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Halloween Gender Bending Pegging

Halloween Gender Bending Pegging

A Halloween Fetish Party

Jack and I got invited to a Halloween fetish play party last weekend, and we decided to dress up.  Okay, we usually dress up for fetish parties, but I mean in costumes…Halloween costumes!  We decided to do a bit of gender play, so we both cross-dressed!  I put Jack in some crotchless underwear, a pretty pink bra (stuffed, of course!), thigh highs, a plaid mini-skirt and a crop top, complete with some Mary Janes with 3-inch heels.  I grabbed a pair of jeans and a ribbed tank top, then some black leather work boots.  Piled all my hair up under a baseball cap.  For the night, he was to speak in a falsetto and call me Master, and I would refer to him as Slut (okay, not much of a change there!)

Ms. Delia Was Packing

Oh, yeah, maybe I forgot to tell you…it wasn’t just the male clothes.  Before I slipped into those jeans, I slid on my strap-on harness.  Ms. Delia was packing! You could clearly see the outline of my thick, 8-inch cock in those tight jeans.  When we walked in, I was getting stares from men and women alike.  Truth be told, I kind of like parading around with a big cock, making everyone jealous!

Gender Play

After a while, I  decided it was time to show off just how well Jack knows his way around a dick, MY strap-on dick!  I took him up on stage, pushed him down to his knees and said “Suck, my cock, my pretty slut.”  He got right to work, licking, kissing and slobbering all over that strap-on.  The cheers, hooting, and catcalls were music to my ears.  It only got better, because once he’d gotten it sufficiently wet, I grabbed him by the hair, bent him over the spanking bench, flipped up his skirt and went to town on his ass!  It was a great night!

Read the next blog on the Halloween Blog Train here: Succubus Summoning

6 comments to Halloween Gender Bending Pegging

  • Oh my, Delia! I love your gender bending anal play!!! You know I love to gender bend, and am a huge fan of cross dressing. Everyone should bend the gender lines, destroy the gender binary, and just do whatever feels good!

    Including taking it up the ass. 😉 I’m sure Jack loved it.

    xoxo
    Harper

  • Pupslave

    I love gender reversal! The funny thing is that sissies never truly assume a female role or identity, we just slip into the stereotypical caricature that society has made for women. Having those tables turned is absolutely hot as a display of dominance, but I really think what makes it most sexy is that it’s a celebration of female power and liberation.

  • D

    Well Ms. Delia, for me you would need no strap on. You have all the goods without, just saying… but we could come up with the right costume for each of us.

  • Delia

    Mmmm!!

    Why thank you!!!!!!!! I am sure our costumes would be kinky and outstanding!

  • Delia

    I love gender reversal too!

    I agree it is the best kind of dominance!

    Ms. Delia

  • Delia

    Thanks Ms. Harper!!!

    Gender bending is such fun every now and then… Mmmm! So sexy and hot!

    Ms. Delia 🙂

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