Task Number 10(2)

At the end of supper, Nathan appeared with an envelope and everyone held their breaths as he gestured for Shane to join him. "First, I wanted to tell you that all the preparations for your friend have been made. Once you complete the task, I'll have the ticket issued and inform him of the flight times."

"Thank you."

"And now, the task."

Shane opened the envelope and read the printed content."By now, you should have had a nice dinner and are ready to accomplish your tenth task on the scavenger hunt. The tenth task is to have sex with a hooker of Nathan's choice. Simple task? No. Shane must be chosen to accomplish this. The reward will be $5,000 dollars, with $2,000 for the non-participants. The proof required is an ass full of cum. The proof must be shown to Nathan. If you follow the instructions, you will receive the money upon completion."

Shane looked up from his reading. "A hooker of your choice?" Nathan nodded. "What does that mean?"

"That means that I get to choose who you screw."

"That doesn't sound fair."

Nathan just smiled. "Are you saying that you don't trust me, Mr. Kingsley? I'm so disappointed."

"Uh, no. I trust you, Nathan, you know that."

"But?"

"But in light of my recent … er, situation … "

"Ah, I see. You're concerned that you'll have to perform with a woman." Nathan tucked the discarded invitation back into his jacket pocket. "Who said it was a woman?"

Shane perked up at that. "Then what … "

Nathan put his arm around Shane's shoulders. "Buy me a drink and I'll fill you in."

The cocktail lounge was filled with people, mostly women dressed alluringly in short dresses or mini skirts and either dancing or mingling with others. Nathan went directly to the bar and found two seats on the far side and ordered two apple martinis. Shane had never had one before but he didn't want to anger Nathan. After all, he was making the choice so Shane decided to check out the clientele.

"So, what do you think?"

"L-Looks good." Shane accepted his drink from Nathan and took a sip.

"Picked anyone out?"

"No. I thought you were going to make the choice."

"I am. I just thought you might have scoped someone out."

"Naw."

Nathan nodded. "There are an awful lot of good-looking ladies here … "

"Nathan, you said … "

"I know what I said." Nathan chuckled. "Just messing with you."

"Um, excuse me." Shane turned, smiling into the eyes of a gorgeous Spanish woman, holding a ten dollar bill. "Could you get the bartender's attention for me?"

"Uh, sure." Shane gestured to the bartender and watched as the woman ordered a mojito. "That's interesting."

"What?"

"Your drink. Not too many people order that."

"I can't help it. I'm from Cuba and it makes me think of home."

"I see." Shane leaned back to talk to Nathan and found him gone.

"Your friend left. May I sit down?"

"Uh, sure."

"I'll give up the seat when he gets back, if that's what you're worried about."

"Uh, no. That's not necessary. You're a lady and ladies get to sit. I'll give him my chair."

The woman laughed. "Is he a lady?"

"No, but he's older than me."

Her dark eyes sparkled. "I see chivalry is not dead with you."

"Not at all." He smiled. "I'm Shane."

"I'm Rosalinda."

"Nice to meet you."

"Nice to meet you, too."

The conversation continued over the next hour. Shane was aware that Nathan hadn't returned during the first twenty minutes but after that, his attention was taken by Rosalinda. She was very witty and he so enjoyed laughter to ruminating on Jaime's visit, worrying about its outcome. She bought the second round and they enjoyed the drinks, talking and laughing.

"Shane?"

"Yes?"

"Do you have a room here?"

"Yes."

"Would you mind if we went up there? It's awfully loud down here."

"Sure. Let's order a drink and take it up."

"Okay."

Once upstairs, Rosalinda sat on the bed and gave him a smile. "You seem like a nice man, Shane."

"I am. Why, is there a problem?"

"No." She pushed her shoes off, scooting backwards to sit at the headboard. "I think you're really cute. But I have to be honest with you."

"Yes?" Shane shucked off his shoes and sat down on the bed also. He had complained to Nathan about a female selection but he was captivated by this woman. She was beautiful in an exotic way but there was something about her … something that he couldn't put a finger on, but something he wanted to explore. Nathan had never returned; he could only hope that she was his choice.

"I'm a … " Rosalinda looked down into her drink. "I'm a … "

"Prostitute?"

Her face pinwheeled from surprise to relief. "Yes, but I'm very fastidious about my partners and I always use condoms."

"That's nice to know."

She looked up at him. "Are you okay with that?"

"Yes." He touched her cheek. "Did Nathan 'arrange' you for me?"

Rosalinda's smile was genuine. "I'm not supposed to tell, but yes."

"Good. If Nathan trusts you, I trust you."

Rosalinda set her drink down and moved closer to him. "Nathan is a sweet man. He said that you might like me so … I won't charge you."

"That's all right." Shane whispered, touching his lips to her teasingly. "I'll pay you."

Rosalinda threw her arms around his neck, pulling him close and pressing her coral lips onto his. He responded avidly, his tongue slipping through and tangling with hers. She moaned into his mouth and he shivered, feeling the buzz crawl down his spine and into his hardening cock. When her hand closed over his crotch, his groaned so loudly that she giggled. "Mmm, feels like something down here wants a little attention."

"Oh, yeah." He whispered against her mouth, opening his legs to allow her easier access. "How about you?"

Rosalinda took his hand and placed it on her thigh. Shane hummed in contentment as he slid his hand up her stockinged leg, pausing at her hip and running his fingers under the edges of her panties. She whimpered. He let his hand move farther down and …a penis?!?

"Holy shit!"

Shane just stared at the gorgeous woman, his mouth hanging open. She sat huddled against the headboard, her dark eyes filled with fear, then jumped out of the bed, heading for the door.

"WAIT!"

Rosalinda paused at the door, trembling in fear. "I'm sorry!"

"No, Rosa, I'm sorry. Please." He kept his distance from her. "I just … I didn't know." Tears sparkled on her eyelashes. "I've never been with anyone like you."

Her laugh was forced and nervous. "That's all right." Rosalinda opened the door. "I'll see you later."

"No, Rosalinda." Shane grabbed her hand, giving it a gentle squeeze. "Please. Be my first."

"Are you sure?"

"Yes." He moved closer, pulling her into his arms. "The thought of you having a penis was a surprise but I'm so hard right now ... "

He felt her hand move down and give him a squeeze. "Mmm, I see."

"Will you stay?"

"Will you fuck me?"

Shane chuckled. "That's a stupid question."

"Then, I'll stay."

Shane pushed the purse off her shoulder, locked the door and wrapped her in his passionate embrace, kissing her deeply. Her small tongue sought to conquer his, tracing the ridges of his teeth and the contours of his lips. He smiled, pushing her back onto the bed and grasping her penis with sure and steady hand. She moaned, pressing against his palm and he pulled her panties down, taking her six-inch cock into his hand and stroking it. Without a second thought, he moved down and took her meat into his mouth, groaning over the sweet scent of her musk and the taste of her pre-cum.

"Oh, yes." While Shane sucked her prick, she unbuttoned her dress, spreading it open and rubbing her nipples. "Oh, Shane. God, yes, suck my cock." His tongue slid down its length, laving the soft skin and nipping the edges of the crown. She gasped, a tremble snaking through her body. Shane released her flesh and bit and licked the insides of her silky thighs, driving her crazy with passion.

Rosalinda's tiny hands stripped him of his clothes and she pulled him down, her cock rubbing against his, spreading sticky juice onto their stomachs and her tongue over his lips. He bent down and took one of her nipples into his mouth, biting down on it and drawing a loud moan from her, his hand stroking her tool. "Turn over."

Shane took the lube from her hand and squeezed a bit onto her pucker, using a finger to work it in. Rosalinda growled, pushing back and taking his finger up to the knuckle. "Come on, Shane. Quit teasing me. Put that goddamned chunk of meat in me!"

"Is this what you want?" Shane rubbed the fat head of his cock against her slick hole and she answered with a deep moan. He pressed in, closing his eyes and relishing that first feeling of his cock head being squeezed into a tight ass and sliding into its hot canal. He groaned, his hands on her hips as she pushed back into him.

"Oh, yes!"

He gave her a stroke, teasing them both into shudders of excitement, then moved again, finding a steady rhythm that had both breathless. Rosalinda was so beautiful, her sensual dark eyes heavy-lidded and her lips parted, pink tip of tongue just visible as she turned her head to share a lusty look. He pulled out, turned her onto her back and leaned down for a deep kiss, letting his cock find and slowly enter her again. Her entire body trembled and she whimpered with each stroke, her prick straining sandwiched between them.

"Oh, Rosa, you feel so good."

"So do you." She murmured against his mouth. "So nice and hard." She gave a tiny gasp as the head of his cock found her special spot. "Oh, yes! Do that again!" He did, angling his hips just so and scraping her prostate. "Oh, God! You're going to make me … " Her gasp and the rippling of her anal walls around him signaled her orgasm, along with warm spurts of cum that greased the flesh between them. Shane tried to hold back, but the feeling of her squeezing his prick sent him over the edge. In the spanse of mere seconds, he felt his cock enlarge then explode, sparks lighting behind his eyes as he pumped her sweet ass with his cum.

Rosalinda welcomed him into the circle of her arms and they lay together for several minutes, panting together and basking in the afterglow of hot sex. She groaned softly as his penis slipped out of her ass. A knock at the door meant that their time was over and Shane arose, yanked on a pair of shorts and admitted the driver.

"Am I too early?"

"No." Shane shook his head, watching as Nathan bent and peered between Rosalinda's open legs, pushing a finger into her cum-laden anal canal and sticking the finger into his mouth, sucking it clean.

"Looks like I need to make a call. See you downstairs, Mr. Kingsley."

Shane closed the door behind Nathan and turned to Rosalinda who had arisen, reaching for her clothes. "Want to take a shower with me?"

Rosalinda just smiled.