Jessica’s Place

Danny finally arrived at Jessica’s door. He had to compose himself before he knocked from the trip over. Walking through campus, a walk he’s taken many times before, shook his normal confidence. Every step took away from his fragile masculinity. His tight t shirt kept riding up, showing off his midriff and belly button and he kept having to tug it down. His now tiny shorts didn’t even make it to mid thigh, so his now silky smooth thighs rubbed against each other on every step, sending waves of feminine pleasure up his body. His shorts kept digging deeper and deeper into the cleft of his ass and he had given up on trying to pluck the cloth free. His feminine ass was tightly framed by the spandex shorts, completely on display. But most infuriating was his cock. With it tucked between his legs, it affected the way he walked. He had to walk on near tip toe, like high heels, and roll his hips with each step giving a sexy strut to his walk.

Normally he’d go pretty much unnoticed walking through campus, but now he was getting looks from guys, and some girls, as he strutted past. He thought one guy was going to walk right into a light pole as he watched Danny’s ass sway enticingly back and forth. One guy even called out for his number! “How many guys today are going to think I’m a cute girl and ask me out???” Danny thought to himself.

Finally, shaking his head free of the humiliation, he knocked on the door and tried to do a manly pose by leaning against the door frame while crossing his arms. All it did in reality was squeeze his chest together, making it look like he has small breasts in his tight crop top.

Jessica heard the knock on the door and did one last check of her make up and fluff of her blonde hair. Her cute little crop top, leaving more than just a little cleavage, and pleated mini skirt were smoothed down to get rid of any last second wrinkles. She was broken up about Danny ending things with her. She thought the cute boy could be the one. But men are dogs and leave at the next pretty thing that batts her eyelashes at them. But Jessica had a plan to get back at him. She’d invite Danny over under the guise of a friendly Halloween party outfit, but really it was to seduce him and at the last second deny him like he dropped her. Kick him to the curb, blue balled with his tail between his legs to humiliate him like he did her. With one last check of her pink lipstick and making sure her lashes weren’t clumped together (they better not be, these fake lashes were expensive!), Jessica opened the door with a smile.

That smile got wider and she had to stifle a laugh behind her hand when she saw Danny and his outfit. She knew Danny was slightly effeminate, and she liked that about him (maybe it was her slight bisexuality coming out), but what was standing in front of her screamed girl. From his long shoulder length hair framing his pretty boy face, to his tight little baby blue crop top and what looked like small breasts, to his sleek shiny legs poking out of tiny little black shorts, he looked like one of Jessica’s sorority sisters! “Also, is he completely flat down there?! I know he’s a little on the small side but it looks like he has a pussy!” Jessica thought to herself.

“Danny… hi! Uh, going for a new look huh? Come in” Jessica said with a giggle.

Danny’s confidence was further broken by Jessica’s laughter at his outfit. But he took it in stride and walked, well strutted, into Jessica’s apartment.

“Hey Jess. You look great! Yeah I had an issue with my dryer but it’s no biggie. Just shows off my gains from the gym even better” Danny said as he flexed his tiny arm, barely making a muscle. “I can make this work, just gotta be confident and masculine” Danny thought.

“Uh huh, definitely shows off those big strong muscles there Danny haha” Jessica giggled at Danny. “Why don’t you come to my room and let’s talk about the party?” Jessica walked to her room, her ample butt swaying back and forth as Danny followed, unconsciously swaying his ass the same way.

Jessica turned as she entered the room and saw Danny strutting behind her, an idea started forming in her brain. “Danny omg your hair is pretty and healthy!” She grabbed his hair and started pulling it back into a high pony. Danny, enjoying the feeling of the pretty girl playing with his hair, the smell of her perfume, and her d cup breasts pressed against his own, allowed her without protest. Tying off the high pony, ala Ariana grande, Jessica brought him to her bed and sat next to him. Rubbing his thigh, she realized how smooth it was.

“Did you shave your legs, Danny???”

“Oh yeah, I uh… wanted to take up swimming. You know, get my time down and stuff” Danny stuttered blushing as he realized how dumb that sounds and also how good her hand felt stroking his thigh.

“Mmmhmm, sure. You know Danny, you have really pretty eyes. A little make up will really make them pop. Can I put some on you? Please please please!” Jessica put on her best little girls voice, clasping her hands together in front of her causing her breasts to push together and deepen her cleavage.

“Oh I dont… I don’t know…. Umm” Danny stuttered again lost in the feelings on his legs and the deep cleavage Jessica was showing.

“Oh yay! Danny you’ll look so good! Like a hot rockstar! And I’m starting to get some ideas for our couples costume!!” Jessica clapped and bounced up and down, knowing it will cause her breasts to bounce too. Men are dogs and she’ll use that against him. Her plan has changed and she’s gunna humiliate the little shit for dumping her.

Jessica led Danny over to her vanity and sat him down on the little pink cushioned stool. The white carved vanity had a big mirror with light bulbs all around it. The desk was organized with every make up product imaginable. While Jessica was smart, she enjoyed looking her best.

“Ok first let me put just a little bit of make up on your skin to even out any blemishes. Youre gunna look so hot when I’m done with you, Dani!” Jessica gushed as she leaned over him from behind. She stroked up and down his thighs, and pressing her breasts to the back of his head, trying to keep him as horny as possible.

“Mmmmm ok Jessica. Whatever you say. Just make sure I… mmmmmmm… look cool ok?”

“For sure honey, now keep your eyes closed so I can surprise you, sweetie!” Jessica started putting a layer of foundation over his face, contouring to feminize his face further. Next came some eye primer, followed by some sparkly pink eye shadow, a lighter pink towards the middle getting darker towards the outside. A little bit of sparkly white on the inside corner of his eye to really make his blue eyes pop. She grabbed some liquid eyeliner and drew out lines to a slight cat eye. She made sure to keep rubbing Danny on his legs, focusing on his inner thighs to make sure he was still melting to do her bidding. “Just a little bit of mascara, don’t worry nothing crazy it will really make your eyes look amazing and super cool” she lied to Danny as she grabbed an extra set of fake lashes, applying the glue and carefully setting them on his eyes. She then flicked the mascara wand to really make those lashes big.

“Hmmm your lips are bit chapped, let me take care of that for you. Youre gunna look so hot Dani. I can’t wait to get the finished product so I can really enjoy you” Jessica said as she carefully brushed her hand over Danny’s flat front. “He really is small huh? I barely feel anything! Hahaha” Jessica laughed to herself. Danny moaned as Jessica brushed against his flat front, his dick straining but still tucked back between his legs. “I don’t know what I was worried about. Jessica loves my look. I’m still a ladies man!” Thought Danny.

“I have this new chapstick that will really make your lips so soft and… mmm kissable. It might sting for a moment but it will go away quickly” moaned Jessica. In reality, it was a lip plumping serum that promised dramatic results. Jessica carefully applied the lip plumper and Danny felt a slight tingling. It felt like his lips were ballooning out but he trusts Jessica. As Jessica carefully outlined his lips with a dark pink pencil before filling it in with a hot pink lipstick and sealing it with a shiny gloss. “Ok baby rub your lips together to finish off the chapstick and make sure it sets in.” Danny rubbed his big pink lips together, setting the long lasting lipstick and gloss.

“Oh Danny, we gotta take care of your eyebrows! You’re as bushy as a caveman!” Said Jessica as she grabbed some tweezers. Danny wasn’t opposed to a little eyebrow grooming, so settled in for a few painful plucks. What started as a few plucks turned into a lot more. “Uh Jessica, this seems like a little much…” said Danny. “Oh no they were just really bad, let me just finish quick” as she carefully arched his brows into unmistakably feminine arches.

“Ok all done. You look so hot, Dani! Now keep your eyes closed. I have an idea for your costume. Let me go get it” said Jessica.