Vicky's Secret

Charlie hated dating apps, but he was tired of being lonely.

He felt like he wasted so much of his time swiping, only to get zero response.

At home, at work, in traffic, it was his version of doom scrolling.

To make it even more depressing, the few responses he did get were from those who would charge for their time.

That’s why when Vicky messaged him, he was surprised and skeptical.

They messaged back and forth for a week before they exchanged phone numbers.

It was another week before he asked her out.

Standing outside the movie theater waiting for her to show up was the most nervous he had ever been in his life.

Then, he saw her, even prettier than her pictures, and his heart thumped in his chest.

She was petite, but not boney, giving her a very soft appearance.

Her breasts weren’t large, but perky. Her bare mid-drift showed off her flat tummy and a small heart-shaped belly ring.

Her thighs looked soft and squeezable without being huge. Those smooth, pretty legs even ended in cute, little, painted toes.

He didn’t realize it, but Charlie was staring. Vicky did realize it, but she didn’t mind. She had put a lot of work into her appearance.

She thought Charlie was cute. Glad for once someone looks like their profile picture.

She had swooned in her room at his brown eyes and messy hair. The stubble on his chin made him look rugged. Even though he clearly wasn’t.

He had a nice body too. He looked to her like a high school athlete that had put on just a few pounds.

She sauntered up to him with a bright smile on her face. She loved the fact she had his full attention.

“Hey handsome, you gonna say ‘hi’, or will you just stand there and stare?” She said teasingly.

Charlie’s head snapped back like he just woke from a trance.

“Oh shit, I’m sorry, you caught me. I just wasn’t expecting you to be so damn cute.”

“Oh nice recovery, Flattery will get u everywhere.” She gave a flirty shrug of her shoulder.

Charlie couldn’t help but smile. This beautiful girl and her flirty demeanor already had his attention.

They went inside and snacked on popcorn as they watched the newest Rom-com. Charlie smiledd as Vicky laughed without reservation and nearly cried several times. He had never met someone that left their feelings on full display like that.

About halfway through the movie, Vicky lifted the armrest between them and cuddled up against Charlie’s side.

Charlie didn’t hesitate to put his arm around her shoulder. She sighed and let her hands rest on his thighs like it was the most natural thing in the world.

The calculus equations Charlie began running through his mind was not enough to keep his body from reacting to her touch. He hoped to God she wouldn’t notice.

Not only did Vicky notice, she let out a light moan as she ran her fingers down his length, just once.

It took the rest of the movie for Charlie’s heart, and his boner, to calm down.

They had only agreed on a movie, but Charlie was not ready for the night to end when it was over.

Vicky hugged his arm as they made their way out of the theater. Charlie gathered his courage, pulled him arm free, and wrapped it around her waist.

Vicky smiled and rested her head against him.

“You wanna go get something to eat?” Charlie asked, his heart pounding in his chest.

Vicky shrugged. “I’m not really hungry, but I know a bar near here with really good wings if you wanna grab a drink.”

Charlie’s heart had never dropped and soared so fast in his life.

He agreed quickly and before he knew it, they were in the bar drinking, laughing, trading embarrassing stories.

It was the best date either had in a very long time.

After an hour or so Vicky excused herself to the bathroom. While she was away Charlie high-fived himself, not believing how well the date was going. He felt like he’d met the perfect girl.

When Vicky came back she sat on Charlie’s lap, crossed her legs, and kissed him deeply.

Charlie was caught off guard, but there was no way he was going to resist. He held her tight and kissed her back without a second thought to the on-lookers.

When VIcky finally broke the kiss she smiled and bit her lip. “My place is nearby. Walk me home?”

“Absolutly.” Charlie breathed as he dug in his pocket and slapped an unknown amount of money on the table.

Vicky hopped up, took his hand and held it for the entire block and a half walk to her apartment.

When they made it to her door Vicky grabbed Charlie by his shirt collar and kissed him passionately. Charlie reciprocated, grabbing her waist and pulling her body against his tightly.

Vicky broke the kiss and giggled as she pressed her ass against his crotch while she unlocked her door.

The only thing going through Charlie’s mind was him hoping this girl liked it rough, because his restraint was dying fast.

Inside the cozy, pink apartment, Vicky led Charlie to the couch and sat down with him.

When Charlie leaned in for a kiss, she stopped him.

She licked her lip and looked into Charlie’s eyes. Charlie was completely confused by her sudden change in demeanor.

“Before we go any further Charlie, there is something I need to tell you.” Vicky’s tone was serious but hesitant, as if she didn’t know whether she really wanted to continue her statement.

Charlie’s heart sank and his brain spun. “Oh God I should have known! You’re taken right? You got a husband or boyfriend coming home? You’re gonna tell me I need to leave as soon as we’re done right?”

It was Vicky’s turn to be confused. She stared at Charlie for a second then shook her head.

“What? That’s… oh god who hurt you?” She gave him a pitying look and almost laughed at how far off he was.

“No, no,” she said, “it’s not that. I’ve been single for a very long time, mostly by choice.”

“Ok, sorry, I freaked out for a second there.” Charlie said embarrassed. “I’ve just been really unlucky with women. So, if not that then what?”

Vicky closed her eyes and took a deep breath before continuing. “Charlie, I really like you, so I wanna be honest and up front with you.”

Charlie kept his mouth shut this time, but he still had a bad feeling about what was coming next.

“I go by “Vicky” now, but I was born “Victor”, a male.”

Charlie just stared.

Vicky, suddenly visibly uncomfortable, continued. “I’ve been living as a woman for about 7 years now, I got all my papers and stuff changed, taking hormones and whatever, I just haven’t gotten the surgery, and i’m not sure I want to.”

Charlie stayed silent, his eyes unconsciously moving to Vicky’s chest and crotch.

“Please say something.” Vicky was anxiously playing with her hair, her eyes pleading.

“Ummm…” Charlie had to force his brain to form words.

“I don’t know what to say to that. I have been lonely for longer than I’d like to admit. I finally go on a date with a girl, and she seems absolutely perfect. Now you’re telling me you’re a guy, with a dick?” Charlie’s tone wasn’t harsh or loud, but he was clearly conflicted. “I don’t know what to say to that.”

Vicky nodded and sniffed, tears welling up in her eyes. “I understand. You can just delete my number, I wont…”

“That’s not what I meant.” Charlie interrupted.

Vicky’s eyes snapped back up, confused. “Um, what?”

Charlie smiled. “It’s true I wasn’t expecting that, you look so feminine I would have never guessed, but you’re the most fun, sexy, amazing person I’ve ever met. I’ve never been with a trans woman, but to walk away without giving you a shot would be a crime.”

Vicky was stunned. “Wait, so you’re not mad? You don’t find me disgusting?”

Charlie leaned closer and lightly touched a hand to Vicky’s face. “I think you’re gorgeous, I couldn’t possibly be mad at you.”

Vicky kissed Charlie immediately and climbed on top of him as if he would change his mind if she didn’t.

Charlie wrapped his arms around her, weaving one hand in her hair and squeezing her ass with the other.

Vicky moaned softly as she kissed his neck and ground her crotch onto his lap.

This time when his body reacted, Charlie made no attempt to stop it.

Vicky sat up and looked down at Charlie’s bulge smiling. She rubbed it through his pants, then leaned into his ear licking it as she whispered. “Let’s go to my room and get these off you.”

She pulled him to his feet and led him to her room. She bit her lip as she positioned him in front of her bed and quickly pulled his pants down to his ankles.

She knelt in front of him and licked his rock hard cock from base to tip, moaning as if it was the most wonderful thing she ever tasted.

“Oh fuck.” Charlie’s eyes rolled back as Vicky’s warm wet mouth enveloped his dick. She sucked him slow and deliberate, her tongue caressing the underside of his hard-on.

In seconds he felt like he was going to cum and the force of it would knock her head clean off her shoulders.

He pulled out of her mouth and sat down while taking off his shirt. Vicky gave him a naughty, knowing smirk as she stood between his knees and undressed.

Charlie marveled at her tight body and she peeled away the layers. She turned her back before taking off her white lace panties, bending low and wiggling her ass for him.

Charlie groaned, staring at her perfect heart-shaped ass. He squeezed it in both hands, kissing and licking her cheeks.

When Vicky stood up and turned to face Charlie, her cock was rock hard and pointed right at his nose.

Charlie examined it for a moment. Her cock was a little shorter than his and much slimmer. It was smooth, uncut and hairless. It was probably about as feminine as a dick could be.

He laughed out loud at the thought, but kept it to himself as he slowly began to stroke it while he kissed her belly.

Vicky stroked Charlie’s hair and moaned softly. “Don’t worry baby, I’m not gonna force you to do anything you’re not ready for.”

She lifted his chin and put her fingers in his mouth. She bit her lip as he sucked them softly.

She pushed him back onto the bed playfully, then rubbed his spit on her ass, as she bent down and gave him a slobbery blowjob.

Charlie was lost in pleasure. He didn’t know what he was supposed to do, but he was perfectly content to follow Vicky’s lead.

“Are you ready to fuck me now?” The word cut through his thoughts like a knife. He opened his eyes in time to see Vicky kissing her way up his belly.

“Oh fuck yea.” he felt like he should have come up with something better to say, but the “be smooth” section of his brain had surrendered all its blood a long time ago.

Vicky sat up and pressed her asshole onto Charlie’s hard fat cock and sucked in a long slow breath. She pushed back slowly, forcing him deep, both of them moaning with the effort.

When their hips touched, Vicky moaned loudly with her head back. “Fuck you feel good baby.”

She leaned on his chest and bounced her ass slowly up and down his dick, getting used to his girth.

They looked into each other’s faces and found masks of ecstasy as they both moaned in pure pleasure.

Charlie reached up and squeezed her small breast and rubbed her stiff nipples. Vicky moaned as she bounced her ass harder and faster, grunting every time her ass clapped on Charlie’s thighs.

Charlie put a hand on her ass, pushing her down to make sure he didn’t slip out. This made her go faster, moaning a whimpering as she impaled herself over and over.

“I need more.” Vicky said as she sat up and rode his cock harder. She pinched her own nipples as her moans came more frequent and higher pitched.

Looked down and watched Vivky’s hard cock bob up and down as she rode. The sight turned him on more than he thought possible. He grabbed it and began jerking it furiously.

“Uh don’t stop!” Vicky squealed as her hips bucked like she was trying to fuck his dick and his hand at the same time.

Charlie didn’t stop, instead he grabbed her hip with one hand, continued jerking with the other, and bucked hid hips into her hard and fast.

“AH FUCK!” Vickey yelled as her back arched and she came hard, shooting hot white ropes of cum on to Charlie’s chest.

She then laid on his chest and kissed his lips hungrily, breathing heavily. Vicky leaned up and caught Charlie’s gaze, eyes full of desire.

“I know you’re not done yet, stud. Put me on my back and fuck me like you mean it.”

Charlie needed no further invitation.

He rolled her roughly causing the bed to bounce and eliciting a manic smile from Vicky.

He rimmed her ass with his tip as she moaned begging him not to tease her.

Finally, he shoved his cock inside her and slid in deep.

Vicky gasped and clenched slightly, squeezing Charlie’s cock

He spread her legs wide and began to pound her ass hard and fast.

“Oh fuck yesyesyes” The growl ripped from Vicky’s throat as laid her head back and gripped the sheets.

Hard and fast, Charlie pounded her ass with reckless abandon, sweat pouring down his body. Vicky’s cock quickly stiffened and it flopped around from the impact.

Charlie grabbed Vicky’s hand and put it on her dick. She stroked it hard and fast while Charlie assaulted her tight hole.

The sight sent Charlie right to the edge. He put his hand on her waist, pulling as he rammed her back door.

“Fuck I’m close” He growled as he threw his head back in pure bliss. Vicky’s leg snapped closed around him, her ankles locking behind his back.

“Dont you dare pull out!” she screamed. “Dont ever pull out! Breed me like bitch!”

“AH!” was the only sound Charlie could make and his climax ripped through him. He shoved his cock balls deep inside Vicky as a torrent of cum tore from his dick, flooding her passage.

The next thing Charlie knew it was morning. He woke up to Vicky’s beautiful, naked body wrapped around his. Her head was on his chest and a small smile was on her lips.