One Late Night...

A/N: All characters mentioned are 18+

Samantha sat at the bar, downing another margarita. She took a look around, and saw the patrons. Some of which were on the verge of passing out, some were leaving. Another margarita was ordered, as she felt her stress melt away from that day. She had some major deadlines at work, and she wanted to relax.

She had plans to work on the assignment tomorrow but she wanted to drink for a bit. Her boss had even talked to her in private and expected it to be perfect, as she has that tenacity. Samantha wasn't one to drink a lot, but the pressure and stress brought her to this bar near her house after work.

One guy happened to be watching Samantha, and he wondered if she had a high tolerance for alcohol. He ordered her water, to try and help her. He had an idea she was very stressed but felt downing margaritas wasn't it for her. He was in a similar situation, he had been offered a promotion but he had to relocate. He was given a week to decide.

He couldn't think cramped in his office, so he went to the bar after work to chill out. Samantha got the water from the bartender, and he pointed in the man's direction when she asked. He smiled the best he could, after drinking 2 beers in a row to her. She mouthed a thank you to him, and took a sip.

The water felt refreshing as it went down her throat, and she blushed a little. He decided to ask if he could sit with her, and she said yes, noting his manners. He ordered another beer and once she finished the water, she ordered a shot for them both. They cheered, and talked for a bit.

"I've been so stressed at work, and the bar seemed to be an appropriate place to let that tension go." she confessed to him.

"I can understand, but I think we have had enough for one night. " he said, with concern.

"That sounds like a good idea, but what about my car? I can't drive home alone like this." she said, as tears threatened to escape her eyes.

"I know the bartender and owner, they'll let you leave it here without it being towed. My company happens to help this bar from time to time, so think of it as a favor from me." he said, with a kind smile.

"Oh, and if you need to destress, I know a better way than drinking." he whispered into her ear, as a hint of lust could be sensed in his voice.

She agreed, and he told the bartender to not worry about Samantha's car. The bartender understood and went to tell the boss. The pair left the bar, both sobering up. He called an uber, and she fell asleep on his shoulder on the way.

He woke her up, with a gentle nudge.

"We are at my house, but i can drop you off at yours if you want." he said

"Can I stay with you tonight? I'm off tomorrow and I don't wanna be lonely tonight. I'd also like to know this destressing method you mentioned." she pleaded.

"Sure, let's go then."

They left the uber, and he helped her walk to his apartment. She fell on the couch, and her heels fell off. He noticed how her legs looked so sexy in those tights. He confessed to her that he thought she was attractive. She blushed and thanked him, and he said he would help her destress.

She looked at him with curiosity, and asked if he could undress her. She said yes, and he took her to his bedroom. She was put onto his bed, and he asked if she was fine so far. She said yes, and he took off her clothes, starting with her tights and skirt. He saw her underwear underneath was damp.

"Hm, it seems you enjoy this." he observed, as he ran a finger over her pussy, teasing her.

"Can I use you for a couple hours? I'll take care of you and make you feel so good. You can choose a safeword to stop everything." he said

"Yes you can, but what's your name?" she asked, wanting to know. "I choose apple as my safeword."

"It's Derek, but tonight you'll call me sir." Derek replied.

Samantha wasn't a necessarily kinky person, nor was she strictly vanilla. She enjoyed watching kinky porn once in a while, and tried some things with previous partners. It was something she enjoyed once in a while, so she decided to try it with Derek.

"I will use you to my liking, whore, and you will obey me, understand?" Derek demanded.

"Yes, Sir." she agreed, feeling her arousal increase.

"Good girl." he praised her.

This is much more then she experienced, the most she did was get spanked during anal sex and fucked by various toys. Derek moved down to her cunt, which was now soaking. He began to slowly eat her out. She started to moan quietly, until he twisted an erect nipple.

"Be louder bitch, i want you to be loud for me." he ordered as he resumed eating her.

Her moans steadily got louder, as her climax was close. She soon came, and he picked up his pace. He slowly inserted a finger into her pussy, then another, and another lastly. 3 of Derek's fingers were fucking her cunt, as she came again and again. The pleasure he was giving her was incredible.

He finished and pulled them out, and shoved them into her mouth. She licked them eagerly, and Derek told her to kneel on the carpet. He stripped and his erect cock was so close to her face.

"Don't dawdle whore, suck it like a good girl." he spoke

She licked the tip, and used her hand to stroke it. She was taking more of it, as he moaned. She picked up her pace, and he soon came into her throat. He rubbed her head, saying how much she obeyed him and did an amazing job.

She really liked relinquishing control, and she wanted to continue. But she remembered reading aftercare was very important, so she had an idea that would happen soon. He ordered her to get on all fours, and she heard a condom wrapper being opened. He entered her cunt, as she gasped at how big he was. He slowly moved, then eventually was thrusting at a fast speed.

"Such a good girl, taking sir's cock like an obedient whore." he spoke, as her moans turned him on even more.

He grabbed her hair, as she was close. He felt she was close to cumming, and he told her to cum on his cock when she was told.

He told her to cum, and she did with a low groan. He did as well and felt his balls empty. He pulled out, and kissed her on the cheek.

"You behaved so well for me, " he said as he put a blanket on her, "I'm gonna be right back with some water and we will relax."

Derek returned with some water and some sweets.

"I got some cookies for you, and they don't have any nuts. I didn't wanna risk you having a reaction, if you are allergic." he said with care.

They cuddled, and Samantha enjoyed his warmth. He praised her and gave her plenty of soft kisses, which she loved. He felt her starting to sleep, but said it's time to go home. She didn't wanna go, but she dressed. Her body felt tired and needed to rest. She thanked him, and she gave him her number.

He paid for an Uber, and she went home, having had an experience she wouldn't forget.