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Sissy Cuckold Fantasy Roleplay Part 3

Here is part three in my Sissy Cuckold Fantasy Roleplay where YOU help me decide what happens next! Kisses to Petey Cream Puff for inspiring this latest installment, but I would like to thank you ALL for your input! If you are just joining us, don’t forget to check out Cuckold Roleplay Fantasy One and Two!

Sissy Cuckold Larry Meets Blakesissy cuckold

Larry stood stricken with embarrassment. He had been caught wearing panties by Alyssa and her friends! He heard a deep masculine chuckle along with the giggles. Wait.. what?! Was her boyfriend here too? Larry knew he was a cuckold, but he had never met one of Alyssa’s lovers before! And here he was prancing around in little lavender panties for ALL to see. Larry looked at the tall, masculine specimen in front of him; he was every bit the alpha stud; Larry would never be. What was his name again, Brett….Blake?? Did it even matter, there was no comparison? Next to Blake, Larry felt so dainty and humiliatingly feminine.

Larry Gets Hard in Panties

“Aww, look he has a boner.” Someone said. Larry looked down, and his face turned beet read. Sure enough, his cock had become un-tucked and was making quite the bump in Alyssa’s panties. He would never live this down. Now everyone knew he was a sissy cuckold. Amidst the giggles and outright laughter, Larry tried to make a quick exit into the closet.

“Not so fast panty boy!”Alyssa stopped him short. She looked pointedly at the colorful panties tossed about the bedroom. “It looks like you haven’t had a chance to try everything on yet and since it’s obvious you and your little cock like to wear panties… you’re not going ANYWHERE until you’ve tried on each and every single pair for us!

I have a feeling things are about to change very drastically for Larry (giggle), but that’s up to you! So you tell me, what happens next?

4 comments to Sissy Cuckold Fantasy Roleplay Part 3

  • Petey cream puff

    Thank you for the lipstick kisses Ms Alyssa!😳if your going to make him wear panties then you have to put him in matching bras as well. If he gets off the he must stay in panty/set all the time. Then gradually dress him in women’s clothes throwing away clothes. Then give him makeover/hormones to give him girlish body. That’s what you did to me with your girlfriends/ldw mistresses.

  • Ashley

    SO!!! cute!!!

    Awwww I like this story a lot Miss Alyssa! I like how Larry realized that he wasn’t very masculine. Very cute ~

  • Awwww petey cream puff is the best lil panty boy isn’t he? I just love dressing him up and putting pink panties and lipstick on him. And of course you throw the best parties Alyssa bear! I’m sure petey cream puff was so embarrassed, but he couldn’t hide that boner when you exposed him! Hahahahahaha! 😛

  • Petey cream puff

    😳😢😧😞your to strong and sexy to say no to Ms Brighton. Yes you do have me In panties with matching pink bra and lipstick. With you at Alyssa’s party I’m so embarrassed as my boner gives me away. With my skin all waxed/girlish soft and smooth I’m so weak and helpless. Ms Alyssa put girlish smelling lotion on my skin and layered it with perfume. With that my body started getting smaller with girlish curves and my breasts are a d cup/my hair started growing out and my nails grew longer. 😳😫😧😢 With all ofher hot girlfriends at party I I I didn’t expect you to be here. Now everyone knows what she’s done to me. Just being surrounded by all of you I can escape as I’m in nothing but bra/panty set with my face all madeup with feminine arched eyebrows. As all of you are teasing and giving me lipstick kisses its to much as I soaked my panties. With this happening you and Ms Alyssa I must stay this way dressed as your cream puff girl forever or face being dumped and thrown out. As I’m cumming all I can say is yes mistresses and realize I’m going to be turned into both of yours girl forever

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