The Nightlife: New York - Chapter 19

Aaron stood silently shocked.

“Hello, Aaron. It’s me, Charlene. You remember me from Bemichis? I hope you don’t think it’s strange, meeting like this.” She hugged his stiff body in greeting.

Dazed, he didn’t immediately return the gesture. She stepped back, wringing her hands nervously. Obviously the tables had turned. She was no longer in a position to assault his derrière with her former confidence.

“I caught your photos the other day in the weekly e-mail from EZ Escorts and I just had to see you. I hope you don’t think it’s weird.”

He was surprised to say the least, but not in a bad way. Though he’d never really considered sex with Charlene, he actually liked her. Despite her overly-gracious hands, she was one of his favorite customers in the restaurant.

He smiled and put her at ease. “Well, you were very friendly. I always thought it would be fun to meet you outside of Bemichis.” Antonio Bemichi’s repeated warnings about fraternizing with customers still rang clearly in his mind, etched into permanent memory. “So … what did you have in mind for tonight?”

“I thought we could skip the bullshit and head to my hotel room.” She winked at him, and he knew this date was going to be interesting. He followed Charlene’s imagination as she pictured hot sex … champagne, strawberries, and slippery Jacuzzi bubbles every which way.

He plucked the ideas from her mind. “Strawberries, champagne, and a hot bath?”

Her eyes popped in surprise at his suggestion. “You took the words …”

Ignoring the strange irony of the situation, he pulled her warm, curvy body into a secure embrace and guided her towards the elevator. Her right hand molded to his butt cheek and tweaked him with a light pinch … a familiar feeling.

In her room on the fifth floor of the hotel, he called down to the front desk to order room service while Charlene switched the TV on a top forties music channel. She was still nervous, her face flushed. She had imagined enjoying his hard body for months, stalking him at the restaurant, wishing he’d take the not-so-subtle hint of her hands stroking his ass every chance she got. All that time, Aaron had no idea how he’d fueled Charlene’s late-night fantasies. Facing him now for real had tested her resolve to finally get down his pants. She was ready to stop playing grab-ass. Time for Aaron to earn his escort pay.

As her mind turned towards thoughts of his hands rubbing her down in a sensual massage, Aaron broke the awkward silence. “I bet you could use a good back rub.”

With her cheesy grin for confirmation, he slid on the bed behind her and straddled her hips with his legs. She tensed up for a moment then gradually melted into his caress.

He took time to appreciate Charlene’s beauty as he unzipped the back of her blue dress and unsnapped the clip of her bra. She had creamy white skin with little freckles and wavy, auburn hair that reached down to the center of her back. Her body curved in all the right places with generous hips and lush breasts. A hint of extra weight around the middle, but very attractive. She didn’t need to pay for dates. She could pick up men anytime. She preferred the cougar prowl, hunting for younger, hard-bodies. Divorced for over five years, Charlene had two teenage boys at home. Not a situation conducive to finding a decent second husband.

Charlene’s mind drifted to the places she wanted his touch, her nipples, the nape of her neck, her collar bone... Her mind created the road map for her sensual massage. He followed her vivid imagination and worked her full breasts, tweaking her nipples while nipping at her neck and ear lobes with light kisses. Her arousal ramped up quickly, each touch wetting her in anticipation.

She wanted his fingers down inside her, rubbing and dipping into her moist, ready folds. He followed her lead and reached his hand to pull up her dress, baring her beautiful thighs. In expectation of the evening fun, she wasn’t wearing panties. His palm caressed her shaved pubic flesh while curling his middle finger into her wetness. She grasped his hand and directed his movements, grinding her hips into his fingers. His massage was abandoned for an intense session with two, three, even four fingers squeezing and stroking her delicious wet entry. She worked with him, guiding him, using his hand to give herself a frenzied orgasm.

“Ooooohh … Yes!” A sunburst of her pleasure exploded in his mind as she wetted him with her climax.

She finished right on time. Room service knocked at the door to announce the arrival of the champagne and strawberries. Aaron tended to the cart and set it up by the bath. Charlene caught her breath and filled the Jacuzzi. She wasn’t modest. She stepped out of her dress, showing off her lovely curves as she slid into the hot, bubbling water.

The tub was a one-piece fiberglass unit with air jets, a Jacuzzi just large enough for the two of them. Charlene sighed, relaxing in the water. Leaning back with a smile, her creamy white breasts floated at the waterline. She caught him appreciating her and winked.

He handed her a glass of champagne and she downed it all at once. “Come on in, the water’s warm and ready.” She invited in a seductive whisper.

Uh huh. The water’s not the only thing warm and ready. He could see her arm moving as she played with herself beneath the bubbles.

He undressed slowly for her and stood to let her appreciate the body she was paying for. Her intense desire made him hard and ready for her. He read her curiosity to taste his cock. Don’t want to disappoint.

He slid in closer, letting his erection greet her face to face. Charlene tossed back her second glass of champagne, leaned forward, and slipped him into her warm mouth. She pumped his base and sucked him hard and fast. The woman knew what she was doing. She slid up and down his cock, moving her hand along his length as she suckled on the very tip. She got down, alternating from deep plunges to intense tongue, lips, and teeth on the sensitive head of his cock. Soon he was ready to unload into her.

Slurping the head of his cock, she encouraged him to finish. “Do it! Come for me.”

He shot straight into her suction as she milked him. She pulled away and wiped his come off her mouth, but kept working him, squeezing every drop she could get with her hands.

Dazed from her performance, he climbed into the tub facing her as they both caught their breath. She washed him out of her mouth with a third glass of champagne. Charlene considered cock and bubbly as quality entertainment. She poured him a glass too, but he ignored her offer. Instead he fed her strawberries while she knocked back two more glasses of Dom Pérignon.

Charlene was drunk as a skunk and having a blast. Her fingers never stopped massaging his cock under the water, working him back to readiness. “Well, don’t just sit there looking gorgeous. Give me that monster.”

She slid forward in the tub, sloshing water everywhere and kissed him while settling herself over his lap. In one smooth move she expertly mounted him. Her hot, tight sheath slipped all the way down. She ground her pelvic bone down into his lap, rotating her hips back and forth, holding the side of the tub while stroking herself with her left hand.

She took care of her own needs, working her thick, swollen clit, but he read her desire for more. Deep and hard inside her, Charlene wanted to be filled from behind too.

His preternatural strength allowed him to trap her thighs so he could pound and grind her forcefully, the way she needed it. He freed one hand to fulfill her last desire, his middle finger curled into her anus. Slowly, delicately, he worked his finger into the squeeze of her rectum as she bucked and squirmed with pleasure.

“How did you know? Yes! That’s what I want!” Filled in every way, her skilled hand worked her clit furiously and carried her over the edge once more.

Eyes squeezed shut, her teeth gritted in sublime concentration, Charlene came hard, crying out her pleasure in sexy little moans as water splashed over the side of the Jacuzzi tub. He chose this moment to strike, burying his teeth in her neck while she humped his cock and hand with drunken abandon. He drank deeply, hitting that same domino effect of multiple, cascading orgasms. Charlene screamed and cried with the force of her powerful overlapping climaxes. Buried in her gushing pussy, his finger deep in her tight ass, he blasted his release inside her, and disengaged his teeth from her neck. Exactly one minute of feeding.

She heaved and gasped, her hands clawing desperately at the sides of the tub. She made weird grunt noises as she tried and failed to support herself amidst the tsunami of pleasure assaulting her senses. One hell of an intense ride for the middle-aged mother of two. Charlene’s body had become liquid flesh, vibrating and quivering on his lap. He stood up in the bath with her in his arms, still impaled on his cock. She was too drunk and dazed to take notice of his uncommon strength.

He carried her from the bath. Every step brought a sweet whine from her lips, as she bounced on his erection. He laid her delicately on the bed and carefully slid out from between her legs.

“Oh lord…” She sighed and twitched as he pulled away from her slick, wet body splayed out with her legs wide open. She continued to twitch and moan … still coming hard. Charlene floated in an orgasmic sea.

Sitting back on his knees, he inspected her thick, creamy thighs and sore, pink pussy. He dreaded what he might find. Much to his relief she wasn’t bleeding, with only the slightest bruising on her hips from his harsh grip on her. He didn’t know how common it was for women to bleed from hard sex, but he definitely didn’t want to make a habit of it. He kissed her abused pussy lips in appreciation and tucked the bed covers around her. She could hardly open her eyes as he pulled the wet hair away from her face and kissed her other lips.

“Thank you, Charlene. I had a wonderful time.”

Her half-lidded eyes focused on him and she slurred, “You’re the best date ever. Where were you twenty years ago?” Exhaustion and intoxication dragged her down into unconsciousness.

In my mother’s belly.

She drifted asleep with a sweet grin on her face. As he’d suspected from the first time she laid hands on him, this sexy cougar had a few lessons to teach him about pleasuring a woman.

He dressed and headed out the door. Luckily, Charlene had arranged a thousand-dollar prepayment through the agency for her two-hour date. The woman was not waking up anytime soon. He felt a fleeting twinge of guilt for having shorted her a half hour, but she got her money’s worth all the same.

No harm, no foul.