HomeMailOnline MembersSearchBrowseChatFriendsForum

Older Crossdresser


older couple but still too young to give it up.......non smokers,D/D free.........LIGHT DRINKERS..........looking for adventure....very oral... over the years we've been fortunate to enjoy a very active sex life with each other and with friends. When we were young it was our good luck to hook up with an older more experienced crowd. They taught us a lot but it was all heterosexual. Now, we are the older ones and WE WANT TO PLAY! We've enjoyed our lives in all its phases and changes. We value friendship and good conversation. We try to be both honest and kind with the people we meet. We have no secrets from each other sexually or otherwise. We want to see each other give pleasure and be pleasured. It's time for a new adventure!
I'm 6' tall thin 165lbs. I'm a leo so I love to roar at something beautiful. to be nude ever since I can remember. I live in Ohio but I'm originally from TN. love to cut the grass in the nude.Would like to meet an older lady someone my age or older that is well kept, slender, and on the pretty side that is bi. If that's possible. I can send you photos if you are sincere
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.
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.
Bisexual older white
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.
I am a virgin looking to actually get together with someone . Looking for older women preferably and someone who makes me feel comfortable and sexy! I am a BBW I know that it is not everyone's type but if it is i would love to get to know you .
I am a fun loving horny male.The pics on my profile are from about 10 years ago.While I still have a very hot little cock.and tight firm butt,my abs aren't what they used to be...getting older sucks.
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.
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
I'm a simple man. I'm an easy going guy. I'm also open to most scenerios. I am an older guy that realized that I can't make up my mind which sex I like best! I like them both equally, the same you might say. I prefer not to talk politics or religion. I do love sharing with couples,men or women that actually wants to meet and just enjoy having some enjoyment of each others bodies. I'm not gay, I'm bisexual. I would guess my best feature is humor, wit and willingness, and being universality sound.
Older bi male here looking for new friends. Just a harmless old fart who enjoys erotic fun with men, women, and couples. I love having friends on my pontoon boat for "nude cruising", and other play. I'm also seeking a female partner for swinging encounters with others that have the same interests.
Hey! Bi male here. Very down to Earth, masculine, attractive, professional and FUN! I am interested in finding fun bisexuals who have very few hangups....it's sex, it should be fun! I am interested in singles and couples. I especially have an interest in "older" couples but by no means a requirement. I would also like to find a bisexual female to partner with for ongoing tristes with other bi couples.
48 year old white oral bottom 5 ft 4 inches 135 lbs cute face VERY nice ass laid back love to laugh love to suck BBC I like to swallow and I like facials will bottom for right guy. I'm seeking a mature well hung black daddy top 8 inches or more please be 40 or older able to host. I like to crossdress in lingerie I can be very fem looking for regular suck and fuck sessions
We both have been swinging on and off for 30 years, and each time is like our first time, exciting! Having children does keep us from our activities, but now that they are older and we have 1 left in High School (Senior), we are looking to have fun again and try some new things that have played in our minds. T is easy going, funny, laid back, occasionally on the serious side, but very fun to be with. J is also easy going, funny, laid back, and doesn't have a serious bone in his body. We've been together for 33 years, married for 29 of them (this Sept), always have had fun from traveling to just being together at home enjoying a movie. Our feelings are "We're in this together", we enjoy each other and if we get together with others it has to be mutual. We are just looking to get back into the fun swing of things and are hoping to find someone or couple that can enjoy an evening or weekend with us where ever it might be! And as far as our interests go.........well, as you can tell from below, lets just say we love to do alot of different things. Who doesn't? Thanks for stopping by and checking out or profile.


I too am an older crossdresser. Would love to join you for some fun.
hi gutar, am older than you specified, but am a crossdresser that is bi and sub, would love t hear from you, maybe you might like what you see, see pic, k? oh, by the way, pic is of me, but i edited a new head on my body, k?
wanted women who likes to dominate men crossdresser and fuck the crossdresser with a strap on
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 39yo wbim who is crossdresser looking 4 older men and/or women who want 2 have a young sexy looking slutty party girl 2 own and train as ur perfect obedient and willing whore. i'll perform any thing any where any time with as many people as want. i need a daddy 2 teach and control me im very naughty
You all think that you will not get older.!! Well let me wake you up! Do you realy think that you are not going to get older?? Older BIs just want to be treated as equals.. Please do not make meetings and not keep them. We have lost our sex partners and are looking for new ones. We can still suck younger cocks.
I would like to enjoy a blow job from a OLDER woman or even an older couple where husband likes to watch his wife give one. 50 yrs of age and older and close to Montgomery. I can host or travel. Thank You!
I've always been the person who's dated woman men who are older than me. not much older just like 3 years older or so. while there is the question of moral integrity, you also have to think about the maturity level of each person and how that levels out. I'm not against age differences but im not for being 18 and sleeping with somebody who is more than 10 years older than me
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..
We all do get older ..........don't we. I am not the same age I was 20 years ago nor for that matter 5 years ago. I may have cut my hair to prevent it from looking like I was trying to hide the bald spot where I now apply suntan lotion instead of mousse but I am the same person. I am not in my fifties and Im not planning to know what I will be in my sixties but I know that I will be the same person. I know when I was first attracted to this form of sex I was predominantly geared towards finding older men.. It seemed alot safer than trying to find someone my own age. Maybe thats why I feel young. Its an odd saying but it seems to have some truth in it. Many people might think otherwise.... like hanging around people younger than yourself makes you feel younger. Well, thats like lying. If Im older than they are then I Am Older. I know this puts me in a bit of a bind but like I said we all do get older, well I think the best we can hope for and the worst we can fear is that everyone will find someone sometime somewhere (maybe here) who can make them feel just like the way we want. And if its some one your age or older or younger than it really wouldnt matter after all. Would it?
I am looking for a 40+ older white man that would like to view me on skype... I really love older men and I wouldn't mind making one cum. An older bisexual man is perfect... both tops and bottoms...

I am an 18 yr old black bbw.
200 lbs 5'4"
I have short hair and a pretty pink pussy.
Let me know if you're interested !!!
I am in agreement with Curious1..as I get older I am no longer satisfied with the minute men. I want a man that knows what it is to take care of a girl...found one...lol...and he is older than I am...people told me...once you have and older man you will never want a younger one...I tend to agree...Though he is a one shot deal...he usually has made me cum at least 4 or 5 times and even then he tells me that he is going to almost like saying...you know I am gonna pass out after right?
I think the best thing about being with an older man is he talks about things. I know what he likes and doesn't like and we are clear on wants and needs. Younger men seem to be a little freaked out about this. Now realize I am really generalizing here...I do not mean to offend...I am just stating my opinion..
At 19 yrs. old I was tricked/seduced into a with my husband and an older woman. She wasn't very much older....maybe 25. But what a night it was. Now I'm the older woman...lol
Hi guys I know what you mean about age I'm actually 61 but said 51 for that very reason (Most other sites everyone was under 40). These dan digital cameras make you look older than you Are so I hate showing my face! Most people guess my age in about 45. But like the sto. ry of Dorian Gray These digital pictures to show my true age or older. Anyway back to it I too prefer older man. I always have ever since I can remember.And believe me nobody forced me i nto it!
i have always been attracted to older people especially older women,now that im older things havent changed.i see women i would like to have sex with and get to know in thier ninties.i introduced two ladies to oral sex in thier seventies,they both loved it of course.probably went and stomped on thier husbands graves
If only you were 15 years older & we 15 years younger Id ask if you might be interested in an older couple.
BUT your not & im not so I'll ask any way. Ever concider an older couple in the same condition? I promis to be good (hee heee) and try to act like a durity old man. were in our 50's so I don't think you will be responding but you'll never know if you don't ask we are in the bay area and can only play during the day.
Look at the bright side it'll give a new meening to the worda "WOHS YOUR DADDY" lol

Lon & Harriet
From San Francisco
I'm in my early 40's and enjoy meeting guys who are older than me. The problem is, I have difficulty meeting older bi-guys. There are plenty of older gay men where I live but I'm really looking for guys who are bi. I'm not open about this (and not married) and usually keep things discreet - some of them want an open relationship and I guess that's not what I'm looking for.


Older Men For Younger
wOw, I Can Be A Younger For A Older Then Me Guy or Guy's and I Can Be A Older Guy For A Younger Guy or Guy's - Interested and In Philly PA - Do Look At My Profile and See If You Will Be Interested in getting to know Me Off Line - Just Ask To Meet With Me Any Time O.K. ?
Crossdresser Male To Female
Hi guys girls sexy crossdresser here
Older Women For Younger Men
An older woman brings experience to the table. She knows what she likes and how she wants it done and don't mind letting you know that, They can teach you a few tricks also.And they seem to go further and I appreciate that! Yes they can teach you a lot so when your with a younger woman you can really treat them well. Nothing against the younger ladies, I love the softness of a younger lady, But I am glad for the older ladies for teaching me what it means to enjoy sex and being open enough to put me thru the ropes.
Younger Men For Older
NY 31 looking for older
Older Men For Younger
23 year old looking for an older man to have fun with
Older Sluts
Older women are sooooo HOT!!!!!!!
Bisexual Slave For Couples
I'm with oo7dot! I'm a toy for an older lady, A boy toy,lol!
Older Men
Sucking off older men is one of my favorite things to do.
Younger Women For Older Men
23 year old woman looking for sexy older men to use me
Being Seduced By Someone Older
Looking for that older guy who just wants to suck good old cock and enjoy
Father Daughter Role Play
I'm in Utah and I'd love to find an older guy to role play with.
Younger Women For Older Men
i have an older man and the sex is great! we're looking for a young cowgirl in texas to hook up with
Black Dick
Looking for older black men to give oral pleasure too
Transsexuals With Breasts
I had an experience with a transsexual before. It was fantastic she was a bit older but what a night. I would love to have another
Younger Women For Older Men
Any young woman in SF Bay Area looking for sweet clean older guy?
Daddy/Boy Role Play
I always want to suck my dads cock and have deep in my ass. If there are any older man out there that would like to play call me son and come and get it.
Age Play
I'm in Utah and would love to find an older guy to have some fun father/daughter role playing with.


You guys are doing an awesome job with this site.  What a great concept!  Hope to chat sometime!

Related Searches

Did you know?
Link to us in your profiles
Did you know that you can help generate many new members on the site by putting the site address - http://www.bisexualplayground.com into your instant messenger profiles (such as AIM or ICQ)? Just go to the Advertising page and click on the Link To Us section.
Click Here For Assistance
Disclaimer: Individuals appearing on this site have contractually represented to us that they are 18 years of age or older.