Summary: Multi Chapter AU- Brittany and Puck are best friends living in New York City. For Brittany's 21st birthday Puck get Brittany a present in the hopes that the innocent girl will finally lose her virginity. Will Brittany accept Puck's generous gift or will she send the girl packing. Most other characters in the Glee universe will make and appearance at some point, but some will be OOC.

AN: This story will be a big stretch for me in many ways so please if you like it and want me to continue please send me a review. It will most definitely give me the courage and drive to continue.

Disclaimer- Don't own glee, don't live in New York, never had an escort, nor had lesbian sex so what the hell do I know.

AN2: Please don't let the disclaimer scare you off I do have a plan I promise ;)

Party Planning

Brittany's POV

"Puck…" I pleaded with my friend "I don't want a birthday party"

"It's your twenty first birthday..." he said not willing to give in "of course you have to have a party"

I looked Puck in the eyes to prove just how serious I was "No, I don't and I'm not having one"

"Well I'm throwing you one…" He announced with finality staring me down "So just know… if you don't show up, you will disappoint everyone who is there to celebrate with you"

I rolled my eyes, shook my head and threw my hands in the air out of frustration "You really are evil… you know that"

"Well I've never been called nice" He responded with a cocky smile probably realizing he had beat me in this battle of wills "but I think it's funny that I'm actually trying to do something nice for once and I'm being called evil"

"You are nice" I said despite my current feelings to the contrary "well… at least to me anyway" as I rethought my previous statement "but you sure are annoying"

"Please…" he said turning on the charm "you know you love me" as he reached out to give me a hug

"I do…" I said smiling in response and pulling away from Puck's embrace "but I swear if this turns out to be a huge party… I'm gonna hide in your room all night this way you can't bring in your newest flavor of the week"

"O trust me… I'll find a way with or without you in my room," he said with a sly smirk that caused me to grimace thinking about the possibilities "but just to make sure you don't try to cock block me, I'll make sure I only invite a few close friends" he said looking me in the my eyes to prove he was being sincere. I realized this was his way of compromising and for that I was grateful.

"Thanks" I said finally willing to give up the fight knowing Puck was in fact trying to do something nice for me.

"Don't worry about a thing" he said excitedly "I'll take care of everything you just bring your sweet ass back here tomorrow night ready to party"

Puck taking care of everything… now that's scary I thought "You're sure you got it all?" I questioned more out of fear than actual generosity

"Yup…" he said happily as a devious smile crept to his face

"Okaaay…" I said nervously as I turned to leave "I'll see you tomorrow then"

"Hey…" he stated causing me to stop my walk to the door abruptly "Make sure you wear something smoking hot tomorrow night"

Confused by his comment I looked at him sideways; why did he care what I wore. After a seconds hesitation I slowly turned to walk out the door back to my apartment. That was weird I thought shaking my head to rid myself of his crazy comment, why did he say that…

Once safely back in my apartment I dropped my tired body to the couch with a little bounce to settling in. Once comfortable, I thought back to Puck's comment; wear something hot tomorrow… that's what he said, but that doesn't make sense. Puck and I have known each other forever and he's never once mentioned anything about my clothes. We've already been down the relationship road back in high school so that can't be it; besides he knows I'm drawn more to women. I guess I'm just gonna have to trust him; which I did when I was being honest with myself. Within a few years he had gone from friend, to boyfriend, to best friend and now he was family. He was one of the only people back in Lima who stuck with me when I came out as bisexual which had meant a lot; I could trust him… at least I hope I can in reference to this party.

Finally, deciding it was pointless to try and figure out the inner workings of Puck's mind I decided to just call it an early night.

Puck's POV

The rest of the night was spent texting everyone I thought Brittany would want at the party; all that was left was one final person. I thought about calling or just simply texting her, but thought better of that; I wanted to make sure she was still willing so probably in person was best. Besides, it was way too early to go to sleep and I could use a night out that wasn't spent with the goal in mind of getting completely obliterated since that would probably happen tomorrow. She normally works at the bar on Thursday's I thought; I'll just go down have a couple drinks and make sure everything is still a go.

I walked into the bar that had quickly become my new favorite go to spot. It had everything I like in a bar; good music, awesome drinks, higher ratio of girls to guys, and I had developed a friendship with most of the employees which meant free drinks from time to time. I knew the bar station that Santana normally worked at so that was the direction I started walking.

After I said hi to a few of the servers and bartender I knew I finally made my way to where Santana was serving a few customers. "Hey" I said getting her attention

Santana looked up and gave me a head nod acknowledging my presence, but continuing the conversation she was having with a guy who was not very subtle about trying to stare down her shirt.

I patiently waited for Santana to finish her conversation with the creep she was talking to as I leaned against the bar scanning the crowd for anyone I recognized or any potential hotties for later tonight.

After about a minute I noticed Santana walking towards me

"Hey Puck… can I get you a beer?" she asked leaning into the bar to listen for my answer over the sound of the band that just started to play

"Corona" I said smiling at the Latina

She quickly popped the top and handed the cold beer over as I took a long refreshing drink "So… how has the night been so far?" I asked deciding to start with small talk before bringing up the main reason for my appearance tonight

"So-So" she answered routinely "but it's still early"

"The band sounds good…" I said trying to find more small thing to talk about

"Yeeaah…" she responded wrinkling her brow in obvious confusion "their good"

"I think the Yankees won today…" I was floundering at this point and I knew it, but I still needed a minute before diving in

Santana huffed and rolled her eyes signaling she was bored with this strange conversation "Jesus Puck… what the hell is wrong with you tonight? Did you forget your balls at home?" she said trying to figure out this strange guy standing in front of her since I wasn't acting like the guy she had befriended over the last few months.

"What…? Huh?" I stuttered out trying to shake away this unexpected bout of nerves

"You look like some geek trying to ask out the prom queen" she said with an air of confidence surrounding her

Deciding to grab my balls which I obviously dropped somewhere before starting this conversation, I began "Sorry… I just have a lot on my mind right now. I'm trying to plan that party I talked to you about… and I think every one of Brittany's friends that I invited… I have slept with at one point or another so it could end up being very awkward; at least for me" I finally spilled out trying to ease into the bigger topic "O… I guess with the exception of you" I said winking at the women in front of me

"There's the Puck we all know and love" she announced sarcastically "glad you found your balls… I was about to give you mine" she continued with a sexy smile

I laughed at the Latina's moxie before taking another drink "So… you still gonna come?" I asked finally getting back to normal thanks to Santana's witty insults

"Yeah… your friend Brittany seems pretty hot" she said raising her eyebrows with interest "I wish you left that picture you showed me the other night it might have made the last couple nights with clients a hell of a lot easier to get through if I had a good mental picture of her."

"Gross Lopez" I said making a gagging noise "She's like my sister"

"Maybe you should have thought of that before trying to set up your pseudo sister" she said using air quotes "with some girl that your hoping will take her virginity…" as she held her hands up defensively "just sayin"

"No…" I said waving Santana off and trying to reassure her that I was okay with this "Just because I don't want to hear about you getting it on with Brittany or you thinking about Brittany when you're getting it on with someone else; doesn't mean that I'm not okay with our arrangement. It's just gross for me to think about her like that" I said with a shiver in disgust

"You're sure?" she asked "Cause now's your last chance to back out"

"I'm sure" I said confidently "It's about time she lost it… she needs this"

"Okay… as long as you're sure" she said "Operation cherry pop is officially a go" as she chinked my beer bottle with her glass of what I assumed was something other than water. "O… just to make sure were clear…" she continued speaking lower than what we had before "since I'm doing this as a favor… no one can know about this. I can't have word getting back to Figgins that I'm giving out freebies."

"Understood" I said motioning as though I was zipping my mouth "My lips are sealed"

"And hopefully Brittany's legs won't be for much longer" she said with that sexy grin that probably got her anything and everything she ever wanted

"Come on…" I said rolling my eyes and throwing my hands up in surrender

"Sorry… I just couldn't resist" she said smiling and starting to walk away in the direction of some girls who were waiting to be served "See you tomorrow night"

Well… I guess there's no turning back now I thought as I scanned the dance floor for someone to have a good time with for the rest of the night. O yeah… lady in red two o'clock… ready or not here I come. The indecent thoughts were already racing within my mind as I approached the women in red as she sway effortlessly back and forth to the beat of the music.

Santana's POV

"Phew" I sighed as I shut my apartment door. Finally, I can get some sleep I thought. Lately, life had really been kickin my ass. Between days spent looking for singing and modeling jobs and late nights working at the club it seemed like I hadn't had a full nights rest in… I thought for a minute; I don't know how long. And that didn't even take into consideration the countless hours spent working for Figgins. This city had a way of beating a person down; and it was starting to take its toll.

Slowly, I trudged back to my bathroom; I needed to wash the club stench off despite being completely exhausted. I walked into the bathroom and immediately turned on the shower and started to strip my clothes that were damp with a mixture of liquor and sweat. I quickly kicked off my shoes, followed by my tank top and closely by my jeans and thong. I dipped my hand into the steady stream of warm water testing it before gingerly stepping in.

"Ahhh" I sighed allowing my eyes to close and the warm water to sooth my tired body. After taking a minute to just soak up the showers warmth I slowly started to wash away the grit that was my life. With each stroke of the luffa I felt my tension starting to melt away; tension from not getting any singing or modeling jobs, tension from having to deal with creeps at the club and most of all tension due to my job as an escort. This was not the life I dreamed of when I moved out to New York a few years ago, but unfortunately it's what I was stuck with.

Finally, feeling at least physically cleansed I climbed out of the shower reached for my towel, dried off, before readying myself for bed. I walked out into my bedroom with the towel draped snuggly around my body and I couldn't help thinking that my bed looked especially large and lonely tonight. I sighed deeply as I walked to grab a pair of shorts and tank top to sleep in. Life sucks I thought as I climbed into bed and wrapped my body in my expensive, but extremely comfortable sheets. Maybe tomorrow will be a better day I thought as I shut my eyes and allowed sleep to take over.

AN: Well there is the first installment… It was only designed to introduce the main characters and set up the larger story. I hope you liked it and will take a minute to send me a review letting me know what you thought and that you want me to continue. If you are not a person who reviews than alert the story or me so I know you are interested in what happens. They are all ego boost and every writer needs that! :D

As far as future chapters go eventually this story will change to an M rating given the already suggest content. Not sure how graphic it is going to be so that would be a good thing to include in a review if you have a preference.

Next chapter will introduce a few more of the glee characters so if you have a favorite ship or characters you want to see let me know and maybe I will try and incorporate them in the story.

Looking forward to hearing peoples thoughts and opinions so thank you for reading and please review!

Take care