Friends With Extra Benefits

by Luke Young

  “Sorry.”

  “It’s just all squished up in there.”

  She grinned. “I’ll fix that.”

  Jillian worked one leg of his baggy shorts up his thigh slowly as Brian stared out the window, fighting to not give anything away. He curled his lips as she slipped her fingers through the leg hole and stroked his manhood as it fought to break free from his boxer briefs. Jillian gasped when she felt how hard he was. God, she wanted him in her mouth! She desperately wanted to taste him, to lick every inch of him, but this would just have to do.

  Sliding two fingers through the leg hole of his briefs, she took hold of him and carefully pulled until his penis slipped through the open leg hole of his shorts. Brian groaned softly, “Oh, man.”

  His cock now two-thirds exposed, it lengthened further down his leg as Jillian wrapped her fingers around it and slowly began pumping it.

  Brian glanced once more around the cabin as Jillian lost herself in her task.

  She leaned in and whispered, “You’re so hard… and slick.”

  “Uh-huh.”

  Jillian moved her fingers over him as Brian slipped his hand into her lap. She whispered, “No, just let me take care of you.”

  He squeezed the armrest with a white-knuckle grip as he shut his eyes tight and gripped her knee with his other hand.

  She kept moving her hand over him, as his breathing became more and more labored. She knew he was close and opened her eyes in search of something to contain his impending explosion. Grabbing a napkin with her free hand, she slipped it under the blanket over his head as she stroked him faster and faster. Brian pushed back against his chair as he lifted his ass off the seat a half-inch. He brought his hand to his mouth and covered it just as he exploded.

  Jillian’s heart pumped right along with his, as she pictured she was riding him at that moment. Her fingers kept sliding over his sensitive flesh, as Brian moved his hand to the armrest and squeezed hard again. She slipped her index finger down, touching a part of him that was unusually sensitive at that moment. Gasping silently, he quickly brought his hand down over hers to stop her from moving.

  This pulled her from the fantasy, and she gazed up into his eyes dreamily. “How was that?”

  He nodded with a smile, and his glazed-over look answered her query. She blindly swiped the napkin on his thigh in an attempt to clean him off. Reaching further into his shorts, she slipped the boxer briefs over his manhood and then pulled his shorts down completely.

  “Wow,” he said before exhaling a long, slow breath.

  Jillian gave him a smile. “Be right back. I’m going to clean up.”

  She slipped out of her seat, and he watched as she moved toward the restroom, wishing he could go with her.

  They arrived at the hotel just after 8:30 p.m., checked in, and went to the restaurant for a late dinner. After dinner and a few adult beverages, they stumbled up to their suite, where they shared a bath in the large two-person tub.

  Brian carried her to the bed, placed her down gently, and then crawled between her legs to return the favor she had so sexily delivered to him at thirty-thousand feet. She experienced two mind-blowing orgasms courtesy of Brian’s tongue, combined with a random finger here and there, and even right near the end of orgasm number two, he just happened to have fingers both here and there at the very same moment. As Brian was doing it he thought, Sometimes you need to bring out all your weapons at once.

  Shortly after Jillian received her pleasure, she offered to put him to bed. He smiled brightly, because he knew exactly what that meant. She slipped under the covers and put him to bed all right. Ten minutes later they were both in REM Stage Five while wearing huge smiles.

  Brian woke up early the next morning. He lifted the covers to drink in his wife’s sexy body before dressing in shorts and a t-shirt and heading out for a run. After putting in more than two miles around the gorgeous grounds of the resort, he came upon an older gentleman giving a tennis lesson to two kids who looked to be about ten years old. Brian stood and watched, impressed, as the kids pounded the ball forcefully back and forth over the net while the older man stood beside the court, calling out instructions.

  “Keep your eye on the ball… Come on, use good footwork… That’s it, nice shot.”

  After a few minutes, the instructor told the pair to get a drink and take a break. Brian moved to the fence and said, “They’re good. Are they your kids?”

  The man turned to him and replied, “No, I’m one of the instructors.”

  “The boy… what’s he, like, a 4.5 player?”

  The man smiled proudly. “Now he is. When I started with him, he was about a 3.5.”

  “Awfully young to be that good. I wish I had been, back then.”

  “Don’t we all?”

  “Out of curiosity, what does it take to become an instructor?”

  “You need to be certified by the USPTA.”

  The kids walked back onto the court. The instructor turned to his students and said, “Let’s work on your serve.” He glanced at Brian. “Gotta get back.”

  “Have fun.”

  They shared a smile, and Brian jogged away.

  Jillian was still sleeping when he returned. He took his laptop onto the balcony and Googled USPTA certification programs. He located the United States Professional Tennis Association’s site and searched until he located a page on how to acquire a certification as a Little Tennis Specialist. As he read the description, his face lit up. This is what he wanted to do, at least to start with. He could get a job that didn’t seem at all like a job. He could teach, and maybe it eventually would lead to something bigger. He figured, what could be more fun than teaching the game to children and their families? He read up on the certification program, such as where to apply and take the necessary classes. Brian performed another Internet search and was able to find a location in Miami where he could become certified. He wore a smile as he completed the online application process.

  Brian quietly slipped back into the room and found Jillian still asleep. He went into the bathroom, closed the door, and filled the sink with super hot water. He grabbed Jillian’s travel bottle of baby oil and placed it in the steaming water.

  Picking up the hotel phone, he ordered them both breakfast to be delivered in thirty minutes and then waited while the oil warmed. A few minutes later, he carried the oil out to the room and climbed into bed.

  Jillian stirred and glanced up at him with a sleepy smile. “What time is it?”

  “About ten thirty?”

  “I’m starving.”

  “I ordered us breakfast.”

  Rolling over onto her back, Jillian stretched her arms up languidly and let out a big yawn. “Grrrreat.”

  “Can I interest you in a full-body rub while we wait for breakfast?”

  Jillian smiled and turned onto her stomach. He pulled the covers down to fully expose her exquisite body and drank it in as he blindly removed the cap from the oil.

  Brian held the bottle about a foot over her back and dripped a few drops onto her skin. Once the warm oil touched her, she exhaled deeply then said, “You heated it up?”

  “Uh-huh.”

  She turned to glance up at him. “I’m so going to take care of you later.”

  He grinned.

  She relaxed back into position as Brian dribbled warm oil all over her back, legs and breathtaking rear end. Jillian melted with his touch as he worked every inch of her. After twenty minutes of heaven, Jillian slipped into the shower while Brian waited for room service. They enjoyed a spectacular breakfast and then made spectacular love before they got ready for their 1:00 p.m. court time.

  Their match was tied one set all and five games apiece in the third set. They sat on the bench taking a much-needed break from the steamy Arizona weather and sipped water.

  Jillian smiled. “Would you like to make it interesting?”

  “Sure, what do you have in mind?”

  “How about whoever wins gets to choose wha
t we do in bed later.”

  Brian gave her a skeptical look. “Whatever we want… I mean nothing is off the table?”

  She placed a hand on his knee and replied, “Nothing is off the table.”

  A big smile spread over his face. “If I win, you do know what I want to do, don’t you?”

  She gave him a sexy grin. “I can guess.”

  “You’d probably be right… you’re not planning on cheating, or anything?”

  Jillian gave him an innocent look as her hand traveled up his leg to his groin, and she gave it a quick squeeze. After noticing some swelling, she grinned. “You’d better get your head in the game if you hope to win.”

  He stood. “I’m ready. Just tell me you’re wearing underwear.”

  “I might be.” She picked two tennis balls off the court and got to her feet. “Don’t forget your balls.”

  He gave her a smile. “When I win, you won’t be forgetting them later.”

  “We’ll see. I hope your tongue isn’t sore from all that work last night.”

  Brian headed toward the service line and called back, “It’s a little sore, but I don’t think I’m going to need it for the rest of the day and night.”

  Jillian positioned herself to return serve. “Oh, you’ll need it all right.”

  Both played some high intensity tennis, and each won their service games to send the match to a tiebreak. Jillian tried to derail his win with a flash of her thong-covered ass when he was up six-five in the tiebreak and serving for the match. He grinned and called her to the net. They met there, and he whispered in her ear. Jillian’s heart skipped a beat as he took twenty seconds to describe all the things he was going to do to her with his fingers, his cock, and, yes, even his semi-tired tongue. He wrapped up his erotic narrative by pointing out that everything he had just mentioned was only going to happen after she performed one particularly specific act on him.

  He turned and walked to the service line, leaving her dizzied and standing at the net, fantasizing about all he had just told her. After a few moments, Jillian shook herself back to reality and slowly made her way into position while still more than just a little preoccupied.

  “Ready?” he called out.

  “Uh-huh,” was all she could muster.

  Brian hit a decent serve, but it was still returnable. Jillian was in pretty good position but swung badly and drove it out of the court. He grinned proudly while he headed toward the bench. As Jillian walked over to join him, she thought, Maybe I let him win because his victory plan sounded so well-thought-out, not to mention a whole lot more fun than what I had in mind.

  Jillian and Brian returned from Scottsdale, relaxed, refreshed, and with Jillian’s female parts somehow back in perfect working order. He had spent just about as much time with his tongue exploring her as he they did together on the tennis court, and they played an awful lot of tennis. It was precisely the balance he was looking for.

  As they settled back into a normal routine, she kept her word and was less focused on the case. After completing her rescheduled two-week book tour, she returned to Miami for a series of four meetings with her legal team, which ironed out the final trial strategy. Afterward, the horny pair celebrated with a three-set tennis match followed by a long bedroom romp. Brian won the tennis match two sets to one; however, Jillian led in the sex department, edging him out two orgasms to one. She enjoyed her victory a bit more.

  16

  Over the last few months, Rob had been completely consumed with work and earning tons of money as he sold shares in Wealth Stone. His clients were showing big returns, on paper anyway, and all were ecstatic. He and Bridget had been dating casually over that stretch and seeing each other once a week or so, but the relationship had not yet become physical.

  For months, they had been talking about catching their Georgia State Bulldogs at a football game. Well, they were Rob’s bulldogs anyway since Bridget actually graduated from Clemson. He, of course, didn’t have a clue. Bridget had recently been sidetracked with another more pressing matter at work, until a priority shift returned her attention to Rob, Wealth Stone, and Carl Rodgers.

  Now with her focus fully back on Rob, they were together in a bar just outside of Orlando, watching the game on the big screen. She wore a GSU t-shirt and jeans and looked amazing. Rob spent a lot of time stealing glances at her body when he wasn’t watching the action on television. He was on his fifth beer, while she was only on her second. She needed him a little drunk for what she had planned later.

  After the game, dinner, and a few more drinks, they returned to Rob’s apartment. He took Bridget on a tour of the building, which began in the gym. There were only two practically naked young women working out while six guys eyed them hungrily. Bridget found this extremely amusing. Next, they moved to the pool area, where they began sipping yet another beer. Rob was already loaded, and his conversational filter was pretty much gone.

  Bridget asked, “So your boss, Carl, also owns this building?”

  “Yeah, and he lives here too.”

  “Do you see him much?”

  “Not really. He seems to have a lot of girlfriends and spends most of his time in his penthouse apartment.”

  “Have you seen it?”

  “No.”

  Frowning a little, Bridget glanced around the pool area, where a number of attractive young women were relaxing in the hot tub. She shook her head with a grin. “It’s amazing how many women are living here. I mean, compared to the number of guys, it’s just… unusual.”

  “Let’s just say Carl subsidizes their rent a little.” They shared a grin, and Rob continued, “He knows a lot of girls. We actually threw my mother’s new husband’s bachelor party here. Carl put everything together.”

  “That was nice of him.”

  “Yeah, they have this large party room downstairs with a big screen TV. Carl had it catered with all this food, and it rocked.”

  Bridget grinned. “So, how was the stripper?”

  Rob gave her a tentative look.

  “It’s okay; you can tell me. I have a few brothers who share way too much. I’ve sorta heard it all.”

  “Actually, he had two… entertainers there. They put on this somewhat interactive two-girl show.”

  She scoffed. “A sex show?” Rob nodded with a big smile. She asked, “What do you mean ‘interactive’?”

  “Uh, well, the girls were trying to involve Brian in their little act, but I took the bullet for him,” he announced proudly.

  “God, I hope you wore a condom.”

  Widening his eyes, Rob lifted his hands in his defense. “No, I didn’t have sex with them. They just used me as sort of… some kind of apparatus.”

  Bridget gave him a curious look.

  “It’s hard to explain… let’s just say that none of my parts were involved and there was literally no touching… really. I did it all to protect my friend, Brian.”

  “Huh.” She gave him an unconvinced smile.

  He grinned and leaned over closer to her. “The girls were doing, you know, each other on this black lounge chair thing. It looked really cool, like it was made for sex, or something… I don’t know. I have the security code to get in the room. Do you want to see it?”

  Bridget’s face lit up. “Yeah.”

  Rob guzzled the rest of his beer before he led Bridget into the building and directed her down the long corridor to the party room. As he walked behind her, he stared at her ass the whole time. That last beer was really taking its toll and putting his libido in high gear. All he could think of was having sex with her on that chair, in the steam room, in his apartment, in the pool, hell anywhere would do just fine. Once they reached the door, Bridget watched closely as Rob keyed the code into the button lock.

  Inside the party room, Rob gave her a tour of the kitchen, the bar, and the main lounge area. As they stood by the large black chaise lounge chair, her eyes wandered to the other large steel door with its identical push button lock.

 
She asked, “So what’s behind that door?”

  “There’s a big safe back there. More like a bank vault. I think Carl keeps some of the company’s assets in there.”

  She stared at him, intrigued. “Have you been in it?”

  “No, but I did see inside once when I was down here with Carl.”

  “Do you have the code for that door?”

  “No.” Rob moved closer to her. She glanced up at him in surprise. He put his hands on her shoulders and leaned in for a kiss. Bridget kissed him back until it grew more passionate.

  She pulled away. “I just got out of long-term relationship, and I—”

  “Sorry…” Rob backed away a few steps and rubbed his hands over his face. “No, it’s my fault. I thought you, um, we were…”

  Bridget gave him an apologetic look. “Rob, I really like you, but I just need to take it slow.”

  He nodded. “I understand. So, do you want me to walk you out?”

  “No, I think I’d rather go up to your apartment and have another drink. Unless you’re tired, or something.”

  “No. Sure let’s go.” Rob smiled as he turned and headed for the door. Bridget glanced back for one last look at the door in front of the vault.

  After two more beers each, in Rob’s apartment, Rob was pretty hammered. Sitting next to him on the sofa, Bridget gave him a smile. “I think I’m going to go.”

  She stood, wobbled a little bit, and then tumbled back into the cushion. “Wow, sorry. I don’t think I should drive home.”

  “You can sleep here if you want. You can have my bed. I’ll sleep on the sofa.”

  “Really, you don’t mind?”

  “No.”

  “I’ll stay, but I don’t want to kick you out of your bed. I’ll sleep out here.”

  Rob set her up with one of his tshirts, supplied bedding for the sofa, and then climbed into his bed. Bridget waited on the sofa under the covers while she stared at the ceiling. Two minutes after she heard the light snoring begin, she snuck into Rob’s room to confirm his condition. His chest and shoulders were uncovered as he lay there peacefully sleeping. She paused a moment to admire his bulky masculine frame before sighing and then heading back to the living room. Bridget quickly put on her clothes and slipped out the door, making sure to leave it unlocked.