Two's Company

  Ian stilled, looked around and took it all in, then swallowed hard when he

  noticed they weren’t alone. Another naked, stunning woman lay on her stomach

  across the bed. She rose up on her elbows, looked at Ian, and smiled with a wink.

  “Hi there,” she said.

  “This is Ian, but you can call him cutie pie,” Judy said with a laugh and

  climbed onto the bed.

  “I’m Tracie,” the woman said, and Ian’s mouth fell open.

  The women broke into giggles.

  “Yep, my stepdaughter,” Judy said through hysterical laughter.

  “Come on, cutie pie, join us.” Tracie stretched an arm out.

  Speechless, Ian suddenly realized he was still completely naked. Taking a

  deep breath, he blew it out and in three strides flopped onto the bed between

  them.

  “He’s a virgin,” Judy said matter-of-factly.

  “Really? You’re a virgin? Well, I guess this will blow your fantasies right

  out of the water!”

  The women caressed his body, their hands sliding over his chest and

  stomach and down between his legs. One wrapped a hand around his cock that

  had come to attention without much convincing while the other massaged his

  balls. Judy’s mouth came down on his, and Tracie joined the kiss, their tongues

  waging a little skirmish. Awestruck, Ian surrendered, and completely lost

  himself in what was happening to him, followed along wherever the women led.

  In ten days he’d celebrate his eighteenth birthday, and he couldn’t have asked for

  a nicer pre-birthday present.

  Tracie ran her tongue down Ian’s chest and nibbled on his puckered

  nipple before making a trail down his stomach. Moving to his cock, she sucked

  him into her mouth and he gasped. Judy straddled his chest, inching forward

  until her cunt touched his lips, and then told him what to do.

  Using his hands to spread her velvety lips, his tongue flicked out and

  touched her clit. Glancing up, a shiver shot through him as he watched the

  woman play with her own tits. The sight thrilled him as much as Tracie sucking

  on his dick did. After laving Judy’s pussy with his tongue, he sucked her clit and

  she ground her hips against him and moaned. When he looked up again, Tracie

  knelt behind Judy and massaged the woman’s tits while kissing and licking her

  neck and shoulder.

  Ian flicked his tongue over Judy’s clit. Her body tensed and another moan

  fell from her lips.

  “That’s it baby, come in his mouth,” Tracie whispered. She tugged Judy

  away from Ian and gently pushed her onto her back. “Let’s see who you like

  better.” She pulled Judy’s legs apart and positioned herself between her thighs.

  Turning to Ian she said, “Get on your knees and fuck me from behind.”

  Ian scrambled to his knees between Tracie’s legs while the woman dived

  face-first into Judy’s wet cunt. Although still nervous after what had just

  happened, he brushed his hands over Tracie’s ass. He’d never touched a woman

  before and he certainly had never fucked one. Entertaining fantasies while

  jacking off in his room didn’t count.

  “Slam your dick into me, damn it,” Tracie said.

  Ian slid his hands over her ass cheeks until he reached her pussy. He

  rubbed his thumbs back and forth over the slick folds of skin until he found the

  spot to place his dick. Holding his cock in one hand, he rubbed the head up and

  down over her cunt until the head slipped inside. Ian’s breath caught and his

  heart beat wildly as he slid the rest of his shaft into her. Her hot, wet pussy

  wrapped around his dick and she sucked him deep inside of her. He held her by

  the hips and slid in and out of her, his rhythm increasing with every stroke. He

  pounded her hard and heard his heavy sack slap against her bare skin.

  In the back of his mind, he heard Judy emit a loud cry, and Tracie moaned,

  but he barely registered the sounds. With his eyes closed and his body tense, the

  only thing he felt was his dick sliding in and out of her warm, wet pussy. He

  came with such force he arched backward, then forward and fell into Tracie, who

  collapsed on top of Judy. The trio panted, slick with one another’s sweat.

  For the rest of the summer, Ian arrived at the mansion every Saturday and

  spent the night, and most of Sunday. The trio rolled around in bed, on the floor,

  in the pool, and anywhere else the mood struck. The women instructed Ian, and

  he eagerly followed their lead. Judy paid him five hundred dollars a week, and

  by the end of summer, several of the women’s friends had learned of the little

  tryst. Ian had a fulltime job keeping them all serviced.

  By the time he started college, he was earning two grand a week. With no

  other choice but to go to law school, Ian knew his father would settle for nothing

  less than to have his son follow in his footsteps. Between semesters Ian continued

  seeing Judy and Tracie, along with a number of other women. By the time he’d

  earned his law degree, he knew he could make more money as an escort than he

  could as a lawyer. He also knew his looks wouldn’t last forever; so having some-

  thing to fall back on wasn’t bad either.

  ~ * ~

  Ian jumped when the phone rang. Glancing at the Rolex on his wrist, he

  figured the limo service had arrived for him. He answered the phone, waited

  until the person on the other end quit speaking and said, “Yes, I’ll be down in

  five minutes. Thank you.”

  Chapter 3

  “Esther, you look lovely as always,” Ian said, taking her hand and kissing

  it.

  She handed him a check. “You’re always such a gentleman.”

  He didn’t look at it, but merely folded it and tucked it away in his inside

  jacket pocket.

  Esther watched him and said, “See, always a gentleman.”

  “You’re my favorite girl, Esther. Where are we off to tonight?” He took

  her hand and tucked it beneath his arm.

  “A benefit for the children’s hospital,” she said as they walked down the

  hallway to the foyer. “My husband, God rest his soul, and I have supported it for

  years, ever since our twin granddaughters, Maya and Lacey, were born

  premature. They’d have died had it not been for the children’s hospital.”

  “I’m sorry to hear they had such a rough time. It must have been hard on

  the entire family.” Ian handed her into the limo and settled in beside her.

  “They survived and married, had their own children. I think Maya, no,

  maybe it was Lacey…” She laughed. “I can’t keep things straight anymore. But

  one is about to become a grandmother.”

  “So you’ll be a great-grandmother. Congratulations.”

  “You know, you’re right. I hadn’t even thought of it myself, but I guess I

  will.” She beamed and squeezed his knee.

  Ian sat with Esther at the benefit, escorted her around to various cliques

  where she was known by all, and danced with her when the band started up. By

  eight-thirty, Esther was worn out and Ian summoned the limo and escorted the

  lady home.

  He jogged back to the limo after giving Esther a quick peck on the cheek,

  slid into the seat and told the driver to take him back to his own apartment. As

  the vehicle glide
d through traffic, Ian pulled Esther’s check from his pocket and

  unfolded it. He shook his head and laughed. She’d paid him twice his usual fee.

  But then, she always did. Ian didn’t know if he brought back memories of her

  youth, or perhaps he reminded her of her husband in some way. Or maybe she

  liked being seen in public with a man half her age. It didn’t really matter though;

  he enjoyed his dates with her.

  Tipping the limo driver before he got out at his apartment building, Ian

  said goodnight to the man, went to the elevator and pushed the button. Inside

  his apartment, he changed, glanced in the mirror and brushed his teeth. When he

  was again in the parking garage, he started his car and pulled into the warm

  night air.

  Traffic was light and he still had plenty of time to reach his destination.

  He didn’t even have the new client’s name, and didn’t know what she wanted.

  Sometimes the women were very clear that they required some sort of sexual

  activity. They were explicit about what they expected, and what they were

  paying for. Other times, there was the usual dinner, drinks, and dancing,

  followed by coy come-ons. Ian came prepared for any eventuality but he

  preferred women who were straight about what they wanted; it saved everyone

  time.

  He parked his car and smoothed his pants when he stepped out of the

  vehicle. At the Embassy Suites hotel, Ian checked his Palm Pilot to make sure he

  remembered the room number correctly. Nodding to the hotel clerk, he walked

  to the elevator and pushed the floor number. His clientèle list was not

  exceedingly long, but they were all steady, repeat clients. Rarely did he get a call

  for an out-of-towner unless one of his regular clients recommended him, but he

  always received a note from Bridget telling him who’d done the referring. With

  no note for this one, he was a tad confused.

  Standing in front of the door, Ian knocked lightly and waited. When no

  one answered, he knocked on the door again. Still no answer. Checking his Palm

  Pilot, Ian confirmed he had the right room. He knocked once more, waited for a

  few seconds, walked back to the elevator and pushed the button.

  Believing perhaps the lady in question was running late, he decided he’d

  wait in the hotel bar, have a drink then check back with her. He nodded to the

  desk clerk again, walked down the hallway and into the dimly lit bar. Pulling up

  a stool, he ordered bourbon on the rocks and watched the baseball game on the

  television mounted on the wall.

  “Ian? What are you doing here?”

  Turning around, Ian came face-to-face with Gillian Carmichael. “Gillian, I

  didn’t realize you were staying here. I thought you were staying with Mother

  and Sylvia,” he said casually.

  “Yes, I am staying here. I didn’t want to be a burden to your mother and

  take up any mother-daughter time.”

  “That’s thoughtful of you, but I’m sure it didn’t go over well with Syl.”

  Gillian chuckled. “No, she wasn’t exactly thrilled with the idea, but we

  just finished supper together and I had her drop me off. Now what are you doing

  here?”

  “I’m supposed to be meeting with a client, but I think I may have gotten

  the schedule screwed up or something. Care for a drink?”

  She glanced at her watch, and then replied, “Yes, I think I have time for

  one, but a quick one.”

  “Are you waiting for someone?” Ian asked, waving the bartender over.

  “I’ll have a Cosmopolitan,” she told the bartender, and turned back to Ian.

  “Uh, no, I’m expecting a phone call in my room. A conference call that I can’t

  take on my cell phone.”

  The bartender set Gillian’s drink in front of her. Ian lifted his glass, and

  she followed.

  “To new friends,” he said, touching her glass with his.

  “To new friends,” she said and sipped her drink.

  They chatted, laughed at silly jokes and funny stories until Gillian finished

  her drink.

  “I’m sorry, I really have to go or I’ll miss this call and be up a creek.”

  “Allow me to walk you to the elevator,” Ian said, slapping a twenty onto

  the bar.

  “Thank you. That’s very sweet of you.” She took his proffered arm.

  At the elevator, Ian kissed Gillian’s cheek and said goodnight. He waited

  until the elevator doors closed and pushed the button for the one next to it. He

  didn’t want to take the chance Gillian’s room would be on the same floor as his

  client’s room. He’d check the woman’s room one more time before calling it a

  night. And he’d definitely have a talk with Bridget in the morning.

  Getting off the elevator, he checked the hall in both directions, and walked

  to the client’s room. He knocked and waited, then heard a voice from inside.

  “Just a moment please,” a female said. A few moments later, she called to

  him through the door. “Who’s there, please?”

  Ian cleared his throat. “I’m from the escort service.”

  “Oh, good,” she said opening the door, “I didn’t miss…”

  “Gillian?”

  “You…” Gillian’s face turned crimson as she tried to cover herself.

  Wearing a black demi-bra with a matching thong and high heels, she looked very sexy.

  At least from what Ian could see before she shrieked, ran into the bathroom

  and slammed the door.

  Ian couldn’t stop the roar of laughter from escaping. What a crazy

  situation! He shut the door behind him and walked toward the bathroom.

  “Gillian, open the door, darlin’, everything is all right. I promise.”

  “Oh my God,” she wailed. “I’m so embarrassed, please go away.”

  “Gillian, I need to talk to you about this, please come out.”

  “No, I’m never coming out. Just leave, please!”

  “Gillian, I’m not going to tell anyone, but we need to discuss this.” Silence

  met his words. Ian looked around the room and spied a bathrobe lying on the

  bed. He picked it up, carried it to the bathroom and knocked. “Gillian, at least

  open the door and take your robe.”

  He waited a few moments then heard the doorknob slowly turn. The door

  creaked open and Gillian’s hand slipped out. He placed the robe in her hand, but

  she had to open the door a little more for it to fit. When she did, Ian grabbed the

  edge of the door and pushed it open.

  “Sorry about that, but we really do need to talk. Now come out of there,”

  he said keeping his eyes on hers.

  Gillian wrapped the robe around her body, strolled to a chair at the table

  and sat down. “I am so sorry, and so embarrassed,” she said, her voice barely

  audible.

  Ian sat down across from her, hoping the table between them would give

  her a sense of safety. “It’s not a big deal. Don’t worry about it, okay?”

  “You must think I’m a—”

  “And now you know what I am,” he interrupted.

  As his words sank in, Gillian looked up at him with a grin. “Oh my,

  you’re right. You’re a, a…”

  “An escort?” he said.

  She nodded and began to laugh. “Yes, an escort.”

  “You have anything to drink here?”

  “I think there’s something in the
honor bar; I didn’t really look.”

  Ian went to the bar and opened the cupboard door. “Looks like gin,

  vodka, or whiskey.”

  “If there’s Seven-Up, I’ll have whiskey.”

  “Here we go,” he said, setting two little bottles of whiskey and a can of

  soda on the table. “I’ll get you a glass from the bathroom. Ah, and you have ice

  too,” he called out. Returning to the table, he mixed the drink for her, and

  poured a bottle of whiskey into a glass of ice for himself.

  “So, you’re an escort?”

  “Yes and my family doesn’t know. I’d really appreciate it if…”

  Gillian waved her hand in the air. “I’ll keep your secret if you’ll keep

  mine.”

  “There’s nothing wrong with wanting a little company when you’re far

  from home, Gillian. By the way, who referred you to me?”

  “I don’t remember. I came into town last year and one of my clients gave

  me a card, said if I ever needed, well, suffice it to say, she was clearly satisfied

  with your services.”

  Ian cleared his throat again. “I don’t think thank you is the right response

  here,” he said with a laugh. “Who’s your client?”

  “Let me think,” she said and took a drink from her glass. “Oh yes, I think

  it was Rebecca, oh, I can’t remember her last name.”

  “What does she do?”

  “Interior design firm.”

  Ian nodded. “Rebecca Randolph. She inherited an entire banking

  conglomerate from her father and then married the president of it all. She’s got

  too much money and time on her hands and the interior design firm is just one of

  her many hobbies.”

  “Some hobby. She’s done quite well with it.”

  “Of course she has. Rebecca does quite well at everything. The Randolph

  name wouldn’t have it any other way,” he said with a laugh. Changing the

  subject, he asked, “If I may ask without embarrassing you, what did you have

  planned for us tonight?”

  “Nothing,” she said.

  “At my rates you planned nothing?” He raised an eyebrow.

  “No, yes. I meant nothing big, just dinner out, and a few drinks maybe.”

  “You were in the middle of getting dressed when I came to the door. Or

  do you always answer the door in your underwear?”

  Gillian felt her face heat again and put her hands to her cheeks. “Are you