Playing as your family member while dressed in their clothes

LindsayGurl

Really Experienced
Joined
Aug 3, 2016
Posts
328
Anyone else think it would be super hot to wear your over 18, sisters' or moms clothes. Dressed to the nines. and get fucked by a guy calling you your sisters' or moms name?

I have always wanted to go to one of my sisters' houses or my moms when they are out of town. Dress in their sluttiest clothes and then have a guy they know come over and fuck me like a girl while calling me their name. I want to go in their laundry hampers and put on a worn pair of crusty thrush panties, put on their worn stockings, their broken in heels, and their worn skirt and top. I want one or more men to come over and to fuck my sissy ass while they call me their name.

Maybe I am crazy lol, but it just sounds so hot to me to be in their worn attire and take cock in my mouth and ass while they call me their name(s)
 
Anyone else think it would be super hot to wear your over 18, sisters' or moms clothes. Dressed to the nines. and get fucked by a guy calling you your sisters' or moms name?

I have always wanted to go to one of my sisters' houses or my moms when they are out of town. Dress in their sluttiest clothes and then have a guy they know come over and fuck me like a girl while calling me their name. I want to go in their laundry hampers and put on a worn pair of crusty thrush panties, put on their worn stockings, their broken in heels, and their worn skirt and top. I want one or more men to come over and to fuck my sissy ass while they call me their name.

Maybe I am crazy lol, but it just sounds so hot to me to be in their worn attire and take cock in my mouth and ass while they call me their name(s)
Send me a PM, maybe we can do something about your fantasy
 
That's an oddly specific fantasy, but whatever floats your boat! More power to ya.
 
Anyone else think it would be super hot to wear your over 18, sisters' or moms clothes. Dressed to the nines. and get fucked by a guy calling you your sisters' or moms name?

I have always wanted to go to one of my sisters' houses or my moms when they are out of town. Dress in their sluttiest clothes and then have a guy they know come over and fuck me like a girl while calling me their name. I want to go in their laundry hampers and put on a worn pair of crusty thrush panties, put on their worn stockings, their broken in heels, and their worn skirt and top. I want one or more men to come over and to fuck my sissy ass while they call me their name.

Maybe I am crazy lol, but it just sounds so hot to me to be in their worn attire and take cock in my mouth and ass while they call me their name(s)
Okay!
 
Glad I got some replies at least! Might be oddly specific. But it would just be hot to me. I love wearing womens clothes from time to time! Would be just as hot to wear a husbands wife's clothes when she was out of town and him call me his wifes name.
 
I saw this one girl that I wasn’t sure if she was cis, trans, or sissy years ago, but she looked cute and sexy, anyway. It would be hot to imagine drunkenly mistaking a sissy for a cis girl and fucking her tight ass until she splattered her jizz on the bedspread while I flooded her back tunnel.
 
Oooo going back a long time now, but fits in with topic... and have told very frw about this

I had made several attempts to have sex with my mom which were always knocked back. (That's a long story) Eventually whenever I had a lot of time on my own at home, I would dress myself in her underwear... undies, pantyhose, bras... And sometimes her clothes. Plus I would wear streak her full make-up on; she was an attractive redhead, so bright red lipstick, eyeshadow, the whole shebang.

Early attempts at makeup were pretty funny I guess but I got pretty good at it. I have her facial genes, eye colour etc. So when I looked at myself it was pretty close
to how she looked with makeup.

I would lie on their bed, smoke her brand of cigarettes (Alpine menthols) and masturbate several times until I had nothing left. I always had time (apart from a few close calls) to clean up and put things back to how they were.

However I never really knew whether I have covered my tracks well enough and always thought that she suspected something. It wasn't anything explicit she said, but... maybe a bit of body language, but I just got that she somehow knew what I was doing, or at least had some suspicions.

It wasn't about crossdressing or any gender confusion at all, it was simply I wanted to somehow combine what I was feeling for her sexually and BE her as I masturbated, and to this day, apart from one fancy dress party, I have never cross-dressed at all.

I suppose it isn't hard to guess the next part of the story... yes she was given the afternoon off and came home from her job while I was doing this. It would have been bad enough if she had arrived and I panicked trying to cover up, but the situation was that in their bedroom you could not hear anyone arriving or entering the house.

I was well and truly busted.

To say that it was an embarrassing scene for both of us is an understatement. I could have easily disappeared myself and never appeared again, I was so humiliated.

Mom was made up different stuff however, and saw herself primarily as being in service for the men in her life. So we sat and talked for some time exlporIng the source of my behaviour. She came to understand that my desire for her was more than just frustration (I was already sexually active), that it was much deeper... And she knew I had been doing something weird.

That afternoon she consented to us having sex for the first time and was the beginning of a multi-decadal affair very few others knew about until much later.

I firmly believe to this day, that it was me dressing up as her that was the catalyst for everything, including the acceptance of kink in our sex.
 
Oooo going back a long time now, but fits in with topic... and have told very frw about this

I had made several attempts to have sex with my mom which were always knocked back. (That's a long story) Eventually whenever I had a lot of time on my own at home, I would dress myself in her underwear... undies, pantyhose, bras... And sometimes her clothes. Plus I would wear streak her full make-up on; she was an attractive redhead, so bright red lipstick, eyeshadow, the whole shebang.

Early attempts at makeup were pretty funny I guess but I got pretty good at it. I have her facial genes, eye colour etc. So when I looked at myself it was pretty close
to how she looked with makeup.

I would lie on their bed, smoke her brand of cigarettes (Alpine menthols) and masturbate several times until I had nothing left. I always had time (apart from a few close calls) to clean up and put things back to how they were.

However I never really knew whether I have covered my tracks well enough and always thought that she suspected something. It wasn't anything explicit she said, but... maybe a bit of body language, but I just got that she somehow knew what I was doing, or at least had some suspicions.

It wasn't about crossdressing or any gender confusion at all, it was simply I wanted to somehow combine what I was feeling for her sexually and BE her as I masturbated, and to this day, apart from one fancy dress party, I have never cross-dressed at all.

I suppose it isn't hard to guess the next part of the story... yes she was given the afternoon off and came home from her job while I was doing this. It would have been bad enough if she had arrived and I panicked trying to cover up, but the situation was that in their bedroom you could not hear anyone arriving or entering the house.

I was well and truly busted.

To say that it was an embarrassing scene for both of us is an understatement. I could have easily disappeared myself and never appeared again, I was so humiliated.

Mom was made up different stuff however, and saw herself primarily as being in service for the men in her life. So we sat and talked for some time exlporIng the source of my behaviour. She came to understand that my desire for her was more than just frustration (I was already sexually active), that it was much deeper... And she knew I had been doing something weird.

That afternoon she consented to us having sex for the first time and was the beginning of a multi-decadal affair very few others knew about until much later.

I firmly believe to this day, that it was me dressing up as her that was the catalyst for everything, including the acceptance of kink in our sex.
That is a really awesome story, supper kinky, I am glad she was accepting of you and talked with you when she did finally bust you!
 
Oooo going back a long time now, but fits in with topic... and have told very frw about this

I had made several attempts to have sex with my mom which were always knocked back. (That's a long story) Eventually whenever I had a lot of time on my own at home, I would dress myself in her underwear... undies, pantyhose, bras... And sometimes her clothes. Plus I would wear streak her full make-up on; she was an attractive redhead, so bright red lipstick, eyeshadow, the whole shebang.

Early attempts at makeup were pretty funny I guess but I got pretty good at it. I have her facial genes, eye colour etc. So when I looked at myself it was pretty close
to how she looked with makeup.

I would lie on their bed, smoke her brand of cigarettes (Alpine menthols) and masturbate several times until I had nothing left. I always had time (apart from a few close calls) to clean up and put things back to how they were.

However I never really knew whether I have covered my tracks well enough and always thought that she suspected something. It wasn't anything explicit she said, but... maybe a bit of body language, but I just got that she somehow knew what I was doing, or at least had some suspicions.

It wasn't about crossdressing or any gender confusion at all, it was simply I wanted to somehow combine what I was feeling for her sexually and BE her as I masturbated, and to this day, apart from one fancy dress party, I have never cross-dressed at all.

I suppose it isn't hard to guess the next part of the story... yes she was given the afternoon off and came home from her job while I was doing this. It would have been bad enough if she had arrived and I panicked trying to cover up, but the situation was that in their bedroom you could not hear anyone arriving or entering the house.

I was well and truly busted.

To say that it was an embarrassing scene for both of us is an understatement. I could have easily disappeared myself and never appeared again, I was so humiliated.

Mom was made up different stuff however, and saw herself primarily as being in service for the men in her life. So we sat and talked for some time exlporIng the source of my behaviour. She came to understand that my desire for her was more than just frustration (I was already sexually active), that it was much deeper... And she knew I had been doing something weird.

That afternoon she consented to us having sex for the first time and was the beginning of a multi-decadal affair very few others knew about until much later.

I firmly believe to this day, that it was me dressing up as her that was the catalyst for everything, including the acceptance of kink in our sex.
Wow, awesome mom, and lucky you! I’d love to hear a few more details
 
Dang still not much of a following, seriously? No one wants to grab a picture of their sibling or mom, grab their worn g-string panties and slide them up their legs. Get their sweaty bra from a couple of days ago and put it on. fish out their worn skirt and tank top. slip on their thigh high stockings. Strap on their favorite pair of high heels. Put on make up matching theirs' in the photo you are looking at. Then have a man use you however they want when calling you their name, while you are in their house, while you are in their bed? I guess I am just crazy for thinking it would be hot as fuck!
 
I used to sneak into my sister’s room when she wasn’t home and wear her pink nightgowns. I would sit on her bed looking into her big mirror, put my hands on my hips, and make supermodel kissy faces.
 
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