How To Lose A Guy

[Erlikkhan]

OOC: This is going to be just like in the movies, but with a twist. There will be a lot of crazy sex involved. Daisymell and I will start, but we may ask others to join later.

Ben Riley has it all. He is handsome, sexy, smart, successful, and only 30. Girls drool over his rugged good looks and his athletic physique. When it comes time to impress his boss on his ability to appeal to women in order to land a major perfume advertising account, Ben tells him he can make any girl fall in love with him in ten days.

Annie Brinkley is a young, beautiful and talented writer for a young women’s magazine. Her editor has challenged her to write an article on all the things women do wrong that cause men to leave. To do this she has to hook a man quickly and then spend the next ten days driving him away.

Ben’s boss points to Annie on the other side of the bar and tells him she is his challenge. Putting on his most charming performance, he approaches her and strikes up a friendly conversation. Annie’s editor, standing nearby, nods her head to let her know that he is the one. The die is cast.

IC: Ben could tell right away that she was going to be a challenge. His boss had picked the hottest and sexiest woman in the room. She certainly had her pick of anyone she wanted. Well, he enjoyed challenges. Bedsides, of all the girls in the bar he would have been trying to get into her panties anyway.

“Excuse me Miss, I don’t mean to bother you but… well, I’m kind of embarrassed to even mention it… but my friend over there bet me $10 that you are a model. We both agree that you’re as beautiful as any model we’ve ever seen, but I told him that you looked too intelligent, well grounded and your smile was too genuine. Tell me I’m right and I’ll split the ten dollars with you.”

Ben used all the charm he could muster. His blue eyes looked deep into hers awaiting a response.

 

[Daisymell]

Annie looked Ben up and down thought that he definitely was a sexy pick but she knew that she could use her intellect to come up with some great ways to play with him and push him to the edge to get him to leave her. She smiled at the gorgeous man before her took a sip of her martini and said, "Well, you have me pegged handsome. I think you are closer to being the model than I although I could say that you are more masculine and charming than any model I have seen. So do I get five dollars or could I get another prize?"

Annie looked at him in a way that made him know exactly what she wanted as her prize.

 

[Erlikkhan]

Whoa, Ben thought, this was going to be easy. But he knew he had to be careful. If he pushed too hard he might scare her way. On the other hand, she was definitely flirting with him.

“I’ve got a better idea. I’ll use the ten dollars to buy us a couple of hot dogs at Sam’s. We can discuss world peace and basketball, then stroll along the waterfront, and then… well, we’ll see. You do like hot dogs, don’t you?”

 

[Daisymell]

"I do like hot dogs. Anyone that lives in this city and doesn't needs a shrink. But it sounds like fun," Annie smiled at Ben and sipped the rest of her martini then put it on the bar. "I am ready when you are Sparky. By the way I am Annie," God the alcohol must be getting to her because she never acted this forward. She looked to Ben and thought maybe she should tone it down to not scare him.

 

[Erlikkhan]

Ben

Ben put on his charm and it seemed to be working. He, of course, knew everyone in Sam’s so they put on a special effort to help him impress Annie. She didn’t look comfortable stuffing a bun loaded with onions, relish, mustard, cheese and an all beef hot dog into her mouth without spilling, but everyone applauded the effort. They washed their meal down with a pitcher of beer and were both feeling a little lightheaded when they left.

They strolled on the walkway along the river arm-in-arm joking and laughing. They stopped to look at the moon reflecting off the water. Ben put his hand on her cheek and brushed his lips lightly across hers. He could feel the desire pounding in his chest, but he didn’t want to push it.

He kissed her again, only this time he put his hand on her back and pulled her body to his. Their tongues met, gently probing and testing, neither of them wanting to lose control, or at least it seemed that way to Ben. He felt her soft body melt against his. His cock grew hard and he knew she could feel it. Using all his will power, Ben broke the kiss.

“My place is right over there. Before we say goodnight, how about we drink a toast to… well, to the next time we meet.”

 

[Daisymell]

Annie couldn't of think of anything better than that kiss but didn't want to let this sexy hunk go just yet, "Sure. Sounds like a great idea. How far is your place?"

Annie smiled at Ben and waited for him to direct the way to his place.

 

[Erlikkhan]

Ben

If Hollywood ever designed a bachelor pad it would have looked almost exactly like Ben’s apartment. The bar, the lighting, the sound systems, the huge flat panel TV display on the wall, leather couch, sports pictures, big windows with a magnificent view, large balcony and a bedroom that was designed for maximum sexual pleasure.

Ben hit a few switches. Soft mood music played and the lights dimmed. A fire jumped to life and flickered over the artificial logs. Ben fixed Annie a potent but innocent tasting concoction and guided her to the couch. He slipped his arm around her and gently nudged her closer. They looked out the large window at the city lights as they sipped their drinks.

“Do you know that at this very moment, through many of those windows out there, thousands and thousands of people are having mad, passionate sex?”

Ben slipped his hand down under her arm until his fingertips could massage the soft bulge of her breast. He tilted his head and slowly moved his lips to hers. His hand moved under her hanging melon and gently curled around the rounded bulge. His tongue pushed into her mouth.

In the back of his head a voice told him to go slow. She had to fall in love with him. Another part of his body urged him in a different direction. He dropped a hand to her thigh. He hoped that she wouldn’t take it wrong and bolt for the door.

 

[Daisymell]

Annie almost wanted to grin at the way he was falling into her trap. But instead she moaned as their tongues met and she pushed back at him in the kiss with all that she had. His had on her thigh immediately made her pussy begin to juice and she wanted his hand farther and closer to it. She pulled away from the kiss and looked at Ben.

"What is it you want? Because I know what I want and it sitting in front of me."

She was confident that she could get him in bed but she wanted him to want her the way she did him. She wanted to enjoy every moment of him inside her and everything else that came along with it.

"Maybe I can make it come true," she smiled shyly.

 

[Erlikkhan]

Ben

This was a very familiar situation Ben. Getting women into bed was not normally a problem, and she had all but invited him to stick his cock into her pussy. He wasn’t going to take any chances with her though. He needed to make sure she fell in love with him, and not just sample the goodies before deciding to move on.

Ben had learned that one way to a woman’s heart was to eat her pussy. Her tits looked nice and tasty as well. He took his hand off her thigh and began to unbutton her blouse. He slipped his hand inside her blouse and under her bra. His eyes never left hers as his fingers tweaked and pinched her nipple.

“Well, maybe if we get to know each other a little better first, we can move this little show back to the bedroom.”

Ben pushed Annie down on the couch. His kissed her on the neck, gently sinking his teeth into the tender skin. He quickly unsnapped her bra and moved his lips down to her tits, sucking a nipple into his mouth and flicking his tongue across the hard tip. He moved a hand down between her legs and moved it up her thigh until his fingers touched the skimpy patch of material covering her swollen pussy.

He moved his mouth to her other tit, sucking and nibbling on her sensitive nipple. His fingers pressed into her mound, rubbing up and down the crotch of her panties until he could feel pussy juice seeping through. Ben slipped two fingers under the damp material and rubbed them across her hot cunt. He bit her nipple hard enough to cause a slight jolt of pain as his fingers pushed into her body.

He continued to finger fuck her cunt and suck her tits. He could feel her body responding below him. His thumb rubbed across her sensitive clit causing a gasp to escape from her throat. Ben kissed down her stomach, and then dropped to his knees with his head between her thighs. He pulled his fingers from her juicy cunt and slowly licked them clean while looking up at Annie’s desperate eyes.

Ben notched his fingers into the waistband of her panties and slipped them down over her ass. He removed them one leg at a time, and then held the crotch to his nose and took a long whiff. He kissed the inside of each thigh moving closer and closer to the juicy treat between her legs. Ben’s tongue flicked out and licked along her juicy gash and over her swollen clit. He lifted his head and looked up at Annie who was biting her lip.

“I’m going to eat your pussy, Annie. I want you to cum in my mouth. I want to taste you and drink from your sweet cunt.”

Ben clamped his mouth over her puffy plum and sunk his tongue into her as far as it would go.

 

[Daisymell]

The switch to his mouth being on hers to it being on her pussy was a deep shock. She gasped loudly and moved her hips against his mouth. Her hands grasped his hair pushing him closer as she pushed her hips back. Her head fell back and she almost screamed. She was going to cum and hard.

Then she did scream as her body shook and her head moved from side to side.

 

[Erlikkhan]

Ben

Ben licked and sucked her juicy plum as she bucked up into his face. His thumb found her clit sending her to even new heights. He moved his tongue up to her clit and shoved two fingers deep into her cunt.

Annie twisted and turned on the sofa. Her fingers dug into his scalp. His teeth scraped across her clit. He could feel her entire body tense and knew she was on the verge of a tremendous orgasm. His fingers dug around in her pussy as his continued to lick her clit.

Just before she exploded he clamped his mouth around her quivering cunt. Her scream pierced the air. Juices gushed into his mouth. He continued licking and sucking as her body bucked and thrashed back and forth on the sofa.

He moved up her body with a mouthful of her cum and planted his lips on hers. He forced them open and let her taste the juices of her own passion. They kissed between her gasps for breath and shared the taste of her pussy.

Ben knew he was on shaky ground now. He had to decide how much harder to push her, and how much to hold back. He also had to decide how forceful to be with her. Some girls wanted a strong and dominating man. Others wanted equality, or even to dominate. She seemed more like the first one, but he wasn't sure.

Without asking, Ben stood up and removed his pants. His hard cock swayed majestically in front of his body. He reached out and grabbed Annie's head, looking for signs of resistance. He slowly moved her face towards his cock.

"It's your move, Annie."

 

[Daisymell]

She liked the way he took command of the situation and found she liked the way he held her hair and face in front of his cock. She looked up at him from on her knees and let her tongue slip out of her mouth and touch the tip of his cock. And then she frowned.

"It is too far away. I can't reach it."

She grinned at Ben and waited for him to move either her face closer or his cock closer. His reaction was to move her head and she grinned. This time she let her mouth cover the tip of his cock and sucked it softly and let her tongue swirl around the mushroom.

"I still can't get to all of it."

He jerked her head pretty much into his hip and she smiled again adjusting her knees. Then her mouth jumped at his cock letting the whole thing enter her mouth. She loved to suck cock and was very skilled at it. She sucked softly and let her tongue rub the bottom ridge of his cock. Her hand slowly ran up one leg to the juncture to touch his balls softly. She looked up at him again to see how he was taking it.

 

[Erlikkhan]

Ben

"I still can't get to all of it."

He grabbed her head and thrust his hips forward until his cock disappeared between her lips and slid down her throat. Her mouth and tongue skillfully worked up and down the length of his cock as he steadily fucked her face. He could feel her fingers stroking his swollen balls.

“That’s it, baby… suck my cock… lick it with your tongue… ooohhhh god… swallow it… all of it… aaaahhhhh… fuck yes…”

Annie looked up at him with his thick cock stuffed between her lips. Ben could see in her eyes how much she enjoyed what she was doing. He smiled back and tightened his grip on her hair, then jerked her head forward and slammed his cock down her throat until her lips were pressed to his pubes. He held her there until she struggled free and gasped for air. He quickly slammed his cock back down her throat.

“Oh fuck yes… suck it hard, Annie… aaaahhhhh… hold it there… oh god… I’m going to cum in your mouth Annie…”

Ben fucked her face like a madman, slamming her mouth down on his cock each time he thrust up into her mouth, and occasionally holding his meat deep in her throat until Annie could barely breathe. Strands of saliva dripped from his balls and drooled from her lips each time he let her come up for air.

Ben knew he was being a little rough on her, but Annie didn’t seem to mind, or at least that is what Ben told himself. He liked his blowjobs hard and wet, but this was something special. Annie kept up with his pace and continued stroking his balls, which were churning with cum. Ben knew he could not hold on much longer.

“Oh fuck… oh god… here it comes, Annie… uh… uh… uh… yesssss… AAAARRRGGGHHHH… UUUUNNNGGGHHH…”

White flashed of pleasure surged through his head. Ben’s cock exploded in a powerful stream of cum that blasted off the roof of Annie’s mouth. A second equally powerful blast erupted over her tongue. His cock continued spitting cum until his legs were weak and shaky, and his balls were completely drained.

Before he started thinking with his cock again, Ben quickly set the stage to make sure he won his bet. It would have been easy to take her to bed and fuck her brains out all night long, but she had to want to come back for more. Why give it to her all in one dose.

“Look, Annie, I have to get up early. Besides, I think we need to slow things down a little, although I have to tell you, that was by far the best blowjob I’ve ever had. How about lunch tomorrow? I’ll stop by your office to pick you up.”

They adjusted their clothes. Ben showed her to the door. Their goodnight kiss quickly turned passionate. Ben soon had his hands on Annie’s ass grinding his growing cock hard against her pussy. It would have been so easy to unzip and slip insider her dripping cunt, but Ben fought the urge.

“I’ll see you tomorrow at noon. Oh, and one other thing… don’t wear any underwear.”

 

[Daisymell]

Annie smiled at his request and kissed his cheek, "We will see if I do or not tomorrow. Sleep well Ben, you will need it."

That night her mind kept thinking whether she really wanted to go through with the paper on how to lose a guy but then she remembered that she would be able to write on anything she wanted once this paper was complete. So as she lay in bed she masterbated to the thought of Ben fucking her mouth and went to sleep.

In the morning she put on dress that made her look like a child and didn't wear underwear to please Benny and went to work. Everyone stared at her in the morning meeting until she told them that Ben would be picking her up for lunch and then she went back to her small cubicle in the corner and waited to see what would happen. She was regretting it horribly since she was very attracted to Ben and didn't really want to give him up. Last night had been right up her alley in sex and she couldn't stop thinking about it.

 

[Erlikkhan]

Ben

Ben had the next day well planned. In the morning he had a one single long stem white rose delivered to Annie at the office with a note that said “I hope you enjoyed the hot dog last night. See you at noon.” At 11:00 he called Annie and said… “You’d better not be wearing panties”… and quickly hung up.

When he arrived at the office everyone already knew who he was. He heard the murmurs and knew he was being watched as he strode down to her cubicle at the end of the passage. To prove to the girls that she was busy working her assignment, Annie started in on the baby talk, calling him “Bensy-poo” and “sweetie pie” and all the other nick-names men hate.

Ben played along, smiling at her coworkers as she babbled away while they walked arm and arm to the elevator. Once the door shut, Ben moved his mouth to her neck, biting into the sensitive skin until he could taste a tiny trickle of blood on his tongue. He covered her mouth and shoved his tongue between her lips. His hands moved down under her skirt to her naked ass cheeks.

“I can see you followed instructions. Good."

They continued kissing. Ben might have fucked her right there if the elevator hadn’t stopped and the doors opened on the ground floor. Ben hailed a cab and gave the address. As soon as they were settled in the back seat Ben slipped his hand between her legs and rubbed her dripping pussy.

“We have 20 minutes. What should we do?”

Ben pushed down his pants and pulled Annie into his lap. His hard cock stuck up between her legs and rubbed across the lips of her pussy. His hands smothered her tits and pulled open her blouse. He could see the cab driver watching in the mirror.

 

[Daisymell]

Annie didn't really understand the change in Ben but it turned her on a lot, so she hiked up her dress, straddled his hips and let him enter her for the first time. She gasped at the size and feel of him and looked to him for what to do next since he seemed to want to be in command.

 

[Erlikkhan]

Ben enjoyed being in command and was getting more and more turned on by Annie’s quiet compliance. He was afraid he would abuse the power she was giving him over her body, but he was helpless to stop from taking more and more.

As instructed, Annie placed the head of his cock against the swollen mound of her pussy and pushed down until her puffy lips split open. He could feel the heat of her tight cunt wrapped around his cock as she impaled herself on his throbbing manhood. When he was deep inside her belly he swirled his meat around inside her while pulling on her nipples through her tight yellow top.

Annie lifted up and slammed back down impaling herself over and over on his hard shaft. Her tight pussy caressed him each time he glided in and out of her hot cunt. Ben smiled at the cab driver watching through the rear view mirror. Ben pulled up her top so that her tits were in plain view. At a stop light a young woman looked over and turned red in the face.

Without pulling out of her pussy, Ben spun around until Annie’s face and tits were pressed against the passenger window. He pounded his cock up into her body between two creamy ass cheeks, jerking her face and tits up the window on each thrust. Cars slowed down as they passed so they could watch Annie’s face as she was getting fucked.

Ben’s fingers found her clit just as they pulled up to a stoplight near a crowded sidewalk. He knew he was close, but he wanted to save the grand finale for the crowd that was gathering.

“I’m going to cum in your pussy, Annie… let them know how good it feels… cum with me… oh god, Annie… oh fuck… AAARRRGGGHHHHHHHH…”

 

[Daisymell]

Annie was in such a haze that she had no clue what was going on except that she had a very powerful orgasm. When she actually looked around she was still in the cab, her shirt was pulled down and she could feel Ben still inside her. She turned bright red and pulled up her top. She moved away from Ben forcing him out of her and sat in the corner of the cab staying quiet. She couldn't believe that he would humiliate her like that.

"Where are you taking me?"

 

[Erlikkhan]

Ben

The cab pulled up to a hotel where he had booked a suite. A table was set for two in front of the large picture window with a view of the park. Ben was afraid he had blown it with Annie by pushing so hard and then fucking her in front of all those strangers. She was quiet as they walked up the stairs, but she was still there. It was as if she wanted him to take charge, and he just couldn’t help himself.

“Look, Annie… that thing in the cab… I… well look, if you want me to take you back I’ll understand.”

Ben handed the doorman $5 and escorted Annie into the room. He waited for her answer as they walked over to the table. A bottle of champagne was cooling in the bucket. The door to the bedroom was open and soft music was playing in the background. Ben poured two glasses.

“At least let me buy you a nice lunch before you go. I owe you that much.”

 

[Daisymell]

Annie was still slightly confused and upset over the incident but she realized that she liked Ben, even though he had done that to her in front of all the strangers but she didn't want to leave. She still had the article to write and plus Ben wasn't that bad of a guy. Maybe just sit through lunch and see what happens.

"I will stay for lunch and then maybe we should talk. Get to know each other a little better before I judge you by one experience. It was just...humiliating."

Annie sat down at the table and looked down at the view avoiding eye contact with Ben.

 

[Erlikkhan]

Ben

Ben realized he had gone too far, but the fact that she was still there gave him hope. He really wanted that advertising account, and if she walked out it would be all over. Besides, Ben really liked her, although he was no so sure about that lovy dovy talk back at the office. What was that all about?

“Let’s start over. I… I do this to women. We start off great and then I push them away. I think I’m afraid to get too close, but with you I feel… well, I don’t want to push you away. Here, why don’t we toast to… the future.”

We drained the first glass of champagne quickly and poured a second. It seemed to relax us. I moved up behind Annie and wrapped my arms around her waist. The firm cheeks of her ass pressed against me as I pulled her closer, wondering if she was going to pull away.

“It’s a beautiful view, isn’t it?”

 

[Daisymell]

"Yes it is," she sipped her champagne watching the world unfold before her. She could feel him right behind her and she leaned against him slightly to show that she was making a go at trying to return to their friendliness. She turned to him and smiled, "So what is for lunch?"

She moved away from him and went to go sit down at the table.

 

[Erlikkhan]

Ben

“Last night I fed you hot dogs, so I thought we needed something a little more upscale. We’ll start off with a lobster salad followed by London Broil. And for dessert… well, well have to see what kind of a mood we are in.”

We finished the second course with a bottle of 96 Charez from Australia. I handed Annie a small package wrapped in gold foil.

“A little gift to celebrate our first 24 hours.”

Inside was a pair of silver handcuffs.

“In case I ever get out of line again, you might need these.”

 

[Daisymell]

Annie took the handcuffs from Ben and smiled at him as she let them dangle from one of her fingers, "Do I wear these or do you? Seems to me that it could be fun to be tacked to a bed as long as it was a private bedroom. Or are you into being dominated? Didn't seem that way in the cab. I think you get power from surprise and dominance, which is very sexy but unfortunately I am not into public displays. Maybe you could show me your power..."

Annie got up from the table still holding the handcuffs and began to drift through the suite wondering if Ben would follow her.

 

[Erlikkhan]

So that was her problem. She was a private person. But as I had suspected from the way she had reacted to the rough blowjob I had forced on her the night before, she liked a man to take charge. And from the way she grabbed the handcuffs I had a feeling she liked other things as well, but I would have to go slow to find out.

She hadn’t gone more than a few steps when I jumped out of the chair and grabbed her from behind. I tightened my grip around her waist and pulled gently on her hair forcing her head back. I raked my teeth across her neck and whispered in her ear.

“I’ll take these. I wouldn’t want you to hurt yourself.”

I pulled the handcuffs from her fingers and then pulled an arm up behind her back. I marched her over to the foot of the bed. I pulled her other hand behind her back and handcuffed them together. I took a clean handkerchief out of my pocket and tied it around her eyes.

“Don’t move”, I ordered.

I slipped into the bathroom and stripped naked. Several minutes later I quietly tiptoed back out and stood behind her, careful not to let my body touch hers. I moved forward slowly until my soft cock pressed against her handcuffed hands. I stuck my tongue in her ear and bit her lobe.

“Okay, you can move your hands now… but just your hands.”

I put my arms around her and crushed her tits with my fingers.