Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Want To Make Love With A Man While Wearing Lingerie

Personal Stories, Advice, and Support 663 People

    My Fantasy

    I'm wearing pink and black satin panties, stockigns with a garter belt, denim mini skirt with a white sleeaveless blouse, wig and rub red lipstick. He meets me in the hotel, after drinks and small talk i unzip his pants and go to town on his gorgeous large ****. He kissed my...
    deleted deleted 26-30 4 Responses May 15, 2012

    Your Response

    Cancel

    Hot!

    I'd love ot too. I love to dress in pantyhose and stockings especially with painted toes. Love stocking legs and feet!
    deleted deleted 26-30 Apr 2, 2012

    Your Response

    Cancel

    Sissy Husbands Making Out!

    I have this fantasy a lot when I'm ************. I am locked in a chastity belt, and my keyholder, Kathy, has had me locked up for 14 days, with no relief. Finally, she says, you said you would do anything for a cummie., are you ready to prove it? I replied, oooh yes mam. She...
    sissyrachel48 sissyrachel48 61-65, M 35 Responses Apr 28, 2012

    Your Response

    Cancel

    Ok I'M A ****

    Mr. Wonderful called me and asked me if he and his friend could **** me. I thought about it for like 1 second and said Yes.... I spent the early part of the evening getting ready, and wore my Black Baby Doll, mask and chest, same as before, He has never seen my face, They should...
    deleted deleted 26-30 Mar 23, 2013

    Your Response

    Cancel

    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 1 Response Jun 21, 2012

    Your Response

    Cancel

    Cowgurl

    On Top I wanted to ride my lover, so I asked Ken to come over for some sex, he asked me what i wanted to do, I told him i wanted to ride him, I love the feeling of a hard **** in me, deeper the better, I dressed in black this time, stockings, Bra and panties, heels and a silky...
    deleted deleted 26-30 Nov 30, 2013

    Your Response

    Cancel

    Crossdressed Love

    I was always a heterosexual crossdresser before, never into men until about 10 years ago. I finally acted on my desires a few years ago and enjoy it immensely. It's difficult as I am still married but it's what I am. I will say that making love to a man while you are dressed is...
    MonicaCD MonicaCD 51-55, T 11 Responses May 27, 2012

    Your Response

    Cancel

    The only way I love it the sexier the lingerie

    the better and any that lets easy access to the right spot
    alexiswcd alexiswcd 56-60, T Aug 16

    Your Response

    Cancel

    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

    Your Response

    Cancel

    Sissyland

    So I think we sissy's should have a place to enjoy ourselves. I would like to build a theme park named Sissyland!!!!! This park would only accept sissy's, transvestites, gays, lesbians and transsexuals. I grew up in Kansas City and they had an amusement park named Fairy Land many...
    sissykristin sissykristin 56-60, M 10 Responses Aug 20, 2012

    Your Response

    Cancel

    I Am Woman (For 10 Minutes)

    I opened the door fully dressed, Ken pushed me back to the couch, pushed me down in the couch, he on his knees opened my robe, pulled up my silky, pulled my **** out of my panties, and then kissed the head of my **** then sucked my **** in his warm mouth, I laid my head back, one...
    deleted deleted 26-30 Jul 9, 2013

    Your Response

    Cancel

    I Want To Have Sex Wit A Man While Im Dressed As A Girl!!!

    I am a bi male I love crossdressing I often wear panties bra dress and heels around the house and I am to shy to go out in it or tell anyone. I do want to have sex or atleast fool around with a guy while dressed up. Any pointers???
    Doubledeesnutz Doubledeesnutz 18-21, M 4 Responses May 5, 2012

    Your Response

    Cancel

    I Finaly Did IT

    Iposted an ad as a CD and a picture, I am not at all passable, but I have nice latex mask and chest, with a nice set of 42 DDD **** on it and their soft and pliable, anyway, I got allot of responses, I chose a nice guy that is fit and clean, a closet gay. I made arrangements for...
    deleted deleted 26-30 2 Responses Mar 14, 2013

    Your Response

    Cancel

    Tranny Loving

    Yesterday I decided to see a Tgirl I had not seen in about 3 years. She is a provider so yes I pay for it. The first time I saw here it was incredible. She is a bit older but wears it well. I called her and she did remember me. Maybe she keeps records. Anyhow she seemed a bit...
    sissykristin sissykristin 56-60, M 7 Responses Aug 27, 2012

    Your Response

    Cancel

    I had the chance a few times,

    funny how I chicken out at the last minute. How the person I'm suppose to meet all have same like come on lines.. I know down sweep that I'm not ready, I don't know if I ever will be ready. I keep myself entertained by dressing up when I have the home to myself.
    daysleeper2 daysleeper2 51-55, M 5 Responses Jan 13

    Your Response

    Cancel

    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

    Your Response

    Cancel

    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

    Your Response

    Cancel

    My Story

    I am a married bi guy. I'm versital, but primarily a top. If the mood is right I do like being submissive and being used as a **** toy. I had a few M2M adventures before this happened. I had met Bill online. I had gone to his place a few times for a quick blow and go or to...
    swinger8166 swinger8166 46-50, M 2 Responses Jul 26, 2012

    Your Response

    Cancel

    Last Night

    What I Did Last Night. I dressed up for hours last night! Black nylons, heels, a red and black baske/corset. Wig (cheap halloween type). I got my dummy (lover) down from it's hiding spot in my garage rafters. Attached my homemade *****. Made that a few years ago with a large...
    nylonblack nylonblack 36-40 2 Responses Oct 5, 2012

    Your Response

    Cancel

    I asked Ken to do a little rolling,

    he said OK, brother & sister. I would dress, completely, and be in bed, (it was fun to do) pretending to be a sleep he would sneak in and feel me up and then I would let him **** me. I spent the early part of the evening cleaning up, shaving and putting lotion all over my body...
    deleted deleted 26-30 1 Response Dec 15, 2013

    Your Response

    Cancel

    Related Experiences

    I love giving massages while having any sexual experience. I massage ppl while they sleep lol I'm constantly touching things.
    RainbowLoveFire RainbowLoveFire 26-30, F 5 Responses Aug 17

    Your Response

    Cancel
    Wearing lingerie makes me feel so submissive and feminine. It's such a great pleasure to feel the soft fabric on my smooth skin.
    sissynikkicd sissynikkicd 41-45, M 1 Response 6 days ago

    Your Response

    Cancel
    If i ever get caught by my mom while wearing her panties what should i say, what are good excuses for me to tell her. And if she asks me if i would like to have ones should i say...
    helpmepls99 helpmepls99 13-15, M 4 Responses 5 days ago

    Your Response

    Cancel
    Just need to ask. If anyone is in love with a loyal, faithfull scorpio. I had my doubts about the man I've been with for the last 10 months. I questioned him, I said what bothers...
    renija renija 36-40, F 4 hrs ago

    Your Response

    Cancel
    My story begins in May of 2014. I had a small circle of friends online with which I hanged out with regularly, like every single day, even if it was to talk about our daily life...
    Gregory1990 Gregory1990 22-25, M 3 Responses a week ago

    Your Response

    Cancel
    Its a few days before school starts and I've been praying every night that i get my history teacher from last year again. He is the most amazing person i have ever met. i get...
    bellabee25 bellabee25 13-15, F Sep 3

    Your Response

    Cancel
    She came into my world when I least expected it. I had been in an unhealthy relationship with a guy for 5 years, and it was ending for good this time. I had always dated guys and...
    neverletgo33 neverletgo33 22-25, F 4 Responses 5 days ago

    Your Response

    Cancel
    It’s been a while since I’ve written here, but my heart is becoming unbearable again so I thought this would be a good place to work out my feelings. I made a real effort to...
    myownproblem13 myownproblem13 31-35, F Sep 7

    Your Response

    Cancel
    Result of median with a facility's power to manage website traffic much more proficiently and properly and also the influence that it would have within the local firms.YOUR...
    Alexander714b4xm8 Alexander714b4xm8 31-35, M 1 Response Aug 23

    Your Response

    Cancel
    I first laid eyes on him when I was a freshman in high school. He was one grade ahead of me. He was tall, fit, and very attractive. He wasn't dressed like the other guys at our...
    amazingcuzitis amazingcuzitis 18-21, F 1 Response Sep 1

    Your Response

    Cancel
    i really don't want to tell the story because i was such an idiot. this is just a warning to people, male or female. do not let a bad man or woman keep u from finding someone who...
    Chulazon Chulazon 31-35, F 2 Responses Sep 3

    Your Response

    Cancel
    I just need somewhere to get this out. I moved house with my family, a long way from where we were, new life started very excited. I started to live, previously I had been very...
    Frankjoon Frankjoon 31-35, M 3 Responses Sep 5

    Your Response

    Cancel
    Hey guys! After a long time out, I'm back with news and problems... Well, since my last post, things with my man just got worse, he was very strange with me, he stopped...
    Ollyecleo Ollyecleo 16-17, F 6 days ago

    Your Response

    Cancel
    Okay, so I’ve got a problem with this- this girl and I kinda need someone to give me their opinion on it or I’m going to go nuts because I do not know what to do. We started...
    hazydays16 hazydays16 16-17, F 5 Responses 5 days ago

    Your Response

    Cancel
    I want to meet a girl who loves me for who I am and doesn't care what anyone thinks. I want a girl who isn't scared to be herself. I want a girl to love who loves me in return...
    confusedandcomplicated5 confusedandcomplicated5 18-21, F 4 Responses Aug 21

    Your Response

    Cancel
    So it's been a bit since my last post and I felt the need to post a new experience after reading up on some of the newer TC stories in this group. I decided to turn down that...
    Dpreukssiya Dpreukssiya 18-21, F 2 Responses Sep 6

    Your Response

    Cancel
    So I just talked to the cousin of the MM and was relaying to her what it was like seeing him the other day. I told her I felt rude bcuz he was literally 3 feet behind me and I...
    nvragain1024 nvragain1024 31-35, F 3 days ago

    Your Response

    Cancel
    So I just talked to the cousin of the MM and was relaying to her what it was like seeing him the other day. I told her I felt rude bcuz he was literally 3 feet behind me and I...
    nvragain1024 nvragain1024 31-35, F 3 days ago

    Your Response

    Cancel
    About a month ago a girl moved to town from Washington state. My first thought was that she was cute, but I didn't really think more than that. It wasn't until I started getting to...
    HopelessRomantic6 HopelessRomantic6 18-21, M 3 Responses 19 hrs ago

    Your Response

    Cancel
    I am A God fearing woman, but right now I am so confused. I have been married for 18 years. My husband has beat me, cheated on me and put me threw hell. I have a daughter that's...
    Sweetestrose Sweetestrose 41-45, F 6 Responses Aug 18

    Your Response

    Cancel
    The web pages of a website can commonly be accessed from a straightforward Uniform Useful resource Locator (URL) called the Internet deal with. The URLs from the web pages Manage...
    Yolandajn652 Yolandajn652 31-35, M 1 Response Aug 21

    Your Response

    Cancel
    Last night, in yet another fit of desperate drunkenness, I broke down and told him about how my husband has absolutely no desire to make love to me... How he makes excuses...how I...
    saturnsdaughter saturnsdaughter 26-30, F Aug 21

    Your Response

    Cancel
    For any further info on this look at my other posts, and for those who already know this is just an update! I'm in love with my step brother...here are the details of whats...
    OtakuGirl911 OtakuGirl911 16-17, F 2 Responses Sep 1

    Your Response

    Cancel
    I was only sixteen when my best friend admitted that she had feelings for me. I felt the same way and we got together. We've shared so much of our lives, more than 8 years of ups...
    Beyala Beyala 22-25, F 1 Response Sep 2

    Your Response

    Cancel
    I met a guy at work and we started talking about common interests, some time passed when we stopped talking, however, after some time passed we started talking and hanging out. I...
    match4me match4me 31-35, F Aug 20

    Your Response

    Cancel
    Evaluate your Electrical power degrees each day round the technique of every week. A modify in hormone levels with pregnancy can significantly increase your progesterone...
    William162d6ol9 William162d6ol9 31-35, M 1 Response Aug 21

    Your Response

    Cancel
    My boyfriend and I have known each other for about 3 years, And the first time I laid my eyes in him in gym class I knew he was the one. It was definitely love at first sight...
    kis96 kis96 18-21, F Aug 22

    Your Response

    Cancel
    Every woman wants her man to love her from his heart and soul. When a woman loves a man she wants to be the most important person in his life. When a woman truly loves you she will...
    hannagrace hannagrace 31-35, F Aug 24

    Your Response

    Cancel
    Well she IS my friend, but she is also my good friend's sister which is part of the reason my situation is so screwed. So tonight was the last time I will see her before college...
    theskyisarainbow theskyisarainbow 16-17, M Aug 27

    Your Response

    Cancel