out in my ass. Finally he said it was cumming, he was about to finish. He pushed that 6 incher at least 7 inches into my ass as he came. I could actually feel the hot liquid from his cock entering me. I kinda liked the feeling. He held it there then finally rolled off me. I turned over and flicked his nipples and moved my hand to his cock. I thought now we could go, but he washed his cock, and pulled my head to it again. I sucked him thinking finally this would do it but when he was hard, he got between my legs, missionary this time and entered me while sucking on my “tits” as he called them. He fucked and came again. I had to go to the toilet this time. When I came out he was dressed. He thanked me and I, still naked thanked him for the car. “We need to do this a couple more times, then you can decide if you want to continue or not, the car is yours”.
Then next trip to the motel was 2 days later, he said his wife didn’t like fucking on her period so he was horny. Immediately upon entering the room we got got undressed and he pulled out a pair of panties for me to wear. I was so embarrassed about wearing them. But he liked it. He put them at my nose, his wifes pussy smell was all over them. When we fucked, which was three times that trip, plus 1 bj and he blew me too, he would pull down the panties just enough to show my butthole and not my cock. He fucked me slowly, making love to me he called it. Not just animal fucking. The third time, I was on my belly and my cock shot my sperm into his wifes panties. In MY car on the way back to the office he asked how I felt. “Like a girl” I told him. “I realize that I have a hole back there and I like it being filled, I feel empty right now, and I like being filled” I said. “That’s the way a woman feels too, that’s good”. I confessed I liked it a lot more than the first time and I was sorry for messing his wifes panties. He told me it was no problem she’d just wash them and not even know.
I do date, I did get this fat girl from my class, Kim to let me fuck her. She blows me, which she’d done to probably 20 guys, and lets me fuck her (6 other guys) and eventually I was the first, she says, in her asshole. I still go to my boss, and our trips to the motel, with side trips of me under his desk, and I wear his wifes undies, panties, garter, stockings, bra, lingerie and I am a woman for him. Yes, I’m bisexual at 16 and I love it all.
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