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My First Time Date with a Crossdresser


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'm a very kinky crossdresser looking to be a slave
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
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.
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.
61yo crossdresser. to feel hard cock in panties,love my cock in panties, 69, up the backdoor,goldenshowers. Open to anything
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.


I like a crossdresser, I went out with a crossdresser, and I didn't know at the time, so when started to play and I was surprise
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.

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..
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!!!!!


Guys Who Eat Cum
Cum in a little film photo container and freeze it after each time you cum. You can fill it up with about 7-10 loads and then let the big cumcicle melt in your mouth at some later date! WOW!!!!!!!!!!!!!!!!!!!!!!!!!!! !!!!! Glob by glob swallowed... sexy, sexy, sexy hot! A great way to taste yourself for over 10 to 15 minutes or so!
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
Asian Women
I developed a taste for Asian women while on a tour of Thailand. I had the occasion to date several that where between 4' 10" and 5' with very petite figures. All I can say is WOW. They where awesome women to be with.
Outdoor Sex
I've always wanted to have sex outside, up the canyon. I fantasize about my date taking me up the canyon, making me take off all my cloths, him staying fully dressed, then taking his cock out and making me suck him until he's ready to fuck me good and hard.
Rape Role Play
I love the idea of being raped, I especially like the date rape idea. One of my biggiest fantasies is that my partner brings home a stranger (to me) and lets the stranger rape me while he watches, encouraging the stranger to be as rough as he likes.
Say I Do to do what you's all can see me do in my Photo's with my Bace Ball , and it Feel Very Sweet to get to Ride on some thing that Big, But I Do Need (Help) with it From time to time, So if you are very interseted in Getting to Cum & Play in my PlayGround ? and you are a or do Say Hello some time ok? Bye - Oh Denizen PS, and I can take a Very Big Wet to as well as my Big Toy of a , bye...
All Male Threesomes
CCCUUMMM and FUCK Me Boy's 2 at a time or UP To 9 at a time ---> Just CCCuuMM and Get Off ON And wITH mE ? in philly pa ---> I do have a Place We can Meet and Get Off in C.C Philly pa, do say Hello back any time OK My sweet and Very Rock Hard Boy's ---> bye 4 now, Dennis.
Sex With School Friends
this is a School friend that i will love to see u's eat and get her all wet 4 me to taste her cum -- mmm yes she hot and she love to fuck and suck on you 2 or - she will do u all - 1 at a time or up 6 at a time -- very sweet she is -- mmmm yes do u look like her ? do send to me your nude pick's ok? i will love to see your very naked body's and i do hope that you do live in philly so we can all meet up some time soon in philly and i do know where we can all go and get very naked at - so do say hi ok? but bye 4 now Oh Denizen...
Triple Penetration
I Want Your 's To Cum 4 Me - Yes Do Take a Look at My 10 Photo's and If You Are Interested and Want To Have a With Me - Just Go To My Profile and Say Hello Some Time and Let's Meet Off Line and In C. C. Philly PA Some time Real Soon - But Bye 4 Now - Dennis...
would like to have a masturbation party in MD or DE, some time anyone interested just let me know and maybe we can figure out a time and place.
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.....
Couples Searching For Bi Males
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
All are Very Welcome To CUM and Join In With Me Off Line Any Time ? Just Do Say Hi Back Some Time and You's Be Join In ?
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.
Now This Is What Up ? and Sucking As We Are All Smoking and Having a Bit of Drinking Going On ? Well Sweet That Is What We All Live For,Our Very Own Weekly Suck and Fuck - A - Thon Sound's Very Good To Me ...(^_^(?... and I Can Host For This Any Time - Interested - Look Me Up By Going To My Profile And Do Say Back Any Time In Town But Bye For Now ---> Oh Denizen . . .
Masturbating With Lingerie
this is really kinky but i have 2 sisters. the oldest is 10 years older and over the years ive managed to pinch a few pairs of my oldest sisters panties and from time to time i love to gently stretch the crotch of them over my tip and masturbate and squirt my load into them. im 51 now and ive been doing that since i was about 15/16


Maybe I'll be able to write another compliment. Within 24 hours I had found and made a date for a meeting with an almost perfect play partner. Will know in 24 more hours if I can write a success story. I do find the site easy to navigate. One of the better sites I have ever used (including business sites). Jay

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