Jason's Costume

Story Info
A nephew fills his uncle's mouth on July 4th.
1.2k words
4.26
139.1k
33

Part 1 of the 3 part series

Updated 10/29/2022
Created 07/10/2006
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nylondad
nylondad
182 Followers

The following story is true. It occurred fifteen years ago. By virtue of the fact that yesterday was Independence Day jogged my memory. I had married a woman with three sisters. All but one of the sisters had kids. The oldest sister Carolyn (my sister in law) had a son by her first husband named Jason. He was a pleasant kid who grew up in with Carolyn and her second husband Greg in the western part of New Jersey near the Pennsylvania border. My wife and I did not have kids at the time. We would visit my sister in law usually on holidays such as the Fourth of July. I was on that holiday all those years ago that I became "acquainted" with Jason on a different level.

Before telling you more I must say that I had some interesting experiences with other guys when I was a teenager. I had sucked off and been sucked off by other guys a number of times before I was able to gain confidence with women. On occasion I would still fantasize about what I had done with guys but would not act on any of those fantasies.

My wife and I visited my sister on the day of our nation's independence for a cookout. My wife's other sisters were there with their kids ranging in age of five to twelve. Jason was the oldest at eighteen. He was an extremely handsome guy bordering on beautiful. His had dirty blond hair and he was a track and field guy in high school. He was always pleasant to me and his aunt. She had told me that there always were girls calling him on the phone wanting to see him but he never seemed to have interest in any of them aside from being friends. I told her that perhaps the right one had not been calling.

There was the typical cookout consisting of hot dogs, hamburgers, corn on the cob and potato salad and loads of desserts. There was beer, wine and soda. Everyone was slated to walk to the high school to view the fireworks display later that night. Personally I could do without the fireworks. I always got eaten alive by mosquitoes when out near grass or trees in the summer so I begged off. I noticed Jason was friendly but quiet. He chose not to go to the fireworks display as well. Everyone left the house for the quarter mile walk to the high school field at about 8:00 P.M. The fireworks were to go off at about 9:00 P.M. I did not see Jason for a while. I sat around and watched some television and had a beer. I heard music coming from Jason's room. It sounded like a disco in his room. His door was closed. I became curious about what he might be doing in his room probably because I was bored. I walked outside and around towards his bedroom window. It was dusk.

I had to get on my toes to look in. The window was closed but there was a space of about four inches where I could see in. There was a light from a table lamp that enabled me to see. I was stunned. Jason had on bright pink lipstick with a leopard skin garter belt with black stockings and black hi heels. His cock stood up rather than out and he was stroking his cock with one of his hands. He danced like women who did so at strip clubs. I watched him for about one minute before I left my position and went into the house. By the time I got into the house the music had stopped. I was excited to say the least and my mind went to crazy places. Jason asked, "Is there anyone there?"

I responded, "I am here. I did not feel like going and getting bitten at the fireworks display."

He asked, "Were you just outside of my window?" Evidently he had seen me.

I said, "Yes." I added that if he was worried about me telling anyone that I would never do so. I added that he had great legs and was a great dancer.

About a minute later he walked out of his room with a robe on. I could see his heels still on as well as the rest of his outfit. He sat down and crossed his legs. He looked gorgeous for a woman or a man. His legs appeared to have little or no hair on them. He had a muscular chest and a flat stomach. I asked him when he started to dress up and he said that at a Halloween party the prior fall he and his best friend had gone as hookers and that his mother (my sister in law) had helped with the outfit. He said at the party he had received a lot of attention and although he made like he was turned off by the attention received from the guys, he often fantasized about the attention and what it would be like if he had accepted one of the propositions. He said there was a guy there named Jeffrey who kept on asking him at the party and for weeks afterward if he could suck off Jason. He said he was tempted but was fearful because Jeffrey was so insistent and Jason was afraid that it would get around school. I said nothing.

Jason asked me if I had ever had feelings about other guys when I was his age and I told him that I fantasized about a lot of things in my life and that if I ever acted on those fantasies that I never had or would tell a soul about them. That way there would be no repeating what I had done to anyone. He asked me if I had ever fantasized about sucking a cock and I just smiled. I asked him if we could go his room. He led the way.

When we got to his room I asked him to put out the light. He did so. I asked him to remove the robe and he did that. I pushed him back onto his bed so that he was in a sitting position. I ran my hands up his nylons and touched his cock with my tongue. I pulled his cock into my mouth and on the third trip back to my throat he blew off into my mouth. He came about as hard as anyone I had ever been with. He did not get completely soft after he came. I licked his balls and then sucked him hard again. After five minutes he came again. Oh to be eighteen again. I told him it might be wise to change and get the lipstick off before anyone came home. I walked into the kitchen after leaving his room and popped open a cold Heineken and took a long gulp which mixed well with the taste of Jason's come. Shortly afterward everyone came home from the fireworks display and we had coffee and desserts. Jason came out of his room and joined us. Before my wife and I left he gave me a hug and a smile.

nylondad
nylondad
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4 Comments
AnonymousAnonymousover 4 years ago
good but could've been fantastic

Agree with the comment of 7/10/08. This writing was set up to yield a fantastic long-lasting buildup and climax, but it fails to give readers the whole story.

AnonymousAnonymousalmost 6 years ago
So fucking hot

Kik me

AnonymousAnonymousover 12 years ago
Uncle Jon

My uncle stayed at my place on a visit from the U.S.I know he is gay,no problem,my wife went shopping,he went down to the beach.He is 51,i am 29,i was standing at the mirror,in my wifes nylon panties,he walked in,straight past my door,i heard him say hey,he came in,well Ray,very nice,does Liz know,no way,well she doesnt have to,and he pulled his trunks down,his cock swaying,i dont,now,now come on,she doesnt know yet,his hand on my head,guiding his cock to my mouth,it was about as big as mine,i opened,it went in,thats it Ray,oh yes as he rocked back and forward,he tasted salty,he was getting harder,Ray,thats it and for the first time in my life i tasted semen as it jetted into me.He pulled back,then sat,i got out of the panties,he stood,nice bum by the way.When he left i noticed my cock was semi hard.Anyway,the next day,we all went swimming and Monday,my wife went to work,he went to the beach,his plane left that night,i stayed home,i put on my wifes nylon pantyhose.My cock stood straight out,i heard the door,i wanted him to see me,he walked straight in,smiled,got on his knees and took my cock in his mouth,it was warm,after about 5 pushes,i shot into his mouth, intense,i kept cumming,then,i had to lay down,i was weak at the knees,he went away,then came back,he pulled my pantyhose down,straddled me,i could see his hard cock,then his oily finger found my hole,i looked at him,dont worry i will go easy,then he lifted my legs,looked at me,relax and eased forward,it wouldnt go in,relax,i did and the head of his cock entered my virgin arse,aagh,he stopped,then pushed,aagh,stopped,pulled back a bit then pushed and did this until he was all the way in.It felt uncomfortable,not that painful,but he said ooh,so tight,as he slowly fucked me.After awhile he pulled out,roll over,on your knees,i did and he eased back into me,he felt bigger as he fucked me.My cock went semi hard,leaking into the front of my pantyhose.Then he went faster,i got hard,leaking little streams of cumm,until i felt him swell and i felt warmth in my arse as he shot his semen into me.He stayed in for awhile,then pulled out,i pulled up my pantyhose.He told me to wear them to the airport.I did under my jeans,then he told me to take them off and gove them to him as a memento.I did.I havent seen him again but i wear and regularly get my arse fucked,i like it.

AnonymousAnonymousover 17 years ago
This Could Have Been Great

Your story could have been great. It had all the ingredients...cross-dressing younger boy, experienced older man. But while the storyline was very erotic, you let down your readers by not providing the details. All the little things that make an erotic story so compelling were missing -- detailed descriptions -- how you felt as you were sucking this young man's cock, what his cock looked like, how his body smelled and tasted, how Jason looked and acted after his dual orgasms. These all would have added so much to what could have been one of the hottest stories of the year. Keep at it. And next time, remember the devil's (hehehe) is in the details.

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