Socialite's Dilemma Ch. 01

"Oh sweet Jesus, I'm cumming. Hold me, please hold tight," she screamed as she lost it.

The climax rocked her body and Nick held on for dear life as she thrashed, twisted and bucked all over the bed. Nick kept right on eating her pussy and he held onto her shapely ass as she thrashed about. Marcy slowly calmed after her intense orgasm but Nick continued to lick her until her pussy was dry. As they lay on the bed Nick continued to lick and kiss her bare thighs as she ran her hands through his thick hair.

"Oh that was something I really came hard. Thank you, thank you!" she murmured.

Nick moved up between her legs as Marcy stared at the big cock about to enter her pussy. She was still amazed that she had taken him so easy the first time and now she couldn't wait for him to fill her pussy with his meat.

"Oh go easy and then oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried.

Nick slid in and out of her pussy slowly allowing her to adjust to his size and continued to go deeper with each thrust until he was buried balls deep in her pussy.

"Oh my I have never been so full of cock, fuck me, make me cum, make it last forever", she cried out.

Nick pounded her pussy making sure that his cock was in constant contact with her clit. Marcy had multiple orgasms as he fucked her. Marcy had pretty firm tits with rock hard nipples that extended a ½ inch. Nick twirled the nipples in his fingers and then leaned over taking one then the other in his mouth.

She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!"

Nick could feel his balls start to tighten and he knew it wouldn't be long before he filled her pussy with his cum. Marcy stiffened and then had another violent orgasm.

She yelled, "Hold me, please hold me, I'm cummmming!"

Nick reached around behind her and pulled her toward him as she shook and trembled throughout her intense orgasm. As she was cumming so did he and he fired a barrage of cum into her pussy. As she started to recover Nick laid her back down on the bed and slowly fucked her as his cock softened. Nick's cock was swimming in her cunt; there was so much jizm in there mingling with her own juices.

Nick eased his big cock out of her pussy and lay down beside Marcy on the bed. He reached over and stroked her firm tits and hard nipples as she still breathed deeply from the intensity of her orgasm. After a few minutes Nick was hard again so he rolled Marcy over on her side and slipped his big cock back in her pussy. He reached around with both hands and diddled her pussy with one and stroked her tits with the other. Marcy had never had sex like this so intense and so frequent. Nick seemed to be tireless and Marcy was beginning to feel insatiable. She wanted Nick to fuck her forever or at least as long as they both could last. Nick then slid his cock from her pussy to her ass and pressed ever so slightly then he put it back in her pussy and then he repeated the action.

Nick began dipping the head of his cock into Marcy's wet pussy and then sliding it back to her ass. It made her body quiver. Marcy pressed against him, wanting his dick inside, needing to feel him in her. The head of Nick's dick was coated with the wetness from Marcy's pussy and his cream from his earlier cum shot. Nick used his fingers and cock to smear the slippery natural lubricant around on Marcy's inner thighs and the crack of her ass. Nick pressed his wet, throbbing dickhead against her tight asshole, and continued to stroke and rub softly against the lips of her pussy.

Nick did not hurry his actions, even though he could feel Marcy straining frantically against him. He continued to finger Marcy slowly and fondled her tits gently, teasing her body mercilessly. Although Marcy was aware of his cock pressing against her asshole, her attention was focused on the feelings flooding through her nipples, clit, and pussy. Even though the movements of his fingers were tender and measured, her erect nipples and distended clit throbbed and pulsed with desire. Nick continued pressing his dick into Marcy's ass with the same slow steady rhythm.

Marcy realized that she may be butt fucked again even though she still resented the first time. Nick inched his cock into her ass, pressing steadily but slowly and continued to finger softly around her clit. As he further penetrated her tight ass, Marcy stiffened as she became aware of the pain as his thick dick stretched her open. He immediately thrust his fingers into her creamy cunt and continued pushing his stiff meat further into her tight tunnel.

Marcy panicked and pleaded, "No please not that. Take it out. You know I don't want to do this. Please take it out!"

"Nick please don't, I don't want to do this. Please don't cum in me," Marcy begged again but not as urgently this time.

"Come now Marcy you didn't really expect to fuck me without giving up ass again," Nick replied firmly.

His fingers made her crazy. Nick shoved two thick fingers in her deep and hard. He thrust and plunged in a way that made her feel like she was being fucked with a cock. He held her pussy cupped in one hand with his fingers digging relentlessly into her dripping wet cunt as his thumb diddled her clit. The muscles in Marcy's pussy squeezed and contracted with pleasure as Nick shoved his fingers in and then withdrew them only to ram them in deep again.

As Nick fingered fucked her sopping wet pussy with his fingers, he continued to work his rigid cock into Marcy's asshole. Marcy felt the intrusion but she was so overcome with desire due to the manipulation and titillation, the intrusion seemed to be a subtle awareness. The distraction worked exactly as Nick intended as Marcy was focused on the burning ache deep in her pussy. Marcy gyrated and pumped her throbbing hot cunt against Nick's fingers and subconsciously relaxed her ass and offered no resistance as Nick pushed his dick all the way into her ass.

Suddenly Marcy realized that Nick had buried his cock to the hilt in her ass. She was amazed that she could take it all and she found herself confused and pleased at the same time. Thoughts and sensations flooded through Marcy's mind as she felt Nick's cock deep inside where no other man had ever been. Marcy loved the fullness and the depth of his cock as it throbbed in her tight snug ass. Nick remained motionless for several minutes, allowing Marcy's body to adjust to his stiff thick cock. Marcy felt stuffed and she could feel his cock throbbing and pulsing in her anal channel. Nick continued to thrust his fingers in her wet cunt and brush his fingers over her hard erect sensitive nipples. Every nerve ending in Marcy's body seemed to be alive. Nick smiled to himself savoring his conquest as Marcy gave up her ass to him.

Marcy actually began to like the feeling of Nick in her ass and her pussy at the same time. Nick turned her head toward him and then he kissed her deeply plunging his tongue deep in her mouth. Marcy sucked on Nick's tongue as if it were a cock although she had never sucked a cock. Marcy wondered if this it what it would feel like to be with three men at the same time as she felt the cock in her ass, the fingers in her pussy and the tongue in her mouth. Nick began to move his cock very slowly grinding into Marcy as he kept his cock buried in her ass

Nick began to pull his cock out slightly and then push it back in. He made gentle short thrusts into Marcy's ass. Nick worked his fingers in her pussy and on her tits as he French kissed her shoving his tongue down her throat. Marcy felt as if she were being fucked in all three holes at the same time. Nick knew her body well by now and he drove her toward her climax. Marcy's body responded just as Nick planned and he smiled to himself as her ass gyrated and grinded on his thick cock.

Marcy was overcome with desire and she wanted nothing more at that moment then to cum. Their bodies slammed together and Nick pulled his fingers from Marcy's cunt to grab both her tits and tweak her hard nipples. Nick picked up the pace and rapidly slid his cock in and out of her hot ass in search of his own release. Marcy felt the length of his cock slide in and out of her ass. It was not comfortable for her but at least it was no longer painful. Marcy felt full in a very different way with his cock in her ass rather than in her pussy.

Nick then moved his fingers back to her clit and rub the spot to make her cum. Marcy lost it and her body gyrated and twisted as Nick had her pussy on fire. He drove his cock deep into her ass and then pulled it back out only to thrust it all the way in again. Marcy felt a little twinge of pain once again as Nick frantically fucked her ass but she was beyond caring at this point a she needed to cum.

Nick really picked up the pace fucking her ass and Marcy could feel his big thick shaft scrape along her insides. As Nick masturbated her toward her orgasm he began to fuck her ass with shorter quicker jabs as he approached his own release. Nick then increased the length of his strokes until he was close then he thrust deep into her ass and held it in place.

Marcy came all over Nick's fingers and her body spasmed and jerked. Just seconds after Marcy orgasmed Nick exploded in her ass and filled her rectum with his spunk. Marcy once again felt the strange sensation of semen flooding her ass and the slight burning caused by his salty seed. Marcy realized that her ass was sore a feeling she had not felt before. Nick held her tightly as he let his cock slowly deflate and slip from her asshole. Marcy felt a strange emptiness in her ass when his cock slipped out but she took comfort in Nick's embrace. She felt the semen seep from her ass and trickle over one of her ass cheeks and she felt the traces of spunk on Nick's cock head as it rested against her buttocks.

Marcy did not enjoy her second butt fucking but she knew that if were to continue to see Nick it would not be her last. Marcy dozed off in Nick's arms but when she awoke from the short nap he was gone. Marcy eased her aching body out of bed and took a shower washing all the spunk from her the best she could. She checked the time and saw that she had another hour before she had to leave so she decided to sit in the Jacuzzi. She ran the water and then submerged herself in the tub and let the jets sooth her sore violated body. After her bath she dressed and then headed for home. As she drove home she could still feel the strange sensation and tingling in her ass but it in an odd way it turned her on.

NICK CARLUCCI

Nick Carlucci was born in a tough Italian Chicago neighborhood. He had two older brothers and two younger sisters. Nick acquired excellent fighting skills by always having to duke it out with his older brothers. The older brothers stayed with the family business but Nick decided to pursue a more professional path. Nick played soccer, basketball and tennis in high school and he was accepted to Northwestern University based on his academic standing and tennis scholarship. After he graduated from Northwestern he graduated with his MBA from the University of Chicago.

Nick could best be described in the social world as a womanizer. He had no interest in long term relationships or commitment. Nick loved sex though, particularly anal sex. He always targeted women that were physically fit with flat tummies, shapely legs and curvy asses. If a woman did not give up her ass to him then he didn't date her or fuck her again. Nick was a good lover however and he never left a woman unsatisfied. No woman could ever say that her pussy had not been given a thorough licking and fucking when she was with Nick. Most of them had never had such intense sex and so many orgasms as they did with Nick. Often a woman was willing to give up her ass for the sake of keeping Nick as a lover. Nick however treated women as if they were at his disposal for his pleasure.

After getting his MBA, Nick joined a company that specialized in restructuring failing companies. Nick caught on fast and soon formed his own holding company. His new company would buy struggling businesses and restructure them into profitable entities. Nick in a sense was a marketing genius and he turned every company he acquired into a successful one. Some of the companies he sold and others he retained for their profitability. He was one of the most successful entrepreneurs under the age of 30.

One of the companies Nick purchased was the romantic interlude hotel. The hotel was failing badly and was almost bankrupt when he took it over. Nick used his marketing ingenuity and turned the place around in months. He created theme rooms, private parking and catered to special requests. In time the hotel was booked for weeks in advance. Nick kept one of the rooms as his private room and it was not available to the public. Nick brought women such as Marcy to this room since it was private and romantic.

Nick owned a simple three bedroom home and two cars one a SUV and the other a sports car. He did not believe in sinking a lot of money into mansions and their furnishings. Nick never brought women back to his house for sex and he never entertained at his house. He used the country club facilities for his business meetings and whenever he entertained.

Nick had his share of flings with club members and staff since joining the club. Marcy was his most recent conquest and he was glad that he fucked that little cock tease and took her anal virginity. Nick was surprised when she called him to get together again and he knew she was now hooked on sex. There were a couple of other bored wives of club members who fucked Nick from time to time when they needed their horns scraped and he brought them to the hotel room as well.

Two waitresses at the club made it with Nick one night and he continued to see them from time to time. The girls Carol and Corrine were both in their early twenties and they both fit Nick's profile of desirable females. They were also into each other and loved eating each others pussy while Nick was fucking them in the ass. One night they gave Nick a sandwich blow job as they ran their lips together up and down the thick shaft of his big cock. When Nick came the two girls passed his cock back and forth between them sharing his cum. Nick enjoyed his time with these girls as it was all about enjoyable sex. Both Carol and Corrine loved oral, anal and vaginal sex. Once and awhile they would use a double dildo fucking each other's pussy while Nick fucked them in the ass. Nick was not normally a group sex guy and his time with these girls was his only group sex encounter.

Nick also had a lot of fun with the assistant tennis pro Lori. She was a cute brunette who always wore her hair in a pony tail. Lori was about 5'5", 110 pounds with great legs, fantastic abs and a killer ass. She was almost flat-chested but she had delicious hard little nubs that stuck out almost an inch when she was excited. Nick and Lori would often play tennis together and then adjourn to her office for some quick sex. Sex in her office was mostly oral but at times Nick would butt fuck her as she bent over her desk or he would fuck her pussy as she lay spread eagle on top of her desk. Lori loved to suck Nick's cock and he would stand with his tennis shorts and jock around his knees as her head bobbed up and down on his cock. Nick held her lightly by her ponytail as she sucked him dry and swallowed every drop of his seed. Nick then would drop to his knees, lift up her tennis skirt, lower her panties and eat her pussy until she creamed his face. They never took their clothes off in her office when they had sex. When Nick fucked her in the ass, her panties were down around her ankles with her tennis skirt flipped up over her back. When he fucked her pussy her panties were just pulled to one side as Nick plowed her cunt with his shorts and jock around his ankles. The only time they were both ever naked was in the hotel room. Nick and Lori viewed their sex just like their tennis as a sport.

Recently Nick had nailed one of the female lifeguards. Lauren, a college senior, was working as a lifeguard at the club during the summer. She had flirted with Nick on occasion as she took in his athletic body in his swim suit. Nick had challenged her to meet him in the swimming pool equipment room when she got of duty. Lauren was no stranger to sex as she had her share of encounters at college so she accepted Nick's challenge. In the equipment room they locked the door and wasted no time in stripping off their swimwear. Nick dropped to his knees and ate Lauren's tasty youthful pussy until Lauren orgasmed and then became weak kneed. Nick steered her over to a table and bent Lauren over the table as she slid his thick cock into her pussy from behind. Nick fucked her pussy hard and Lauren was on the verge of another mind blowing orgasm when Nick slipped a very oily finger into her ass. Lauren gasped aloud when she felt the anal intrusion but she was so close to her orgasm that she did not protest. Lauren body went into convulsions with her second orgasm and Nick took the opportunity to slip his cock into her asshole.

When Lauren realized what happened she freaked out and begged Nick not to fuck her there. But Nick didn't take it out and he ignored her pleas as he pushed more of his cock into her ass. Nick added more saliva and pussy juice as he fucked her and shoved more cock into her ass. Lauren tried to break loose but he held her hips firmly. Another push and Nick's entire cock went all the way in her ass. Lauren's asshole opened up from the reaming and Nick was then able to slide his cock in and out with ease. Nick marveled at her shapely hot ass as he watched Lauren impaled on his cock. Lauren pleaded with Nick to stop and just fuck her pussy.

Once again Nick ignored her pleas and he picked up the pace. Nick could feel his own orgasm approaching and he knew it would be a big one since he was so turned on fucking Lauren's beautiful ass. Nick's hips slammed into Lauren and her ass jiggled as his cock went balls deep into her asshole. Nick felt his balls tighten so he pushed his cock all the way in her ass and then he released torrents of semen into her rectum. Stream after stream of semen filled Lauren's asshole as Nick flooded her bowels with his load.

Nick realized that they were both still and he had his cock buried all the way up her ass. Then Nick began to fuck Lauren's ass slowly again and he pushed his copious load around in her rectum. As Nick withdrew his softening cock from Lauren's ass, gobs of spunk trickled out and ran down over her pussy lips and down her inner thighs. Lauren was facedown bent over the table as Nick stood there watching his seed still ooze out of her shapely ass.

"Why did you do that to me? You know I didn't want that. I told you that I don't like anal sex," she whispered afraid that someone outside might hear her.

Nick thought to him self, get used to it but he said, "I just couldn't resist, your ass is so beautiful, so hot, so inviting."

"I don't want you to ever do it again. I don't like it," she said but it was more like a plea.

They both wiped themselves off with towels, put their swimsuits back on and returned to the pool. They both entered the water but they did not say a word to each other. Lauren couldn't even look at Nick. The next time they were together they were in Nick's room at the hotel. Nick had just worked her pussy over and Lauren had cum countless times. She was exhausted and laying face down on the bed when Nick got back in bed and snuggled up to her and slipped his lotion covered cock into her ass. Nick had both hands around her body so he played with her tits and fingered her pussy as he slowly fucked her ass. Lauren quickly realized that he was back in her ass.

"Oh not again, please no," she cried out.