Molly was not the innocent little thing this guy thought she was. She knew she had to stop playing shy at the start, she was giving the wrong impression. She had come across this before. Guys her age were never prepared for her. She had a tendency to scare them off. This guy was older though; he might be up for something more adventurous.
She was a little disappointed when he didn't show up at the pool tournament but it wasn't a total loss. She had still been a little sore from his fucking the shit out of her ass. She hadn't expected anything more than a drunken quickie. He surprised her though by eating pussy like a champ. She had played shy but he had kept pressing. One orgasm turned into another. He used his tongues and fingers deftly to work over every bit of her and when he had finally slipped his cock into her pussy she had been able to rub herself into a little orgasm fest.
When she thought he had blown her off she was disappointed. Stephanie, the always-protective roommate had gone over the top though. He seemed to work it out for her and even got her number. He was up for seeing her again and she picked her favorite little pizza place. He was game and she prepared herself.
For two days she flirted with him. He was pretty good with the texts. He could talk dirty without going overboard. She teased him with selfies finally working up to full on shots of her in bed with her favorite toy. Wednesday night, later than she knew he would be up she sent the shot of the handcuffs. Lots of guys got excited at the idea then shirked away when she told them she wanted to put them on him. She wondered what Dan's take would be.
She woke up to a text from him and she knew it was going to be interesting. "Kinky! Who gets to wear them first?"
She left work early saying she wasn't feeling well. They didn't buy it anymore but the only reason she still had the job was they didn't care. She showered and took her time with the razor leaving her entire body smooth and clean. She pulled on the corset. She liked the way it held in her belly and pushed the girls up front and center. She topped it with her rockabilly shirt, added stockings that stopped half way up her thighs. She was torn between the Goth boots and the dressy boots but decided he might get off on the whole freak look so she laced on the thick army style boots. It would be a bitch to get them off later. Hell, she might leave them on. She thought she should pick up but blew it off. She was late. She scurried to the restaurant.
It took a second for her eyes to adjust when she entered the restaurant He was at a table not the bar and she got to make a good entrance She turned to slip between two tables and did her best to jiggle as much as she could in the tight get-up. He seemed pleased with her look.
"Wow." Was all he could say.
"You like? I thought I would dress up a little.
"I like.. the eye makeup."
"Uh huh..." she giggled back. "Have you looked at my eyes yet?" she teased, thrusting her chest out. Her tits slid out a little as she did and she twisted a little.
He was drinking beer so she had one. He ordered pizza. She wanted to eat more of it but the corset was not the way to go to down a third slice so she held off.
He asked her about work, she shrugged and asked him about threesomes. It was a good opening and she got to tell her story about her lesbian girlfriend and how it fell apart when she invited a guy to join them. He raised his eyebrows from time to time.
"Your wife. Did you guys get freaky?"
"We did it in the kitchen once." He laughed back at her.
"But you don't mind, I mean, I am pretty open to trying new things."
"Oh, I'm okay with it."
"Okay with what?" She really wanted him to give her a little more.
"I am a little afraid, the other night, that was a little over the top."
She smiled. "You liked my ass."
"I liked your ass. I would have liked, well, you know."
"Don't worry. I am prepared."
"I saw. You didn't answer me about who gets to wear them first." Now he was smiling too.
"Did I really need to?"
He asked her if she wanted another beer. She made it clear that wasn't what she wanted. He suggested it was still kind of early. She asked if that was a problem. She leaned forward and twisted just a little. She had practiced the move and it worked to perfection pulling just a taste of each of her nipples out of the top of her corset. He agreed quickly to follow her home.
She had kissed him at her car and he had run his hand up her thigh to the bare flesh of her ass. She liked the way he took little tastes of her. She wasn't a young twenty-six, she had come to learn some men didn't just appreciate her curves but actually wanted them. Dan wanted them.
She kissed him again at her door. She liked having the boots and their two-inch lift. He was fairly tall and it made it easier to kiss him. She offered him a drink once they were inside and she was happy he said no. She didn't think they had anything but a half bottle of Jaeger in the freezer. She had planned to pour a shot or two into him eventually but not yet. He looked around their apartment for a minute. He checked out the bookcase, the pictures, and the videos next to the TV. She watched him for a minute then, when his back was turned, she reached behind her back unclasping her skirt and letting it fall to her feet. She kicked it aside beside the couch and waited for him to turn around.
He didn't say anything when he saw her; he just started to move slowly towards him. She turned and moved to her room letting him catch up. His hand moved over her dimpled ass as she reached the door and she pulled him by the hand before closing the door.
"So smooth." He said. She had been undressing him and letting him move his hands over her ass, he had gotten around to the front and run his fingers over her freshly shaved mound and pressed his hand between her legs.
"Take those off." She told him, having already pulled off his shirt and belt. He obliged dropping his pants and a paid of boxers with little hula girls on them.
"On the bed." She told him. He complied. He sat at the edge of the bed and she let his fingers back between her thighs. She thought it was only fair that she should get some attention before she took his hands away from him. He was good, he knew just where to touch her and she had to struggle not to get distracted. She was close to coming and if she let herself, she knew she would straddle him and his cock before she got to have her fun.
"Lie back." She told him. She took a deep breath and let herself get back on task.
He was tall and filled her small double bed. She wanted to upgrade to a queen but even at Ikea that got pricey. Beside, she liked the black iron, especially at times like this. She turned and from the top of her dresser, retrieved the fuzzy handcuffs. "Now, don't try to get away. Even with the fuzzy part you could get some terrible marks."
"I'll be careful." He grinned at her. He willingly ran his hands through the bars of her headboard and she clipped them in place.
"Now, just to be safe, your safe word is 'Olives.'"
"I hate olives." He answered.
"So do I, so don't use it."
"Am I going to need one?"
"I hope not." He hadn't noticed but the crop was right behind the headboard and after she cuffed him in place she had slipped it out. SWAP. "But you never know."
He grimaced but hadn't made a sound.
"Now spread your legs." He did but not very far. SWAP came the crop again. "Wider," she said as the red mark began to take shape on his chest.
"You sure liked lubing up my little ass Friday night." She slapped the crop softly, repeatedly on his cock. She liked how it twitched as she did.
"I love your ass."
Swap. Not too hard, but right on his cock. He moaned. "I don't think you asked me if I like a big fat cock in the ass, did you, Daddy?" He raised his eyebrows as she said it. "Oh, you forgot, didn't you? Do you still like it when I call you, Daddy?"
"Yes." He said, looking up at her.
