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I Love to Jerk Off Dressed As a Female

Personal Stories, Advice, and Support 2,158 People

    How Doesn't?

    I love to grab my **** and stroke back and forth as I feel my girly soft clothes press against my body with a ***** up my boy ***** and my legs spread over wearing some heels imagining somebody is ******* me from behind...
    deleted deleted
    26-30
    2 Responses May 22, 2012

    Low Cut

    Wearing a deep blue low cut dress. My cleavage and light blue lace padded bra are showing. My **** is pulsing under a pair of light blue lace boy shorts and a dark blue leopard print thong. Reading through EP and ******* like crazy.
    Kiki31 Kiki31
    31-35, M
    Jan 13, 2013

    Dressed For Bed

    got up in the middle of the night to go to the bathroom. after finishing, I noticed a new black bra, panties and a denim skirt on the floor of the bathroom. Hmmmm, tempting to say the least. I went ahead and dropped my underwear and took off my tee shirt. I slid the panties on...
    sbothro sbothro
    56-60, M
    3 Responses Jun 9, 2013

    While Dressed Up

    My favorite way to jerk off is to fress up in my sexiest outfit and no panties. I lie on the bed and put my ankles in the air to the point that they are up as close to my ears as I can get. Then I start stroking and I imagine that I am getting ****** like a girl gets and when I...
    TaraCDgirl TaraCDgirl
    41-45, M
    5 Responses Jun 7, 2009

    Oops!.....looks Like You Caught Me.....

    I remember one time in particular when my wife came home unexpectedly and walked in on me while I was dressed in white lace stockings w/a white corset and garter belt,...I had a sheer g string on and elbow length satin opera gloves,which held a vibrator firmly against my fully...
    raquel7 raquel7
    41-45, M
    1 Response Jan 21, 2013

    Yes it is a wonderful experience wearing

    lovely silky lingerie, stockings and suspenders under a petticoat and knee length silk dress.
    timothy1994 timothy1994
    22-25, M
    3 Responses Nov 6, 2015
    silkydrawers silkydrawers
    46-50
    5 Responses Jan 17, 2013

    Another Morning Outside

    Another morning outside ************ in a pink nightie. I think this gown is so cute! Just enjoying the flowers for a few minutes.  The stockings feel and look so good. Play time begins.  I'm getting so horny! My big clitty is getting hard The sweet taste of precum Another...
    silkydrawers silkydrawers
    46-50
    5 Responses Jun 26, 2013

    Love It (w/ Pic)

    i love jerk off dressed as a female,that s turn me on so much and i feel so feminine and sexy (maybe a little slutty too)
    loopusboi loopusboi
    26-30
    6 Responses Dec 12, 2012

    Closet Dress-up To Creaming In Lingerie

    Lingerie dress-up in my lingerie play room.  One can never have enought lingerie to play with. . This picture is out of order, but I thought you would like to see my total pettite feminine self in the nightie I am putting on in the below picture. Scroll down for more lingerie...
    silkydrawers silkydrawers
    46-50
    1 Response Dec 19, 2012

    Men In Hose

    I like to see men in pantyhose, i like it when they have no panties on so i can see their **** through the nylon, pushing against it, it makes me very horny.
    sheerone sheerone
    46-50, M
    4 Responses Nov 17, 2009

    Pleasuring Myself In Femme Finery

    After all, for me, that is the whole point of crossdressing. I'm a big powerful bloke who wouldn't 'pass' in a thousand years. It's the FEEL of femme clothing that's such a turn-on. The pleasure starts hours before the act by just thinking about it while I'm at work. At...
    Maryesther Maryesther
    70+, M
    3 Responses Feb 4, 2012

    Another Pair Of Soaked Panties

    Another day of dress-up ending up with *** filled pantiesThese panties will not be dry for long!Damn!  That felt so good.   And I'm not done yet.Round 2  *** againAnd some moreShe is so soaked! Time to put those panties back on.Oh so wet and slimyI will be sucking the *** out...
    silkydrawers silkydrawers
    46-50
    4 Responses Aug 27, 2013

    Getting Aroused While Dressing

    I love to crossdress, and every time as I start to dress I become extreamly aroused. By the time I have my hose, garters, panties, bra and heels on my **** is throbbing. I sit in front of my dressing mirror looking at myself and stroke myeslf thru my panties till I shoot my load...
    krystals krystals
    46-50, T
    4 Responses Jun 8, 2009

    All I Need Is A Tight Bra And A Homemade Breast Pump

    Every time that I dress up on my own, I end up cuming.However, the more dressed up I am the more mess it makes I don't like soiling my lace topped stockings, and have had it clog up the suspender clasps if I let it dry until morning.But, I have discovered my little secret...
    vastsea vastsea
    36-40, T
    1 Response Apr 20, 2013

    Tucking

    i grew up ******* off wearing moms girdle and hose. it always felt good to have a tight girdle with garters and stockings and stroking myself off. i sometimes rented crossdressing *****`s to make it even more enjoyable.one such movie showed the dresser tuck her **** back into her...
    OLDMANRAY57 OLDMANRAY57
    56-60
    3 Responses Jul 19, 2009
    EasyJoJo EasyJoJo
    46-50, M
    Sep 11, 2015

    Feminine Fun

    I love to jack myself off when I am dressed in my lacy bra, satin panties, lacy garter belt, and stockings. I look at mysely in the mirror and admire my sexy looking body. My hard **** is sticking straight out of my panties and I start to stroke it while fondling my balls. I...
    BarbieB BarbieB
    61-65, M
    48 Responses Jul 19, 2009

    Milked Myself Rotten!

    When I was a teenager so many great strands in life came together at one time. Firstly I was unemployed and all my family were at school or work, secondly I was a total tranny by then and thirdly I knew exactly where my Sister's and Mum's clothes, undies, tights and shoes were...
    SusanMarina SusanMarina
    26-30
    1 Response Apr 26, 2013

    after getting all dressed up

    and looking sexy and beautiful I can't help it but to start pleasuring myself. no bigger turn on then looking at myself in the mirror while the girl in mee is having some funn. just wish someone could help me haha;)
    stefanigurl stefanigurl
    26-30
    4 Responses Aug 13, 2015

    Any crossdressers in Cincinnati

    who would like to get to know each other and explore?
    jennloves55 jennloves55
    61-65, M
    1 Response Feb 20

    Into Sisters Undies

    I don't actually have any of my own clothes but have an older sister so get to wear hers all the time (when she's not home lol) which is awesome but always have to be carefull when I *** not to get it on her stuff so I can put it back. I love it though at night cause she has a...
    teencd184u teencd184u
    18-21, M
    2 Responses May 7, 2013

    Licking It Up

    I love when my wife jacks me off after she tells me to get dressed in matching garter belt, stockings, panties and bra. She will tell me what a dirty **** I am and how she going to make me lick up all of my ***. Sometime she makes me lick it off her ***** or sometimes off her...
    stefiecdtv stefiecdtv
    51-55, T
    21 Responses Nov 24, 2010

    Just Last Night!

    Feeling a bit horny last night I went into the bedroom and took out a few thing from my lingerie drawer. I took off my male clothes and proceeded to re-dress myself in my female finery, which consisted of a beautiful black lace bra, matching panties, garter belt, thigh high black...
    allwrappedupinit allwrappedupinit
    51-55, M
    5 Responses Jun 18, 2012

    It Went Quick

    This is more of confession than anything else. At times when i am alone i have gathered a pair of black opeque stockings high heels and a short skirt or dress and when i get it on i am so damn hard, it is un beleaveable. Then i begin to pull my self, and i will be the first to...
    roxmyworld25 roxmyworld25
    26-30, M
    4 Responses May 2, 2012

    Currently, I am wearing black high heels with a

    5 inch heel, slingback, w/peep toe, black thigh high fishnets, skimpy panties that my balls hang out of, and a short, black w/floral print dress with spaghetti straps. My toes are painted red, vibrator in my behind, and my balls are tied up. I get very turned on when I dress up...
    lascruces1971 lascruces1971
    41-45, M
    2 Responses Sep 11, 2015

    Can't Stop

    I can't stop wanting to put my girlfriends clothes on and ********** while wearing them. Its making me hard now typing this just thiking about it. Its now becomimg very regular. I only *********** 2 hours ago while dressed up, now I am getting the urge to do it again.
    cardyman cardyman
    41-45, M
    2 Responses Jan 7, 2013

    Once Again

    I am at it again. All dressed up feeling horny. White thigh high stockings. Black heels. White satin panties with matching bra. White lacy and satin full body slip that just covers my ***. Micro mini pink dress. Full make up. ******* away wishing you were here to watch and...
    cdjo cdjo
    41-45, M
    3 Responses Jun 10, 2013

    Everytime

    Ever since I started crossdressing.  With the help of my sis who got me started by letting me dress up in her school uniform with pantyhose and some strappy high heel sandles that belonged to my mom.  After that point I graduated from pantyhose to crossdressing. ...
    silkiehosewearer silkiehosewearer
    31-35, M
    4 Responses Jun 14, 2009

    Almost Every Morning

    Every morning when I get up my body is so sensitive to the silky lingerie I am wearing. I get a cup of coffee and go to my office where I have lingerie hanging everywhere. I get on line insearch of stories, pictures and video's of lingerie crossdressing. I will play dress-up...
    silkydrawers silkydrawers
    46-50
    2 Responses Oct 31, 2012

    It's the only way I get off.

    Right now i have a blue panties/bra set and a pair of high heels - I feel so femme , so slutty.
    Jennywannabe Jennywannabe
    56-60, M
    4 Responses Oct 9, 2015
    silkydrawers silkydrawers
    46-50
    5 Responses Mar 18, 2013

    Dressed In Latex As A Girl And Wanking

    I have been dressed as in my tan stockings, white rubber bloomers, white latex blouse and pewter gymslip all morning and I have just rubbed myself througth the latex and rubber until I have made my rubber bloomers very wet.  I love dressing as a girl in rubber and latex and...
    deleted deleted
    26-30
    7 Responses Sep 30, 2010

    Shopping For Lingerie

    I started to acquire my lingerie collection before the days of the internet. Nowadays you can buy my favoured garment, a vintage double layered nightie, for a reasonable price on eBay although the really luscious nightie and robe sets tend to be expensive. In the old days I used...
    deleted deleted
    26-30
    1 Response Dec 21, 2012

    ******* Off

    I too love ******* off dressed in my female clothing, whether it be day or nightif it is during the day I am dressed in a bra & panties, tights/pantyhose & a skirt & top or a dress, if it is night time & I'm in bed I'm wearing a bra & panties, a night time maxi towel/pad & a...
    xdpaul xdpaul
    56-60, M
    Oct 27, 2013

    With A Borrowed Swuimsuit...

    Well I have instense one piece swimsuit, in addition to panty, leotard, and crossdressing fetishes which i started to realize young. One time when i was around 14 my parents took me on a trip to mexico, i had my own room which lead to good things. Late a night I was standing on...
    l49331 l49331
    18-21, M
    7 Responses Jan 17, 2011

    My Secret Is Not Secret Anymore!

    Well i have came out , well a little that is. Sfter encouragment from several friends I took the plunge. I revealed to a female friend of mine that i dress as a woman and love it. I have known her for 20 years and at one time wanted to sleep with her but she refused and later got...
    2excited2stop 2excited2stop
    56-60, M
    11 Responses Feb 7, 2012

    I do it every time just putting on my makeup

    looking at myself feeling sexy trying to finish up my face and pleasing my sissy self and taking sissy selfies in different outfits and positions. Thinking that's hot eww I like that who else will? How much will they wanna see of me??it doesn't stop there....
    whitwhit86 whitwhit86
    26-30, M
    2 Responses Aug 29, 2015

    Outside In Lingerie

    There's nothing that can compare to the feeling you get when you can spend time outside with a breeze blowing threw silky lingerie.It makes me so horny I always end up ************ to ******.The excitement of walking around the yard Then the hard on you can't hide.And the...
    silkydrawers silkydrawers
    46-50
    2 Responses May 7, 2013

    Tonight Is Self Love Night!

    I just took a nice hot shower. Then I shaved my body so its so smooth that I enjoy rubbing my own legs. I too another shower with a body wash and finished with and all over lotioning. Now I am ready to get dressed for my party. I am starting with a very cute panty and belt set...
    billbb billbb
    51-55, M
    3 Responses Feb 14, 2013

    love doing it rubbing myself off

    and thinking it is someone else doing it to me very enjoyable cannot wait to do it again
    janetjan janetjan
    51-55, T
    2 Responses Nov 3, 2015

    So Hott

    It turns me on...That people j-rkoff to my pics. I like to watch myself in the mirror, the person in the mirror is so freaking sexy and unreal. She never says no, because she's me.lol
    KatrinaBoyer41 KatrinaBoyer41
    41-45
    10 Responses Dec 26, 2012

    Everyday

    Every day I wake up I can't help but put on different bra or change panties and feel sexy all over again. The sensation of goin through my bra dresser and seeing the verity I have gets me so exxited. Expecially when I'm finding my panties to. I try matc h all time for some reason...
    biggbaddy biggbaddy
    26-30, M
    2 Responses Aug 2, 2013

    Well Its Got To Be Said

    but which one of us girls dont do it started with wearing just black tights wh en i was about 10 now its the full thing its no use denying i get me really turned on probably why i'm a useless husband in bed
    christinemelody christinemelody
    56-60, T
    2 Responses Mar 4, 2013

    Feeling Feminine

    Hello gyrls, I,m a new gyrl here in this part of the super highway. My name is Lacey. I love to make a big to do when I take matters in hand. I'll take a hot bubble bath usually w/ lavender beeds, make myself hair free while I'm soaking. When I enter our bedroom I'll go to my...
    PennyLane6384 PennyLane6384
    61-65, T
    11 Responses Jun 22, 2009

    Cant Last Long

    i am a crossdresser but because i cant do it everyday or live with a girl that i can secretly wear her stuff everyday, so when i do get to cross dress i can only last around 15 minutes before i get a bugle the size of a hotdog on me, when this happens i have to climb onto my step...
    YoungFreeSingle1 YoungFreeSingle1
    22-25, M
    1 Response Jul 6, 2013

    Just To Be Honest

    Though I have been cross dressing for decades, there is still a thrill to putting on my female stuff. It started as kind of "forbidden fruit" - wondering what was so special about girls that they wore fancy panties. Then it got hard-wired to arousal and ************. Now it...
    cdsubalice cdsubalice
    56-60, M
    3 Responses Jul 30, 2013

    Cheers

    One halloween a femail co-worker offered her high school cheerleader uniform to me to wear, when she brought it into work I was a bit reluctant to try it out. Once I had the uniform home I tried it on and loved it, the tight uniform and short skirt were amazing. I jerked off in...
    ashleigh83 ashleigh83
    41-45
    2 Responses Dec 26, 2010
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