This story is not about my first time, but rather about my stepson Jason’s first sexual experience. I married Jason’s father 4 years ago when Jason was 10. I guess I could be considered a “trophy bride”. This doesn’t bother me, though, because my husband loves me and provides very well for me and our family. I have always been close to Jason. We have many similar interests (music, movies, etc..) since I am only 12 years older than him.
When Jason became a teenager, he began to confide in me about sex. Jason is kind of small for his age and still looks more like a boy than a young adult. He was very shy with girls, but he has definitely entered puberty and is very interested in sex like most boys his age. Now before you jump to conclusions, this story does not end with me and Jason having sex. I could never do that. However, I did make his first time possible, which was as exciting experience for me as if I done it myself.
Jason used to masturbate almost every night and I admit that I have watched him through the crack in his door. Many times I’ve wanted to go in there and relieve him (he’s so cute!), but I could never jeopardize my marriage. Still, I really wanted to help him relieve the frustration of adolesence.
My sister Tina is a very sexually liberated 19 year college student. She is very attractive and can probably be described as a nymphomaniac. She has been sleeping with boys since she blossomed into a woman at age 13. Tina came to visit us during her spring break, and she was more than willing to give Jason the experience of his life when I suggested it to her.
Needless to say, Jason was very attracted to Tina when he met her. Tina, in turn, paid a lot of attention to him. My husband was on a business trip, so it was just me, Tina and Jason at home for the whole week. I left them alone to get to know each other and they watched TV together the first night she was there. I did look in on them but I didn’t disturb them. Tina snuggled up close to Jason on the couch. He was wearing a tee shirt and shorts and she began to rub his bare leg. Soon they were kissing and she had taken off his shirt. Tina suggested they go to his bedroom and I’m sure my stepson knew what was going to happen. After they closed the door I got into position in front of the crack. Tina took off her clothes and then removed Jason’s shorts and gave him oral sex. He came all over her breasts and he looked so happy. She wiped off his cum and then asked Jason to lick her clean. The boy was clearly in heaven as he buried his face into her ample breasts. Then she led him to the bed and taught him how to please her orally. Tina reached her orgasm quickly and then again turned her attention to Jason’s penis. After he was erect again, she climbed on top of him and invited him into her vagina. All the frustration that Jason had confided to me was now going up in smoke. Suddenly, my fourteen year old stepson didn’t look quite so young. Jason and Tina’s nude bodies rocked back and forth as Tina taught him just how to please her. She bent forward and let him suck her nipples. After riding him for about ten minutes, they changed positions and Jason got on top. Tina screamed and moaned the whole time and later she told me it wasn’t an act. Jason was also moaning as Tina tightened her legs around her and licked his chest. After about five more minutes of fucking, Jason stiffened and let out a squeal of glee as he came in a girl for the first time. I was fingering myself the whole time watching this through the crack in the door. I’d have given anything to be in there, but like I said before, that wasn’t going to happen. I lived my fantasy through my sister.
Jason and Tina slept together the whole week she was here, and of course he was heartbroken when she went back to college. The good thing is that Jason lost his shyness, became very confident, and now has a girlfriend. I told him that he is perfectly welcome to have sex here anytime he wants, but he could not force himself on his girlfriend. He has to care about her and her feelings first and if she says no, don’t force it. Jason was a real gentleman, and they went together for two months before they finally went to bed. My stepson’s love life is now on its way. Some people may think I’m terrible, but I’m glad a played a part in getting him started.
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Little Jason Becomes A Man
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