My First Time Date with a Crossdresser
|MichWizard||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.|
|crewchief03||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.|
|Laz_AZ||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.|
|SarahCD4Fun||Crossdresser looking for men or couples to have fun with.|
|MuchTooCurious||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|
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.|
|Poulmark||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.|
|mesabimale||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.|
|Carolmoon||Tall crossdresser long slender legs long blonde hair brown eyes|
|WILDCOUNTRY||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.|
|midmikink||27 bi-curious male, would love to find some kinky fun from time to time|
|ff1954||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.|
|OneOhioCouple||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.|
|cdn_nakedtruker||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|
|Luv2TryAny||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.|
|Blugrassbi||Easy going and honest. Dependable, will be there when I say I will and do what I'll say I'll do. Real person who enjoys real fun. Sociable and pleasant company. Think sex is to be savored and enjoyed, not a big fan of the crash and dash. Those who act like they are in a hurry to be somewhere else can just save time and go there. I am truly single, not a cheating husband or a faker hiding behind a fictitious "couple" profile. Also, I am really Bi, not just pretend so I can have fun with only the female half of a couple. I am honest, reliable, and pretty good company. Especially helpful to first-time swingers or those who think they might like to have a bi experience but afraid if they have "cold feet" at the last moment that they will be pressured into something. As you can see, I am old, I am fat, and over the years I have been lucky enough to have made some fun friends. It's all about eveyrone having a good time.|
|patman01||Laid back easy going. Like the arts - music , painting, architecture, etc. I enjoy humor of all types yes even sarcastic, as long as no one is hurt or offended /
I also enjoy movies as long as theres no political agenda involved - My job requires me to spend a lot of time with a computer so My time on the computer is usually spend doing something constructive ... like this :o)|
|jaratale||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...|
|rumyfemaledaddy||wanted women who likes to dominate men crossdresser and fuck the crossdresser with a strap on|
|BiNJshore||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.|
|megNMe||up date on Jack and Jill Masturbation get together....|
where: Woodland Hills,CA
Time: 4:00 pm
Lets all get together on this.. would like more couples or ladies to join
|ohDenizen||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.|
|Curious1srching||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.....
|ilovethongs||looking for some first time fun. i am a crossdresser|
|Luv2TryAny||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.
|mochabrown||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~|
|rollo_001||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.|
|yodaman171||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.|
|BiSlave||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)|
|sarahcrossed||hey im a crossdresser from devils Lake. wanna meetsome time we could dress up together. who knows. maybee even have some fun.|
|Clairr||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|
|BillHerk||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..|
|BiNJshore||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!!!!!|
|Jennifromtheblock||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!|
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
|Carolmoon||Crossdresser Male To Female|
Hi guys girls sexy crossdresser here
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.
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.
|Sweet_harem_girl||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...
|ohDenizen||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.
|ohDenizen||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...
I squirt from time to time and love to have it sucked up and be licked clean. Shiver..
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...
We love Parties, even host them from time to time.
Be Happy T & D
WE All Have To Settle For A Quickie From Time To Time & Hey There's Nothing Wrong With That....... Get It Anyway YOU Can Get It, Anytime YOU Can Get It ->->->
|dallastiger1||Lesbian Need To Try Men For 1st Time|
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
|ivansarles||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
|atlanta8991||Men Sucking Dick With Women Participating|
been curious for a while. i want to participate with a woan because iwould be hotter for me. decided follow through and suck a cock. i met with a friend of mine and wasnt what i expected.i got on the bed and he rolled out an 11" cock! it. but want a woman there the next time. was great for a first time
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 ?
|nutothis972||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.
|Did you know you can enable discreet mode for when you need to check the site from work, or near family or friends that don't know about the site? All the photos will be blurred, and any mention of "BisexualPlayground" including the logo, all will be hidden. Enable it in the Membership Manager.
|Disclaimer: Individuals appearing on this site have contractually represented to us that they are 18 years of age or older.