Love with a Stripper

Prompt Summery:

Santana is a bratty rich girl with more money then she knows what to do with. Being a closeted lesbian doesn't help her score with the ladies. One night at her brother's bachelor party she meets a stripper who's caught her eye. Drunkenly she offers the woman $500 to sleep with her, however what happens next Santana didn't see coming. This is a GKM fill


"Santana hurry up! Your brother's about to make a toast!" Alma Lopez shouted from the bottom of the marble staircase. Santana ignored her and fidgeted with her dress and make up one more time before feeling satisfied with the way she looked.

It was the night before her brother's wedding day and her entire family had gathered in a joint bachelor and bachelorette party hosted by her father. Their bell-air mansion was packed with people and servants darting around and celebrating Juillian's last night as a single man. His soon to be wife Angelica and all of her guests sat by the jacuzzi while bulky men with arms the size of bowling balls rubbed body oil into their skin.

On the far side of the spacious back yard sat two separate stages. One for the dj and anyone interested in making a toast and another with three large poles where dancing girls stripped for a crowd of dancers.

"Santana where have you been!" her abuelita asked impatiently grabbing Santana by the hand and dragging her to the front of the first stage where her brother stood holding up a glass to silence the crowd.

"Good evening everyone. I hope you're enjoying this wonderful night of drinking an debauchery. I just wanted to say a quick thank you to all the wonderful people who have supported Angelica and I through the years, thank you to my papi for footing the bill for this huge party, and also to my amazing sister Santana. I hope you find a love like mine, baby sis. You deserve it." Jullian held up his glass and everyone cheered. Santana on the other hand shrunk any feeling embarrassed.

Santana very much doubted she would ever find a love like the half baked business arrangement between Jullian and Angelica. She had known from a very young age that the kind of love she longed for would be different then most everyone else's. Santana loved girls. She loved them in a special and forbidden way and nothing would change that.

"Excuse me abuela. I need to go grab a drink." Santana dismissed herself from the large group of people and made her way over to the bar ordering her third long island ice tea of the night. She tried to force herself to watch the thunder down under show through the living room window, but found the men who worked it dirty. She made a sour look and walked off to find something to entertain herself with.

Standing near the dj booth she was able to watch the strip show taking place on the second stage without looking strange for watching. A few older more sexually liberal women stood cheering right along side the men as a stunning blond dipped and teased the crowed with her sexy moves. Most of her clothes were still on half way through the dance, but it was the way she worked her body that made the show so erotically hypnotic to watch.

The lanky blonde dancer unbuttoned the black vest of her three piece tux reveling a tight white lace corset underneath that held her breasts practically up to her chin.

"Fuck." Santana groaned licking her dry lips as she watched the woman take a quick spin around the stripper pole while sending her tux pants flying out into the audience. The crowed whistled and threw tens and twenties up on the stage while Santana's head swam with the alcohol in her system. Another stripper joined her on stage wearing a more sexed up version of the tux the blonde had been wearing. They looked like the stripper version of the man and wife cake toping. Not waisting a single moment the blonde grabbed the other girl and brought her in for a sexy kiss unlike anything Santana had ever witnessed before. She could feel the hot arousal grow more intensely in her belly.

'Maybe she'd kiss me like that if I asked.' Santana thought blurry eyed.

"Hey Santana. Come here for a sec!" Jillian called from a few feet away. He stood in a small group of business men talking seriously with one another. Reluctant to leave her post Santana made her way over to see what he needed. "I'm really busy right now, but do you think you could go pay the strippers. Give them this. It should be enough to cover the night." He placed two hundred dollar bills in her hand and sent her on her way.

Santana swallowed her pride and marched off to find where the two girls had gone. Go-Go dancers had replaced them on stage and the party was starting to hit it's stride. Fifteen minutes later Santana finally cornered the second girl.

"Where's your friend?" Santana shouted over the loud music.

"I think she went to use the bathroom upstairs." the stripper replied sticking her hundred down deep into her bra along with the stash of tens and twenties she had earned for the night.

Santana thanked the girl before staggering her way through the crowd, drink still in hand. She eventually found the blonde stripper emerging from the upstairs master bedroom wearing a less then sexy set of sweat pants and hoodie, which caused Santana to pout endlessly.

"Why such a sad face cutie?" The blonde winked spotting Santana standing in the door way. Her tan cheeks turned a slight shade of red though she could feel the liquid bravery still coursing through her body.

"You changed clothes...I brought your money from my brother. You were amazing. I've never seen anyone dance like you" Santana grinned holding out the hundred for the woman to take. A closer look showed that she couldn't be that much older then Santana though clearly out of high school.

"You're sweet. Thank you." the woman giggled accepting the money with a cute smile that made Santana's heart flutter. 'Maybe she's into me?-oh yea. She's totally into me' said the belligerent devil on Santana's shoulder. The blonde woman moved to walk by, but Santana caught her by the arm.

"Wait—I was wondering if you wanted to go back to my room. I could pay you." Santana said unaware of how sleazy she actually sounded. It was the first time she had ever felt like a girl was flirting back with her and she didn't want to waste the opportunity to lose her virginity, especially to someone as hot as this girl.

"Excuse me, what did you say?" The woman cocked her head to the side with a mildly annoyed look on her face.

"Oh, sorry I didn't mean to upset you. It's just-I mean you're obviously here for the money. It's not like you're like you're actually here to pay for college or something like that. I think you're beautiful and-"

"You can stop right there. I think you have me mistaken for someone else. You're obviously drunk, so I'm going to go." The blonde growled in Santana's face yanking her arm away and storming off down the hall.

"Wait!" Santana called after her.

"What?!" The woman whirled around and glared. Santana picked up a pen from a small decorative table meant for taking notes while on the phone.

"You didn't let me finish." Santana took the woman's hand and scribbled out several digits. "You're really beautiful. If you change your mind about having sex with me I can pay you five hundred dollars. You might have not noticed, but money isn't exactly and object around here. Think about it. " Santana murmured and leaned against the wall droopy eyed. All the alcohol was slowly taking it's effect. She knew she'd regret it in the morning, but right now the only thing that mattered was the hot blonde stripper in front of her.

"Why don't you take your money and go fuck yourself with it." the woman snapped, took off down the stairs, and out the door.