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Crossdresser First Anal Experience

Crossdresser First Anal Experience on Bisexual Playground

Crossdresser First Anal Experience on Bisexual Playground

DeannaCD2013	Shy, closet crossdresser, looking to experience gentle anal play for the first time. Send Mail IM
happysingle	new at this much interest in having a first time experience with another male. am very discreet and am very open to this experience. would like to perform oral and experience anal.... love to have anal Send Mail IM
pleasure4youandme	crossdresser that enjoys top men and top women. I can perform oral and I like anal as well from both males and females. I am happy to be anally penetrated by a good man or a woman with a strapon, or even with another crossdresser that is a top. Send Mail IM
silkyslipitin	I love to dress, but don't have much opportunity. I would really like to experience sex with another crossdresser to feel completely feminized and FULFILLED. I want to give and get anal and oral and love to fantasize about gang bangs. Send Mail IM
Sissycdmichelle69	submissive Bi-sexual crossdresser. Turned on by wearing lingerie and servicing guys who want to get off using a gurl like me... oral and anal with limited experience, would love to find steady friend with benefits/blow buddy Send Mail IM
meatunude	Enjoy most and looking to explore many aspects of sexuality. Have a little experience in cross dressing, shaving, oral, anal (Top) , very little experience in anal (Bottom, butt enjoyed) , bondage, toys, slings. Send Mail IM

Dar84	When I had my first anal sex (prior of no experience at all) I was surprised that it turn out to be less pain though the guy is inexperienced. Then had few anal sex since then with some experienced guy and the anal turn to be painful as I was nervous. My point is two actually, u can have a good anal sex with someone that u 'think' with an experience, n secondly u still can have a pleasure anal sex with a top that have a less experience if u masters the art of relaxing ur muscle n control or blood circulation through breathing technique. I acquired this skill through my yoga class , n plus I can reached multiple orgasm without climax as the top penetrating me. Send Mail IM
Sissyboi7272	Im a pantyboy trying to have my first experience as a crossdresser with a crossdresser. Must be nice and prefer 50 to 30 age range but experienced for an unexperienced person to learn from Send Mail IM
EnigmaRolledConundrm	Anal for me was AWESOME!!! Every time I have anal whether it is with a man which has been a looooooong time ago of with a strap on I ALWAYS experience an anal orgasm!!!!! and YES it IS possible for a man to experience an anal orgasm........I can tell you first hand....and DAMN is it good!!!!!!!!!!!!!!!!!!!!! Send Mail IM
crushed	Personally I have no problem with bi-males. how ever both max and don't care for anal. we don't care if others participate but we stay with oral when it comes to men. unfortunately I have not been able to experience anal. we have tried over and over with all kinds of devices. I don't know if I am just to small a woman or what. I would love to experience it and have heard it is an amazing feeling. I am sure max would love to have me also. he says its ok but I know in my heart he would love to experience with me. he has had anal with Victoria and love it but declined to even think of doing it with a male. i say to each their own maybe some day I can give max his ultimate fantasy. I keep trying and wont stop but I guess its going to take time. Teri Send Mail IM
windsor_couple	If anal sex were considered to be safe, and it was with someone I knew and trusted, I would definately go bareback on a regular basis. Not speaking from experience though, as I have yet to experience anal sex. Send Mail IM
Cherisher12	To use any toys for anal play or preparing for that real anal sex experience, always start small if inexperienced. As your level of comfort rises with the small toy, move up to the next size and repeat the process until you get to a toy that is the size of the penis you wish to take anally. The softer the toy the better. Always use plenty of lube and never force entry and cause pain. At most discomfort should be expected but as the spincter muscle relaxes and gets use to being entered instead of expelling, the better it will feel. Anal sex is an acquired pleasurable feeling. The best lube depends on personal preference but in my experience, those of vegetable base or oil base are the best. Mineral based oils feel gritty to me. May people are always talking about stretching their booty to take the biggest cock possible. That is not necessary and can result in permanent damage to the spincter with consequences later in life. Always try to match anal play with an orgasm. This teaches the body to associate pleasure with anal sex and in women, can result in her learning to experience anal orgasms separate from vaginal orgasms. In men, it will increase the intensity of their orgasms and some claim that they have learned to experience anal orgasms. However, I have my doubts about that. More likely, it makes orgasm easier for them with less stimulation of the penis but not without it. Hope this helps. Send Mail IM

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carol_danny	Anal Sex We have enjoyed anal sex for close to 20 years. Danny has always had a fetish for anal, and slowly introduced Carol to it. We practise anal sex on a very regular basis, and have introduced many men (and some women) to their first anal sex experience. A little twist on anal sex that all couples should try.....take a good vibrator and put it in the guys ass, turn it up ALL the way! The guy lies on his back, and lets the woman get on top. The vibration travels right through the guy, into his penis, it's amazing! ...for both partners. Danny & Carol Send Mail IM
LA_SFV_BI_Crossdress	Anal Play Man And Woman Los Angeles - San Fernando Valley - Bi - Crossdresser Seeking MMF Anal Play! Flower Send Mail IM
dblteamed2004	Anal Sex Anal sex has been something we have been working on for years. You can't just jump into this--or we couldn't. It was something she tells me that was for me. NOT ANY MORE!! After several years of doing anal every now and then, it has become a regular thing now. It starts with my fingers while I lick on her favorite spot. I always lick and play until she has several orgasms. Then I can move on to penetration which is hot, hot, hot for bothof us. We used to go straight to her pussy but the past 2 or 3 years we go straight to her tight ass. She knows in the first few seconds if we can or not. When we can she loves it, talks dirty to me until I'm moving in and out so hard it moves us across the bed. She grabs her vibrators and plays with her clit and will have huge orgasms. She says she craves anal now. I can see why. When she cums having anal its hard to hold on to her. Her body tightens so much I don't think two muscle bound guys could spread her legs. For me it has been an incredible experience. I can honestly say anal is awesome!!! Send Mail IM
CumxInxMyxAss	Drug Sex Very hot, extremely anal crossdresser. Looking for strictly tops that like to smoke meth & have their clocks sucked until they explode in my mouth. Then you can fuck my tight, round ass all night until you fill it with hot cum... Send Mail IM
Neweify61	5 Inch Dicks I what my first anal experience Send Mail IM
KrissieRoqs	Bi Male Serves Couple cute passable crossdresser looking for a cute fun couple for first experience. very oral bottom with lots f sexy outfits and willing to be photo'd and filmed Send Mail IM

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Rob91007
Thank you for the welcome. So far, this looks like a great site. I do so want to experience my long time dream of a same sex experience. I just may have the chance here.

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