My Sister Caught Me Wearing Her Clothes Strap-on Bisexual Playground


My Sister Caught Me Wearing Her Clothes Strap-on

Profiles:

I am intelligent, articulate, creative (in many ways), highly moral mature man. I do not believe monogamy and LTRs need go hand in hand - only honesty applies. For me, I could only truly love a woman - sex with men is purely recreational (but what a way to spend a day! Odd... but in the last year or so I have really gotten into crossdressing in a major way. Dabbled there before, but somehow, it just caught on recently. I don't want to be a woman, but I love being a man dressed as a woman. ("Hi there! Thank you for flying Dave Airways. Is there anything I can do to make your flight a little more, say... faggier? No problem!".
5'9 , 195#,fit muscular, professional, married, no outside activity, very bicurious, one on one or couple, no experience, luv wearing sexy vintage silky panties, and ass play
Mature cpl. Been together over 20 years. Looking to share that special intimate time with another couple or select single. We are easy going asnd honest. Not pushy, and do enjoy pleasing our friends! Not much into formal events these days. Casual dinners, picnics and clothes is comfortable for us. We value the real person rather than the wrapper.
We are a happily married bisexual couple who are seeking other bisexuals. We have been married since the mid-80's and are committed life partners. Our children are now adults and all but one have left the nest. We enjoy being together. We are 420 friendly. We prefer quiet evenings home over wild evenings out... but we do enjoy letting our hair down every now and then. We are a discreet couple who want to keep our private life private, but do not fear getting "caught or exposed". We have been seeking bisexuals since the mid 90's. We enjoy same-sex play and we like seeing each other satisfy their bisexual desires. We enjoy the freedom we share when we play with other bisexuals.
57yo bisexual male. If you think your sexy or if you are wearing or doing something thats you think makes you look sexy then you are sexy! Age and size not important. Having healthy fun is! I want to do it and try everything and anything.
I am a handsome man of 69yrs, tall, slender, fair complexion. I have enjoyed wearing panties for several years and love to be seen in them. I find them a turn on when men or women wear them. I enjoy showing off and watching with men and women or couples.
Local both bi couples and bi singles are what we seek. If you like anal play all the better! We have limited play times, but looking to meet, first for drinks/dinner then if we click arrange a playdate. We hope the first of many more! Both bi couples are on the top of the list, the well hung guys are given priority too SINGLE GUYS - READ OUR ENTIRE PROFILE before you reply! We are a both bi couple. We love loooooong play sessions with select women, couples and VERY select men. Both shaved, both multi-cummers and both love to explore anything sexual!!! Please READ our profile BEFORE you reply, but then please do reply IF you are anything like what we seek!!! M = 6'1", 185lbs, 6.5" cock shaved - multi-cummer, long lasting, loves BIG cocks and BIG dildos and Strap-ons! P = 5'1", 110lbs, "B" cup with big dark nipples!, shaved - multi-cummer and always wet, she likes using her Strap-on to fuck women and guys Both of us are often mistaken for 10 years younger than we are and she is often taken for 15 years less!!! We are atractive and in good shape! She sometimes models, that should tell you something We are not seeking "Ken" or "Barbie", hell they had no genitalia, but we do like in shape people. If you're overweight we are not interested, sorry but it just does nothing for us. We are *not* hard core swingers, and have had a few great experiences. We are just looking for some variety and fun. We are patient and will not be rushing into meeting anyone until we are comfortable with them. Although we are both attractive and look younger than our years we will not provide face pics online. We're pretty open about ourselves here and we prefer chatting a bit and then if we seem to click there we can arrange meeting in public somewhere and chat some. If we click we can discuss next steps.
I am a bi-closeted bottom guy with a fetish for wearing pantyhose and heels, gets me so HOT! I am very laid back and easy going and lots of fun. Well educated with a great life looking for safe, sane and HOT fun. Not into drama, hassles or games. I am drug free, disease free, a social drinker, looking for the same. Had a few experiences, but still consider myself a beginner. I am not looking for a relationship, just a FWB, a fuck buddy.
I am a good person, who is energetic, outgoing and likes to have fun. I want a person who is the same way. I am looking to hook up with men, women and male/female couples. I am completely bisexual and love to do everything with a man and a woman. I like to suck cock/get sucked. I like to fuck/get fucked. I would love to get fucked with a strap on dick. I would love to have a full day fuck session. I love to eat pussy and when I fuck men I do it strictly bareback.
hmm some things about me - true sports fanatic will watch any sport I can all day if I could - love to play em also - pretty atheletic I think (but not to good at basketball - damn that sucks too) - favorite color BLACK startin to buy all my clothes black cause my next car is gonna be black and you gotta match the G-ride - no kids (just lucky I guess) - I do read a lot of African American books, biographies, history, and a Crime Novel when i just relax my brain (not to often) - love to work and get shit done will be the first one there and the last one to leave and never ask for a raise LOL (they'll pay you handsomely for livin like that). There's a lot more but thats just a briefer HOLLA!! oh and
38yo bisexual male. Well I'm open to a lot and interested in a lot. I would love to experience more of my submissive side, find an attractive and well hung man to make me his cum slut to fuck me, just make sure he's happy and taken care off. Another is a few woman with strap-ons. I also like black men and woman and would love to even try a gang bang. I would really enjoy being with a bi couple and enjoy sucking a cock off together with a woman, eating her out while she's getting fucked, and DP her. And of course good fun kinky sexy with a woman, from eating her out to fucking her in the ass and everything in between. Not really into Piss, Scat, extreme pain or torture, and of course NO KIDS!
Im a relaxed, down to earth, 41 yo bi mwm with a bit of a fetish for sometimes wearing panties under my jeans and t-shirt. I'm a low/no stress kind of dude. I have a good sense of humor and enjoy making people laugh. I'm basically the kind of person that always has a smile and enjoys helping others smile as well. I figure we are meant to enjoy the limited time we have on this here mortal coil. I consider myself very sensual and always try to make a point to listen to and meet my partner's needs and desires. To that end, I enjoy being with both women and men, although I suspect women have the edge. If I can meet a partner at the confluence of their proclivities and mine, well then we are doing something right!
I was fortunate enough to get married within the last few years and wife is starting to branch out sexually... especially as to her "playing" with me. She has ZERO, NONE, NIL interest in other women... but is starting to talk dirty about "using me." We have started to introduce sex toys/dildos into the bedroom... and she has started to mention strap on play... Mmmm... Again, just an update for anyone who might take the time to read the profile! I sometimes travel over to the Sarasota area in Florida and Washington DC area for work... so keep that in mind. Hope everyone has a GREAT Fall/Winter! Polite and courteous. Like most of you, I'm open minded and willing to consider the opinions and preferences of others. Not that I'm necessarily going to be of the same opinion or be willing/interested in making the same decision, but I'm willing to listen and discuss things. One last thing, I just realized my "pop up blocker" was on. So if anyone tried "IM" me I'm afraid I never knew it. Sorry. I'll try to remember to turn if off when I'm on BSP. But I am very much planning on meeting people through BSP! I don't mean to suggest that I need to have TONS of "getting to know each other" time, but I need to feel some type of comfort and chemistry to move onto the physical stage! OK, best of luck to everyone. Cheers!
42 year old bi male . Just looking for fun and friends to talk with. You are always welcome to message me here for any reason. I keep the bi thing to myself and only reveal it to friends and people I meet or on the site. Its not acceptable to family or work. Not that either are or should be involved. I like having a good time ,and adding more fun to the people I get to meet, whether its men, women or couples. I am very open minded and am open to discuss what people are interested in doing. Though I am not into bondage, pain, or treating people like they are less or nothing. Not into Dominating or being Sub. Really not into crossdressing personally but again, it can be discussed. Because wearing something is not the same as acting as another sex. I mention safe sex most of the time. It is safe sex til we are for sure both clean and open about others we meet then we can determine if we want to not use condoms. I get tested, even thought I don't have to, every 6 months. I think and worry too much, and have a family in medicine. STD free as of July 2015. message me here . But be patient and say where you saw me and a way to contact back. I get on here weekly.- ish
********NOT ACTIVELY LOOKING RIGHT NOW,DUE TO THE RECENT PASSING OF MY WIFE, BUT OPEN TO PLAY IF YOU ARE AN INTERESTED COUPLE OR SELECT SINGLE MALE OR FEMALE(PARTICULARLY A SF WHO LIKES BI MEN) WHO CAN HOST CLOSE TO MY LOCATION (WITHIN 60 MILES OR SO), MOSTLY INTERESTED IN FWB FRIENDS FOR NOW, BUT OPEN TO LTR WITH THE RIGHT WOMAN IF THAT DEVELOPS. I WILL BE CHECKING IN TO THIS SITE TO STAY IN TOUCH AND MEET OTHERS WHO SHARE MY INTERESTS AND MIGHT LIKE TO USE ME AS THEIR LIVE SEX TOY SOMETIME, ALTHOUGH I AM NOT ACTIVELY LOOKING, , IF YOU CONTACT ME I WILL RESPOND TO SEE IF WE CAN GET TOGETHER FOR ME TO SERVE YOU. HOPE TO BE BACK PLAYING MORE WIDELY SOON. Leaving pics for you to enjoy ****************************** ********* **** Passively Bi male sub/switch senior nudist boytoy*** **** I have been a home nudist for years, but am looking for ways to practice clothes free living more widely with friends and acquaintance. ***Seeking couples interested in SAFELY using a senior boytoy/live sex toy for their pleasure: - open to m/m bi play str8 play, I'll follow your lead, or Domme female interested in oral, spanking, and strapon dominance. While primarily intereted in couples, I have and will from time to time play with singles of both sexes*** Shaved or closely trimmed, uncut, loves giving oral to both sexes and is good at it. My free time is very limited, and I'll need some lead time to set up any meeting, but that doesn't mean I'm not for real and very interested in being used as a sexual toy and submitting to your desires, as you'll find out when we are able to get together.
Yet another re-write, trying to be as clear as possible so we can tell if each other is what we seek. I am a married, EXTREMELY clean, discreet, sane and disease free oral sub bottom. Found recently that wearing lingerie adds to my feminine/submissive fantasy. Looking for one SANE dom, oral top, preferably married, to submit to / orally service to completion on a regular basis. No reciprocation wanted, necessary or needed. This place is not a tailor shop, it's off the rack, so I guess we all understand we may not find exactly the guy we seek, but it would be nice to come close. I appreciate all the messages, but please, for those that like my pics...a comment is more than enough and appreciated, no need to email me that you like what you see, especially if you're 2000 miles away. I have no desire to "cam", "phone sex" or trade pics. I am here to meet LIVE and IN PERSON to develop a sexual relationship with someone. So to sum up, what I seek is a dom leaning guy that loves to be orally serviced. Want to develop something regular and ongoing so that we can be comfortable enough to lose inhibitions and have some HOT satisfying sex sessions. From my side, I will dress like a slut for you, I will worship and adore your cock orally, I will empty your cum heavy balls and swallow every drop of your thick, hot cum. No desire for emotional attachments, multiple partners or changing my home life...just one guy to meet regularly to service, that is clean, sane and disease free.
We are both completely Bisexual, and enjoy both men and women equally. We are very open to everything, and we are both quite versatile, meaning we can "Top" and/or "Bottom". We also play together and separately, and can entertain one person or a large group of people. It's all good. We are very secure in our relationship so we will also play on our own without the other present, but only with people that we know and are comfortable with. The other always knows what is happening, as we don't "cheat" an each other, but enjoy a truly open Lifestyle. We will admit that the "Couples Only" concepts of the '80s and '90s just aren't for us anymore, even though we also do play with other couples. Just the rigidity that some people have has become a bit of a turn off for us. We really don't take our sex too seriously, as sex is supposed to be fun, and not a porn movie. So our desires are people that have fun with their sex and take it lightly. We also believe that friendship greatly enhances the sexual pleasure between like-minded people, so another desire is to have sex with the friends we make We have never considered ourselves "hot" or "sexy" as that truly is in the eye of the beholder. What is sexy to one person, may not be to another. We are just your average, fun-loving couple, and after you read our profile and view our pictures, you can (and will) make your own judgement. We really are no longer into playing dress-up or doing the "sexy clothes" thing, which is the main reason we no longer go to Swing Clubs. We just like to be natural and comfortable, and we like the people we meet to feel the same way. Swinging is a Lifestyle, not a Fashion Show We have been in the Lifestyle a long, long time, and are quite "experienced" (whatever that means) although we still consider ourselves only occasional swingers. We are a very open and friendly couple, and really enjoy meeting and talking with new people, and are usually quite comfortable in most situations. We only practise safer-sex, so condom use for either anal or vaginal penetration is a must. But we both enjoy oral sex bareback, and we both love to swallow as much CUM as we can be fed. We prefer partners who feel the same way about safer-sex as we do. So, if what we say is of any interest, please just message us. We also feel that since we took the time to write this, you should take the time to tell us a bit about yourselves. If another single guy writes us with something like "Let's meet" and nothing else, I'll scream! We answer all sincere e-mails, but will disregard quick messages with no true content to them. We also appreciate pictures, especially from the single guys. We've just been misled too many times. Thank you for your time, Carol xoxoxo & Danny BIG NOTE THAT WE WISH PEOPLE WOULD ACTUALLY READ: As we both work on the Internet for a living, we are not into private chats, instant messaging or webcams, other than for an initial meeting or quick notices. We also do not trade pictures, so please don't ask, there should be more than enough in our profile to satiate any curiosity. We are not into phone sex in the least. Our preference is to meet in a public place, like a bar or coffee shop. We live in the West Island area of Montreal, and neither of us speak a word of French (transplanted Anglos). SIDE NOTE ABOUT MESSAGES: We don't answer any messages until we both have had a chance to read it. You will get a response that your message to us was read, but it may take a day or two for us to respond due to the personal requirement that we BOTH read before responding. Please have a bit of patience. We also will ignore messages from people who don't have a proper profile or pictures and who want to "hook up". Would you agree to meet someone sight unseen? No, us either.

Forums:

I've been wearing panties, pantyhose and slips for over about 40 years now. I started when I found my moms girdles and such in a dresser down it the basement. (Even got caught wearing a panty girdle.) Later began "borrowing my sister's panties and finally began to accumulate my own. It can be quite a turn on buying women's underwear in a store. Though I usually go to a place that is not real close to home.

I wear panties 24/7 and pantyhose during cooler months. Occasionally I have also worn slips when I've gone out. But I only wear them under my regular clothes. I also like to wear panties under and over the pantyhose. Sometimes more than one pair under and/or over. (I really love wearing panties.) Mostly, I stick to hi-cuts, full briefs and the so-called "boy-leg panties."
I got caught by my younger sister. My girlfriend at the time and I were at my parents house. We never could keep our hands off of each other. Sitting on my moms couch we started kissing and rubbing each others pussies through our clothes. She unbuttoned her pants and pulled them down to her knees and bed me to fuck her. We knew my sister would be home at some point but we thought we had time and wanted each other so bad that it didnt matter. Bitting her neck my fingers slid inside her wet pussy. I teased her slowly till she was pulling my hair and telling me to go faster. Wrapping my arm around her waist I started fucking her hard and fast. She never could be quiet so there she was nearly screaming and we hear my sister (who had to have been standing in the hallways watching us for quite some time) say "Uhm..I'm home now." and turn and walk into her room. My gf and I just looked at each other and died laughing. I later tried to apologize to my sister but she cut me off and told me she didnt want to talk about it. lol *shrugs* We thought it was hot
Hi, I was caught jerking off outside by my soon to ex wifes sister, Her sister watched for a moment, then said she had to something for my wife, I said ok. Well she called my wife at work, & told her. When my wife got home she had her sister with her, She was mad. I was commanded to strip naked, then I was tied up, bent over the table, & paddled, caned, & whipped until my ass was cherry red.
I recently started crossdressing and I am only comfortable doing it in the privacy of my home for now. The good part about that is my girlfriend likes it when I dress for her. And a added bonus she like to use dildos on me and we are in the process of getting a strap on. I always wanted to be screwed while wearing sexy clothes.
A young man wanted to purchase a gift for his new sweetheart's birthday and
as they had not been dating very long, after careful consideration, he
decided a pair of gloves would strike the right note: romantic but not too
personal. Accompanied by his sweetheart's younger sister, he went to
Nordstrom's and bought a pair of white gloves. The sister purchased a pair
of panties for herself. During the wrapping, the clerk mixed up the items
and the sister got the gloves and the sweetheart got the panties. Without
checking the contents, the young man sealed the package and sent it to his
sweetheart with the following note:

"I chose these because I noticed that you are not in the habit of wearing
any when we go out in the evening. If it had not been for your sister, I
would have chosen the long ones with the buttons but she wears short ones
that are easier to remove. These are a delicate shade, but the lady I
bought them from showed me the pair she had been wearing for the past three
weeks and they are hardly soiled. I had her try yours on for me and she
looked really smart. I wish I was there to put them on for you the first
time as no doubt other hands will come in contact with them before I have a
chance to see you again. When you take them off, remember to blow in them
before putting them away as they will naturally be a little damp from
wearing. Just think how many times I will kiss them during the coming year
!

All my love.

P.S. The latest style is to wear them folded down with a little fur
showing.
have been caught a few times, the most recent was when i was fucking my sister in law in a club with my wife at the bar and was caught by the bouncer in the toilet, instead of throwing us out he asked her for a fuck and she was pleased to help, another time was while visiting a long distance gf me her and her mate were kicked out of a 24 hr supermarket for a in the veg section
I enjoy wearing my ex girlfriends clothes but I don't have anything of my own but willing to dress if you have the clothes. I am a bi curious bottom willing to obey all orders. Pictures after we chat and I feel safe.
Hello there,
I to enjoy wearing pantiess, pantyhose/thighs, garter belt, heels, mini skirts, and lingerie also. I have come to getting caught once by my now exwife wearing her panties... To close for comfort I'll tell ya...
ive been caught by my sister twice lol
i would absolutely love 2 B double penetrated as-in the-way of my mans-cock in my ass and female wearing a strap-on in my pussy.Or I find it exhiliarating 2-fantasize of my mans cock in chics ass andIm wearing strap-on in her pussy orwe r both fisting her pussy together but we would have 2 work up to that and start off small,slow, n Gentle
I was real young and my cousin and I would go to a schoolt yard accross from were we live. We would drop our pants and play with each other. One time he had on his sisters panties and that turned me on. He went and got me a pair and there we were in panties and playing. We thought it was a secluded area we look up the step and there was two older kids watching and they asked ifwe would suck their dicks. We both said no, got dressed and up the staire we went. They said they would be back tomorrow same time. It turned me on getting caught and in panties. The next day I took my sister undies, bra and pantyhose and wentback. To the bottom of the stai well I went and cjanged into my sister undies, bra, and pantyhose. The two guys showed up came down and took off their clothes. Being older they were pretty big. They sensed I was nervous and one got in front and one behind me and hug making sure their dick were rubbing me. I went down on my knees and had both cocks in my face and after a minute or two I started to kiss the heads and before long ended up giving my first bj to these two guys. Today much older, still cross dress and still give bj's.
I enjoy dressing at home. Never been out dressed but would if could pass for a female. I know I can't so I know my limitations. But I wear panties 24/7 and I love it. I have been wearing panties since I was young and my sister used to dress me up as her big doll. I have now been wearing the fulltime for probably 25 years. It does cause problems form time to time when a new friend doesn't like it. That is when you find new friends.
The fist time I was caught was by 2 old ladies when I was12-13, I always loved to walk in the forest preserve naked. I would leave my clothes and walk hoping for someone see me then I would try and hide.Two old ladies caught me masturbating and kinda just laughed at me, I loved it....This was the start of something great.
I was caught by my cousin when we were 8 ot 9, i was sniffing hers, then i went to the dirty laundry in their basement and her mom caught me siffing my cousins while wearing hers. Fro that time on i was in a amazing sexual relationship with both of them, my aunt taught me how to eat pussy, and made me and my cousin preform acts on each other as well as her. I would take turns switching between my aunts and cousins panties and bras when we had sex. My aunt was my first anal
I love sex outdoors and always hope someone is watching. I've been caught masturbating when I was a teen by my sister. She thought it was gross. I wouldn't mind catching you playing though!
A chick wearing a strap on looks so sexy!
I did it for first time wearing a strap on for my man fucking his ass...it turned me on so hot!!

Interests:

Naked Women
Being a nudist myself, I've never quite understood why a woman would want to festoon her body with 'sexy' undergarments - the naked form (in all its different shapes and sizes) is more erotic than anything else . Besides, if those 'sexy' clothes attain their desired effect, they'll be off soon anyway! Seems like a lot of money to spend for not too much wearing time. Victoria's Secret doesn't make much money off of me, I'll tell ya!
Men Wearing Lingerie
wearing panties. been wearing them for years have all kinds but love thongs
Family
I've always wanted to have sex with my sister, but I don't think she feels the same way.
Being Naked
My damn parents struck fear in me as kid saying that in high school the other kids may run your clothes up the flagpole during gym class and leave you outside to be fully exposed, naked. How nice of them to scare me like that, huh? lol... Well, now I have this fantasy of being abducted by strangers or maybe even drunken or high with friends, then stripped fully nude after have me under the influence, then all my clothes taken and disposed of, dropping me off in the middle of the night and in remote location, with ony a GPS unit to find my way back home undetected 4 hours battery life on GPS, 10+ miles away, before daylight so I don't get my ass arrested! How about that for an "Amazing Race?" lol
Strap-ons
I've only inticed my lover once into doing me once with a strap on.I'm a bi male that enjoys anal in every sort of the way.She didn't feel well with the fit of it,she's a larger lady that would love to feed me a strap on.Any suggestions,other than losing weight would help.
Cock Sucking With A Transgender
Didn't Eddie Murphy get caught doing this back in 1990's? lol
Fingering Women In Public Places
For some reason unknown to me I just love having any kind of sex in public! my guess would be the chance of getting caught?
Getting Caught
I have a long time fantasy of being caught fucking a woman by her husband and then having him fuck me in the ass as revenge........I get hard just thinking about it!
Men Bottoming For Women
I love to be a bottom by a woman having her fuck me deep in ass with a strap on it feels so good. One time my wife was fucking me with strap on and I cum like the little bitch that I am. She had hands tid up so I could not do anything like play with my self. And she just fuck for 2 or 3hr. I love it
Bikinis
i love wearing a sexy bikini
Ball Stretching
Feels SOOO GOOD! Wearing 1 lb most of the day.
Stockings
love wearing vintage nylons and girdles a retro girl
Nude Camping
nude + camping,sounds like fun.Maybe like being on a pontoon boat + skinny dipping.being nude is my big deal,I love it,along with being an exhibitionist.So why not go camping without clothes,I'd even prop my ass up in the air for all to see.
Naked Living
I love the idea of living clothes free in a community where nudity is the norm and clothing is the exception. I dream of living in a community like this someday.
Caught Masturbating
My Mom caught me masturbating at the age of 14 yrs old. I was embarrassed and she just shut the door. I was so worried about what Mom thought about that and what was going to happen! Well as she was walking down the hallway from my room I could hear her giggling. I just knew I was fixing to get an ass whooping. But she never whooped me and I never heard anything from it. My guess now would be that Dad knew and they were tickled to know that their kid was normal!
2 Girls 1 Guy
wOw...(^_^(?..Sweet Yes, 2 Very Hot and Very y Sweet Hot Lady"s Wanting To Do Me Next ? 1 With a Very Big and Thick Strap-On, on 4 Me and The Ofter Going Down On Me 0r Me On Her L O L ? Lady"s If Interested, I am The Kind Of Bisexual Bare Backing ( 100 % ) Bottom Boy - You"s Won"t Be For-Geting Any Time to Soon, Evening If You Just Want To Watch Me Ride On - COCK"S or "s With A Strap-on ---> On, CUM and Say Hello and Get To Know Me Both On and Or Off Line Any Time ? ? ?
Forced To Suck In Public
I love the idea of having to serve at a party for a couple.... suick cock eat pussy anything the guests want. Mayabe I'm wearing jsut a bow tie serving drinks etc...


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

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