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 658 People

    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 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 5 Responses May 5, 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

    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

    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 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 4 Responses Jan 13

    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

    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

    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

    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 34 Responses Apr 28, 2012

    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 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

    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

    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 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

    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

    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

    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

    Related Experiences

    The term "make love" implies that you can't really love someone until you've meshed with them, become part of them. I think that's very beautiful if you think about it.
    Augusttonic Augusttonic 16-17, F 1 Response 2 days ago

    Your Response

    Cancel
    Sorry I'm ranting so much about my feelings I just have moments of clarity that I like to share. Remember a time you got hurt? (I'm talking emotionally). Or embarrassed, let down...
    emelon12 emelon12 18-21, F 1 Response Jul 7

    Your Response

    Cancel
    My aunty massage me like first she keep my panties on and put paper so it not get oil on but not no more sometime it feel so nice
    tanyadeboga tanyadeboga 13-15, F 1 Response Jul 6

    Your Response

    Cancel
    Mmmm my body is craving it. I need it soo bad! I don't want just someone to chat with. I want someone to make love with over and over and over again. Until our body's give out and...
    Smileeboo Smileeboo 16-17, F 2 Responses 4 days ago

    Your Response

    Cancel
    (The following 'Connection Tips' post was posted by Yalanda, but her account was deleted for whatever reason. I wanted to share this information in the hopes that others will be...
    joshwilburn1017 joshwilburn1017 18-21, M 3 hrs ago

    Your Response

    Cancel
    I don't care if you are coming over or not, I love wearing lingerie and have amassed quite a collection. I wish there could be lingerie days so I could wear it in public too.I love...
    theyrereal theyrereal 31-35, F 8 Responses Jun 24

    Your Response

    Cancel
    Ok....because I know you are bored or don't have enough time to read long stories..I will split this into 2 parts.. ~ ~~~~Part one~~~~~ "The...
    sparkydream sparkydream 18-21, F Jun 23

    Your Response

    Cancel
    Hello beautiful people !!! Where are u guys i miss u so much!!!! If i made u guys sad i appologies :( Soo U guys know what ;) That i went to his house today hehe So...
    InLove000 InLove000 18-21, F 4 Responses Jun 27

    Your Response

    Cancel
    Part 106 ... 2 parts in one night huh?! I can't tell you all in just one story. :D So after I talked to Mr.R we had few days free nearly a week. But then it was time for us to...
    singingthestoryofmylife singingthestoryofmylife 18-21, F 6 days ago

    Your Response

    Cancel
    my story is weird I know, but I really need help and advice cause no one that knows this story really gets what I'm going through...I hope you guys will :) I've been single for...
    Storyteller1234567 Storyteller1234567 16-17, F 2 Responses Jul 2

    Your Response

    Cancel
    I have a huge crush on this guy from the same club as me. We were from the same batch. However he was the secretarial head of the club while I was just a member. Reasons being, he...
    missimperfecttt missimperfecttt 18-21, F Jun 26

    Your Response

    Cancel
    I have a huge crush on this guy from the same club as me. We were from the same batch. However he was the secretarial head of the club while I was just a member. Reasons being, he...
    missimperfecttt missimperfecttt 18-21, F 1 Response Jun 26

    Your Response

    Cancel
    hey guys I am going to send him this letter when he gets back in 28th of july …. Thanks for sparkydream <3 for helping me writing this letter .. love you gurll <333...
    InLove000 InLove000 18-21, F 3 Responses 18 hrs ago

    Your Response

    Cancel
    He earned my heart! Talk about feeling wanted and loved smh this man of mine one minute he's a total **** and the next he totally gets me lol Last nite he had a bachata band come...
    karlakashes karlakashes 26-30, F Jun 24

    Your Response

    Cancel
    Hello, I know some of you used to enjoy reading my stories so I am sorry that I don't post as often as before. Right now it is summer and I will not see him until september so you...
    Missinghim99 Missinghim99 13-15, F Jun 26

    Your Response

    Cancel
    I met this girl when I was 12..I was too young to understand what is love.she was 17..I remember clearly how beautiful her back was and the way she walks. I never seen anthing...
    9thguy 9thguy 26-30, M 7 Responses Jul 4

    Your Response

    Cancel
    Six Months Ago, on Christmas Day, at 7:30 PM, Unjusted and I met irl for the first time. It was an awkward meeting. We had chatted extensively online for several months in the...
    SleeplessKnight SleeplessKnight 41-45, M 7 Responses Jun 25

    Your Response

    Cancel
    The last moment I want to share with you all was the time that I had died my hair a super bright red like cherry red and It was a pretty non-washed out red that had black frosted...
    Dpreukssiya Dpreukssiya 18-21, F 3 days ago

    Your Response

    Cancel
    I love gaming. I've always found it easier to hang around guys and I had grown up gaming since I was a kid. I made a Steam account a few months ago and I game on it almost everyday...
    skylasting skylasting 13-15, F 2 Responses Jul 2

    Your Response

    Cancel
    I love someone and would give the world to have her, but..... I'm in such deep love with someone, and I cannot shut her out of my mind, not even for a second. I wake up several...
    aldream221 aldream221 31-35, M 13 hrs ago

    Your Response

    Cancel
    My husband had an affair and I left him. I was not looking for anyone, I knew I was vulnerable and probably not a good idea. I made the mistake of communicating and eventually...
    RayMizae RayMizae 26-30, F Jul 8

    Your Response

    Cancel
    I am still in love with you. I still see you, everyday. Walking past me like nothing happened. No emotion, just nothing... It all started when we first got together it was the...
    ConfusedBritishGirl ConfusedBritishGirl 18-21, F Jul 11

    Your Response

    Cancel
    I said I'd post the story with my teacher, so here it is: Last month, I went to visit my former eighth grade Spanish teacher (Mr. C). It was during the week of final exams so our...
    purpleemandem purpleemandem 13-15, F 2 Responses Jul 14

    Your Response

    Cancel
    It was an accident, really. Nobody plans to fall in love with their physics teacher. I met my second year physics teacher (we'll call him Mr. K) last year, before he taught me...
    MaiChan MaiChan 18-21, F 1 Response 5 days ago

    Your Response

    Cancel
    It's feel good knowing somewhere I can just let all my feelings out. Without embarrassing myself and thinking whether or not I should have said the things I would of said. You see...
    Ihadadream123 Ihadadream123 18-21, F 1 Response Jun 25

    Your Response

    Cancel
    So yeah, i think i'm kinda in love with my German teacher.. What's coming are a lot of private and detailed stuff. So my parents divorced when i was 12, and it was very hard...
    Elienseys Elienseys 16-17, F 6 Responses Jun 28

    Your Response

    Cancel
    So I met this girl a few weeks ago and everything I do I want to be with her. I've known about her for a while, but we didn't actually meet till a few weeks ago. She is bisexual...
    BallerNgo13 BallerNgo13 13-15, F Jul 2

    Your Response

    Cancel
    It was late last night. Bored, out of my mind and wanting to have a good chat I got on omegle , turning to the video side of the site . I skipped through a few people at first them...
    DentalNexus DentalNexus 18-21, F 1 Response Jul 2

    Your Response

    Cancel
    So It was during my Junior year that I discovered I had a huge crush on my teacher... It was after we where reading a play (He read the part of the man my character was in love...
    Dpreukssiya Dpreukssiya 18-21, F 5 Responses Jul 12

    Your Response

    Cancel