Title: Jerks Finish First – The Bachelorette Party – Chloe
Series: Jerks Finish First
Sub Series: The Bachelorette Party
Author: Nick Schwartz
Keywords: MF, maledom, femsub, dom, sub, bdsm
Summary: Kent is a jerk. He meets vulnerable Chloe who’s having trouble finding entertainment for her friend’s bachelorette party.


Kent was a jerk. He had made his peace with that. At 24, he preferred getting his rather than caring about others. Kent still was very much a frat boy, even though he had graduated from college, and most of his friends have moved on.

After Kent graduated from college, he joined a finance firm. The job allowed him the money to keep up with his lifestyle and his attitude made him exceptionally gifted in dealing with customers.

The thing was Kent couldn’t settle down. It wasn’t that he found the right woman, he had found the right woman a few times, but after a few nights together, Kent would fuck it up, usually by hitting on her best friend, sometimes being caught with her best friend. Not that Kent valued those relationships but it meant he was perpetually single.

Kent also had little trouble meeting women. He worked out often, ate right, and make himself available to women when he could. Sometimes women would want him, sometimes he would have to talk them into it, either way he would always have someone to sink his dick into.

After work one day, he went into a local coffee shop. As he surveyed the customers, he noticed an attractive looking brunette having coffee and talking on her phone. It sounded like she was complaining she was being forced to plan a bachelorette party because all the other brides women were unable to help and were saying they didn’t have time. Kent loved the idea of a bachelorette party, women just trying to have a last fling. Even better, it meant bridesmaids, maids of honor and a bride being wild. Though as Kent checked out the woman he noticed, she was attractive. Too attractive not to make his acquaintance.

The woman was tall, but thin. She had her blond hair up in a ponytail and had a skirt and a button up shirt. Her body language told him she meant business, but usually that meant the girl was compensating for never getting the upper hand.

The barista gave Kent his coffee, and he noticed the woman hung up so he went over to talk to the woman.

“I overheard your phone call. You’re planning a bachelorette party?”

The girl looked up a little surprised. Most people in the shop probably heard the call, but this guy was admitting it?

“Um, rude much?”

Kent laughed. “Sorry about that, I’m Kent, I overheard something and I’m in a similar situation. I have a buddy who is getting married and don’t have a clue what to plan for his last single night.”

The girl thought about that for a moment and then relaxed her guard.

“I’m Chloe, so you know the story?”

“Yeah, I mean he’s my buddy, but what are you supposed to do for a bachelor party? Do people still throw wild parties?”

“It’s harder for women, I mean let’s say I wanted to get a stripper how would I hire one, I’d feel awkward, and do you have to audition them?”

Kent smirked. He knew how to work his way into this circle of friends. This girl was just begging for someone like him to use her.

“I’m not sure, I’ve never hired a woman before. I’ve never needed it, nor does that just doesn’t seem right.”

Chloe smiled and looked Kent over, he was a handsome guy standing before her. He had the right looks that Chloe looked for in a man. Chloe rose from her seat and gave him a smile.

“I’ve been sitting here for a while, would you like to join me to stretch my legs?”

“Of course, Chloe, lead on.”

Chloe and Kent walked down the street. Without thinking about it Chloe walked home. She didn’t actively chose to, but she didn’t think of any other place she could walk to.

Kent started the discussion again. “So tell me what you are thinking about your bachelorette party.”

“I don’t know, we have four women, including me. There’s Sara and Kaitlyn both are not that interested in a wild night. Sara is religious, so she expects a boring party. Kaitlyn used to get crazy, but she got married and claims she’s settled down now. Gina, the bride though still is a wild child. She would know how to hire a stripper, I bet.”

“Ahh so who are you throwing a party for?” Kent knew the answer but wanted to make sure Chloe wanted to make the wild friend happy.

“Well, I suppose the party should be what Gina wants, she’s the one who is getting married.”

“Then the question should be, what would Gina want?”

Chloe thought about it while walking and blushed. Kent smiled guessing what she was thinking about. Chloe finally came up with something she could suggest.

“I think she’ll want a crazy night, though I’m sure the other two will have problems with it.”

Kent chuckled. “You’d be surprised married women store up their wildness, a bachelorette party is the perfect time for them to get wild.”

“I suppose I could be surprised by Kaitlyn, but Sara didn’t show a lot of skin when they were clubbing, now that we are out of college she acts more religious. She calls me a wicked woman.” Chloe stopped in front of her apartment building.