"I have you on here for just the one night, is that correct, ma'am?"
The hotel attendant typed away at his keyboard in the dimly lit, chic lobby of The Madison, one of Boston's most luxurious boutique hotels.
"That's correct," said Lindsey as she typed away on her phone, barely looking up at the attendant.
Joe was already standing at the lobby bar, ordering the pair their first couple of drinks when Lindsey approached him, handing him the keycards for the room. She eyed the whiskey he ordered and glared at him. "Maybe stay off hard stuff for now? We have a job to do, you know."
Joe smirked as he took a sip of his whiskey and handed Lindsey her Cabernet. "We've done this a million times now. I think I know what we're getting into."
Lindsey shook her head and took a sip. "This place is so nice, huh?"
Joe nodded. "It really is. Sometimes I feel a little out of place here. But, hey. The clients like it."
"Especially this one," said Lindsey as she checked her text message. "Ok. She said ten minutes. Let's go upstairs and get settled."
Lindsey led the way through the lobby as the two of them headed for the elevators. She wore black high heels and a white, short skirt. She showed off her gorgeous legs perfectly as she strutted through the lobby. Her long, brown hair bounced as she walked. Her large breasts pressed neatly together, exhibiting cleavage that always turned a few heads. At thirty-eight, her body was good to her and she looked as good as ever.
They booked a luxury suite, as they normally do for their higher paying clients like tonight. As they walked into the room, they were greeted with chocolate covered strawberries and fine champagne on ice sitting on the counter of the large and spacious kitchen area. The entire suite was lined with floor-to-ceiling windows with the Boston skyline visible all around.
Joe set their drinks down on the coffee table and took a seat on the couch, crossing his long legs. He took a sip and looked around the room. "This is the same exact room we had two weeks ago, isn't it?"
"Mmm hmm," said Lindsey as she set her things down in the kitchen. "That was quite the night, huh?" she asked as she examined the bottle of champagne.
"I think she left happy," said Joe, winking at Lindsey.
Their relationship was not your traditional one. It began as a harmless sex party five years ago in which the two started to develop a closer bond. Lindsey was married at the time. Joe was in a committed relationship. But during a hot and steamy trip to the mountains, the two began to feel more strongly for one another.
Ultimately, they decided to sever their relationships and become a couple. But they opted to not get married. They wanted to avoid any potential issues that may arise given the open nature of their planned partnership. Their initial bond was based almost entirely on sex. Lindsey fell for Joe almost immediately due to his striking good looks, genuine kindness, and his stoic confidence. Joe became attracted to her innocence and desire for more in life. After having sex together in front of each other's partners, they never looked back.
Both had well-paying regular nine to five jobs, but the weekends were a different story. They hosted their own website and camming show where they would use Joe's large penis as the main attraction. They catered towards lonely women looking for excitement in their life. And not just any women. Women with significant amounts of money and a strong desire to see and feel a massive penis in real life.
"So when is..." Joe checked his phone for the name, "...Kelly supposed to arrive again?"
"She'll be here any minute. She's really shy, Joe. I spoke to her a couple of times on the phone as well as Skype to get an understanding of what she wants. She's reserved and seems to lack some self confidence. I think we're going to have to play around a bit while she watches at first."
Joe rubbed his crotch. "Fine by me," he said with a smile. "You know I always enjoy that."
"Oh do you now?" Lindsey asked as she sexily walked over to Joe and sat next to him. She placed her hand on his lap, pushing his hand aside in the process. "How's he doing? He ready to go?"
"C'mon now," Joe said with a skeptical look. "You know he's always ready."
KNOCK-KNOCK
Lindsey and Joe stood up to greet their guest. They kissed. "Ready?" Lindsey asked.
"Ready."
Kelly stood in the doorway wearing a black coat, dark jeans, and red high heels. She had thin, reddish brown hair and green eyes. She was very pretty, smiling nervously as the two greeted her.
"Hi. I'm Kelly. We spoke on the phone."
"Of course, come in!" said Lindsey as she stepped aside. Joe did the same. "I'm Lindsey and this is Joe. But I think you knew that!"
"Yes, thank you," Kelly said as she tucked her hair behind her ear and walked inside.
"Why don't we go have a seat on the couch. Can I fix you something to drink? Champagne?" Lindsey asked.
"Yes, that'd be great thank you."
"Here, why don't you give me your coat," offered Joe. Kelly removed it revealing a white low-cut blouse underneath. She had it buttoned up, but it was easy to tell she had very good size breasts underneath. She sat on the couch and crossed her legs.
"What do you think of the room? We think this hotel is so beautiful," said Lindsey as she walked over to Kelly, handing her the drink.
"Thank you very much," she said as she took the glass. "I agree, it's a beautiful space. Thank you again for making the arrangements."
Lindsey sat down opposite Kelly and crossed her legs. She smiled as she took a sip of her drink. "Kelly, can I ask if you've ever done something like this before?" Joe sat down on the couch next to Kelly.
"Oh heavens no. Never. This would be my very first time doing anything even close to this."
Lindsey smiled. "That's quite alright. Believe it or not, most of our clients are first-timers. But they're never last-timers. And that's why you pay the money you pay."
"Right, umm..." Kelly awkwardly fumbled in her pocket. She revealed a white envelope and held it out. "Do I... umm give this to you now... Or?"
Lindsey held up her hands. "Not needed. We handle all that later. Don't you worry. Tell us a little bit about yourself, Kelly. What do you do for work?"
"I work for a pharmaceutical company. I develop product marketing strategies."
Lindsey nodded. "And what about your personal life. Are you married? Dating?"
"No, no. None of that. I don't really have any time for it. I'm kind of a workaholic." She turned to Joe, making eye contact. He smiled before she looked away, taking a sip. She was incredibly nervous.
"What drew you to us, Kelly?" Lindsey continued. "Why come here tonight?"
"I felt like I needed some excitement, I don't know. I just... It's the same thing every day. Maybe it's just time to try some new experiences."
"Do you enjoy our show?" Joe asked.
Kelly nodded as she took a sip. "I do. I like how down to Earth you both seem. Makes me feel like I'm right there with you."
"Well you are," joked Lindsey.
"Very true!" replied Kelly.
"Have you been with many men, Kelly?" Lindsey asked.
She nodded. "Not many, but enough."
"And how about women?"
"Never. This would be my first time."
"Kelly, the way we normally do this is I'm gonna ask Joe here to take his penis out. I'd like you to get a chance to see it up close. It's not like other penises as you know. He is a very well endowed man. Sometimes it can be a bit frightening for women to see it the first time."
"...Ok."
"Believe me, it's ok. We have done this many times and we will ensure you have a comfortable and pleasant experience. Joe, honey? Why don't you go ahead and take your pants and underwear off."
Joe placed his drink on the coffee table and stood up to undo his belt buckle. Kelly waited nervously, choosing to look down at the ground instead of at Joe. She could see him pulling his pants down out of the corner of her eye. He neatly folded his pants, placing them on a vacant chair before fetching his drink and sitting down. Kelly remained fixated on the floor. She took a tiny sip of champagne as she patiently waited for what was next.
Joe leaned back on the couch. This was always his favorite part. He loved the reaction he got when women first saw his cock. It wasn't hard yet, but was growing. It hovered in the air between his legs and above his big testicles. He spread his legs slightly apart to make room. Lindsey stared at his cock with a closed-mouth smile before turning to Kelly.
"You can look at it if you'd like," she said softly.
Kelly nodded and slowly turned her head. She gasped when she first saw it. It looked to be nearly eight inches already and wasn't even fully erect. He was clean shaved except for a little patch of hair above the base of his penis. His balls were completely clean.
"Wow," said Kelly as she nodded affirmatively.
"Wow what?" asked Joe as he picked his cock up, squeezing it softly.
"It's very big," she said as she made eye contact with him. She turned to Lindsey. "It's umm... it's really big."
"That it is!" said Lindsey, laughing reassuringly. "You know it gets bigger right?"
"It gets bigger?!" Kelly shrieked, somewhat out of character. She quickly collected herself. "I mean, yes of course it gets bigger. I just... it's just..." she turned once again to Joe's cock. "Wow."
