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 Am A Sissy That Likes To Be Fucked With My Legs In The Air

Personal Stories, Advice, and Support 560 People

    I Really 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 23, 2013

    Your Response

    Cancel

    Yes Please!

    This is the way, this is the only way. I love it. Hole up, legs up, your man up top so he can hold you and kiss you and wring the sissy milk out of your stiff clitty. The more animal my man is, the more shameless I becum.
    SissyMia SissyMia 31-35 9 Responses Nov 3, 2010

    Your Response

    Cancel

    High heels, stockings,

    really short skirt and a bustier on, nothing more except my Wife's collar. She's smiling, the leash in Her hands, while She drags me to F. house, my face red in embrass. "Lay there on your back, ****!" F. command as W/we enter the room and i obey, the leash tucked not so...
    SlutAi SlutAi 31-35, M 5 Responses Dec 4, 2013

    Your Response

    Cancel

    Sissybitch

    what can i say just that i am a sissy that likes to be ****** with my legs in the air so i can feel his **** ******* me hard while my stocked legs are out wide or around his neck!!just love to be ****** in the carpark against his car with my body on his boot and just my panties...
    mandiejune mandiejune 51-55, M 4 Responses Sep 10, 2010

    Your Response

    Cancel

    Yes.....

    This is by far my favorite sexually position. It makes me feel so fem, I love when a guy pushes my legs over my head! And takes me like his girl!!!!!
    InTransitionM2F InTransitionM2F 41-45, T 7 Responses Nov 20, 2013

    Your Response

    Cancel

    Face Up Is Best

    The very first time a man used me was face up. He preferred it so he could kiss me. he also wanted to see my face so he could tell if I was enjoying it. At first I didn't but he was gentle and understanding and took his time to let me relax and learn about what I should be...
    amandatrane amandatrane 56-60 2 Responses Feb 8, 2012

    Your Response

    Cancel

    I Love The Face-to-face Intimacy

    Yes, I love the intimacy of this position, gazing into my man's eyes, when we are both in the throes of passion. My black-stockinged legs wildly cleaving the air, utterly beyond control as we ride towards ******.
    Silkendreams Silkendreams 46-50, M 6 Responses Dec 2, 2010

    Your Response

    Cancel

    Love This Position

    Even with men that i've been with that did not know the side of me that crossdresses seem to love to **** me in this position. I do love doggystyle and almost every other way but it always seems to end like this :)
    marla1979 marla1979 31-35, M 3 Responses Sep 29, 2010

    Your Response

    Cancel

    Table, couch, bed, floor.

    I love being ****** on my back like a ****. Me uncle loves me this way. He loves seeing my tiny little **** poking out while he bang **** me. I like when he hold me ankles and push me feet away. Like how he hold them back while he ram inside of me. Sometime he jerk on my little...
    deleted deleted 26-30 Dec 5, 2013

    Your Response

    Cancel

    Afternoon Delight

    My boyfriend emailed me last Monday. He had been gone to Utah for business on the weekend and was back in town and horny for some tgirl *****. I had a lot of work for the afternoon but really enjoyed the feeling of his 10" hard **** in my **** so decided to hurry and get...
    michelleats michelleats 56-60, F 2 Responses Dec 13, 2010

    Your Response

    Cancel

    Related Experiences

    first I should say that I'm from germany. I was living in spain last year for one year (one of the most romantic cities!!!) and there I met the most wonderful man! we met in...
    resero resero 22-25, F 1 Response 2 days ago

    Your Response

    Cancel
    Going to see my man in less than four weeks for 10 days. I'm so excited. Counting the days. β™₯So in love with my Airmanβ™₯
    USAFGf25 USAFGf25 26-30, F 1 Response Jul 7

    Your Response

    Cancel
    Didn't have the best 4th of July weekend. My SO, although miles away, has been so supportive. I don't know what I would do without him in my life. After BMT he said how much he...
    USAFGf25 USAFGf25 26-30, F 1 Response Jul 11

    Your Response

    Cancel
    I need help. Im 18 and a college freshman. Im in love with an airman and he's in basic so other than a few letters its complete silence. I love him so much. But I wake up everyday...
    lupegonz14 lupegonz14 18-21, F 3 Responses 6 days ago

    Your Response

    Cancel
    It is a friend with benefits rather than multiple like the title suggests. I have never done it before. Probably wouldn't do it again. But now I feel trapped and I think he does...
    starflower1 starflower1 26-30, F 2 Responses 7 hrs ago

    Your Response

    Cancel
    So I realised that I really like my friend a few weeks ago. I already knew I liked girls and I came out to her, I trust her, with being bisexual a few months ago. I was so scared...
    sfairy27 sfairy27 13-15, F 1 hr ago

    Your Response

    Cancel
    Physical insecurities are stupid. I have a normal body with only possitive plusses to me. I love myself . I have thick thighs. Long Legs . Smaller waist but i eat so I'm thin but I...
    Alylovespuppies Alylovespuppies 16-17, F 1 Response 5 hrs ago

    Your Response

    Cancel
    I love being a sissy, even more than that I love playing with others. There's nothing better than licking down someone and ripping a hole in some nylon stockings thirsty for her...
    raelynnCD raelynnCD 18-21, T 4 days ago

    Your Response

    Cancel
    I got 100% Sissy on The Sissy Test, Found it on Google, now I am going to take the Inner Gender Exam or something, will goggle it and let you know my results and the name of the...
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 1 Response 3 days ago

    Your Response

    Cancel
    This experience wasn't that long ago, I believe 7/19/14. This story is about how me and my girlfriend had sex at a little slumber party I had. My father had just passed from a...
    T1997 T1997 16-17, F 2 Responses 5 days ago

    Your Response

    Cancel
    I believe you are who you see you're self as and if that's a women even tho you're a man who the **** saids ? Religion ? Pfffft **** that be who ya want even if it does mean you...
    kerw94 kerw94 18-21, M 4 Responses Jul 7

    Your Response

    Cancel
    Would love to meet a cool guy who was Dom and into a Sub Sissy Boi!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T Jul 15

    Your Response

    Cancel
    Ok so it's really annoying when someone plays with your feelings.This girl I know, at first it was like she is so into me and now I know she still likes me but she acts as if she...
    Ashashby Ashashby 18-21, M Jun 25

    Your Response

    Cancel
    I can't maintain a relationship because of my hirsutism. Afraid not to be able to share experiences with her because I need to hide what I have, especially my legs. She likes going...
    hirsutismlesbian hirsutismlesbian 26-30, F 1 Response Jun 28

    Your Response

    Cancel
    I've always been attracted to women. I've been with many women, in relationships with a few, and in love with two. My first "proper" girlfriend, let's call her Alice, was when I...
    timeline112 timeline112 18-21, F 4 Responses Jul 2

    Your Response

    Cancel
    Air Wick air fresheners come within a forms. An individual air freshener provided this particular brand is during the way of aerosol atomizers. I have used numerous Air Wick air...
    GrantLynch GrantLynch 22-25, M Jul 11

    Your Response

    Cancel
    Called the police last night. This day has been coming since 2 weeks after I married this "perfect" man. It started out with him getting "hung up" on little things. The sort of...
    DebC75 DebC75 36-40, F 3 Responses 4 days ago

    Your Response

    Cancel
    I saw my first airshow when I was about 3 years old. Back when Bolling Air Force base was active. But the one that really got me hooked was the Annual Armed Forces Day Open House...
    Pointeman1 Pointeman1 61-65, M Jun 26

    Your Response

    Cancel
    I am proud of my legs. I'm 6ft tall and all legs. People have always said I was good looking and once my body started maturing I started getting more and more compliments on my...
    ADF37 ADF37 56-60 Jul 8

    Your Response

    Cancel
    My friend likes girl nd i dont judge her πŸ’ nd never will she likes poking my boobs thou πŸ˜‚πŸ˜‚πŸ˜‚ nd smacking my *** πŸ˜’πŸ˜­πŸ˜­πŸ˜­ but i will never judge Bi lesbians gays...
    ashley486 ashley486 13-15, F 3 Responses Jul 11

    Your Response

    Cancel
    hi im jordan and i always been into airsoft the airsoft i mostly use is a M4 tactical assult rifle with pistol grip navy seal camo reflex sight and three hundred round mag i spent...
    futurefirefighter futurefirefighter 13-15, M 1 Response Jun 25

    Your Response

    Cancel
    I need advice!! I am looking into joining the Air Force. I've done my research for the past few days and it seems like a great opportunity. I also want to be a part of something...
    Cory45 Cory45 18-21, F 1 Response Jul 10

    Your Response

    Cancel
    In July 1982, the summer that I started high school, I was with my mum on holiday in Paris. We were on a bateau mouche trip on the river, and the boy (about the same age as me...
    yfronts36 yfronts36 41-45, M 1 Response Jul 14

    Your Response

    Cancel
    This is the second time around an Air Force relationship for me. I dated an older man in the Air Force for two years. It was a bitter relationship and since I have moved on...
    dearmatt dearmatt 18-21, F 1 Response 6 days ago

    Your Response

    Cancel
    Derek surprised me today. He took half the day off to go to yet another dreaded doctors appointment with me. Seeing as things went relatively well, Derek thought it a good idea to...
    sinistergirl sinistergirl 26-30, F 9 hrs ago

    Your Response

    Cancel
    I just want to be her first time. Make her my conquest. I can see in her gaze that she knows, and she likes my attention. When I walk away I can't help but to sigh & let my mind...
    yolo19 yolo19 18-21, F 2 Responses Jun 26

    Your Response

    Cancel
    Okay can someone help me out I like a girl 2 years older than me and we were having a conversation and she was like "I like someone younger but they're under 16 so it's classed as...
    imafuckingmess imafuckingmess 16-17, F 5 Responses Jun 28

    Your Response

    Cancel
    Well my good guy friend kinda told me. Well his friend told me. On his phone. I honestly don't know if it's a prank or not. Idk IM SO CONFUSED. My school is known to play pranks...
    Everystormends Everystormends 13-15, F Jul 1

    Your Response

    Cancel
    RP Only Hi cutie. I love little babies and everything that comes with them. I love putting my babies in baby clothes, I love feeding them there bottles and baby food. This mommy...
    MommySummer MommySummer 18-21, F 5 Responses Jul 6

    Your Response

    Cancel
    I love girls that likes girls.. I think it's sexy πŸ˜©πŸ˜‹
    LoveKKSP LoveKKSP 18-21, F 2 Responses Jul 6

    Your Response

    Cancel
    im asian. :) and im a lesbian girls out there who likes to meet or prefer lesbians feel free to message ,e and we'll have a good talk i promise :)
    alexkarenin04 alexkarenin04 22-25 3 Responses Jul 7

    Your Response

    Cancel
    airports are so cool!! Arent they. Im going to Turkey in a few days and cant wait to go there. Another fun part is being at the airport! The lounges and just the sheer anticipation...
    tb03 tb03 26-30 Jul 11

    Your Response

    Cancel
    So my friend at work really likes me. He is always making me laugh and what not. But I don't want to be anything other than friends. When we are alone he is always telling me to...
    sashafiercexo sashafiercexo 16-17, F 4 Responses Jul 13

    Your Response

    Cancel
    I have this guy friend who really likes me and wants to be more than friends but we can't do anything or get together because we live far away from each other and plus I have a...
    Ki123 Ki123 18-21, F Jul 15

    Your Response

    Cancel
    Is it creepy if I said here that I'm a guy who likes girls? NO HOMO.
    cihrroonniicc cihrroonniicc 18-21, M 1 Response a week ago

    Your Response

    Cancel
    Mmmm a nice pair of legs in some short shorts or a skirt, are so so nice. I don't like them skinny like twigs or too thick like tree trunks. But when you see a nice pair that...
    AlbuquerqueJay AlbuquerqueJay 31-35, M 1 Response 5 days ago

    Your Response

    Cancel
    Everybody likes my prettier friend, I am always the waste of space, the person who needs to get out of the way to get to the pretty one, no boy has ever liked me, I feel I am ugly...
    imaloserbaby imaloserbaby 18-21, F 1 Response 5 days ago

    Your Response

    Cancel
    I'm really not sure if he likes me because this
    Minniemousea Minniemousea 16-17, F 4 days ago