• long from Quora - best crossdressing experience (1/7)

    From a425couple@21:1/5 to All on Mon Aug 26 08:27:33 2024
    1
    22

    What has been your best crossdressing experience?
    Sort
    Profile photo for Carolyn Ann Harrington
    Carolyn Ann Harrington
    ·
    Follow
    High-Femme CrossdresserJul 3
    I was wearing a red sweater, black flowing skirt, and black open toe
    heels with no nylons (and a red pedi and mani—see photo), and was in a parking lot at night, where I got out of my car to get something in the
    back seat. I have nice breasts. I’m a shoulder-length brunette. An
    athletic man alone in a minivan, a Dad I guess, drove near me, parked,
    and approached me, asking if I needed help. I said no, I was just
    getting something from my car, but I smiled. He was wearing shorts and I
    could see that he was erect. He smiled and then drove away but a short
    distance from me. He was facing me, sitting in his van, and he was masturbating. I watched him for a bit as he watched me, and then waved.
    He waved back and beckoned to me to come over to the driver’s side
    window. He asked if I wanted to watch. Yes, I did. He continued to
    masturbate until he came, his spunk arching up in several robust spurts.
    I then lifted my skirt, showed him my erecting clitoris, and went back
    to my car. We both had stories to tell!


    910 views
    View 18 upvotes
    Profile photo for RAZORHEELS
    RAZORHEELS
    ·
    Follow
    Long Time CrossdresserApr 30
    Going out on a Saturday night to meet a Gurl for Fun at a hotel event in
    a tourist area, celebrating transgender men and women weekend. As I did
    not want to stand out as I am 6′2″ tall and dress over the top as you
    can see — I wore Black. There were approximately 25–30 girls and friends
    at the event, as well as lots of vacationers. Showed up late, and as I
    walked to the patio area near the pool all was quiet, started to talk to everyone and stole the event. Many wanted pictures with me and many
    straight and other Gurls wanted to dance, and other gurls wanted to hook
    up with me — people started dancing the party started to go strong.
    Later that Nite, got invited to an after-party where I had a Blast with
    two other Sexy Gurls. Played my dominant role and after a marathon nite
    I was drained and sexually fulfilled.




    3.1K views
    View 43 upvotes
    Profile photo for Juliereed
    Juliereed
    ·
    Follow
    Truck Driver at TransportationUpvoted by
    Wendy Hand
    , former Crossdresser at Cross-Dressing (1971-2020)10mo
    when i was 21 i had been crossdressing in private for a few years i was
    still hetro thenand had a girlfriend one night late on i was dressing
    and decided to go for a drive to the local red light area dressed like a
    hooker thigh boots stockings suspenders blond wig tight mini dress
    thought I would be good to walk the street I felt great out in public I
    walked around for 20 minutes and then headed back to my car on my way
    back a guy approached me me and asked for business I was scared and said
    no as girly as I could and carried on walking he followed me say you
    sissy give me a bj again I said no not wanting him to see my car I
    turned down an ally he still following me again he said bj I could not
    go to my car so I agreed £15 I said he agreed now to take the first cock
    in my mouth I had ever had he gave me the money I dropped to my knees
    there in the alley he took out his cock not massive but a good size
    about 7iin I took it in my mouth and started sucking at first it made me
    gip a bit then I started to enjoy it a hard cock in my mouth from a
    stranger on the street I felt like a real hooker sucking for I was worth
    my own cock now hard in my pantys all the time him saying that’s good
    sissy suck it I was well into this I felt great he grabbed my head and
    started pushing it down my thought mmmmm I was feeling really slutty
    then it happened I came in my pantys and he pumped his cum down my
    throat I felt like a real slut my first cum load ever from a toatal
    stranger who just put his cock back in his pants said thanks sissy and
    walked away i almost ran back to my car driving home think Sahara a slut
    I was I loved the the feeling but have never had the guts to repeat

    8.3K views
    View 51 upvotes
    Profile photo for Douglas Stephens
    Douglas Stephens
    ·
    Follow
    CrossdresserAug 8
    My best crossdressing experience happened last year while on vacation.

    My wife and I drove to our destination and back home. Before we left
    home, I asked my wife if she would mind if I dressed while driving, and
    she didn’t have a problem with it.

    On the way to our destination, I drove wearing panties, women’s jeans, women’s shoes, thigh high stockings, bra with breast forms, a woman’s t-shirt and a wig. The only time I got out was to put gas into our car.
    When we were checking in at the hotel, I would remove the wig and breast
    forms but everything else I kept on. It was exciting at first, then I
    just started relaxing and enjoying the moment.

    On the drive back to our house I wore basically the same thing, just a different t-shirt. Again, I would only get out to put gas into the car.
    On the last stop we had to make, the wife suggested that I go into the
    convince store and get something to drink. It was a small town in the
    middle of nowhere. I was nervous, so I asked my wife to come with me,
    and she did. As we walked into the convince store we were greeted “hello ladies” which made me feel good. We got our drinks and got back to the
    clerk, and I paid for it. I didn’t speak, but it was an awesome
    experience to go into a store fully dressed as a woman.

    856 views
    View 8 upvotes
    Answer requested by
    Fun Open-Minded and Nonjudgementail
    Profile photo for Benin Hose
    Benin Hose
    ·
    Follow
    Connoisseur of Pantyhose Upvoted by
    Gregory Emmerling
    , Love crossdressing and have been for over 40 yearsMar 25
    For me it was when I let my mother see me in a dress. Mom is in her late
    80s and needs assistance so I moved in to help her. After a few weeks of staying with her and dressing in secret I decided to finally tell her.
    During breakfast I brought up the subject and she seemed okay talking
    about it. That is when I told her that I like to wear dresses and heels.
    At first she had a look of shock but then she says she had a feeling I
    did since she had found some women's clothes in my closet. After we ate
    she wanted to see what I looked like in a dress so I went and changed.
    When I came down the hall the sound of my heels began to get me excited.
    My heart beat was racing with fear/excitement of what she might say. I
    had put on pantyhose/heels and a little black dress that was my favorite
    go to dress. As soon as mom seen me she was speechless and gave me a
    hug. I don't wear make-up or wigs ,so from the neck up I am definitely a
    guy. She had told me, she had no problem with me wearing what makes me
    happy. We went to her bedroom and she gave me some of her outfits that
    she no longer wore. Our sizes are the same except for the shoes. She
    also gave me some of her silky nightgowns to sleep in. A large weight
    has been lifted off my shoulders and we have become like a mother and
    daughter when it comes to clothing.

    3.5K views
    View 16 upvotes
    Profile photo for Sandi Santora
    Sandi Santora
    ·
    Follow
    Studied Business (Graduated 1984)Upvoted by
    Wendy Hand
    , former Crossdresser at Cross-Dressing (1971-2020) and
    Gweneira Scott
    , Masters History, Miskatonic University (1997)Updated Jun 9
    Originally Answered: What has been your best cross-dressing experience?
    Well, if you really want to know…….. the best or most memorable incident happened to me in the fall of 2018.

    This may be a little long of a story……
    I began getting dolled up, shaving from my nose to my toes, applied
    makeup, wore a 22"- 24" wavy brunette wig, mini skirt, and a low cut
    blouse. (With cleavage) My measurements were 42–35-40 with my silicone
    boobs, and corset. I'm 6', 1", 180 lbs. After spending 2 hours plus in
    my presentation, I went out to a local dance club called XS. When I doll
    up, I get in a very amorous mood……

    It was a typical evening out for this cougar crossdresser. I had a few conversations with females, some dancing, and several drinks. I never
    approach anyone when I'm dressed up. (I'm too shy) And I speak only when
    spoken to. I smile at everyone who gives me eye contact.

    I have found in my 3.5 years of being a CD that women approach me 10 to
    1 over men. I like this phenomenon and can't quite understand (yet) why
    this is so, but, it is!

    Anyway, it's about midnight, and I've had 4 strong drinks that evening.
    I had noticed 2 guys throughout the evening keeping their eyes on me as
    I was dancing and standing along the railing overlooking the dance
    floor. It was quite obvious they were interested in me. They would stare
    at me and smile.

    When I went to the bar, one of them approached me and bought me a drink.
    I thanked him, and We chatted for a couple minutes and I went back to
    the railing overlooking the dance floor.

    The next time I went to the bar, the other man approached me and bought
    me a drink. I thanked him, and We talked for a few minutes, then, I went
    back to the railing overlooking the dance floor.

    Both men were very kind towards me. They were Average looking, nice
    slender bodies, and I'm sure 35 years younger than I. Both were touchy,
    feely types.

    They both kept their eyes on me and when I returned to the bar area,
    both came and stood alongside of me, and bought me a drink. So now I've
    got 2 more drinks in front of me, and 2 men on my sides, each trying to
    take me home. I loved it!

    I was standing between the two of them and they BOTH wanted me. As a
    man, my ultimate fantasy was always to have a 3-some with 2
    women……..which has never happened.

    So now, I've had 6 drinks, and 2 more in front of me. The guys actually
    began to argue with one another about who was going to take me home.
    From words, it went to a bit of pushing and shoving. WHATS A GURL TO DO?

    Heres what I did……….I told them both that I didn't like their behavior
    at the moment. They immediately calmed down. And then I said, "I will go
    home with BOTH of you but, not one alone". Well, that started with them
    shaking their heads no, and the conversation got a little loud between
    them once again. (you can't make this up)

    I was in an amorous mood anyway……..OK, so, I was horny! I had 6 drinks
    in me already, (in a normal evening, I will have 3 or 4) but, I believe
    I thought clearly enough to figure out a solution for my personal
    safety. And because we were all strangers to one another, and these guys
    were literally fighting over who's going to take me home with them, I
    gave them my idea, and that was to make love to both of them, or none of
    them. They understood.

    I told them they have to work it out, and that I would go to a table
    (with my 2 drinks in hand) and await the decision. I watched them for
    probably 5–10 minutes before they came back to me.

    They had agreed to both take me to one of the guys apartment which was
    only a few blocks from the club. Well, I still had drinks in front of
    me, and as I was finishing my drinks, they had their hands all over me,
    and I, them. I had my hands under the table with two nice sized, warm,
    hard cocks, in each of my hands. WOW! I've never experienced this
    before. I was enjoying the moment! And so were they.

    I hadn't finished my 8th drink when the guys wanted to leave. One drove
    to the other guys apartment, and I walked with the one guy to his place.
    We were kissing and touching all the way over to his apartment. As I
    said, I was horny before, and now I'm very horny!

    As we went around a building, in the middle of a residential
    neighborhood, I passionately kissed my escort and pressed him to the
    wall, and, then I went down on my knees, and opened up his zipper, took
    his package into my mouth, and sucked him to completion. It didn't take
    him but a minute or two to cum. He shivered and squealed with pleasure
    as I felt his cum fill my mouth. I swallowed.

    We continued to his apartment where the other guy was waiting in his
    car. They were complete gentlemen that evening. Doors were opened for
    me, drinks were bought, and now both guys are following me up the
    stairs. I know they were both looking up at my legs in my mini skirt,
    and at my panties and thigh highs. I felt SEXY, beautiful, and desired!

    I was!

    I was offered a drink, but, I couldn't drink any more, as I didn't need
    any liquid courage anyway….I had enough.

    I follwed the owner into his dimly lit bedroom and the other guy
    followed me. When I sat down on the bed, the love making started
    immediately. They were touching and kissing me all over , and I had 4
    hands all over me and my clothes came off fast.

    When I was down to my pocket bra, corset, and panties, I didn't know
    who's hands were who's, who's cock was who's, who I was kissing, who was kissing me, and then they took of my panties and bra……..and now I didn't know who was entering my openings because they were sharing me and
    changing positions constantly. They fucked me in many different
    positions. It was very exciting!

    I had one cock in my mouth and the other in my pussy and they felt VERY
    GOOD! There was absolutely no discomfort. I wanted them both to cum in
    me at the same time, but, that didn't happen. I tried, but, sigh, it did
    not. I believe the guy I gave the blow job to earlier (although hard)
    couldn't cum a 2nd time. He did fuck me! The other guy did cum in me
    orally, and he was very verbal when he did! His shuttering as he cum was outstanding to feel. I swallowed! I remember how each one felt squirting
    cum in my mouth. Both tasted good. Afterwards, we all laid together for
    I don't know how long.

    Then it was over. The guys handed me all my clothes. I got dressed. And
    I left. It was over, but, I had a smile on my face all the next day.

    We left the club at 1 am ish? It was a 10 minute walk to the apartment.
    5 extra minutes for the blow job I gave, and we made passionate sex
    until 4 am! WOW, the time went by fast.

    When I got back to my room, it was 4:30 am. I slept well.

    To me it felt like maybe an 1 hour had gone by, but, it was 2.5 hours in
    bed with these guys and it's the most exciting sexual experience I have
    had in my lifetime. There was no pain, as they were gentle, and for all
    of us, intense pleasure.

    I've been back to that club many times since. I've never seen either of
    the guys again. I never knew their names.

    And I'll never forget my M/CD/M Sexual encounter. It was my first and
    only 3-some, and it was outstanding!

    126.4K views
    View 266 upvotes
    View 34 shares
    Profile photo for Nattalie Berenson
    Nattalie Berenson
    ·
    Follow
    Knows EnglishUpvoted by
    Wendy Hand
    , former Crossdresser at Cross-Dressing (1971-2020)1y
    One of the hottest and best experiences was when I had spent a night
    with one absolutely adorable cutie. We had very good sex with a sense of
    bdsm and then I aslept. I was dreamful night. Dreams were so erotic but
    the best of all the night had came in early morning when I woke up. I
    was dressed in a latex suit, had a black lacked corset around my chast
    and also I had black heel Pleaser boots on my legs. But that was not the
    end of it. My legs were crossed and thight together with a nice silver
    and heavy chains. My wrists had been cuffed to the bed and on around my
    neck was put steel collar. I was also ballgaged. In the first moment I
    didn't know what to think about it. But when that girl who I spent the
    last night with came above to me dressed as dominatrix (very similar to
    the one in picture down below)


    and with whip in one hand and the cock cage in the other hand I started
    to feel like the hottest Sissy slave under the sun. Then she did
    something I can never forget. She put the cage on my dick, then she
    stood on my body while heels of her boots were thrusting deep in my
    belly and she started to whip my tits, face, arms and legs. After all
    she put the cage out off my dick and sucked my dick. This experience was
    the most brilliant I'd ever spend.

    10.3K views
    View 40 upvotes
    View 1 share
    Profile photo for Miki Daniels
    Miki Daniels
    ·
    Follow
    Exotic dancer (2010–present)Upvoted by
    Gweneira Scott
    , Masters History, Miskatonic University (1997)4y
    Originally Answered: What has been your best cross-dressing experience?
    One of my best started after I was in the Army. I had crossdresser in
    school but I had unsuccessfully joined the Army to stop. It didnt work
    and I was already gathering new clothes. This story is about a guy I
    worked with and his beautiful and kinky wife.

    My friend and co-worker was always telling me stories about his wife,
    how kinky she was, how beautiful, how horny, all kinds of things a 20
    year old kid didnt need to hear. My friend was into filming different
    things, so it was sort of a surprise when he brought in a video of her
    sucking his cock. I wasnt sure why he was showing me his private videos,
    but it did turn me on.

    So, one Friday after work, he invited me to his house for a barbecue. I
    was a little nervous meeting his wife, because I had seen her movies. We entered the house and I saw her for the first time, blonde, 28 years
    old, absolutely beautiful. She was wearing a yellow bikini top with some
    kind of wrap covering her long legs.

    She hugged me and I felt her firm breasts push against my chest. I guess
    she could see how embarrassed it made me. She said it was so cute, as
    she flirted with me. Her husband, my friend, Ron just watched and
    smiled, drinking a beer. Nobody else was coming for dinner, so I felt a
    little uneasy.

    But, I did enjoy talking to his wife, Lea. She was a doll. Ron would seductively kiss her as I watched, not knowing what to make of it. Ron
    was into smoking pot as was Lea. They did other drugs, but I wasnt into
    any kind of drugs. But it was fun to be with them.

    Ron started getting more and more out of it. At one point, he pulled
    Lea's wrap off her, exposing her very small bikini bottoms and long
    tanned legs. She caught me looking and just smiled. I watched Ron run
    his hand down between her legs and rub her nice round mound. She told
    him to knock it off, since she said he was in no condition to follow
    thru, so unless he wanted me to finish what he started, he better stop.
    I guess i blushed at that remark and she just smiled again. Ron wandered
    off to bed.

    Lea invited me over to the couch and we talked. She seemed to enjoy
    hearing i had only had sex with a girl one time, teasing me about being
    an “almost virgin". I had been drinking beer and felt relaxed. She asked
    me all kinds of things and I got very comfortable with her. She was fun
    to talk to. But as we talked about girls I knew, I let it slip that one
    girl was always after me to dress in girls clothes for her. Lea asked if
    I ever did and I told her I couldnt do that. She asked why not? She said
    I was so cute that I would make a pretty girl. Lea asked what the girl
    wanted to do. I found myself telling her that the girl wanted to dress
    me as a sexy girl, then watch me make love to a guy, preferably a black
    guy. I asked Lea if that wasnt pretty strange. Lea thought for a minute
    and then said she thought it would be hot.

    At that, Lea bent over and kissed me. She took my hand and slid it down
    her flat stomach and into her bikini bottoms. She pushed my hand down to
    her pussy, which was incredibly wet. She looked at me and asked if it
    felt like she was turned on by the idea. I mumbled something that
    probably made no sense and she said that she had fucked a few black
    guys. She said that since they lived over a bar called The Black Forest,
    she met a lot of black guys. I thought it was a German themed bar, just
    to show how naive I was.

    Anyway, I was really afraid of Ron catching us, so I told her I had to
    leave. She said she was sure Ron would be OK with it if I wanted to
    .make love to her but I decided it was best that I leave. I left, but I
    wasnt sure it was the best choice. The next day at work, Ron asked me
    how I liked Lea and I told I'm I thought she was pretty cool. He told me
    she really enjoyed talking to me and asked if I could come back.

    A few days later, Ron asked if I could come over and spend the weekend
    while he was in training at another military base. He said Lea didnt
    like being at home alone for long periods. I told him I guessed I could,
    since I had no work scheduled. He said Lea would be grateful for the
    company.

    So, that Friday, I went home with Ron and Lea and I took him to the
    airport. When we got back to her place, she fixed is some dinner and
    then we sat and talked. Lea excused herself to put on something more comfortable and came back in a thin white lace dress. I tried not to
    stare, but I could see her nipples. As she sat down next to me, I could
    see she wasnt wearing panties. This was going to be tough.

    She said she had been thinking all week about what I had told her about
    the girlfriend that wanted me to dress like a girl and have sex with a
    black stud. I was really embarrassed hearing her say those words. I
    guess it was a turn on but I had never shared this kind of personal
    stuff with anyone.

    Lea said she wanted to see me slip into something more comfortable. I
    told her I only had Jean's and t-shirts. She told me to wait a minute
    and went into the bedroom for something. She came back with a pink
    babydoll nightie and panty set. I told her I could wear that and she
    said, “Of course you can, it's just us here. Nobody will know and you
    will find it relaxing.” With her coaxing, I went into the bedroom and
    put the sexy nightie on. I was very nervous, but I walked out and joined
    her. She said, “That's better, right?” I sat down on my end of the couch and we talked some more. She kept looking at me and finally said, “You
    really are cute, almost too cute to be a boy. I bet with a little
    makeup, you would easily pass as a sexy girl.” I felt my face warming as
    I blushed.

    Lea took my hand and led me into her bathroom. She applied a creamy
    lotion and then used a razor to shave my face. She then started putting
    makeup on my face. I just sat back and enjoyed having her soft hands
    touch me. I kept sneaking peaks at her ass when she bent over. I could
    see her ass and her pussy as she bent over, making my cock get hard.
    Then, as she turned to apply some more makeup, she rested her hand on my
    upper thigh. I couldnt help but shudder when she did that. She looked at
    me, smiled, then let her fingers stroke my hard cock in my panties. She asked,”Are you having fun now?”

    When she had finished my makeup, i was amazed at how sexy i looked. I
    thought i was really pretty. Lea told me to wait and went into her
    closet and brought out a long brown wig and put it on me. She stepped
    back and looked at me and said, “You really do make a pretty girl.” She
    got Ron's camera and took some photos of me. She promised to get rid of
    them before Ron got back.

    We went back to the couch and Lea brought out some wine and we sat and
    drank. Lea offered me a small pill but i declined. She took hers, she
    said it helped her relax and i should try some. I told he i just wasnt
    into any kind of drugs. She said that was OK. She moved over closer and
    hugged me. She put her hand on the side of my face and gently turned it
    to face hers, then she kissed me. It felt special to make out with her
    as i looked across the room at the large mirror. It was like watching 2
    pretty women together. Lea took my hand and put it between her legs. She
    used her hand to push my fingers into her juicy pussy. She held them
    there and said she was cumming, as she massaged my hand against her.

    We took a little break and drank a little more. She said she had been
    thinking about what the old girlfriends fantasy had been, watching me
    making love to a well hung black guy. I wasnt drunk enough to not be embarrassed. Lea sensed that and got up and got me another glass of
    wine. She asked what I thought of the fantasy and I found myself telling
    her about being really confused when I was younger, enjoying sexy
    lingerie and wondering if I should have been the girl my mom always told
    our friends and relatives I should have been.

    Lea hugged me again and told me I was fine and I shouldn't be afraid to experiment. We started making out again and Lea took my hand a led me to
    her bed. I told her Ron was my friend and she said she had already asked
    him if she could make love to her and he said as long as she took
    photos, he was OK with it. We got into bed and I felt so sexy, wearing
    the sexy nightie and the wig. Lea told me to pose, so she could get some
    photos for Ron.

    She said Ron got excited when she told him about the girl that wanted to
    see me dressed like a girl making love to a black guy. She said he had
    fucked her several times while they talked about it. I wasnt sure how I
    should feel. Lea got us another glass of wine and climbed back into bed
    with me. I was feeling strangely out of control but I wanted to make
    love to this beautiful woman.

    Lea pulled me over on top of her and spread her legs. She reached down
    and pulled my cock out of my panties. She guided my cock into wet pussy.
    Damn, it felt so velvety smooth and wet. Lea was kissing me, her tongue
    probing my mouth as she encouraged me to fuck her. To my embarrassment,
    I came rather quickly. She said it was OK, we had much more lovemaking
    to do. She looked at me and gently said, “Eat me, baby. Eat my cum
    filled pussy.” I slid down her body and between her legs. Her hands
    grasped my wig covered head and told me to please eat her. She pushed my
    lips against her wet opening and I started licking her, I mean, our
    wetness from her pussy.

    Lea then rolled me over on my back. She pulled my panties off Nd started massaging my cock. She asked me if i liked eating her and i told her i
    did. She said i was making her so wet. She reached down to her pussy and inserted 2 fingers and brought the cum-covered fingers to my ass. She
    spread my legs and massaged our cum into my ass. She kept repeating
    this, asking how it felt. I just moaned as she continued. At this point,
    I felt pressure against my ass and looked down to she had retrieved a
    large fake penus and before I could object, she slid it into my ass and
    started fucking me with it. She finally told me to fuck myself with it
    as she got up to take a video camera and film the event. I was feeling
    really turned on and out of control as I fucked myself with the large
    fake penis. As I fucked myself, my cock shot a huge load of cum out onto
    my lower stomach. Lea was still filming as she told me to put my fingers
    in my cum and lick them. I did as she said, several times. I still
    couldnt understand why I was doing these things but I was liking it.

    Lea told me she needed more cock and told me to keep fucking myself
    while she went down stairs to the Bkack Forest. She was only gone a few
    minutes before and came back with a nice looking black man. She took of
    her clothes and helped the black guy out of his. He was just looking at
    me on the bed, as I fucked my ass. Lea bent over the bed and her mouth
    found my cock. The black guy stepped up behind her and I watched as his
    large cock slid into her wet pussy. She moaned as she sucked my cock,
    pulling off just long enough to tell her stud to fuck her pussy. He took
    the order seriously and started hammering her ass. He fucked her
    furiously for about 10 minutes before announcing he was cumming. Lea was shaking and telling him to please cum in her pussy. As he finished, Lea
    asked me if I would lick the cum off her guest. I dont know why, but I
    sat on the edge of the bed and started to lick the cum off the large
    black cock. But before I knew it, the cock was being forced into my
    mouth. Lea was saying, “That's it baby, suck that cock, eat the cum.” I
    saw the camera flash and Lea grabbed the video cam and started filming
    me as I sucked this huge cock. The guy was telling me to suck it,
    calling me a little faggot, as he fucked my mouth. But I wanted to make
    him cum. I wanted to eat his cum. I was in a strange blur as I gave this
    guy head. He announced he was cummjng and grabbed my head and started
    pumping his cum down my throat. I felt so sexy, being this guys bitch.
    He finally left and I heard Lea tell him she’d like him to bring a few
    horny friends back the next night.

    Lea pushed me back on the bed and sat back on my chest, she slid back
    until her wet pussy was against my mouth and she told me to eat her,
    again. This time, she was wetter than before, and her inner thighs were
    covered with cum. I licked her thighs, her engorged pussy lips, even her
    tender asshole. She was grinding her pussy into my mouth, begging me to
    eat her, to please eat her. I was not myself as I sucked the huge amount
    of cum out of her dripping pussy. I couldnt get enough.

    Finally, exhausted, we went to sleep together. I awoke very groggy, but
    feeling pretty good. Lea was laying next to me, just looking at me. She
    said I really was fantastic the night before and asked if I had regrets.
    I had to tell her that I had a really good time. She asked if I
    remembered sucking cock the night before. I told her I did and started
    to apologize but she placed her hand over my mouth, telling me I should
    be proud because it was really sexy. As we talked, I watched her fingers
    find her pussy again and she asked if I wanted to fuck her again. We
    spent several hours just fucking.

    Lea said she wanted to really fix me up, to make me even more sexy as a
    girl. That afternoon, she helped me take a bath, where she shaved my
    legs and body. As she was shaving my pubic area, my cock got hard. She
    stopped long enough to give me a nice blow job. She then did my makeup
    and wig again and helped me dress in a black bustier and thigh high
    nylons and a pair of black stripper heels. She had me slip on tiny black
    thong panties, then a very short black mini dress. She either took
    photos or videoed me as she worked.

    She got us more wine as she got ready. After the second drink, Lea asked
    how I felt. I told her I felt very strange, very relaxed but OK, like
    the night before. Lea showed me a small pink pill and said I should
    thank it. She didnt tell me what it was but to just go with my feelings.
    Lea asked if I wanted to do the things my old girlfriend had wanted to
    see in her fantasy. I told her I didnt know. Lea said our friend from
    the night before was coming back with some friends and she wanted to
    watch me make love to them, to do a gang bang with them.

    We sat and drank as Lea got the video camera set for the evening. I was
    still unsure and asked if I could have another pill and she said I could
    do half of one. I took the pill and she said Ron would really have liked
    to watch me being a girl. She said he would have the videos and photos.

    Then, there was a knock on the door. Lea looked at me and asked if I was
    ready. She asked how she looked in her short red dress. As she bent
    over, I told her she would look better without panties. She said I was
    probably right and stepped out of them. She opened the door and greeted
    6 well built black guys. After they came in, she told them that she
    wanted to film them fucking my sissy ass and having me suck their cocks.
    She said anybody that wasnt interested could leave. Nobody left.

    Lea turned up the music and brought out the booze. As they drank and got relaxed, Lea led one of them over to me and told me I should suck his
    cock. Lea then told the rest of them to get naked. I was busy sucking
    the first guy when another cock presented itself. Just then, the first
    guy filled my mouth with cum. Lea told me to open my mouth and show the
    camera the cum, which I did. Then she told me to swallow and show her.
    The guys seemed to get off on that a d I was soon sucking all 6 cocks.
    One guy was absolutely huge, probably an honest eleven or twelve inches,
    but I managed to make him cum.

    The whole time, they were talking about what a great little faggot
    cocksucker i was, making me feel good about pleasing them. Lea came over
    and removed my dress and i had the urge to get out of the panties. As i
    stood there in my sexy lingerie, Lea filmed. Then, one of the guys
    pushed me back on the bed. Lea had already filled my ass with some kind

    [continued in next message]

    --- SoupGate-Win32 v1.05
    * Origin: fsxNet Usenet Gateway (21:1/5)