Mike's Big Night as Melanie

It was a warm spring day on the first day of spring break in College Town. Mike had the place all to himself since his roommates went to the big beach out of state to go party.

"Tim and Alex are probably doing body shots of off girls by now", Mike thought to himself.

The guys had offered Mike to come on the trip with them, but Mike had bigger plans! Mike had been looking forward to this week for a long time, because this is the week where Mike truly gets to be himself! Or rather, herself.

Mike was teaming with excitement that morning. He berly slept the night before, closely listening to his roommates pack their things to catch their flight at the crack of dawn this morning.

Mike was drinking his morning coffee while he pondered about the whereabouts of his roommates. The caffeine mixed with his excitement and his heart raced as he thought about the week ahead.

He proceeded to walk around the house, checking each room for any unexpected guests. He knew the house was empty, but he needed to be sure. He checked all the rooms, including Tim and Alex's bedrooms. As he peaked into Alex's room, he spotted a pair of white and black lace panties handing off Alex's bedpost. "Nice taste!" Mike said out loud. He had a good guess as to whom the panties belonged to. One of the regulars that comes to visit Alex. Alex is a bit of a "player" but he's got the body for it. If he was being honest with himst, Mike is a bit jealous, but not of Alex, but the women who comes to spent those nights of lustful indulgence with him.

With confirmation that the house was indeed HIS, Mike decided it was time to make it HERS.

Mike pranced to his room and threw open his closet doors and pulled out a very special box. Inside the box contained Melanie, the person Mike truly desired to be! Mike opened the box and got to work. He had shaved his whole body the night before in anticipation for this moment.

He pulled black stockings over his smooth legs and felt a buzz of relief and energy as the tight fabric hugged his legs like a hug from an old friend. Next, Mike slid on his favourite pair of panties, a sexy black lace with cute frills that caress his cheeks with a sexy pattern. Mike then clasped together a matching bra and inserted his breast forms. Mike's short stature and thin waist complement the undergarments quite nicely. He admired his form in his mirror, turning his waist to see his ass clad in cute panties.

"It's all coming together!" Mike says, in his best "girl" voice.

He has been quietly practicing, and getting more and more confident with the voice.

Mike moves on to completing the outfit. He slid on a short ruffled skirt and gave it a quick spin! The air rushed around and gave him the feeling of butterflies! Mike then put on his favourite top, a white with pink floral embroidered crop top with puff sleeve! He looked in the mirror and admired the ensemble. It was almost complete! Mike threw on his long sandy blond wig and felt the hair flood over his shoulders. It was all coming together, just the finishing touches left!

Mike moved onto his make up kit and started adding his blush, light pink lipstick, and eye liner. After a careful hour of application, Mike felt the transformation was complete! She was now officially, Melanie!

Melanie was about to leave her room when she remember her one last thing! Her favourite heels of course! She slipped on her 3 inch black heels and clip-clopped out of her room, a free woman! Melanie did not hesitate to put on her favourite girly playlist and sang along to the lyrics of Shania Twain's "Man! I feel like a Woman."

Melanie knew it was a little on the nose, but damn, did it really say what she was feeling! She practiced her dancing skills in her heels. She knew she probably looked like a fool, but she always dreamed of one day being brave enough to go out dancing as Melanie.

Once she got that out of her system, her heart fluttered with excitement as she lay down belly side down on her bed, legs in the air. She opened up her Mannr account and sent a "Heeyyy ????" message to the stud she'd been chatting with all week.

Jackson was a fine looking gentleman, 2 years her senior, and built like a lumber jack. He had a strong and sculpted jaw line and was a sweet talker. Melanie was fully infatuated and longed for his company, and today was the day!

The hunk, named Jackson, replied quickly "Hey Darling! Are you finally free today?" Melanie exchanged pleasantries with the gentleman and gave him her address.

"Ill be right over!" he messaged. Her heart raced with excitement. It had been far to long since she felt the embrace of a man!

Jackson arrived not too long after. He was a solid 4 inches taller than Melanie (with her heels on!) and with all his muscle, probably double her weight.

"Hey good lookin!" he greeted.

Melanie was a little flabbergasted, but remembered to use her girl voice.

"H- Hey", she mustered.

"Aww don't be shy! I don't bite, unless you want me too!" teased Jackson.

"No, no, im good!" Melanie said, mostly to re-assure herself.

Jackson had a great complexion, and was a gentleman at heart.

"Let me show you to the living room!" Melanie exclaimed.

She lead the way down the hall into the living room, clip-clopping in her heels along the way. She could feel Jackson checking out her ass and legs in her short skirt.

"I love your outfit!" Jackson complemented, "It really suits you well!".

"Thank you! This one is definitely my favourite! Melanie replied. "Would you like some wine?" She asked.

"I could have a glass!" Jackson replied.

The couple enjoyed their wine and made conversation. Jackson talked about his brother and his dog, and Melanie talked about her career goals and future aspirations.

Jackson then asked: "So, how did you start, uh, being Melanie?"

Melanie pondered for a moment. "Hmm, I guess around the time I was supposed to start noticing the girls in my highschool class, I decided I was more into the guys instead! With a little exploring, I found out I look super cute in a skirt or a dress, and it was all magic from that point onwards!"

"I see! You really do look cute in a skirt!" Jackson complement. He moved closer to Melanie and put one of his large hands onto her thigh. "And you've certainly got my attention." He said, as he gazed into her eyes.

They locked lips. His big lips pushed into her sticky pink lipstick. Melanie felt Jackson's other hand caress her face. Melanie could feel herself getting turned on already! They continued to kiss, smacking their lips and following each other's rhythm. Their tongues, exchanging flirtatious licks with one another. Melanie couldn't help but let out a little moan of pleasure.

"oohh" she peeped.

"Are you ok?" Asked Jackson.

"Of course I am silly!" Melanie replied.

She immediately placed another kiss on Jackson's lips. Jackson began to run his hand up and down Melanie's thigh. She could feel her her leg tensing and flinching as her ran it closer to her inner-skirt. Trying to keep up with Jackson, she began rubbing Jackson's cock underneath his jeans.

"Can I suck your dick?" Melanie asked eagerly.

"That would be awesome!" Jackson said with enthusiasm.

Melanie slid down to her knees while Jackson remained seated on the couch. Melanie unzipped his jeans and pulled down his pants and boxers to around Jackson's ankles. A strong and mighty erection sprang up to meet Melanie's face. It was a wonderful cock - long, veiny, and circumcised, just the way Melanie likes her men! She got to work. She grabbed the base of Jackson's dick with her right hand and directed the head into her mouth. She pressed her tong into the hard flesh of his manhood and the taste flooded her with excitement! She tightened her lips around his shaft and looked up into Jacksons eyes and gave her head a gentle up and down bob to start off.

Jackson sharply gasped and let out a quiet "ah fuck".

Melanie began to suck on his member. She could feel Jackson twitch and shutter as she moved further down his member, slowly sucking on more and more of his penis. She could feel his cock press against the back of her throat, and she felt a wave of submission flood over her. In this moment, this is where she felt she belonged.

After she felt her sucking was sufficient, and his dick was fully teased, she worked up the courage to ask "Y-you want to go to my bed?"

Jackson smiled and said "I sure do, Sweetheart!"

Melanie took Jackson by the hand and pranced down the hall as fast as her heels could take her. When the couple made it to the bed, they stood for a momen, and continued to kiss. Jackson had left his pants in the living room, and popped off his shirt, and fully exposed himself. Melanie didn't think she could get more turned on, but his upper and body was well toned and strong! She ran her hands along his mighty chest. Jackson held her by the waist, and started to lift up her top! She felt exposed, despite her breasts not being real, she felt more naked in her bra, standing before Jackson. Melanie gave a little twirl, and rolled her hips around as she pulled down her skirt and panties. Her little clit popped out as she pulled down her panties. She was proud of her small girl-hood, and could feel it dripping with anticipation.

"You've got a smoking hot body!" Jackson complemented.

"You look like a demi-god yourself!" Melanie complemented back.

Melanie was now only wearing her bra with her stockings and heels. She paced over to her night stand and produced a condom and lubricant from it's drawer.

"I'll help you get this on Mr!" She teased, and proceeded to roll on the condom onto Jackson's large member.

She applied a generous amount of lube onto Jackson dick and onto her pussy. Despite being nearly naked, Melanie could feel her body pouring with heat. Melanie bent her upper body onto her bed, and kept her ass up and heels on the floor, giving Jackson a welcoming invitation to penetrate her body. She felt Jackson position himself behind her, with one hand on her hip. She felt his cock push in between her ass cheeks. The head of his cock met with her pussy, and she felt it make it's way inside! The sensation, at first was pain, and Melanie let out a small gasp! But then, came the pleasure! Waves of emotions flooded Melanie.

"Ooooh!" She moaned!

"Ugh, you're so tight! Jackson exclaimed. "Are you ready for more?" he asked.

"Yes!" Melanie assured! "Please use me Jackson!" She pleaded!

Jackson pushed in further. Melanie struggled to keep standing, but this wasn't her first rodeo, and managed to keep her rear up right, although her knees felt weak! Jackson thrusted deep and shallow, deep and shallow. His cock sending pulses of pleasure through Melanie's body. Melanie could feel her clit, poking into her own belly, dripping a constant flow of a sweet elixir, sending little drips onto the floor. Jackson took both his hands and grabbed both sides of Melanie's, waist. She was at Jackson's total control.

"Spank me!" Melanie pleaded!

Jackson was quick to oblige, and gave her ass a nice smack! The sensation stung Melanie, but it felt good! Jackson kept to a steady rhythm. He grabbed Melanie by the neck and brought her up to kiss while they continued to fuck! As he kissed her, Melanie felt a hot sensation build through her body, and a steam of girl-cum shot from hef clit! It hit the floor with an audible wet splash. Jackson kept pounding her ass. Melanie could feel his balls slapping against her ass cheeks! With a final, mighty thrust, she felt Jackson let out a loud grunt and felt his cock twitch inside of her! She felt him slip out of her pussy and she fell forward onto her bed, out of breath.

Jackson sat down o the bed beside her and said "Phew! Your tight ass is a good fuck Melanie! I Think i came a full bucket!"

He tied off the condom and showed it to Melanie. It was indeed and impressive load!

"All that for me, huh?" Melanie teased.

They laughed and cleaned themselves up. Melanie, invited Jackson to stay and watch a movie, and he agreed! They spent the rest of the night cuddling on the couch, and sipping their wine.

(To be continued?)