Hi, guys, your favorite MILF Mistress has a story to share with you today! This is an actual, real-life story, as opposed to a Femdom phone sex story. I hope you enjoy!
MILF Mistress Goes Shopping At The Mall
Okay, so the other day, I am at the mall. I was just looking around, seeing what was there, when I made my way into a well-known department store. I happen to notice this college-age guy awkwardly lingering by the bikini section.
Something tells me I should go approach this guy, so I do. His phone dings shortly after I start talking to him. He looks at the screen and groans, then looks out to a group of guys outside the store, pointing and laughing.
He explains to me that he lost a bet, and he has to buy a bikini. But instead of just buying it and being done with it, his friends have stipulated that he has to try it on to make sure it fits first. His face is bright red as he tells me this. But me, I think it’s the opportunity for some fun. So I offer to help him find the perfect bikini and then join him in the changing room to help him try it on.
He’s embarrassed as fuck, but he’s also smart enough not to turn down my assistance. He accepts my offer of help, and I start flipping through the racks of bikinis.
Finding The Perfect Bikini For Crossdressing
This MILF Mistress immediately takes charge by looking over him closely to assess what size he might be. I’m figuring a large will fit him. So I pick out a few that I like in that size. Then, I hold each one up to him individually, to see how well the colors go with his skin tone.
Eventually, I settle on a hot pink one. I thrust it at him decisively and tell him we’re going to go try it on. He looks a little sheepish. “Does it have to be pink?” he asks me.
“Well, it looks best with your skin tone, I think. So, yes, it definitely needs to be pink,” I reply.
He can tell that my tone brooks zero argument, so he obeys this MILF Mistress and makes his way to the changing room. I follow along behind him. I’m sure he thinks I’m going to wait outside while he tries it on, but he’s wrong about that!
Bikini Feminization
He chooses a changing room and tries to close the door behind him, but I catch it before he can.
“I’m coming in, too,” I say.
His jaw drops. He wasn’t expecting that, not by a long shot! He tries to protest, but I don’t let him. I just come in and lock the door behind me. I wouldn’t miss this feminization for the world, even if it started with the loss of a bet!
He stands there awkwardly, not sure what to do next. I tell him to go ahead and get undressed and put the bikini on. He asks if he can leave his underwear on. I shoot that suggestion down immediately, saying that it’ll mess up the fit of the bikini.
He turns fire engine red, but starts slowly stripping out of his clothes. First, the shoes and socks come off, then the shirt comes off. After that, the pants. Then, he’s standing there in nothing but his underwear, looking at me with the most embarrassed expression on his face.
“Go ahead and take those off, too,” I instruct him.
I can see that despite his obvious humiliation, there’s a bit of a bulge in his undies. That’s probably why he’s so reluctant to remove them. But I gesture for him to continue, and he finally drops his drawers, too, to reveal a semi-hard cock.
Humiliation Made Him Hard
He hurriedly turns away to grab the bikini bottoms. He scrambles into them as quickly as he can, trying to hide the obvious erection. But the bikini is a string bikini and barely there, so it’s not going to hide much of anything.
So he’s standing there in front of me with a hard on, wearing a pair of bright pink bikini bottoms. A smile crosses my face. “Go ahead and put the top on, too,” I say. “I’ll help you tie it in the back if you need me to.”
He’s still bright red, which clashes with the pink, but he obeys this MILF Mistress. He manages to tie the top set of ties behind his neck, but he needs my help to tie the bottom set behind his back. I tie it on him and then have him spin around for me like he’s on the catwalk for me to get a good look at him.
“It’s perfect!” I exclaim.
The relief on his face could be seen from a mile away. He’s glad this ordeal is almost over…only it isn’t, not exactly.
“But first, I think we need to do something about that,” I say, pointing at his hard-on.
Eating His Own Cum For His MILF Mistress
If possible, at this point, he looks even more humiliated.
“I want you to stroke it for me. Rub one out. Cum for me so that your friends won’t see that dressing in this bikini for me has made you hard,” I tell him.
He looks like he wants to say no, but his hand appears drawn to his cock by forces stronger than his own will. He starts stroking before his mouth can form words.
He jerks off while wearing the bikini. It’s not long before he’s asking, “Where should I cum?”
“In the crotch of the bikini,” I reply. “And you’re going to eat it back out before you go buy it, too.”
Those words send him exploding over the edge. He fills the crotch of the hot pink string bikini with cum for his MILF Mistress! Then, he does exactly as I told him to. He takes off the bottom and shows me what a good cum eating slut he is!
And, yes, he did go and buy the bikini afterwards. I bet he wears it while he’s alone in his dorm room and jerks off thinking about this MILF Mistress. Don’t you agree?
Ms. Kat
My Wishlist
Niteflirt
X
Bsky
Leave a Reply