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My First Time Date with a Crossdresser

Profiles:

Married bisexual and looking for fun time with another man, crossdresser or transsexual. I would prefer to be the bottom, but I can top once in a while. Wife knows and will not participate, I'll be by myself.
On Friday 7/25/14 our beautiful son passed away one day shy of his 7th birthday. At this time we will be taking a break from the scene for an indeterminate amount of time. We are a married couple just looking for a little fun from time to time. We will try almost anything at least once. We are not into BDSM or SCAT. We are both willing to play on the side from time to time. As long as we are both comfortable with the situation. If your interested send us a msg.
I'm a date-able kind of guy with a wild sensual side. I'm a sensual, passionate & masculine. I love meeting new people for/in all kinds of relationships including non-sexual friendships.
I am a very much closeted bi guy. I have had some but just want to play and explore more safe, sane fun. I have, black hair blue eyes, educated, sincere and very entertaining (yeah fun!). I am looking for fun and sexploration. I have had some experience and VERY open. Some stats are: 5'11" and told that I am quite cute (by men and women). . -- Bisexuality immediately doubles your chances for a date on Saturday night. -- Woody Allen
Hi, If pressed for a label, I would define myself as culturally straight, bi-sensual, bi-sexual, emotionally-bi, kinky, poly male who has dated both men & women with his wife. After 18 years together, my wife & I no longer live together. (We live close by and are still in each other 's lives) She & I now date separately. Though open to many experiences, I also respect all boundaries & go at the speed of the slowest participant which, more often than not, may be me.
I'm a late in life crossdresser. Who would like to explore my bi side. Having now had my first meets I'm so glad I took the plunge. I have discovered that I am a bit of a slut and can't get enough sex I'm mainly dominant but can bottom with a couple.
51, tall 6'6", athletic build 235lbs, blonde hair, clean shaven face and cock, tattoos, pierced cock. I enjoy secure people, people who know how to have fun. Other than poo, kids, and animals I enjoy about anything sexually. I love pleasing partners not only with my body but also with my mind. I can be submissive or dominant, top or bottom. I enjoy using my hands, fingers, tongue, cock and ass to please my partners. I can be happy with a one on one date or in an orgy.
Tall crossdresser long slender legs long blonde hair brown eyes
Curious closeted crossdresser interested in cybering. Currently not interested in meeting in person, just talking online through emails.
Well I have come to terms with who I am and what I want out of life. But it seems really tough putting into words. I am bisexual and have been for as long as I can remember and I am a crossdresser. The crossdressing is something fairly new. I had messed around with it a little over the years but now I am embrassing it to the fullest. That doesn't mean I dress daily or even weekly(maybe one of these days) but when I do it's all out. I have never had sex while dressed but I would like to one of these days.
27 bi-curious male, would love to find some kinky fun from time to time
I'm an easy going guy, looking to have some fun with men and/or women. I'm open to trying most things at least once, and if its something we enjoy together,as often as we like. At the same time, I try not to be pushy and force something on you, since I wouldn't want something forced on me either. After all I hope we're all here to have fun, and respect each other at the same time.
It seems that it has become a waste of time trying to line up meetings with anyone. My name is Dave. I am attached but we have not had any romance in over 2 years now. I have a very limited amount of time that I can meet anyone. I am bi-curious. Any questions just ask.
I'm 5'9" 160lb. that loves being a crossdresser love the feel of satin over my pussy (getting hard) and nipples. I love suction on my nipples and want someone to lightly bite and let me give you a hicky on your nipples. s ass play. I love cum, I never like to waster a load... I'M VERY ENERGETIC
open minded single exploring a new side of life, looking for like minded people somewhat homebody who work hard at businesses and so spend a lot of time at home(when I get a chance for a break) duke is shy looking for friends to share some time with
Hello.Thank you for taking time to read my ad.Business minded Professional open minded..East Indian 41 bi male. Desire to explore situations...I am pretty easy going just like to have fun .I am almost willing to try just about any thing at least once..So if you are looking for some hot sexual time than drop me a line......
Husky straight/curious looking to have some fun and try anything once. Not 100% sure why, but my curiosity got the better of me and would like to see what experiences come about. I'm a laid back type of person, although i run my own business and constantly running around, i still find time to chill, relax, listen to all types of music unless I'm chillin then i listen to some smooth jazz, smoke a cigar and drink a fine cognac or red wine. (420 friendly). I believe in "Life is What You Make It" and try to live by it for the most part. I've tried time & time again to get my wife involved in this adventure but she's not having anything todo with it, prude...Not looking to change my situation at home so I'd like to keep everything very discreet. Hope we can hook up for some coffee or better yet some food & drinks. And get to know each other.

Forums:

im a crossdresser interested in meeti.g a good looking .tuff body black man w/ bbc... maybe... mayne set up date to go dancing and maybe more...
wanted women who likes to dominate men crossdresser and fuck the crossdresser with a strap on
Delilah, rather lofty expectations for a first date, although could be a consideration I suppose - what happens between the first hello and the actual date. Before I take any date to one of my fav places, I better have some sense that the date has a real interest in me, rather than the dipping (in this case the wallet). Unless there is some mutual attraction, the approach you outlined sounds more like materialism than establishing a relationship.
up date on Jack and Jill Masturbation get together....
where: Woodland Hills,CA
date: 11/13/05
Time: 4:00 pm

Lets all get together on this.. would like more couples or ladies to join
and when you do set a date - oh do let me know back - on what the date is and where it is and the time 2 be there o.k. ? and i will love 2 see u's all there 2 as well - bye 4 now - Dennis.
If you run into your peers at a swing club or bi club that should tell you a bit more about your peers too. They dont let just anyone in most swing clubs and if you arent bi or looking for someone who is bi why would you be in a bi club?? They are probably there for the same reasons you are so Im sure they would want the same discreetness.
Do you ask all the straight women you date if they are bi? Do you do this on a first date basis? I dont tell the men I date right away that I am.(Not the ones I meet locally anyhow) Thats something that comes with getting to know each other better. Thats not first date conversation. Generally only the men I meet online are aware of my sexual preferences/choices.
Also as Nessa said it takes patience to meet anyone online, regardless of sexuality or gender. Take your time, dont be in a rush. Whats that old saying...when you least expect it.....
looking for some first time fun. i am a crossdresser
mmmm, I agree with havnnnfun and hopefully i can be counted in on this group. I'd even volunteer my body to be initiated (1st time) if it hasn't already been done so by the time the group gets together.

Also, think about the limitations, like how big you'd like the group to get. Or if it gets a considerable size, their can maybe be 2 meetings. Where maybe half the group mite not be able to make it a certain date but can make it on another date.

PEACE
I am in the process of planning an all girl get down at a hotel in Birmingham, AL. Ladies, please email me via this site to let me know if you're interested. Although, I would like to host the party in November, I have not finalized a date. In your response to me, please let me know which date(s) would be best for you. The final date will be decided upon based on your responses. I look forward to hearing from you all soon...mochaBrown~
much like Oman, I started when I was very young with a friend, we were 11. Then nothing til I was about 21 and married when I got into a situation with a younger pubescent cousin(male of course) and I gave him his first blow job. More time elapsed and I was 28 divorced for a second time and went on a date with a gay man, unfortunately we turned out to both be "bottoms" so things didn't work past the one date, but I had fun sucking him while it lasted. Since then I have had several one time hook ups with other married guys but haven't found the one guy to become friends with and have regular hook ups, until now I hope. My wife knows about me being bi but wants nothing to do with it or even know when I hook up, so she would never ask me to suck someone. I do have her permission to do so on my own, just so I am very discreet, and she or her friends don't find out so she gets embarrassed.
Date/Time/Place? Sounds like a great time! Looking to explore for the first time. Patience is a virtue...as is exploration. I'm down with it all if there's some time to acclimate.
Crossdresser looking for a m-f Couple that would like to enjoy a fun time. A little shy at the start but very open to all most any thing. ( no PAIN)
hey im a crossdresser from devils Lake. wanna meetsome time we could dress up together. who knows. maybee even have some fun.
Hi, I am a bi crossdresser looking to have some fun and excitement with a couple, man, woman or another cd. Get ahold of me lets set the wheels in motion for a very fun time
Hi I'm Cindy a crossdresser,,I read the posts here,,,and guys don't give up, there are alot of xdressers around..I for one...I'm into Black men but I will make love to a white guy,,but I prefure a Black stud..I'm a white crossdresser 5'5 Tall ,got a soft white ass for my man..Look at my profile and maybe we can hook up at a motel..Hope to hear from you all Black studs..
,
Cindy
It is damn hard, I've been looking for a long time too. A lot of women are curious or more, they just won't admit it until they know the guy enough to feel comfortable and that takes time. They need to know they can trust the guy, before bringing another fem into the picture and not threaten the realtionship she has established. ual pleasure adventures should enhance the relationship, not threaten it, but most people due to social upbringing cannot deal with it. Since you are still young (haha), perhaps another approach.... date some of the women, after a couple of hot steamy session, just ask if there is interest, you might be quite surprised? Look for clues, if the date already has a bare pussy..... most straight women I know don't go that far till I do it for them hehehehehe 95% of the women that I know that are bi, shave, they don't like curly dental floss any more that the guys do!!!!!
Hi, im a 19 yr old crossdresser in suffolk county. Im looking for other cds, girls and maybe guys to get together with to hookup. Im into anything really. Im passable, i go out a lot and i hook up often. I dont have female pics , cuz the only time i dress fully is when i go out or when i meet people, and i never have time to take good pics . i have my male pics in my profile and if you want more just ask. If your interested, email me at ... i prefer a pic guy or girl pic. any age.. write me!

mwahz

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Indy Car
Indy Car
On this date in the final race of the season a horrific accident occured at Las Vegas Motor Speedway on lap 13 claiming 16 of the 34 cars in the race.
It also claimed the life of 33 years young 2 time champ Dan Wheldon.
Godspeed Dan Wheldon!! RIP
Crossdresser Male To Female
Hi guys girls sexy crossdresser here
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I have been the first man for a couple of lesbian ladies who were F-M transgender. They were still attractive but hormones had enlarged theiir clits. They sought me out to enjoy a real cock from time to time rather than using a toy
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When I owned a 22 footer we always sailed....started out each trip with women taking off their tops ( only two at a time), but would get them naked after a short time. Ferries to St. John and Tortola got a great view.....
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I would like to find bi couple that is love caring. That like to have a bi man to have fun and spend time. I like outdoors,coockingand spend time with pepole and making them happy
Fill My Ass With Cum
I have had one man at a time fuck me bareback and shoot his cum in my ass and I loved it. What I really want is enough men to gangbang me so that my ass is totally filled with their cum. Each time a new cock slides into my ass it pushes out some of that wonderful semen. That would be so exciting to have my ass totally filled with cum.
Fucking Wife While Husband Fucks Me
Everyone - this is GREAT! A past gf and I did this - she loved to watch me suck cock and one day we had a guy over - we both sucked him, then she told him to fuck me while I fucked her - was the best - my cock in her pussy and his cock in my ass. The second time my cock was in her ass while he fucked mine again. The third time... she just blew me while I got fucked.. was probably the best session we had with another guy!!!!
2 Cocks In 1 Ass
Seattle area - As a couple Michael loves BIG things up his ass and can take two 2" diameter dildos up his ass at the same time. Now we just need to find two well hung bi guys to come fuck his ass at the same time!!! Of course we'd also take any really hung guys or girls that like to fuck guys with strap-ons or their fist!! Patricia will be there helping and taking 'em too!
Gay Incest
I spent 2 summers dureing high school in Texas with my uncle and his 3rd wife. I don't know how he knew that I had b egun exploring bi... I had a serious girlfriend by that time etc, but he did know and during the 3rd or 4th week he came on to me. It started with mutual oral only for the first couple of weeks. He was a larger guy, slightly bearish, handsome and rugged and very well hung. I was always a little scared but secretly really into it. He took my anal cherrya little over a month after i had been there.... god it was incredible.

I took so much cum the rest of that summer and all of the next i was hooked! His wife loved it too so was a very cool time 30 years ago...
Bisexual Men Giving Oral
I love to suck on all cock. I don't care how or how small. I have like have them in my mouth. Going deep in my throat having it cum your mouth. I was about 10 when I found out that I like sucking. I was coming home from school and met a guy about and we talk for a time he took he's cock out and show it to me ask if I would put it in my mouth for hem. I did and he started to push in deeper and deeper until he had it all in my throat I know that I like it!!! So I seen for long time. So if any one wants get suck in mid Missouri
3 Girls 1 Guy
The last house party we attended, we ended up with 4 other bi guys ands had an absolute blast. We both sucked every dick, one and two at a time. I got fucked really good and a 5th guy joined as we were all beating climax and all 5 shot their loads on Khela's tits and neck. I slopped up a handful of their mixed cum and while I was using that as lube to jack out my load, buried my face in the mess on her tits. It was the most cum I have ever experienced at one time. Needless to say, I orgasmed exquisitely and shot my load all over her face and tits as well. Naturally, we showered together afterward.
Men Bottoming For Women
It was being bottom to a woman that got me started on my bi exploration. I had known her for a couple of years and the sex was great. Then one evening she asked me to dress up in sexy lingerie and stockings. I felt so excited by it and it enhanced our play. This became the norm for our meets with her bringing me new outfits each time. Then one weekend she said she had a surprise for me.After our usual foreplay she produced a strap on. She said it was time that I was the one to be fucked. Getting me on all fours she lubed me up and proceeded to fuck me. I was a bit uncomfortable at first but after a few minutes I really begun to enjoy it. I even managed to cum. Now whenever she came over She would always fuck me first. Of course this started me fantasising about the real thing. It was a few years before I finally got together with a guy and had him fuck me oh wow I owe it all to that beautiful woman.


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