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Crossdressed with My Roommate

Looking For Roommate on Bisexual Playground Looking For Roommate on Bisexual Playground
newtothis3769
my roommate and i have been involved on one threesome before. the woman we were with wasn't all that good, but it still turned on my roommate. so we've decided to do it again hoping to have an even better experience.
Eagle2855
I am a 50yo bi male into crossdressing, role playing, kissing, just having fun. Like both sexes, can be both a top or a bottom for right person. Love to please, and would love a threesome while crossdressed, with a couple, or if the chemistry is right, two males. Would also like to find a female who is OK with a crossdressed male to have fun with, and play dress up with. My motto is, if it feels good, just do it.
Grannygonewild
Very understanding person who has experimented in the past with being bisexual & miss the soft touch & passion I have only had with another woman. Like it rough once in a while & can get that from a man, but miss the woman's touch. Am interested in a roommate who likes both. Will be moving soon to Arkansas & will be looking there. Both as roommate & partner.
iamgroot1
170 lbs maybe lighter white in shape very athletic body I'm great company I'm tattooed from the ground up I'm polite respectful always horny currently looking for a roommate just fyi, loyalty is huge in my life, with all things , I'm not necessarily looking for any relationships besides friends and sexual or roommate(s) I'm self employed run my own company and have many other adventures I deal In I'm excited to see if this website is a load of crap or if there are really gals on here looking for something
geminilover07
Hello, I recently graduated from, and currently looking for a job and place in San Francisco. I don't have a place yet, but am looking for the right female roommate. To get straight to the point, I'm looking for a bi female (single, unattached) who is fun, kinky, and open-minded. Of course chemistry is important. The ideal situation would be for us to become friends first, see how we get along, and if the situation is right, we can find a place together. The ideal place would be a nice kitchen(i love to cook), one bathroom, and 2 bedrooms. Of course you would have your own bedroom, but if you like we could bunk together. My roommate would have to be accepting, nonjudgmental and experimental. There won't be anything too crazy, but a person who has the same mind-set as me would be great. If this interests you, don't hesitate to email me and ask questions.
robynealyne
I'm new to this. I've always crossdressed, but I'm not out.
Bibipdx
I've only crossdressed in private, going back to my early teen years when I'd dress in my mom's panties and bra when no one was home. I'd walk around the house acting out a scene. I still dress in my wife's clothes once in a rare while. They hardly fit... Not at all. I've never told anyone.

I've been with others crossdressed a few times. I love it.
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BiDiscreteMaleMD
I lived with two male roommates when I was younger. One of them used to play. One time when we knew the other roommate was away for the weekend, I spent some time giving the other roommate a slow sloppy blowjob. After he climaxed in my mouth, I looked up to see the third roommate who demanded the same treatment. Blew him for a while and let him fuck me in the ass and cum. Found out later it was all a setup.
ionsawmill
When I was in college, a bunch of us went out and rented some porn on VHS, and we watched them in my dorm room. So we got all horny and then my friends left me and my roommate there to deal with it on our own. A little later, I walked by my roommate's bed and he was jacking off.
mindisopen365
sounds like so much fun...my ex roommate and i have girlfriends that we all watch movies together and get each other off once a week...and the relationship is awesome...recently been fucking my neighbor and her roommate is staring to get intersted...looking to expand and continue climaxing with others that are like minded
Juliab
Crossdressed most of my life.
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Suckingcockandpussy
When i first met my girlfriend, she came back from the Netherlands, Copenhagen and Denmark, I soon found out she was recently divorced, and went on a sex tour, she invited me to stay at her beach house, and told me her old college roommate would be there. Her and roommate were in master bedroom and I was in a bed across the way, I was taking advantage of the fully stocked bar, when she came out in a robe wide open and had a strap-on on, she ask me if I wanted to watch some porn she made on her trip. I was excited and when I came in the room,her roommate had a strap-on too. They took off their robes and they told me to get undressed, and get in the middle,and watch the movie, which was her getting gang banged in a porn theater, she lubbed up her dildo, and said jack it off,meanwhile the roommate had me do the same, I was hard as a rock watching her take multiple cocks,and cumshots, then she instructed me to get on all fours and face the TV, she got behind me the got in front of me, and they split roasted me, after a bit they change positions, the roommate had a bigger dildo, and it hurt at first, when they were done they had me lay on my back, as one sucked my cock the other licked my balls, and we'll fucked ass, while I'm I'm watching her getting bukkaked, and a DP, the guys on the bottom was catching the cum dripping off her face,and mouth, I couldn't hold back anymore, what they learned that I came alot and it shot 3 to 4ft. That weekend we fucked, they had me stand back, and shoot my load either in their mouth or pussy, and they wore out my asshole.

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Silkyskirt77Being Tied Up
Love the thought of being crossdressed and tied up fully love to tie a woman up bent over a chair or the bed her to wear what i want and me to be crossdressed ...i would make sure she cums multiple times b4 she begs me to fuck woman wanna love this or wanna try Charles healthy 42 yo crossdresser here!
ruth3900Cosplay
love to be crossdressed for your use
NudeDaddyLooking For Roommate
I'm looking for a male roommate to share a rental I'm in near Tucson Mall. 1 private room available will share bathroom with 1 other male roommate.
RodcodFucking Shemale
Is anyone looking for a roommate
luvtitsndicks2All Male Threesomes
It's been awhile since I had two guys at the same time was a very passable tranny in my twenties met a hot guy at a restaurant we both got horny we went back to his car and started mkin out he was so big and hard I wanted it bad so I pulled it out and sucked it good made him cum in my mouth but he wanted more and I did too so we went back to his place I was so hard in my panties as he rubbed me good !! Got to his place and his roommate was home he asked if he could watch I said I'll fuck you both at the same time so I dropped to my knees and took the roommate in my mouth and my lover got behind me pulled my panties to the side and started fuckin my sissy pussy mmmm it was heaven the 3 of us fucked and came all night ❤️
SuckingcockandpussyTranssexual Personals
In 2013 my freaky girlfriend, her stepsister, and college roommate took me to Key West to a voyeur hotel, and upon arrival they took turns pegging me in front of alot of people watching. They ordered me not to cum, and after they were done they took me to a gay club that had transsexual stripers, my girlfriend payed 10 or more to show up at the hotel, they made get naked, then they circled me, and started jacking off, and the then putting their cocks in my mouth. There was a crowd outside the windows, my girlfriend, and her step sister, and college roommate were fucking people with their stap-ons, started to get cum all over my face, my girlfriend started licking my face clean, waiting for the next round. They let people watching come in and I was getting cum from every direction. I crave for that to happen again

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hissexybitch
You guys are doing an awesome job with this site. What a great concept! Hope to chat sometime!

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