While attending college I live with my Uncle Matt, he is a childless widower and is glad for the company and it saved my parents a lot of money. He's in his mid-fifties and quite fit and a decent looking guy. He smokes really good weed and one night I was really fucked up and asked him why he isn't dating. Well, we got into a long discussion, mostly about his dead wife and at one point he remarked how much I looked like her, she was my Dad's sister. Well a few bong hits later I'm struggling to zip up the tight black cocktail dress I'm wearing and worried I'll wreck my makeup. Her shoes were a little tight, but all of her lingerie and clothes fit perfectly. When I went downstairs my Uncle Matt looked at me and just smiled. He was happy I didn't look too much like her and hoped I was a better cocksucker than she was. It was awkward, but incredibly hot. It took us a while to figure it all out but I didn't stop him from cumming in my mouth. We went upstairs to his bedroom. I stripped down to my garter and stockings and lubed my ass for his big dick. He mounted me four times throughout the night and into the next morning. We always feel weird about it afterwards and don't talk about it for weeks sometimes months at a time. The fact that it is so infrequent and never openly discussed makes it a huge turn-on when we do hook up. True confession.

Comments

Anonymous

by Anonymous

Wouldn't your Father be so proud of his crossdressing, cocksucking, anal slut son! And what a great brother-in-law! Geez, if this is really true you are a really fucked up human being and your Uncle is no better.

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Anonymous

by Anonymous

I have an uncle Matt, and he likes me and I like him. If he asked me to dress up for him I would.

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Anonymous

by Anonymous

I think it was an awesome story and am glad that you are both enjoying each other

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