Marty fell to his knees between Bonnie’s spread legs. He placed his hand on her thighs, moving them closer to her pussy as he did the same with his mouth. His lips were painted a bright red color to match the sparkling heart on his crop top, and he felt like such a girl as he moved his mouth closer to Bonnie’s glistening pussy lips.
“Don’t be shy!” Bonnie grabbed the back of Marty’s head and shoved his face into her womanhood. Marty rushed to stick out his tongue, and Bonnie hollered when Marty ran his tongue over her pussy lips. “Yes!”
Marty moaned on Bonnie’s pussy as he licked. Bonnie didn’t let up. She held the back of Marty’s head lightly as he used his mouth to pleasure her, licking her pussy and sucking on her clit, copying all the guys he’d watched in pornos over the years.
“Fuck, Marty! Eat my pussy with those femboy lips!”
The sound of Bonnie’s voice, filled with lust, sent Marty’s dick upright. He reached between his legs to push on it through the panties, but Bonnie didn’t let him get away with touching himself for long. She grabbed both of his arms and placed them on her breasts.
Marty moaned into Bonnie’s pussy and massaged her breasts as she held the back of his head, not letting up at all, not letting Marty breathe, but he was fine without oxygen. He had Bonnie’s girly juices flowing into his mouth like a river of fruity nectar.
Bonnie squeezed her legs against Marty’s body as the sounds coming from her mouth got increasingly louder. Then she was hollering out and cumming all over Marty’s face, but he loved how her legs shook. He loved how her pussy gushed. Bonnie didn’t stop yelling for at least thirty seconds, and then she pushed Marty away, making him fall onto his ass.
Marty wiped his painted lips with the back of his hand, staring at Bonnie with hooded eyes. He was hungry for more, so he was beyond excited when Bonnie went to her closet and came back out with a strap-on dildo in her hands.
“Do you know what this is?” Bonnie asked with a wicked grin.
“It’s your strap.”
“That’s right, Marty. I hope you’re ready to really feel like a girl.”
“Yes, please!”
Marty couldn’t believe how much he’d changed in a night, but maybe he’d always been like this, and he was just waiting for a girl like Bonnie to reveal the truth. Marty never would have bought a dildo to fuck himself, but he desperately wanted Bonnie to fuck him after how amazing it’d felt when she fingered him.
Bonnie stepped into her strap and fastened it around her waist. The cock was long, thick, and pink. Marty was still on his knees, so he didn’t even have to move as Bonnie stepped in front of him with that cock dangling off her crotch.
“Put my dick in your mouth!”
Marty parted his lips and moaned when Bonnie grabbed the back of his head and guided his mouth toward her dick. She was so forceful and dominant, and that was exactly what Marty needed in a woman. He hadn’t even touched her when she was naked with her leg draped over his body for crying out loud! Marty was realizing how submissive he was as Bonnie took control, and maybe that wasn’t such a bad thing.
Not with a girl like Bonnie, at least.
“That’s right, girly boy! Suck my fat cock!”
Marty opened his mouth wide, swallowing as much of Bonnie’s dick as he could. It was at least seven inches long though, and it was thick, so Marty struggled, choking every time it hit the back of his throat. Bonnie grabbed him by the hair and forced him off her dick to look up at her.
“You like having my dick in your mouth?”
“I love it!” Marty said.
Bonnie thrusted her hips, pushing the tip of her cock against Marty’s lips. She turned away from him without saying a word to go to her closet, coming out with a bottle of lube. Bonnie hoisted Marty to his feet and put him onto his hands and knees on the bed.
Marty gasped when Bonnie threw up his skirt and yanked down his thong. She pushed him forward to get the thong all the way off his legs before lifting him back to his knees. Marty’s dick was free, rock hard, and begging to cum, so he didn’t even dare touch it.
Bonnie opened the bottle of lube and slathered it onto her dick. She pressed her lubed fingers against Marty’s hole and pushed two of them into his opening. Marty hollered out, but he didn’t dare stop Bonnie from what she was doing. He almost felt like he was in a dream, never once thinking a trip to the fair would lead him to where he was now, but he believed in his heart that fate had intervened.
The universe was giving him a gift.
Marty moaned deeply as Bonnie added a third finger to the two that she already had inside of him. He glanced over his shoulder, and she was stroking her cock as she fingered his hole, stretching him far past him limits, but Marty wanted the pain. He wanted Bonnie to use his hole however she pleased.
“Fuck, Bonnie.”
“You like getting stretched, don’t you?”
Marty nodded and dropped his head, glancing down at his crop top and flipped up skirt. He was still wearing a bra and stockings and felt so pretty and girly as Bonnie used his hole. She pushed her three fingers deeper. Marty clenched the bedding beneath him to steady himself, but Bonnie kept pushing her fingers until they were well past her knuckles.
“You’re so tight, Marty. I gotta stretch this ass before I fuck you, or I’ll hurt you. Okay?”
Marty nodded, unable to speak. He was barely able to breathe from the sensation of his ass getting stretched to its limit, but Marty wouldn’t have had it any other way. He loved that Bonnie was so turned on by taking charge. He loved that he didn’t have to worry about disappointing her because she was already pleased.
Bonnie picked up the bottle of lube and pulled out her hand, applying a bunch more to her fingers before shoving them back into Marty’s hole. He was a little looser this time around but still incredibly tight. He took everything Bonnie was giving, though, willing to please his woman however she desired.
Every time Marty got a glance at Bonnie’s gorgeous face and stunning body, he felt like the luckiest man in the world. He didn’t care what other people thought, even if someone walked in with a camera at that moment, Marty wasn’t sure that he would stop. He was lost in a trance. Lost in pleasure. Ready for Bonnie to fuck him how she desired.
“Fuck me, Bonnie.”
“Yeah? You want this dick?”
“Yes! Give it to me!”
Marty’s voice was soft but forceful, and Bonnie didn’t need to be told twice. She was more than happy to fuck her femboy, so she pressed her tip against Marty’s puckered hole and told him to take a deep breath, shoving her cock into him when he exhaled.
Marty screamed out and fell forward to the bed. He’d never experienced such blinding pain in his life, but Bonnie reached around his body to grab his dick, relieving the pain with her touch.
“Take deep breaths,” Bonnie said into his ear.
Marty felt stuffed. He felt like he was going to rip at the seams, but he did what Bonnie said and breathed in deeply before exhaling, gasping when she sank even deeper into his hole as he did.
Marty whimpered as Bonnie’s cock filled him, but something strange started happening. The pain slowly vanished each time Bonnie moved her hips. She placed a hand around Marty’s neck, pulling to move him back to his hands and knees.
“There you go,” she said softly. “Take my big dick.”
“Yes!” Marty screamed.
His legs and body felt so weak from the fucking, but he was taking as much of Bonnie as he could handle. Bonnie lifted herself from Marty’s body, turned the bottle of lube upside-down where her dick met his femboy ass, and thrusted gently to work the lube into his hole.
Marty moaned deeply as Bonnie started moving her hips more quickly. He was squeezing the bedding and gasping, but he tried his best not to clench. He tried his best to be open and willing for Bonnie, which was what he wanted, but he’d never been this stuffed in his life! He’d never even stuck a finger up his bum!
“Is it feeling good?”
“It’s getting there,” Marty managed in a broken voice.
“You’re doing so well, baby. Keep your ass nice and loose like that,” Bonnie said and smacked Marty’s ass.
Bonnie grabbed the hem of Marty’s skirt as she moved her hips even faster, fucking Marty harder and harder until Marty’s ass was loose enough to easily take her, and then the fucking really started to feel amazing. Bonnie hit Marty’s spot each time she pushed deep, getting Marty closer to an orgasm each time she did.
“Take this dick, girly boy!”
“Give it to me, Bonnie!”
Marty dropped down to his knees as Bonnie fucked his ass hard, taking the pounding, but damn, Marty wasn’t sure he could last. Each time Bonnie hit his spot, he was sure that cum would fly out of his dick.
“I’m getting close,” Marty said in a weak voice.
“Yeah? You’re going to cum?”
“Yes.”
Bonnie held Marty’s hips and pushed her dick deep. Marty screamed out when she hit his spot that time, gasping as cum shot from his dick. Bonnie moaned deeply as she reached around Marty’s body to touch his dick and milk it as she held her cock deep, right up against Marty’s spot.
“Fuck, Bonnie!”
“Keep cumming, baby!”
Marty came all over the bed until there was a pool of cum beneath him. He had to push away Bonnie’s hand, as he was far too sensitive to the touch. Bonnie laughed as she slowly pulled out of Marty. She undid the strap and let it fall to the floor, and then she pulled Marty off the bed and pushed his back up against the bed as she stood above him.
“I’m close too,” Bonnie said before putting her pussy in Marty’s face. Her femboy licked and licked until Bonnie was screaming out from pleasure a second time and cumming all over his face. “Shit,” Bonnie said as she finally stepped away from Marty to catch her breath.
“Shit is right,” Marty said with a laugh. He couldn’t believe this was how he’d lost his virginity, but he wouldn’t change the night even if someone offered him ten million dollars. Meeting Bonnie was a priceless experience, and he couldn’t wait to see where things with her would go.
***
Three Months Later
Marty was waiting for Bonnie on a park bench not far from where she lived. They’d been having a lot of fun together over the past three months, and Bonnie had even let Marty fuck her a few times. Marty would never forget how he lost his virginity to the hottest girl on the planet.
He pulled out his phone to stare at a picture they’d taken about a week after they met. They had a lot of pictures together after three months of fooling around, but the one he was looking at was by far his favorite. They’d gone together to see a comedy show in the park and couldn’t stop laughing at how bad the jokes were, so bad they’d pulled out their phones to take selfies as a distraction.
Bonnie and Marty looked so happy and at peace in the picture. The backdrop of nature and late afternoon lighting only made the photo look that much prettier. Marty found himself staring at Bonnie’s smile in the photo several times a week.
“Hey,” Bonnie said, shaking him from his trance.
Marty jumped. He hadn’t even seen Bonnie approach, but damn, he was happy to see her. He got to his feet and gave her a big hug, and then he gave her an even bigger kiss.
“Hey, beautiful. I missed you.”
Bonnie giggled as Marty held her in his arms. “I missed you too but hands off! I have something to show you.”
Marty gave Bonnie one last kiss before releasing her, and then they took a seat together on the bench. Bonnie passed Marty the bag that she’d been holding, and he could only assume it was something for them to use in the bedroom.
“Take a look, Marty!”
Marty parted the top of the bag and grinned when he saw crotchless panties with a matching bra. Bonnie only gave him crotchless panties when she wanted to get fucked, so Marty couldn’t stop smiling.
“Should we go back to your place?” he asked.
“That’s what I was hoping you would say.”
Marty leaned over to kiss Bonnie on the cheek. Then he stood and held out his hand. Bonnie smiled at Marty as she looked at him through hooded eyes, standing graciously like a regal woman. They held hands as they walked down the path that led to Bonnie’s place, both excited to spend another afternoon together.