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Babysitter's Twin Brother

i would have monica as my babysitter. i saw her grow up from a girl to the young woman that she is now. i would notice that her twin would always be checking me out when he was around. monica would end up having bf's and gf's but more gf's than bf's. while her twin didnt have much luck in that department. him being shy and withdraw didnt help neither.


since i knew he wasnt getting anything and being a 17 year old horny boy. i would tease him a lot. wearing short tight shorts and even tighter tanktops braless or prance around in my string bikini which didnt leave much to the imagination on how i looked like naked. 


one day i saw his bulge in his swimsuit, i just smiled and went to him to make small talk but to also grab and touch him. we were talking for a bit, and i let my hand rest on his bulge. his eyes got big i just gave him a wing and told him to enjoy it. i let my hand slip inside of his shorts. his **** was all hard and long, not too thick but it was a nice size. i whisper in his ear, how come he had been hiding this from me? he just looked shocked, i told him thats fine but since i gave him a lot of shows in the past its time for him to give me something in return. 


i told him we should dry off and go inside to help me with somethings. (i was going through the divorce at this time and had been months since ive had sex) monica just flashed me a smile bc she knew what i was going to do to her brother. she just yelled that she will keep the kids inside so they wouldnt barge in.


we dried off and went to my bedroom. i told him if he liked big or small boobs. he said big. then i asked him like mine or bigger? he said mine look like a good size. i told him how can he tell. he said bc of how the bikini top is barley holding up my boobs like his sisters. then i asked him if he ever fantasize about his sister boobs since shes also busty. he turned red and i told him there is nothing wrong with it. i love your sisters boobs they are so soft. and he was like what you seen them? i'm like yes and i can say they're as soft and smooth as they look like. then i asked him if he ever seen his sister in a bra? he said does a bikini top count? i told him no, i mean bra as a real bra. i got one from my dresser and put it on. it was a leopard print push up bra. his eyse were just on my cleavage the whole time. 


i told him he could get pictures or a vid if he wanted to. i didnt have to ask him twice. i look down and saw how hard he was. i told him to get on the edge of the bed and to spread his legs. i got between them. grabbed his free hand and placed it on my boobs. i told him to pretend i'm monica and have your fun with my boobs. he was like a kid in a candy store. he was rubbing my boobs for a while before i started to rub his **** again. this time he let out a soft moan and said that felt good. i had a grin on my face and told him to take off his shorts and ill make it even better. he goes so i get my measuring tape to size him up. he was 7 5/8 inches long. (i even made a mold of his **** but thats a different story)  i got back on my knees i told him he could take off my bra or leave it on, the choice would be his. he said that he wants me to keep my bra on so i told him good. now its time for me to help you relax. lay back and rest on your elbows. 


i grab his **** with my hands the lower my head and lick his head. he lets out a louder moan. i start to kiss and lick the underside of his head. he is really loving it. i kiss him all the way to his balls and lick back up to his head. i wrap my lips around his head one more time then start to lower my mouth on his shaft till i deep throat him to the base of his ****. i leave him in my mouth for a bit as i look at him. hes in pure bliss i lift my head back up and tell him if you want to *** in my mouth then just do it. dont tell me just ***, if you want to *** on my face pull me off your **** and aim for my face. i told him not tell me just do it. 


i go back to working his **** he's really into it. knowing that he's a boob man i let go of his **** again and let him between my boobs while i'm still in my bra. it makes the girls wrap around his **** really tight. his face shows that he wont last anymore longer. i move the girls up and down on his hard wet shaft. i'm licking my lips with my tongue as if i'm kissing **** again. i keep this up for a bit more before the grabs my head and lowers is back to his ****. so he wants to *** in my mouth. i let the tip of his **** in my mouth as my tongue is working hard on in **** head. he just grunts and holds me head down as he's ******* in my mouth. after he's done, i undo my bra and place the inside of the cups under my mouth. he's still looking at me and i'm grinning at him. i open my mouth and let the *** onto my bra. i rub my fingers on his **** picking up a few globs of *** i left on his ****. then i rub the *** into my bra and give it to him as a trophy. 


i told him to hold it for me and to give it to me when hes cummed on every inch of the cups for me to wear for him. he just shacks his head. of course he's in shock by what just happen. a few weeks later he gives me the bra again. as i told him i woud wear the bra. i took off the one i was wearing and wore that bra. at the end of the night i let him keep the bra and made him a man ;)
jacksonnicky jacksonnicky 26-30, F Nov 14, 2012

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