Prison Dolls Ch. 04

He blushed again and looked guilty.

"I'm travelling with business colleagues and if they saw a woman entering or leaving my room I'd be fucked," Dale admitted.

"Then it looks like you're not going to be fucked Dale," Bobbie chuckled.

"God I want you so bad," Dale continued to grope her under the table and Bobbie stroked his hard cock through his pants.

If Bobbie wasn't so drunk and lonely it would have ended there. Just a bit of playful banter with a stranger but Bobbie was horny and her defences were down.

"Go for a piss Dale and when you leave the restroom turn right instead of left. Make sure no one sees you and go to the first office you come to with the sign 'business manager' on the door. I'll wait for you inside," Bobbie made her proposition and saw Dale considering the consequences of his actions if he were to take Bobbie up on her offer.

"I'll wait for ten minutes. If you don't come in I'll just go upstairs to bed, no harm done. Your choice," Bobbie gave Dale's cock a final squeeze and extricated herself out of the booth, her dress riding up showing off her legs and ass as she did so.

The sight of those firm thighs clad in lustrous hose and her tidy ass swathed in black satin tipped the balance and Dale wondered off to find the john. Bobbie stopped at the bar briefly and said goodnight to the duty manager and popped out the back door as if she was heading up to her room.

Her head was swimming and she knew what she was doing was probably stupid but she was feeling more than a little concupiscent. Allie was out on the town with Randy and wouldn't be back for hours so it was an opportunity for Bobbie to have a little fun without consequences.

She slipped into her office and closed the door. Her office was dark, the only light coming from the screen of her laptop on the desk. A few minutes later the door opened and Dale slipped inside. He was breathing heavily and very nervous.

"Are you in here?" Dale whispered.

"Over here near the desk," Bobbie giggled.

What Bobbie was doing was stupid and dangerous and he knew it but it was very naughty and Bobbie was excited.

Dale stumbled around in the dark until he could make out Bobbie's shape in the gloom. He followed the trail of Dior Poison she had left in her wake and sidled up to her. He was nervous until Bobbie pulled him into her arms and kissed him passionately.

Dale groped Bobbie, squeezing her breasts through her dress as his rained down sloppy kisses on her. He tried to get Bobbie out of her dress but Bobbie stopped him.

"We don't have time to undress honey we need to be quick," Bobbie gasped into Dale's mouth.

Dale had no issue with that and slipped his hands under her dress and grabbed Bobbie's ass and pulled her close to him and ground his cock against her. Bobbie squeezed her hand between their bodies and unzipped Dale's pants and found him hot and hard when she freed his cock from his underpants. For a big-talker he had a disappointingly small cock but it was hard and ready and that's all Bobbie wanted right now.

"Over here," Bobbie led Dale to her desk and dropped to her knees.

She took Dale in her mouth and found his cock pleasantly clean and leaking precum which she licked up with relish. She flicked her tongue along his shaft and circled his glans with the tip of her tongue listening to Dale moaning in the dark. Bobbie was hot too and she freed her cock from between her legs and pulled down her panties and pantyhose so could stroke it to full tumescence.

Bobbie felt like a harlot, kneeing on the carpet in her sparkly cocktail dress fellating a stranger while she stroked her hard cock. She felt Dale's cock begin to quiver and realised that if she wasn't careful she was about to get a mouthful of spunk.

Bobbie spat out Dale's cock and got to her feet. She bent over the desk and wiggled her buttocks invitingly.

"What do I do?" Dale was bemused.

"Get behind me you idiot," Bobbie was becoming frustrated with this married boob but she was horny and she wanted relief.

Dale slipped in behind her and jabbed his cock between her buttocks. The idiot was pushing his cock into the place where her cunt would be if she had one and Bobbie reached behind and steered his cock to her puckered bud.

"Just push honey," Bobbie whispered.

Dale gripped Bobbie's hips and did as he had been instructed. His small appendage slipped inside Bobbie's anus right up the hilt and Bobbie breathed a sigh of gratification as his pubis slammed into her buttocks and the head of his cock just managed to press on her prostate.

"Oh Jesus!" Dale hissed as Bobbie's tight sphincter opened and his cock was enveloped by her snug tunnel.

"Oh God!" Dale began to ejaculate almost immediately, holding Bobbie tight against him, driving his cock all the way inside her.

Bobbie pushed back against him and wriggled her buttocks appreciatively while she stroked her throbbing cock viciously, attempting to cum right along with him.

She took Dale's hand and guided it to her erect penis but as soon as he touched it he whipped his hand away as if he had been bitten. He put it back on Bobbie's hip and fucked her hard and fast as freshets of hot jism erupted from his juddering organ.

Bobbie felt him hammering away at her asshole and although Dale was far from the best fuck she had ever experienced he was adequate enough and he triggered her orgasm and she spattered her seed on the desk and the carpet.

It was over in a matter of minutes and Dale clung to Bobbie until he was finished cumming and then he whipped his cock out of her anus and stuffed it in his pants. He hurriedly adjusted his clothing saying nothing to Bobbie. Now that he had fucked her wanted nothing to do with her and that suited Bobbie right down to the ground. She felt the same way. She stood with her legs apart, Dale's spend running out of her ass while Dale beat a hasty retreat.

Bobbie took a handful of tissues off the desktop dispenser and cleaned up. She warily climbed the back stairs to her apartment, ripped off her clothes and fell on the bed and was almost immediately asleep.

The next day she felt guilty and remorseful and she never said a word about the encounter to Allie. She couldn't keep going like this. She needed to get her life in order.

*****

Bobbie was a creature of habit, conditioned during her training in Brentwood. Every morning she douched before she did her makeup and dressed although she had no intention of having sex. She guessed it was like women in a sexless marriage, or women who had given up dating who still took the pill.

Bobbie had just finished dressing for work and was brushing her hair one morning. It was nearly a year since she had been released from Brentwood. Bobbie liked to dress professionally in her role as assistant manager and was wearing a burgundy skirt-suit, a white satin blouse, tan pantyhose and black high heels.

She was in the bedroom brushing her hair in the vanity mirror when she heard the door to her apartment open and at first she thought it was Allie and was about to chide her for not knocking and then she realised that a man had entered her apartment. He had his back to her and appeared to be looking around the apartment. He was square-shouldered and had thick black hair, an olive complexion and was wearing an expensive looking suit. Not your typical burglar.

Bobbie became alarmed. Her cell phone was in the kitchen so she reached for the handset on her bedside table with the intention of dialling 911 when the man turned around to face her.

Her heart felt like it had stopped beating when she recognised the handsome man who was standing at the doorway grinning at her like cat that had ate the canary.

"You look beautiful," Tony whispered, his eyes taking in everything about her.

He rushed into the room and took Bobbie in his arms and kissed her so passionately that Bobbie was breathless. When he finally broke the kiss Bobbie took a deep breath and spoke.

"You asshole!" she hissed.

Tony looked stunned.

"What?" he was confused by Bobbie's reaction.

"I haven't heard from you for nearly a year and you walk in here like nothing has happened," Bobbie said indignantly.

"I was in Witsec. I wasn't allowed to tell anyone where I was or even communicate. Those Feebs were up my ass and until I testified they never really trusted me," Tony said defensively.

"I never knew if you were coming to see me. When you told me about your brother's plan to kill me I went along with the ruse you devised to save my life but you never said what would happen to me after I was out," Bobbie hated the whininess of her voice but she was angry.

"It was best you didn't know. It was to protect us both. Until they put Sal, Petey, Joey and Mike behind bars permanently we would never be safe," Tony still held Bobbie in his arms and was enraptured by her beauty.

"I made sure you would be looked after until I was free didn't I?" Tony gave her his killer smile and Bobbie's heart began to melt.

Tony didn't give Bobbie time to answer. He pressed his lips to hers and pulled her tighter against him. Bobbie could feel his need, feel the passion in his kisses, feel the adoration in the way he held her tightly against him, feel the lust in the bulge in his trousers which was pressing into her belly.

Bobbie felt her lust awaken like a sleeping dragon and she pawed at Tony, ripping off his jacket and unbuttoning his shirt while he did the same to her. When Tony opened Bobbie's blouse and discovered her creamy white bosom he was spellbound. Bobbie's breasts were rounded, shapely and perky. She had resisted the temptation of having huge implants when she had her surgery; she did not want to look like a 'shemale' porn star. Her breasts were perfectly proportioned.

Tony tentatively cupped Bobbie's breasts and she gasped when he stroked her nipples. It was the first time they had been fondled by anyone but herself and the feeling was wonderful. Her nipples hardened and she felt circlets of pleasure proliferate from her creamy globes. She pushed her hands inside Tony's shirt raked her nails across his chest, then up to his broad burly shoulders and then she intertwined her fingers behind his neck.

Tony hefted Bobbie's breasts in his hands, amazed at their cushiony softness. He felt her nipples become erect as he teased them. At first he gently circled them with his fingertips, then he thrummed the pliable nubbins and each time he did Bobbie mewed. He began to tweak them and Bobbie purred like kitten into his mouth as their kisses became more impassioned.

The two lovers yearned for each other, foreplay could wait, they both wanted to copulate. Bobbie was becoming uncomfortably erect and she put her hand under her skirt and freed her penis from between her legs. It sprang forward, still confined by her pantyhose and panties but it tented her skirt.

Tony could feel the lump of it pressing into him just as Bobbie could feel Tony's cock pressing into her body. She squeezed Tony's cock through his trousers and then she fumbled with his zipper and freed the turgid appendage and took it in her hand. Tony sighed and mashed his lips harder against Bobbie's.

He slipped a hand under her skirt and squeezed Bobbie's penis through her panties. He could feel that the front of her panties were wet with precum. Bobbie yanked at Tony's belt and the button on the waistband of his pants and they dropped around his ankles.

Tony hiked up Bobbie's skirt and pushed her down on the bed, their need had become raw animal lust and they pawed at each other. Bobbie gripped Tony's throbbing phallus and yanked on it, feeling the constant dribble of precum on her fingers. Tony palmed Bobbie's erect penis, rubbing her silky panties against the gusset of her sheer-to-the-waist pantyhose encasing her tumescent organ.

He lay on top of her and pressed his cock against hers, humping her through her panties, his hands returned to her breasts and he stroked her nipples until Bobbie screamed silently into his mouth. The feel of Tony's hard, veiny phallus rubbing on her sensitive cock was overwhelmingly delightful, the satin and nylon eliciting scintillating sparklets of enchantment in them both.

Bobbie lifted her legs, exposing her buttocks, clinging to Tony, offering herself to him, her need a fire in her belly. She guided Tony's engorged manhood inside her panties and nestled it in the crack of her buttocks. She was ready to be fucked and desperate for Tony to put himself inside her so that she could feel the interconnection that could only be expressed through coitus.

Tony rubbed his glans in the crease of Bobbie's buttocks, relishing the feel of her silky pantyhose on his bloated appendage. It was like satin-winged butterflies were fluttering against his cock. Bobbie was becoming impatient and she took him in hand and guided the head of his penis into her puckered bud. His cock was leaking a continual torrent of precum and she hoped that it would be enough to ease the passage of his big cock inside her. To be honest she didn't care. She just wanted to feel Tony's steely rod stretch her open.

"Push goddammit!" Bobbie lifted her ass higher off the bed and locked her ankles behind Tony's back.

Tony pushed hard, his cock stretching the gauzy fabric of Bobbie's pantyhose until it ripped open and his cock slammed into Bobbie's anus all the way.

Bobbie suppressed a shriek as her tight asshole was rent open by Tony's huge, hard cock. Tony sensed Bobbie shudder and felt her gasp into his mouth and despite his need he lay still, letting her anus get used to his steely rod. He kissed her gently and stroked her cheek. The feel of her breasts against his chest was comforting and sensual; a new experience but one he was delighted with. His cock was leaking a continuous flow of pre-ejaculate which lubricated Bobbie's tight channel.

Bobbie had forgotten what it was like to have Tony's huge penis inside her. Her anus was like a scabbard for his sword. Her anal sheath was where his manhood belonged.

"Now," Bobbie whispered and dug her heels into his back, encouraging Tony to fuck her.

Tony pressed his lips against Bobbie's and slipped his tongue inside her mouth as he began to slowly fuck her. He ensured his belly pressed against her hard cock lying flat against her body shrouded in the soft, satiny fabric of her panties and pantyhose. He drove his cock all the way inside her until his scrotum slapped against her taint then he slowly withdrew and did it again.

He forgot how tight and plaint Bobbie's anus was, her rectum squeezed his turgid cock and her sphincter clenched tight around the base of it when he was fully inside her. Bobbie felt gratifyingly full as heavenly waves of carnal pleasure radiated from her anus, her cock was tingling with sublime sensations as Tony pressed his hard belly against it as he thrust in and out of her.

Tony pinned Bobbie to the bed and jackhammered his cock in out of Bobbie's tight hole as she writhed and mewled underneath him. She bit his lip and raked her nails down his back encouraging him to go harder and faster, she drummed her heels against him, coaxing him.

Tony gripped Bobbie's shoulders and pounded away at her, kissing her, holding her close, feeling her hard cock against his belly and her anus contracting around his cock, driving him toward climax.

They came together, Tony's cock fully-engorged and quivering as it spewed forth his issue. His ejaculate flooded Bobbie's anus and she screamed into his mouth as she came right along him. He felt her scalding emissions burst through the silken trap of her panties and hose and warm his belly, her hot viscous essence smearing his flesh. His cock was so hard that it was almost painful as it juddered deep inside Bobbie's anus ejaculating stream after stream of hot glutinous semen.

They clung to each other, pressing their bodies together; their lips locked together, their tongues intertwined as they relished the carnality.

When they were finally spent Tony rolled off Bobbie and took off her heels, blouse and skirt while she took off his pants and shirt. When he was naked, Tony pulled Bobbie under the covers, leaving on her panties and pantyhose because he loved the feel of the gossamer garments against his flesh. They began to kiss and stroke at each other tenderly. Their initial need was sated but their desire for each other was still a burning a flame and this time they took their time and made love to each other rather than just fuck.

Unbeknownst to them the front door opened and Allie walked into Bobbie's apartment. She heard movement from Bobbie's bedroom and suspected that Bobbie had tied one on last night and was running late for work. She stuck her head around the bedroom door.

"Hey girl, are you coming to work today or... whoa! Guess I'll come back later," Allie caught a glimpse of Bobbie lying on her back with her feet in the air and Tony Siceresso between her legs humping away.

Bobbie and Tony lay on their backs, their desire sated. Their fingers were intertwined beneath the sheets because neither could stand not touching the other.

"What now?" Bobbie asked.

"We stay in bed all day and then we go to out to dinner tonight with Allie and her beau," Tony reached for his pants to fish out his cigarettes and lighter.

Bobby had a thousand questions but for now she was just content to have Tony beside her in her bed.

*****

"You don't seem surprised to see me," Tony stood up and kissed Allie's cheek and shook Randy Middleton's hand and introduced himself.

They were at a very nice restaurant and Tony was behaving as if he didn't have a care in the world.

"I saw you earlier today but I saw you were busy so I didn't want to disturb you," Allie gave Bobbie a knowing grin and Bobbie blushed.

Tony told them all about being sequestered in Witsec until after the trial and explained that he had some waters to smooth and arrangements to make before he could return to Miami.

"So the gist of it is I'm free and clear. The Feebs and GBI gave me a free pass and the guys in New York and the Dixie Mafia have made business arrangements with some of the old guys who used to be in the Siceresso crew. I'm out of it and I'm going legit," Tony glanced around to make sure he wasn't being overheard.

"I own another nightclub, two restaurants and a hotel that Feebs can't touch because they are legitimate business and I still have the Dream Palace," Tony explained.

"The Dream Place is yours Allie," Tony produced a document and placed it on the table.

Allie read the deed of ownership and squealed with delight when she saw her name on it.

"And? What about us?" Bobbie nudged him.

Bobbie had been trying to get Tony to tell her what the future held for them all day but Tony refused to tell. He just teased her telling her everything would soon be revealed.

"You and I are going to live together in the penthouse suite of my hotel and you are going to help me manage my businesses," Tony said smugly.

"And why am going to do that?" Bobbie smiled coyly.

"Because you love me, and I love you. I love you with all my heart," Tony turned to Bobbie and kissed her.

Allie smiled and squeezed Randy's hand.

"I love a happy ending," Allie whispered into Randy's ear.

Epilogue

Mandy and Charlotte sat at a table outside a trendy coffee shop in Buckhead Village. The day was bright and clear but there was a chill in the air reminding them that winters in Atlanta can be just as cold as anywhere else. They wore woollen skirts, winter tights, boots and scarves and were comfortably warm, sipping hot chocolate while they talked.

Charlotte was pregnant and most of their banter was about the new baby but they both scanned the crowd and looked up expectantly whenever a man approached the coffee shop.