Uptown Girl
By OlympusMons90
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I slowly open my eyes as I can see the sunlight beginning to stream in through my apartment window. As I look beside me on my bed, I can see a handsome guy still asleep, no doubt worn out from our sexual activities late last night. What is his name, Dean? David? Daymon? It began with a 'D'.
I stretch out and yawn, this seems to awaken him a little.
"Hey gorgeous, you were unbelievable last night." He looks over and says to me, what is his damn name?
"Well, you and your big cock weren't too bad either." I replied with a smile as I slowly snake my hand down to his crotch where I find the prize I'm searching for. He's already half-erect, as I wrap my hand around his impressive girth.
"I'm ready for round two if you are." He answers.
"What do you mean 'round two'? This will be like round four at least." I say with a giggle as I continue to stroke his large cock back to life.
After I finished riding him for all he was worth, I quickly went for a shower before offering him one. As he showered, I took a sneak peek into his wallet, checking out his driver's license.
'DeShawn'. I knew it started with a 'D'. DeShawn is good at fucking; a little better than my average hook-up I'd say. He's one that I'm definitely going to add to my roster, my list of semi-regular guys that I fuck when I'm not finding new guys to have fun with, so I added his name and number to my 'to do again' list on my phone.
My name is Jessica Johnson, I'm an extremely attractive 29yo Client Relations Manager for a tech company called Mem-Tech here in Los Angeles, California. I'm not exaggerating either, I really am extremely attractive. It's what allows me to sleep with as many hot guys as I want, just like the very handsome DeShawn from last night and this morning.
I'm a 5'6 tanned blonde with lovely blue eyes and round natural d-cup breasts. I'm super fit as I work out all the time, not just in the bedroom. I've lived a charmed life over the last decade, using both my beauty and ambition to earn several promotions in my career, and to enjoy an extremely fulfilling sex life.
I'm not lying about enjoying sex and being fulfilled. I get 'fulfilled' five or six times a week at least, usually with a different hot guy each time. The only guy I regularly fuck right now that isn't a young handsome guy, is my senior exec Mark Struthers. He's the Chief Operating Officer for our company, and I secretly fuck him once a fortnight to ensure my career path remains 'on track' as it were.
It's how I've earned all my promotions, beauty has a cost for any man that wants to get close to it, to touch it, to have it. My previous boss Darren 'DJ' Jarvis found that out the hard way. He promoted me twice to be his team leader for our Client Relations Team, but eventually he was in my way when I started to flirt with his boss, Mark. DJ thought he had me right where he wanted me, by his side, and in his bed. One sexual harassment claim was all it took to soon put an end to that.
Mark was eager to replace the now fired DJ with me, promoting me to the Client Relations Manager position with a secret personal agreement that I would now fuck him every fortnight instead of DJ. While he's definitely not my type, with him being 46 years old and happily married with three teenage kids, he does serve a purpose for me. I put up with the below average sex I have with him as it ensures my career at this company will continue to thrive.
Of course, being an ambitious and beautiful career woman brings its detractors of course. Other staff who are far more experienced and knowledgeable than myself get their noses out of joint when I get promoted over them, but what can I say? They're not beautiful enough nor are they prepared to fuck their bosses like I am, so to hell with them. They work for me now.
As I'm wrapping up my last meeting for the day, and after I've managed to delegate all of my own responsibilities onto my team members, my phone rang; it's my best friend Alisha calling.
"Hey Sweety, I hope you don't have any plans for this evening."
"Well, I was thinking about calling up one of the guys on my list tonight, but no, I don't really have any plans. What's up?" I respond.
"I've got an invite to a fantastic party, there's going to be a lot of wealthy eligible guys there too. So, what do you think? Care to join me and see if we can find the two most eligible handsome studs in LA for us to fuck?" Alisha answers as she laughs into the phone.
"Yeah, I'm up for that. What sort of dress code are we talking about. Casual or glamour?"
"Oh, definitely glamour. You should wear that sparkling little red number of yours, I'll wear my matching green dress. We'll have the guys begging to take us home in no time."
"Alright Alisha, text me the details shortly and I'll see you tonight, beautiful."
Alisha Jackson is my best friend, she's twenty-eight years old and started her career in her early twenties with me, both of us working at another company here in LA, but it went under and so we both had to start anew. Since those early days, we've been best friends ever since. We were both young and extremely attractive, and we both shared identical interests and goals. Our goal was to climb our way up our chosen careers by any means necessary. And our interests, well, to enjoy having wonderful sex with as many hot guys as we could find of course.
And we've managed to do both very successfully too, I might add.
Alisha is just as hot as I am, but the difference in our appearances means that at least one of us will attract pretty much any hot guy wherever we go. Alisha is a stunningly beautiful black woman, she's slightly taller than me at 5'7 and has wonderful light caramel colored skin, big green eyes, along with large tits and an ass most men would die for. When she smiles, men almost trip over themselves trying to please her.
My other guilty benefit of being best friends with Alisha, is that we get a lot of handsome black guys coming over to chat to us, more than I would probably get on my own. I even went through a phase for about two years from when I was twenty-four where I only fucked handsome black guys. But having too much of one thing gets a little old, so I've since returned to casting my net a little wider once more to include hot white and Latino guys as well. I'll admit though that when the opportunity is there for me to sleep with a handsome black guy like DeShawn, I'll take it every time.
Parties like tonight are a weekly occurrence for us, we get invited everywhere and by everyone. We rarely pay for food or drinks wherever we go, and we never have a shortage of admirers to talk with, to keep our nights interesting. On the nights where we aren't going to a party, we either go to clubs to meet new guys, or I use my 'to do again' list to setup a fuck session with one of the guys I've met before. I never fuck new guys through dating apps that I haven't already met in person and enjoyed having sex with. It's just not worth it.
My mom called me while I was getting ready for the party, she worries too much about me. Her main concern is that I don't have a long-term boyfriend, that I'm not getting married any time soon because I've been enjoying myself too much. She always reminds me that I'll soon be thirty, that I'm getting to the age where meeting the right guy for getting married and having children will become more difficult. That all the good guys will be taken already.
While a part of me agrees with her, that maybe I should be looking for a decent guy to have something more long term with before I get too old, but I've been enjoying my lifestyle way too much to do that. It's been far too easy to push the idea of marriage and kids down the road, that I'll do later once I've had my fun and have my career set.
But is that time coming sooner than I'd like?
My career is in a good place and I'm hoping to get promoted soon once again, it's what Mark has promised me for my ongoing 'favors'. And I've spent the last decade in clubs and swank parties, sleeping with way too many hot guys to ever remember them all. Yes, Alisha and I have well and truly had our fun. My mom would argue that maybe I've had too much fun, but she doesn't even know that half of it.
I remember back to last year when Alisha and I had a bet going for who could find and sleep with the most eligible studs over a two-week period. We both had to be present and agree that each guy we hooked up with was hot enough to meet our standards. I won that bet narrowly, sleeping with twenty-nine hot guys over those fourteen days, Alisha only managed twenty-five. I did kind of cheat a little by sleeping with three hot black guys all at the same time, twice. She still gets snarky with me when that topic comes up.
But is it time that I looked for a decent guy to be with? I'm not going to be young and this beautiful forever. Do I want a husband to go home to? To be with and share our lives together? But more importantly, a husband who has money, that can provide me the kind of lifestyle that I deserve. The thought of that does interest me, but I'd have to give up all of the other men in my life to do that; I'm not so sure I'm anywhere near ready for that yet.
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As we arrived at the party, we were ushered into a main hall, almost a ballroom in this large mansion up in the Hollywood Hills. Alisha was right, there are a large number of eligible studs here tonight, although some of them have girlfriends or wives with them. That doesn't stop them from checking us out though. I know those types; give them half a chance and they'll cheat on their wives with us in a heartbeat. I've lost count of how many hot guys I've slept with that then went home to their loving wives and girlfriends, oblivious to their cheating spouses.
We were offered champagne and hors d'oeuvres as we circled and mingled with the many guests. I'd already met a few hot guys that might be suitable for our after-party activities but was brought to a halt when I saw my boss, Mark Struthers, talking with a few people. What the hell is he doing here? This is going to cramp my style for the evening for sure. He'll probably want to talk with me and show me off to his friends, I just hope his wife is here too.
I rejoined Alisha who was in the middle of being chatted up by a handsome man in his early thirties, I was able to grab her arm and usher her away for a moment.
"Alisha, what is this party for? I just spotted my boss here, you know, the one I've been sleeping with." I whisper, almost in a panic.
"Really? Is his wife here too? If she's here then he'll leave you alone, otherwise you might be in a spot of trouble. This party is a fundraiser for some movie project, they've invited a bunch of wealthy investor types here to try and get their money. That's why I'd thought it'd be a good market for us." Alisha responds with a smile.
I looked back over in my boss's direction, and I could see his wife rejoining him in the group he was with.
"Yes, his wife's here too thank god, I was worried for a moment there. The thought of having to go home with him when there are so many hot guys here tonight had me a little panicked." I reply while chuckling out loud.
"Don't worry, I'm sure we can find someone better for you tonight. But is that your boss over there with the slightly balding head in the suit with a blue tie?"
"Yes, that's him. His wife does look better tonight than in her photos on his desk." I reply.
