I caught a friend of mine who is 16, dressed in his mothers used underpants, a bra that was stuffed with other pairs of her used panties, a slip, skirt and see through blouse. I came in through the backdoor as I usually do and he didn't have any call or anything, I just stopped by. He stood frozen when he heard my voice and when I looked in his mothers room he was standing there. He has long hair, had a couple of berets in it and had on some of her lipstick, eye makeup and other makeup. He looked really good, and really feminine. He started to say something but I stopped him. I pushed him on his moms bed, and could smell his moms pussy from all the panties in the bra, and pulled down his panties (could see some stains in them and smelled his moms pussy as I got harder) lifted the skirt and fucked him.

He said it was his first time, it was my first time not only fucking another guy but, my first time fucking a butt - it never dawned on me to do that to any of the girls I fucked. Though, I'm thinking now I may have to do it with them too. I really liked the feel of his butt around my cock. I'm hooked on anal, and quite frankly don't care if it's his ass or a girls. I liked it. I shot a big load up his ass. I'm going back today after school, his mom won't be home until about 8 tonight, I told him to be dressed and made up by the time I get there at 4. I'm fucking him and getting a BJ a few times tonight.

Comments

Anonymous

by Anonymous on Mar 17, 2018 at 9:05 AM

The first time I got fucked by the older neighbor boy I was wearing my underpants. He fucked me a bunch more times in um before he asked me to wear some of my mom's panties. I did and I thought it was pretty cool cause they feel kinda good when I got um on. He sometimes likes me to wear my sister's stuff, panties training bra's and even her school stuff. I really like it with my sister's stuff but he kinda likes it with me in my mom's. It feels really good now that I'm getting really use to it so I guess it's okay in my mom's stuff as long as I can wear my sister's too.

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Anonymous

by Anonymous on Mar 19, 2018 at 7:36 AM

I started dressing in my mom's underpants after I got fucked the first time by an older kid on the next block over. As he continues fucking me I have started wearing other girls stuff. I don't know who likes it better, him or me?

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Anonymous

by Anonymous on Mar 19, 2018 at 10:44 AM

I used to wear my moms panties when I was curious about how they felt. They were a tons more comfortable than the white briefs she bought me. My mom caught me wearing her panties and actually ended up asking me why I was wearing them. Told her they were more comfortable than my briefs and I was curious about them. She actually bought me some of my own, bikini cut cotton panties. I'd wear them when at home.

One day a friend did find out I was wearing them though. That turned out to be the same friend that fucked my ass a few weeks later. He loved that I was a pantie wearing bottom. Felt weird having him cum in me the first time for sure. I'm 20 now, wear only panties and my friend fucks me daily

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Anonymous

by Anonymous on Mar 19, 2018 at 12:14 PM

I wear my sister's panties all the time. I have since an older boy had sex with me. I guess that's how it started?

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Anonymous

by Anonymous on Mar 21, 2018 at 8:08 AM

There's nothing cuter then a young boys ass in lace panties. I know because people, mostly older guys tell me that all the time!!

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Anonymous

by Anonymous on Mar 21, 2018 at 6:34 PM

Started wearing moms nighties. Was 1970 when baby Doll nighties were wicked. Have three older sisters and would stay home from school and play all day. Was under careful and never did get caught. Ex wife was wicked hot blonde nurse. Had tons and tons of panties and pretty things. She'd dress me up, tie me up and abuse my balls and fuck my ass all night. I've got scars. I miss her being cruel and teasing my cock for hours on end while watching TV./ have a gf now makes me eat her pussy no !matter how clean. Makes me eat my cum and then spanks me

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Anonymous

by Anonymous on Mar 28, 2018 at 8:21 AM

POSTER HERE: I went back that next night and wanted to fuck him again, but I also wanted a blowjob. I get plenty of BJs from girls but I wanted to fill his fag mouth with my sperm and make him swallow. It was a toss up though I wanted to fuck his ass again. I picked the sluttiest clothes his mom had, and got the dirtiest, smelliest panties I could find for him to wear. His little cock smelled like his moms pussy. I sat on the edge of the bed and made him kneel on the floor and suck my cock, I blasted like I've never done with a mouth before. He took it all, I make him show it to me in his open mouth then swallow it all. THEN I fucked him two more times, in between we went to the living room and I made him sit on my lap and played with his nipples under the bra like I do to girls. Then I fucked him again making him strip to bra, garter and stockings. I fuck him in his moms bed and smell her perfume while I fuck her son. He's really a good fuck.

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Anonymous

by Anonymous on Jul 13, 2018 at 12:11 AM

Everything here is total BS. What is wrong with men?

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