• How to bring up wanting your man to dress as sissy

    1498816942
    Sextoylovers [sign in to see picture]
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    • Joined: 28 Feb 2015

    Hi I'm wondering how to approach the subject of getting my bf to dress for me any tips or advice would be great

    1498819297
    Sarah's wench [sign in to see picture]
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    • Joined: 12 Dec 2015

    My wife started by asking me to wear a pair of her worn knickers why we had sex, that really turned me on, then a few months later she used to wear a sexy black dress in the bedroom, then one night she said im going yo put this on you, She could tell by my face that i was not sure and left it at that, but in the folloeing days i coukd not stop thinking about wearing this dress for sex, so about a week later I was the one that sugested it, it must have been like taking a viagra tablet, i just kept getting hard and horney, after that she was always dressing me in her clothes and outfits, what really helped is that we were both a size 12 so all her clothes would fit me, I use to love wearing her basques and maid outfits. As the years went buy she also stated buying me my own. I now have my own lace wrap knickers that i wear most days, for the bedroom i have my own 34A cup bras as I have slight moobs, a few skirts, dresses and maids outfits. My favourite is the love honey alice costume, I also now sleep most nights in a bra and satin chemise or cami top etc. This always means I feel horney in the night and in the mornings, so keeps are sex life very active. But by day apart from under dressing in knickers I doubt anyone would belive I crossdress almost every night.

    1498820396
    Sextoylovers [sign in to see picture]
    • Rank: Lieutenant
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    Mmmm I hope he's as obedient as you one day I want him dressed like a sissy and watch men use him

    1498852574
    Sarah's wench [sign in to see picture]
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    A fantasey of mine would be being pegged by a dominant woman why dressed but would not like men involved....

    1498854737
    JL [sign in to see picture]
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    Mm mmmm, that sounds amazing

    1498861584
    Sex Squid [sign in to see picture]
    • Rank: Field Marshall
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    • Joined: 13 Sep 2006

    Judging by your profile you've already discussed your fantasies with him, you communicate well together, and know what turns each other on.

    Maybe try a little light bondage, blindfold him, sit astride his face and tease him, staying just out of reach of his tongue. When he's practically exploding with frustration, ask him if he'll do what you want to be allowed to taste you. I guarantee he'll say yes. Start really simply by using this as an opportunity to slip a pair of girly undies on him, then reward him and bear down on his tongue and simultaneously bring him off with hand or mouth. Positive reinforcement. After, remove the blindfold and show him what he's wearing and tell him how wet it made you.

    Progress bit by bit, always rewarding him, training him, with the end goal of telling him you have a fantasy to have girl on girl sex....with him.

    Keep us posted, am keen to see how this progresses 😊

    1499127560
    pantieman [sign in to see picture]
    • Rank: Lieutenant
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    • Joined: 25 Jun 2017

    I was a closet cross dresser before I was married and gradually came out and to my suprise she liked the idea and went out of her way to buy me outfits and wigs etc .

    You could start by just saying it would turn you on to see him dressed in stockings and suspenders and if that works gradually escallate it to a pink ssissy dress and make him believe it pleases you and threaten to punish him if he tried to stop .

    we went through the sub/dom scene and I had my knickers down and spanked many times .I did have a bi side and we met other tv's/cd's at clubs and gradually we had some play time with them .My wife found it fun pegging me while I had a ' girls ' penis in my mouth .

    Once your man is in pink satin I think he will love it but ' pretend ' to protest -lol

    1500543798
    Lovex [sign in to see picture]
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    • Joined: 19 Jul 2017

    Tell him he is your slave and must obey your every wish.

    1500544503
    Lovex [sign in to see picture]
    • Rank: Lieutenant
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    • Joined: 19 Jul 2017

    Pink wig bra,panties,suspender belt,stockings and pink sissy dress heaven!

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