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My First Time Date with a Crossdresser

Interests:

Women Who Like Bi Men
i'd love to find another woman that is into having a bi man as her bf. I used to date this woman and we had tons of fun. Unfortunately she came to a decision that the lifestyle wasn't for her anymore. I really want to have a woman in my life that is into playing and having a great time
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
Younger Women 4 Older Men
Yes, a younger woman would be great, but so few seem interested in a crossdresser.
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.
Dildos
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.
Sissy Slave
I used to date a lady who enjoyed my crossdressing. I would go to her apartment dressed as a maid and clean for her. On day, she called and said her apartment would need cleaning that evening would I come over and do it.
I told her I would. I dressed as the maid in the skimpy outfit with stockings and heels and all, and drove to her apartment on the opposite side of town. When I arrived, I walked across the parking lot, up the stairs to her door. This always got me excited because I would always pass at least one or two people before I got inside her apartment. When I opened the door and entered her place, I was shocked because she had invited a bunch of people over for a party. Everyone was looking at me when I first entered the room.
She then told me I was to help serve her guests with food, drink or what ever they wanted. It was an interesting evening
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...
Squirting Females
I squirt from time to time and love to have it sucked up and be licked clean. Shiver..
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...
Astronomy
We love Parties, even host them from time to time.

Be Happy T & D
Bisexual Women For Couples
married couple looking for a female friend we can meet up with time to time
Quickies
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 ->->->
Truth Or Dare
Haven't done this in along time and could be a lot of honesty and erotic fun at the same time. I would like to do it.
Men Eating There Own Cum
I did it for a GF of mine one time and she went wild. She didn't know I was bi at the time and asked me if I would like to do it for a friend of hers and I said I would if I could fuck her. I fucked her and she wanted me to eat my creampie out of her while her GF ate her wow love to meet some couples for MMF fun. Any offers in Greensburg PA?
Outdoor Sex
yeop nuthing like it. to be out side, nice warm sun, breeze, getting all slicked up with suntan lotion, and slipping it right on in there. First time we did anal was like that. Hot and oiled up on a blanket. Went in so easy, and she said it was a lot better than the first time we tried indoors on the bed. Didnt hurt, didnt have to stretch and take it easy, just started the head in and she pushed back for the rest and slid it all the way right down to my balls on the first squeeze. Wow that was great. Any time at all during the summer, we would rather go outside than inside. Late in the season when the bugs are out, have to spray the perimeter, but, even then, the lotion keeps them away. I guess they don't like the slippy as much as we do. lol. But yes, definately outside.

Profiles:

Vivacious, fun-loving, caring, affectionate, willing to try new experiences, have had too many disappointments with men and am now looking to spend time with females ONLY! I am now a lesbian out to only a few. I want to date women but I refuse to be a political, strident, lesbian. I just want to have fun and see if something more serious happens. I'm not in a hurry.
Single, attractive, super clean and very selective business proffesional. Divorced for years, grown children. Part time crossdresser for rmost of my life. Looking for similar as a regular playtime partner. If your not into dressing, no worries. Mostly interested in oral, JO, and safe play.
I am a very complete part time crossdresser. I'm looking for the right person to love all of me. I love women but men love me. So its hard to deny a good time!lol. I am a manly guy(aside from my alter egeo lol). I am very healthy, I am in no way a sissy when dressed as a man. lol I am a very sweet, honest man. I work hard and live a very normal life. I'm very active with many sports and love the great outdoors. My life is not centered around cd/tv play. It is just a part of me that will always be there. Finding the right woman to fit me in and out of the bedroom has proven to be impossible so far. I have no problems getting the girls but can never find one that would be into my bi side or have one of her own. When I do... I could never bring them home to mom lol. I need a lady in the street and a freak in the bed! I hope to atleast make some friends that know that this is apart of me.
effeminate 58yo crossdresser
We are a devoted fun loving couple who are looking for other like minded couples. Just the right woman is possible too... We would love to get to know you both in the social scene and otherwise. Most of the time we are ok with you coming over to our place or us going directly to yours. We've had several great experiences and are definetely looking for MORE! And... yes, we often 'play' on our first date... lol We aren't Ken and Barbie - and we don't expect you to be either... but we would like you to be at least HWP. M (described by K) is 50... has gorgeous eyes and a very boyish face... in good shape. K (described by M) is 42, has a beautiful and very SEXY body and loves to wear low riders and boots. (She's from Texas). Amazingly after two children, she still has a flat belly! She also has 2 tats and a belly button piercing - We honestly both love having sex... together and with others. If you like what you see, shoot us a message and tell us what you are looking for. You never know... you just might get it. *big smile*
bi sub crossdresser woh loves cumm and cream pies love to please others before my self im not passable and dont care that im not im just me
A sexy older crossdresser with many kinks. I would love to cuckolded by a like minded female around my age. LTR is very appealing to me
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. Though we are very happy together, (18 years) she and I now also 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.
58 yr old open minded man looking for a professional bi lady who will be my partner in sexual activities PLUS will be my friend and one who I can date and be with in a social environment. OR maybe a couple who is looking for a very discreet, older bi-male, who enjoys the pleasures of sexual activities, but someone who doesn't kiss and tell.
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
We are a normal, older couple. He is 6'6" tall, around 200 # with a 6 inch dick. Cut and shaved. She is 5' 1" bbw, 44dd. We will both be involved in the play date so if you are straight please look elsewhere. We are looking for a bisexual couple, who wants to be friends and more. A couple we can have over for a cook-out and watch a race then retire to the bedrooms for fun and games
bi m who likes be be someone's bitch. Sometime crossdresser, but is a sub bitch as a m too.
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.
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.
61yo crossdresser. to feel hard cock in panties,love my cock in panties, 69, up the backdoor,goldenshowers. Open to anything
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.
We are open minded,cpl have no hang ups of anykind. (NO UNDER AGE) We love anything and everything. s with all men, s with a women and a man. I am Bi have been all my life, I find it to be a wonderful way of life. I am very experienced, I have been in this life style over 35 years.We have a better then good idea of how and why to please men or women. Not Looking for more then just new friends at this time. But we can always rethink that from time to time if the time is right. Out for now but not dead.

Forums:

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.
looking for some first time fun. i am a crossdresser
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.....
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
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.
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.
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
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.
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
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, I'm a 48 year old crossdresser... never been with a "real" man, but looking for some cam time, maybe more. please write or IM me..
Im curious if it would be possible to make the original post date alittle larger or the date on all posts. I occassionally go to respond to one and forget to look at the date only to find out later the post has been there a year. I understand keeping some of them up since it can start a new bunch of replies sometimes but I have read many responses today that tell the original poster they want to get together only to also look and see the original request is months old.
Just an idea.
Tricia

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deepthroatswallower
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