Oliver Queen had the life. He was rich, he was handsome, and he had awesome friends. That was until his parents cut him off from the family funds. He tried to do his usual of throwing a temper tantrum to get them back, but this time his parents wouldn't budge. They thought his "partying ways" were too much and didn't want it to affect his little sister Thea. He didn't know what he was going to do.
"Dude I don't know what I'm going to do." (I just said that doofus) he told his best friend Tommy, throwing himself on his friend's couch.
Tommy Merlyn, childhood friend of Oliver Queen, and boyfriend of Laurel Lance, who happens to be one of Oliver's exes. Tommy and Laurel, unlike Oliver, both finished college and got their degrees in both respectable fields and the fields they wanted. The only degree Oliver got was partying.
"I'm not like you two who have degrees, and jobs that you wanted. The only degree I have is partying," (Does anyone else hear an echo?) "All I really know how to do is drink and have sex."
"That's it!" Tommy yelled from the other room, which happened to be the kitchen. He and Laurel, more Tommy then Laurel, were preparing dinner for the three of them.
"What's it?"
"Sex." Tommy said walking out and handing a glass of wine to Oliver before returning to the kitchen.
"How is sex going to help me Tommy?" (Is he about to suggest what I think he is?)
"Dude, become an escort!" (facepalm) "Think about it, good money, no tax, and occasionally you'll find a partner who knows what they're doing. Hell if you really get good enough you can turn it into a real business."
"So you want me to be a hooker? A male hooker?" Oliver looked at his friend incredulously.
"No dude, an escort. Hooker makes you sound so, sleazy and cheap. Escort sounds more refined."
"Sweetheart, he would still be a hooker. 'A rose by any other name'; Tomato, tomahto; potato, potato. If he is giving sex in exchange for money, it's still being a hooker, which in turn is prostitution, which in turn is illegal. So if the courts asked, I know nothing about this conversation." Laurel said patting Tommy on his back on her way out of the couch to sit on the couch opposite of Oliver. Tommy just laughed and blew a kiss towards Laurel, but Oliver had a face on him like he was deep in thought. (Wait is dinner burning, or is that what's little of Oliver's brains remains?)
"You know I could. God knows that there are plenty of mom and dad's friends who's ladies are unhappy and, or widowed who have made it clear that they would like to sleep with me. I just have to lower my expectations a little, but I think I can make it work."
"A little? Dude, try a lot. Remember these are going to be women who probably haven't gotten any in years, much less from a guy as young as you."
"You know what, fine. But I'm going to do this. I will become a male escort,"
"Hooker." Laurel muttered around her wine glass.
"-and do what I need to do to get my life back into order." (Does anyone else think this is a very, very, VERY bad idea?)
5 Years later (The hell? When did we get this big of a time jump? Who the hell is writing this thing? What-)
Oliver had a few bumps in the road when he first began his new "job" (he's a hooker) but after a year he finally got it settled and actually had a nice client list. But tonight he was meeting with a new client. She was the daughter of a friend of a friend of a client. (Wait, what?) The woman was turning 25 and didn't have much of a social life, so her "gift" was to get laid. (Who the hell would-) Oliver was to meet the woman at the hotel room. Who he thought he was meeting was much different then who he saw. (Wait, did he expect some severely overweight woman who only has cats and a computer or something?)
The woman that was sitting on the bed waiting for him was gorgeous. She had nice curves to her frame, her hair was a golden blonde color, but he could tell that it was dyed, some of her roots were showing, (When did you know hair?)that was curled and hung around her shoulders, had a bright pink lipstick on, (I hope it's water proof and smears on you)wore glasses, and already had a hotel bathrobe on her.
"Miss. Smoak?" Oliver asked as he walked in to the room and over to the mini bar. The woman jumped at his voice and started to fidget with the robe tie.
"Uh, hi, yes I'm Miss. Smoak, but you can call me Felicity. I mean if you want to. I mean if you're allowed to. I mean of course you're allowed to, you are the boss. Unless you have a different boss. Or pimp, are they still called pimps for male hookers? Not that you are a hooker, you're an escort. But it's still a form of hooker. And I'm done rambling in three, two, one." She took a deep breath in, held for a second and then released it. Oliver almost snorted into the whiskey he had just poured for himself but was able to restrain himself.
"Would you like a drink or do you want to just jump in?" He asked her. She looked at him for a few seconds before standing up and walking over to him. When he thought she was going to grab a glass for herself for a drink, she instead took the one from him and shotgunned it. She winced, either from the burn or the taste he didn't know, before motioning for another. He smirked at her, grabbed a second glass, and poured two more drinks for himself and her. This time she sipped more gently while looking at him. Oliver took his gulp also before pulling the glass from her hand and setting both of them down.
"What-" Oliver cut off any conversation she was about to start by kissing her neck. She gasped a little at his lips on her, but didn't fight him. Instead she tilted her head a little more to give him better access. Her hands were on his chest, fingers starting to curl into his shirt, when he bit down on the juncture of her neck and shoulder. It was at that bite that she released a small moan. As Oliver's mouth started work on her neck, leaving little marks, his hands started to work on untying the belt of the hotel robe. Felicity came back to some of her senses and started to make quick work of his suit jacket and shirt. Once Oliver had the robe untied he pushed it off her shoulders, wrapped his arms around her waist, and lifted her up in his arms. Felicity let out a squeak from the sudden moment of airborne, but was quick to wrap her arms around his neck and legs around his waist. Oliver continued his ministrations on her neck as he laid her down on the bed, before starting to trail kisses down her body before stopping at her cloth covered pussy. He could already tell that she was wet, he could smell it from his closeness and it smelt so sweet to him, when he started to lick her through her panties. She gasped out loud at the friction and sensations he was causing her. Oliver did this for a bit before deciding to give the poor woman a little more relief. Using his teeth he grabbed the elastic and pulled it down her hips, Felicity lifting them a little to help, before he went back to his task. Oliver's tongue went up and down the walls of her vagina, playing with her clit, darting in and out, all in varying speeds which caused interesting sounds to come from Felicity. When he felt that she was ready Oliver inserted a finger in to her and curled it a little. She was much tighter then he had been used to. The reaction he got was Felicity arching off the bed a little. He went back to playing with her clit with his tongue as his finger pumped her. He continued on like that listening to the moans, gasps, and pants that were coming from Felicity, and when he felt that she was getting close he stuck another finger in also. It was much tighter then he was used to but he was enjoying it, just as much she was. He again continued to pump her and play with her clit, he curled his fingers to try and hit her g-spot, everything he could to get her to reach climax. He could feel her underneath him writhing in pleasure along with hearing it. It wasn't long before he began to feel her thighs shaking and her walls tightening, before she came with a scream. Oliver stayed down as she came down from the high before trailing kisses back up her body before giving her a kiss on her lips.
"I didn't think you were allowed to kiss on the lips." Felicity panted out. Oliver had to smile at that.
"You watched Pretty Woman before you came here, didn't you?" Felicity blushed, at least he thinks she did, he couldn't tell under her flushed skin.
"Guilty. But in my defense it was more like research. I've never done anything with a male escort before."
"I'm a hooker Felicity. Plain and simple." (Finally he admits it.)
