Sissy Femboy Gets Dressed up for the Glory Hole

My sissy femboy loves getting dressed up.

A sissy femboy with a need to please – oh, my favorite fucking kind! I have a little sub that I love to get dressed up from time to time. See, his name is Brian, but when he’s all mine, he goes by Britney. What a cute little name for a sissy, right? He loves to dress up sometimes in cute little costumes. For example, she even dressed up in the schoolgirl skirt and tie-up white top from the ‘Oops, I did it again’ music video. Honestly, he makes for a cute little sissy doll, so I love dressing him up! But sometimes, we need to do much more than a dress-up date.

It felt like a movie for him. No, we didn’t do any ‘dress up’ montages here in the fitting room. But what we DID do was much naughtier. See, when Brian showed up at my place last week, he knew he had a big weekend ahead of him. He brought over all the cute little clothes he’d been buying and stashing away. And now, it was time for him to live his sissy femboy dreams and try them all on. We put together several cute little outfits. One, he was dressed head-to-toe in black and pink: black-thigh-highs, black stilettos, a tiny little pink thong, a pink cheer skirt, and a pink bra.

He loved dressing up for me.

I almost took him out wearing the first outfit! But no, we needed to get much naughtier than that. I swapped the pink cheer skirt for a little plaid pleated skirt. And, of course, that’s when we swapped the little pink bra for the white tie-up top from the music video he loves so much. Now, my sissy femboy dressed up exactly to fit his heart’s desires. What a cute little slut he made! It was now time to complete the look. I combed his hair into little mini-pigtails on either side of his head. Next, I painted his lips with a tube of sparkly, pale pink lipgloss. Pop! My little sissy femboy popped her lips and blew kisses for the selfie camera as the look finally came together.

And then, the real adventure began. See, now that Britney was all dressed up, it was time to hit the glory hole. Duh, why would I get her dressed up if she wasn’t going to show off and go serve as a little cum dumpster? She dresses up and knows it’s showtime. Little sissy is always ready to do her job. She was ready to do it all, whether it was to take my big strap-on or get to service a bunch of guys. We showed up to quite a busy afternoon, too! See, sometimes that place can be a little empty. But the day I took her, Britney was the star of the show. I walked her into the room, and every pair of eyes was on her.

She was the prettiest sissy femboy in the room.

And everyone knew it, and everyone wanted to fuck her. So when I marched her to the glory hole rooms, the game was ON! As I set her up perfectly in the bathroom stall between the others, I could hear the shuffle of a few guys making their way over. Just like that, she flipped up her schoolgirl skirt on command. She eagerly pulled her little pink panties aside, too. The guys could get a peek of her panties around her ankles and her tall stripper heels as she bent over between the stall walls. She was the perfect sissy femboy for them to fuck, and I made sure her little ass was all lubed up!

Soon enough, one cock slipped through the hole in the wall. It popped right into her mouth instantly. And before she had even gotten accustomed to sucking and deepthroating that one, another popped up from the glory hole behind her! It was perfectly angled for me to guide it into her perfect sissy femboy ass. On and on, they railed her from both sides. Soon enough, they had completely soaked her little pink thong in cum. Every cock she took that night was so rough and mean; it was better than the sissy strap-on punishment I had planned for her initially! Would you like me to take you to a glory hole too?

Call Kali 1-888-317-3123