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 Crossdress And Suck Cocks

Personal Stories, Advice, and Support 993 People

    I Want To Suck ***** Soaked ****

    I am straight, but when I crossdress, I feel like sucking **** like a real woman. My newest fantasy is to find a man who has recently ****** his wife or girlfriend. I would dress as a sexy woman and suck his ****, enjoying the juices of him and the woman in my mouth. Anyone...
    Briefing0007 Briefing0007 36-40, M 3 Responses Nov 27, 2012

    Your Response

    Cancel

    Is It Just Me

    I just love going out dressed up and just go walking, this use to be enough, walking through the streets wondering if id get seen. But for i while now ive wanted more, i find myself going out walking looking for guys and im not happy unless i can suck off at least one guy while...
    FAIRLANE1 FAIRLANE1 46-50, M 4 Responses Mar 16, 2013

    Your Response

    Cancel

    Didn't Plan On Ever Sucking ****

    I am a straight married men who has loved panties since the age of 10 or so. In the past two years I began to crossdress a lot while my wife was away. I met a guy on a crossdressing website and after a year we decided to meet. We got together at a hotel between our home towns...
    Briefing0007 Briefing0007 36-40, M 27 Responses Jun 21, 2012

    Your Response

    Cancel

    The Beach At Night

    When I lived only two blocks from the beach, I would dress in girl-wear and walk down to the shore. The later it was, the less people. The less people the less I would wear. This particular night I had only a long shirt and a frilly panties on. I walked along the shore in the...
    boyfriendfanny boyfriendfanny 41-45, M 1 Response Aug 6, 2013

    Your Response

    Cancel

    Bored on a an early Saturday morning.

    Off to the cruising lot. Eye contact, attraction. Check, park the car and walk over. No words spoken, get in car and he is wearing shyly wearing pantyhose. "Lets go to the mall parking lot" I didn't get his pants off but gave him a nice rub, too many people around.. he took me...
    monicasheer monicasheer 36-40, T 1 Response Apr 12

    Your Response

    Cancel

    A Friend Od Almost 20 Years Part 2

    I explained to him about how I got started and have always love the feel of being dressed and looking like a girl and the a woman and that the clothes are great. We had a few more beers while talking and me just sitting there now in panties and my bra. When he asked how do you...
    sissyjolene sissyjolene 46-50, M 21 Responses Jul 9, 2013

    Your Response

    Cancel

    Follow Up To My Night As A ****

    Well, I finally got a follow up opportunity to my last story but this time the evening didn't go quite as well. Same town, same circumstances, but different results. Fun all the same, but not quite what I'd hoped. For starters it was nearly 9:30 at night before I was really...
    Rosso70 Rosso70 41-45, T 3 Responses May 23, 2013

    Your Response

    Cancel

    Ok Get Over It We All Suck ****

    i lost count of how many times if you want too see my pics and join my group its free , http://groups.yahoo.com/group/rachelsamantha96/ pics of me sucking monster wet hard *****
    Rachelsamantha Rachelsamantha 41-45, M 5 Responses Feb 8, 2012

    Your Response

    Cancel

    Finally Did It! (first Time)

    About a month ago, I finally did it; I sucked my first ****. To completion too, using only my mouth! Here's how it all went down: So, after watching more than my fair share of crossdressers sucking **** on various websites, and reading over these erotic stories on here, I...
    guy81385 guy81385 26-30, M 4 Responses Nov 26, 2012

    Your Response

    Cancel

    My First ****

    it was so sexy i was dressed up feeling yummy as i got on my hosed knees and got the courage to take it in mmmmmmm what a desire filled me i was sucking like i had done it before had me so hard in my pantyhose i blew my load as i sucked on my first ****
    sexyinhosesharon sexyinhosesharon 41-45, M 7 Responses Jun 29, 2011

    Your Response

    Cancel

    Woke up this morning

    and looked at the beautiful sun. It has been a cold winter and spring around here. I put on some shiny tights and walked outside. Way back a co worker of mine wore shiny tights to work in July opened her car door and stepped out, those amazing legs shining while stepping out of...
    monicasheer monicasheer 36-40, T 2 Responses May 18

    Your Response

    Cancel

    *** ****

    have been a sissy cumslut since i was 13 and got to suck my first **** and swallow his *** so good.later that year he turned me over to a group of men who had me dress school gurl and suck their ***** and swallow their *** so good!i was hooked and love to suck **** and swallow...
    mandiejune mandiejune 51-55, M 5 Responses Jun 24, 2011

    Your Response

    Cancel

    On My Knees In Pantyhose

    Even my knees are super sensitive in pantyhose. I don't notice when the back of my knees get wet with sweat when I am sucking ****, they just do! Sometimes I am lapping his **** and so into making him *** my pantyhose tear at the knee and i find out when I stand up. Giving head...
    jgothot jgothot 41-45 May 2, 2013

    Your Response

    Cancel

    Hot Encounter

    Yesterday I got all dressed up and went online looking for someone local for some fun. After some emails back and forth we decided to meet up at his place. He said it was private enough that I could come dressed. I couldn't contain myself! I dressed up fully, make up, etc and...
    Loveheels Loveheels 41-45, M 14 Responses Apr 17, 2012

    Your Response

    Cancel

    The First Time I Gave A ******* Was Quite By Accident.

    I would drive around at night while dressed up. It was very thrilling. One night I decided to stop by a book store to watch a movie and jerk off before I went home. I was wearing a bra and panties, garter belt and stockings, all underneath my sweats. When I arrived at the adult...
    cdjulie cdjulie 46-50, M 15 Responses Dec 13, 2011

    Your Response

    Cancel

    My First Black ****

    Black **** was my big fantasy for years. it took me some time to feel comfortable with myself as a CD and i made some good T-girl friends and we played together and i loved it. than, recently is started to date with males and i enjoyed sucking and *******. last Friday i met in a...
    TloverX TloverX 41-45, M Feb 19, 2012

    Your Response

    Cancel

    I was crossdressed with my first

    and find it more enjoyable and my partners love it that way.
    alexiswcd alexiswcd 56-60, T Jun 21

    Your Response

    Cancel

    My Night As A ****

    I had a rare opportunity two nights ago as I was out of town on business and had several hours at night to play. When I got to my hotel room I immediately posted a craigslist add and drew a bath to get myself cleaned up and shaved smooth. After changing into my hose, heels bra...
    Rosso70 Rosso70 41-45, T 4 Responses Mar 27, 2013

    Your Response

    Cancel

    On My Way Home From Work....

    So, last week, I had a few bucks to spare and went to the burlington coat factory at lunch to see if there was anything I could get a good deal on.I found a no bra shaper similar to this one but in black for only $2.99.I wish I looked as hot as the model wearing this one.Once I...
    sissyskoolgurlatgmailcom sissyskoolgurlatgmailcom 46-50 Sep 30, 2013

    Your Response

    Cancel

    My first time to suc

    while dressed was with my best friend from high school. We had been out partying and horn. I had always confessed to his girlfriends that I dressed that they would keep it secret from him. They didn't! I don't remember why but we ended up in my room with me putting my dress on...
    Michelle1976 Michelle1976 36-40, T 1 Response Feb 9

    Your Response

    Cancel

    I Crossdress And Suck *****

    Oh please, Please cross dress and suck my ****! Sounds like so much fun!
    livinlifeintn livinlifeintn 46-50, M 10 Responses Apr 14, 2012

    Your Response

    Cancel

    Out Of One Sticky Situation Into Another.

    It was a warm spring evening and I decided to go out for one of my “walks”. I opened my wardrobe of women’s clothes and started to piece some outfits together, eventfully I decided on, a black matching bra and panties set with black hold up stockings, over this I had on a...
    FAIRLANE1 FAIRLANE1 46-50, M 4 Responses Jan 25, 2013

    Your Response

    Cancel

    Enjoying My Sexuality.

    When my wife goes to her daily job I dress in skirts, tops and womens shoes. I have a post on craigs list seeking men that want NSA ******** from a "pantyboy" that sucks and swallows. I have had as many as five guys come to my home for me to service and thae more I do it the more...
    Hedluver Hedluver 61-65, M 8 Responses Jul 18, 2012

    Your Response

    Cancel

    My First Suck

    i am 17 years old nd i love to act as a grl during sex.....once i was at my frnz house we were alone there i was wearing a mini skirt nd t-shrt..i was in room nd remove my t-shrt now i am in jxt skrt nd my red blazer i have breast b-cup,i was jxt stnding my frnd sudnly came at...
    lesban lesban 18-21, M 4 Responses Jan 6, 2012

    Your Response

    Cancel

    Filling The Void

    I got to know a man from seeing him mornings in Starbucks. After a period of nodding we finally shared a table one day and after that it was a regular thing. I'd stop on my way to work and he came every morning because he lived nearby. I taught at a nearby college and many days I...
    josilver josilver 56-60 2 Responses Aug 19, 2013

    Your Response

    Cancel

    My First

    i think my first was other boys at city park they laffed cuz i was a sissy and they used me for sex alot i was around 8 or 9
    sissykrisb sissykrisb 51-55, T Dec 25, 2012

    Your Response

    Cancel

    Just A Horny Teen

    Hey I love cross dressing and I have always wanted to suck a **** and **** a guy dressed up...I also LOVE sexting and if any one is interested plz send me a message  love to talk dirty and maybe triad some pics (iF you catch my drift) 
    teendresser teendresser 18-21, M 14 Responses Oct 11, 2011

    Your Response

    Cancel

    My First Date W/A Man

    I had met James online. He asked me out, and I agreed to meet him for lunch at Chili's. I went en drab, but wore bikini briefs (which I consider to be panties made for boys), matching bra, and thigh highs. After lunch we drove around for awhile and I pulled my pants up over my...
    GillianStepford GillianStepford 36-40, T 2 Responses Jun 19, 2013

    Your Response

    Cancel

    It was the first time I had ever done anything

    with another guy before. I had been dressing in little things my entire life (tights,panties, etc) and at the time I still hadn't moved on to more clothes, but I was wearing pantyhose way more frequently and was getting more and more interested in exploring my sexual fantasies...
    subcdslut subcdslut 18-21, M 2 Responses May 21

    Your Response

    Cancel

    A Friend Of Almost 20 Years

    A friend I have had since 85 while in the military in Korea. Was visiting this past weekend. He just went through a divorce and was feeling down.  We went out to my farm to build a bonfire and have a few drinks.  We startedat about 9am by 2 we were pretty well toasted.  He...
    sissyjolene sissyjolene 46-50, M 5 Responses Jul 8, 2013

    Your Response

    Cancel

    CD + BJ = ******

    Just love dressing up in skirts and thongs and nylons and taking a penis down my throat. My **** actually got rock hard from typing that. The more I look like a powerless and submissive ****, the better. I need a guy to tell me what to do and order me to suck his ****. I can...
    deadboi deadboi 26-30, M 3 Responses Aug 2, 2013

    Your Response

    Cancel

    First **** Sucking Experience

    My First Time... Wow, where to begin... I have been cross dressing in panties and lingerie for over twenty years... I get tremendously horny when I slip a pair of panties on and imagine myself as a young virgin schoolgirl longing for her first taste of ****... Over the years I...
    Sissycdmichelle69 Sissycdmichelle69 46-50, T 8 Responses Jan 15, 2012

    Your Response

    Cancel

    Feminescence.

    I'm GAY! I'm a drag ***** ********** ****! I LOVE IT ALL SO MUCH! I love dressing up and making up and fixing my hair all sexy and flouncing around on spike heels in a room full of tough muscle men with their shirts off ooohh their muscles gleaming and pulsing oh god it feels SO...
    KaraSyrup KaraSyrup 36-40 Mar 25, 2013

    Your Response

    Cancel

    I'm Addickted To Both And At The Same Time.

    I commute an hour one way to work, so there are many times where I stop about half way to see if I can get any action. Most times I stop an exit before the cruizing turnoff and change in a gas station bathroom.I take off my male clothes and put on my stockings and panties and a...
    sissyskoolgurlatgmailcom sissyskoolgurlatgmailcom 46-50 3 Responses Aug 6, 2013

    Your Response

    Cancel

    Sissy Crossdresser Dominated To Suck *****

    my friend learned of my xdressing and she has took charge of me since. last night we went camping with her 2 sisters and their husbands. and like normal she had me dressed like the ***** she has trained me be. while parting around the campfire them drinking and me he maid...
    haileyk haileyk 56-60 2 Responses Aug 17, 2013

    Your Response

    Cancel

    My Multiple Lives

    I'm a tranny who is also a **********, and at present I'm living 4 different lives. In my first life I'm a married man straight to the world, and few know of my crossdressing and no one knows about my ***********. In my second life I'm a guy who likes sucking *****. I have no...
    deleted deleted 26-30 2 Responses Jul 9, 2012

    Your Response

    Cancel

    My latest adventure was with an older Asian man.

    We met in the parking lot, my read on him was he was an older guy who wanted to suck. I felt terrible passing him by, he was quite attractive and drove a really nice BMW. He stuck in my mind. Then about 10 days ago I stopped in the lot.. no one there for me. Waited and he...
    monicasheer monicasheer 36-40, T 3 Responses Mar 10

    Your Response

    Cancel

    Baltimore Theater

    Years ago I lived outside Baltimore, MD. I was learning how to cross-dress around this time. There also was this theater that showed adult movies and a lot of guys went there and cruised the theater and there was a lot of sucking and even ******* and also group activities going...
    submissivetoilet submissivetoilet 46-50, T 2 Responses May 22, 2012

    Your Response

    Cancel

    Sucked A Guy From Craigslist

    I love to crossdress is sexy smooth lingerie and tight sexy dresses. I have always wanted to suck a guy whilst dressed as a sexy **** so I put an ad on Craigslist. I had many responses but 1 guy seemed really keen and was staying in a hotel on his own for the week. We exchanged a...
    aaron12 aaron12 22-25, M Jul 28, 2013

    Your Response

    Cancel

    The First Time I Suck **** Part 1

    I always wanted to be a girl since young and when I was 17 i decided i want to start living as a girl...I started to take female hormones, wear bra and panty, keeping long hairs and pee while seating, like a woman. I also interested in men and was thinking of sucking **** every...
    MelissaGoh MelissaGoh 26-30, T 24 Responses Sep 26, 2012

    Your Response

    Cancel

    I Just Did

    I had a car date tonight and it was so arousing. i went out in tight jeans, black top, pvc jacket, and calf high spiked heel boots, we made out in the car as i was groped. i slid my hand up and down that hard **** until i was coerced in to loweing my head to suck. my dategrabbed...
    deleted deleted 26-30 7 Responses Feb 3, 2013

    Your Response

    Cancel

    December Party !

    Last Wednesday was the date of my monthly sortie en femme in my favorite swingers club. I try to dress more – not always possible - but at least I do not miss their “bi and tv nights”.   So, the December session arrived and I had decided it was worth a change of look. I...
    Smoothy75 Smoothy75 36-40, M Dec 14, 2012

    Your Response

    Cancel

    It Is A Must!

    When I first starting crossdressing I was enthralled by the clothes and feeling so feminine. I wanted to look like a girl so bad. Once I was able to accomplish that, I wanted to be and act like a girl. Wanting that, I knew that I would be sucking ***** and and making my...
    deleted deleted 26-30 13 Responses Apr 29, 2011

    Your Response

    Cancel

    The First Time I Dressed And Gave A Man A Blow Job

    I had been dressing for over a year almost full time except for work. I met this guy and he was nice to me and we were just friends. He would just pop in and caught me dressed. He looked at me confused and then blurted out he was gay. I then knew he was all mine for the afternoon...
    josycd josycd 51-55, T 38 Responses Nov 5, 2011

    Your Response

    Cancel

    Smoking Blow Jobs

    Hi you can call me Deana I started crossdressing a little at a time I new I love lipstick and I love to watch women smoke. I was about 14 year old at the time putting on lipstick at 18 I started smoking. some years later I started cross dressing some years after that I started...
    kandgirl48 kandgirl48 46-50, M Jan 9, 2013

    Your Response

    Cancel

    First Time, Recently

    A few weeks ago, my wife was out of town on business. I was dressed up in one of my favorite pencil skirts, thigh-high, stockings, and a sensible blouse kind of moping around the house. Out of boredom and curiosity I decided to check out Craig's List. I saw an ad from a younger...
    JosetteLaRoc JosetteLaRoc 36-40 4 Responses Jun 13, 2013

    Your Response

    Cancel

    A Bbc After The Bar

    my throat got ****** hard i have been trading emails with a older black man for a few days so i went to the bar and texted him after he said he wanted some head so i left the bar went home put on my panties and a tank top with some thigh highs he came over knocked i opened he...
    renobtmboi renobtmboi 22-25, M 1 Response Mar 2, 2013

    Your Response

    Cancel

    First Time...

    actually I am not clear which time was my first but I do tend to lean toward one with a very nice tall California man who came by the house just after he landed in town headed up to Santa Fe. He was blond and fit and sooo hot I nearly creamed as soon as I saw him. I was wearing...
    joelliepatrice joelliepatrice 61-65, T 14 Responses Aug 28, 2011

    Your Response

    Cancel

    A Favourite Pleasure

    For me there is just nothing nicer than dressing in tight blouse, mini-skirt, sexy underwear, stockings or pantyhose and high heeled shows or high boots and then parading and dancing in front of a sitting man. I like to help him to his feet and undress him, stroke his body, nip...
    qtsis qtsis 41-45, T 4 Responses Sep 6, 2012

    Your Response

    Cancel

    Related Experiences

    I love crossdressers... and why. I always saw things from the girl's body, feeling like a boy point of view. It was natural for me to wonder about the other side, if there were any...
    DarkwingGoslyn DarkwingGoslyn 31-35 1 Response Jun 28

    Your Response

    Cancel
    I've struggled with being a crossdresser all my life, and be Christian crossdresser for the last 21 years. When I was only a crossdresser I just though I was sick and something...
    DawnR59 DawnR59 51-55, T 7 Responses Jun 30

    Your Response

    Cancel
    Sometimes people think that crossdressing automatically would make someone seem gay, but that isn't it! Crossdressing is just a thing that some men (or women) like to do! It makes...
    naco26withcheese naco26withcheese 13-15, M 1 Response 4 days ago

    Your Response

    Cancel
    I started crossdressing when I was around ten years old. Womens clothes just feel right on me. I liked crossdressing since the first time I wore my sisters bathing suit. It was...
    Jessica1967 Jessica1967 41-45, T 6 Responses Jun 26