My Giant Dick Daddy Part 3: I finally give in and buy a skirt
This is a part 3 in an ongoing series. Please be respectful of privacy I’m still so nervous to be posting these but also really enjoying sharing and getting feedback. Please leave comments about your favorite parts and if you want more.
I am in the parking lot and my heart is seriously pounding. I can’t believe I’m doing this. I’m at a sex shop on the outskirts of my not so progressive town. I can’t believe what I’m doing. IM BUYING A SKIRT TO WEAR FOR ANOTHER MAN TO FUCK ME IN. And even worse, it had escalated from a skirt to even more. Stockings, he made that clear. I wanted to please him so bad. My plan was a black skirt, pink and black stockings and white and black stockings. And maybe some cat ears if I could find them… he mentioned liking cute femboy cat boys as he called them. Every time I thought about it, I got incredibly excited and went into sexual over drive. I’d imagine his giant cock and me worshipping it in my little outfit and go crazy. I message him and tell him
I’m doing it and all I get back is “good boy, show me when it’s done”.
Thats all I need. I mindlessly get out of the car, walk in and immediately see a worker. I try to hide my face but the woman immediately says hello. She’s kind and gentle and can feel I’m nervous. I tell her im buying a skirt and some stockings…
“For my a friend…”
She looks me up and down, and I can tell she sees though me. But she’s nice.
“Let’s see if we can find her something” she says with a wink. I relax. The whole thing doesn’t take long, we find the perfect, very revealing micro skirt I know daddy will like. She helps me size it up. She looks me over and jokingly says “this friend, she has a bigger booty than most? And wide hips?”
I blush, as she looks over my figure. My ass is big as we know, so I shake my head and we grab the perfect size. I check out and it’s home. God I’m so excited. I should mention my dick was so hard the drive home I leaked onto my pants.
I rush in, rip everything out and try it on. After the rush I finally see myself in the mirror. I’ve got my skirt, the white and black stockings on with a cut off white tee shirt I made for the occasion that barely covers my nipples.
I take a moment to take myself in. I arch my ass out, my bubble cheeks plainly out to see but so cute underneath the micro skirt. I look like the cutest girl ever!!! I couldn’t believe it! I let out a squeal! I felt so cute and beautiful and ugh. I start swaying around and that’s when I notice my dick was SO HARD I leaked onto the floor. Pre cum flying everywhere.
I start flooding my daddy inbox with pics and he goes absolutely crazy. For the first time I feel like I have the upper hand. I take the most gorgeous pic of my ass and body and he returns with videos of him stroking his dick and talking down to me. Telling me how good I am for getting dressed up, for giving and letting him sissify me. Yes! That’s it, his dick is turning me into a sissy and I love it. We chat back and forth and I dress up when I can until finally we make a plan to meet. I drive down to meet him as per usual, but we agree when I get there I’ll go straight to his room close the door and then knock when I’m ready.
When I finally arrive I’m rock hard. I have a bag packed and I rush through the door. I immediately go to his room barely making eye contact and shut the door. I’m so nervous. I can’t believe I’m doing this. There’s no going back. In his room there’s a mirror and I watch as each item transforms me a little more. By the time I’m fully dressed, I’m looking cute and sexy and with the finishing touch I put them on. The cat ears. Something entirely for him, and yet I’ve grown to like it. I start moving like a cat in the mirror, slowly, sensually. I like the role. I go to the door, take a deep breath and knock three times. I rush back and get on my knees on the bed and put my hands up like a cute lil cat boy.
His reaction was amazinggggg. So much validation, “what a gooood cat boy you are”. I crawl around on the bed, and show my ass off in the skirt. He’s already pitching a tent in his sweat pants, shirt already off. I crawl to the floor, basically purring from my pussy as I pull his pants down and get to worship. I take him in immediately and get all the way down to the hilt as soon as I can. God I missed having my throat filled.
I pull it out and press it against my face, I’m looking so cute and I know it. For those who have followed this series, they’ve heard the moment I found my “voice”, my high pitched girly sissy voice he brought out of me when we fuck. Well I found out this day that in my skirt, with my gay little stockings on, my voice came out naturally. High pitched, adorable, I say:
“You like my cute little outfit? I did it for you. I did it for your cock”
He is in shock. His dick is the hardest I’ve ever seen it. He has created his perfect femboy.
Needless to say we fucked harder than we ever had before. I spent almost all of it with my ass arched, skirt on my ass getting pounded. We fucked rough. I was so much more ready for his size than before, practicing and having done it already. He was so much more aggressive in my new outfit. My voice was out of control, I begged and pleaded for more, shouting how perfect huge cock was.
“You’re sissy made now, I own this ass”
He did, and when he went to cum he made sure that was clear. He glazed my ass cheeks white with sooo much cum. It got all over my skirt. He told me out of breath, don’t wash this. I want to see my cum stains every time I fuck you.
We fucked twice more that day before I had to leave. It was harder to leave this time, and harder to change out of my skirt than ever before.
We made a plan to meet way sooner than we’d been able to in the past because of the distance. Our plan was to meet halfway at a sketchy hotel. “His little femboy whore in a hotel, sounds hot right?” I was trembling at the thought of how loud we’d be and how everyone could hear me… but that’s a story for another day ;)