The Retreat

AU. Will Schuester runs an ad agency and invites some of his top employees (Quinn, Sam, Tina, and Mike) on a team building retreat. Emma is the specialist he calls in to run it. Will understands the importance of team building, but he absolutely deplores office romances. Despite knowing this, those in attendance can help their desires.

In the last chapter, everyone arrived at the beach house and nervously awaited the beginning of the retreat. We were introduced to Emma, who makes everybody nervous. Then, Mike took Tina aside and gave her a very special massage.


Chapter Three

When she was finally unpacked, Quinn headed downstairs. There she looked upon Sam for the first time since he walked out of her apartment after they hooked up that morning. He looked different though, as if he was in work mode now. Despite the fact that Will had implied everyone else was loosening up, especially in regards to wardrobe, Sam was dressed in a button-up shirt and slacks. She wondered why he of all people had resisted the urge to get into something comfortable. She decided not to let it bother her though; after all she had her own comfort to worry about without worry about his too.

Quinn noticed that Sam was talking to Emma, so she said, "I hope I'm not interrupting a private session, am I?"

Emma turned at the sound of Quinn's voice, "Oh no come on in Quinn, it's good to see you." The two had met on a previous occasion, but that was at a stuffy dinner party.

"It's good to see you too."

"How have you been?"

"I've been alright." She sat down next to Sam, and tried to look casual, or at the very least, not like she had had tons of sex in the last 24 hours with the man next to her.

They made small talk for a while. They talked about the traffic on the drive out to the beach, the merits of the different drinks Will had to offer, and other not important things. Emma then spoke up and said, "I am surprised that Will chose to have this retreat here, in all the times he's hired me, I found him to be something of a…"

"Asshole?" Will interrupted having just walked into the room and heard his name.

"Actually I was going to say 'bore' … I was calling you boring, sorry…"

"Is that what you guys really think of me? I'm boring?" Sam and Quinn refused to answer. Will then laughed to himself, "It's okay she's right, I am boring. That's why I wanted to have this retreat here. It's to help me, as much as you. I told you I am a participant, not the overseer. Emma is in charge."

Emma agreed, "I am here to make sure things improve in both employees and employer. I enjoy how receptive Will is to my methods, it's why I keep coming whenever he asks me."

They all laughed and talked some more amongst themselves before suddenly Mike and Tina walked in together. "Hey everyone," said Tina announcing her presence. "Sorry we're late. Mike was… showing me the house."

"How very generous of him," said Will with a hint of suspicion.

Before Will could ask any probing questions, Emma took control of the room, "Let's get started! Tina it's nice to meet you, I love seeing a new face at this retreat. It shows Will took my advice from the last time, when I suggested he expand the company."

"Well thank you, I guess," replied Tina.

Emma continued, "I'm just going to jump right into the important things. As department heads, you are all used to working with people who share similar skill sets and sensibilities to your own, and you may never have to think about how your departments have to combine to form the larger corporation. Will thinks his company could improve by having more crossover between your departments, and I agree. Individual success just isn't enough anymore. You're part of something bigger. If one department fails, everyone fails.

"So we're going to try something new; my job this weekend is help you find a connection with one or more of the people sitting next to you. I want you to see each other as partners. I hope you are ready to play along with what I have planned. It's a little unorthodox, but it works."

Will then handed out portfolios to everyone and they spend the rest of the afternoon having an open forum about what 'partnership' meant to them and so forth. It was far from anything exciting that Emma had implied would happen, but before they broke for dinner, Emma assured them that this was merely phase one, and phase two would be where the fun began.

When the four employees had all left, Will turned to Emma and said, "Great job. I'm always captivated watching you work. So much that it was hard for me to jump in sometimes. It's all great, but I have one issue: do you really think this whole thing is gonna fly with them?"

"Why wouldn't it?"

"I've always had strict rules about fraternizing at work. To suddenly change might be too hard for them; they could be reluctant. They could think I was trying to trick them."

"I don't think so, Will. They seem to be excited."

"I hope you're right Emma. Because as far as I know, these people hate each other."

"Well we have all weekend to find out just how … friendly your employees can get."

Outside, Quinn sat down to eat dinner with Sam at a table by the pool. She didn't think it was risky at all. After what Emma had said, it would look at to appear to be reaching out to enjoy a meal with a coworker. But their conversations revealed their secrets. Quinn spoke up between bites at her salad, "Why are you still dressed up? Don't you want to relax?"

"I do but," he then lowered his voice to a whisper, "Since I spent the night with you, I didn't have a lot of time to pack this morning. All I have with me are nice clothes."

"Wait a minute, you offered to come back to my place and help me pack because you were 'a packing expert' and you hadn't even packed yourself yet? Men really will say anything to get laid."

"Hey keep it down."

"What does it matter, it's just the four of us out here. I think Tina already suspects since she's staring at us so much. I mean she has to know right, why else would she be trying to challenge us to a staring contest from the other side of the pool?"

"You know, Quinn, it could be just me she's staring at."

Quinn gave him a light kick under the table. "I know you're a sexy, sexy man, but she's knows the rules as well as we do."

"You mean the rules we broke last night and this morning?"

"You know what I mean, if she was into you, she wouldn't try anything here in front of Will, no matter how many exercises Emma puts us through."

"I don't think we have anything to worry about anyway. I'm pretty sure Mike's already taken care of Tina if you know what I mean."

"What? Mike wouldn't. Not with Tina…"

"You don't know him like I do. Mike and I have work for Will longer than you. He's just the type to have already tried something with Tina. In fact, I bet it's not long before he goes and makes a pass at Emma, and maybe even you too. Women fall over him."

"Oh really? What if he does make a move on me? Are you going to present your plumage and mark you territory? Or do you think I have enough brain power to decide for myself whether or not to sleep with someone?"

"That's not what I meant. Of course you can decide for yourself who you sleep with."

"That's right. I can. In fact, right now, I am deciding that you don't get to sneak into my bedroom after everyone goes to bed." With that, Quinn grabbed her plate and walked away. She wasn't really all that mad at Sam, she was just being playful. It was fun to see him flustered.

That night after some more discussions and lessons from Emma, everybody decided to get ready for bed. The men retired to the East Wing; the Women to West. In the middle of the night, Mike got up to go to the bathroom when he noticed a light shining downstairs. He decided to investigate what was causing it.

What he found was Emma in a robe and reading glasses slaving away at something on her laptop. Mike looked at the clock on the wall and saw that it was 2:30 am. He decided to ask her what she was doing, and he hoped he wasn't interrupting anything of significance. "Couldn't sleep?"

"Oh, hello, Michael. Did I wake you up or something? Sorry, I just had an idea while sitting in bed, and just had to get it written down."

"No it's fine. Would it help if you talked out your idea with me? Or if you'd rather sleep I could make you some hot chocolate, that always works for me."

"That sounds lovely, I was just thinking something like that might help."

"Well you should know from the work you've done for this company, that it is my job to anticipate want people want and give it to them."

"That's right. Will tells me that you are very good."

"So does that mean I am in the lead?"

"This is a team-building retreat not a contest."

"Just making sure." Mike finished making the hot chocolate for him and Emma, and then sat down at the table next to her. After a period of silent contentment, Mike spoke up and said, "Can I ask you something?"

"So, you do this because you're a psychologist, right? You have a degree? You're not just some businesswoman who gets paid to bullshit suckers for three days?"

"Yes, I do have a degree. And no, I don't operate with 'bullshit' as you put it. In fact, I find that I am hired most of the time to cut through all of the 'bullshit' in workplaces."

"So what would you say if I decided to cut through all of this bullshit in this room right now, and say that I find you to be an incredibly attractive woman; and that earlier today, when you were talking with authority and giving us all orders, I couldn't help but think about what you'd sound like moaning underneath me?"

Emma took off her glasses, put down her hot chocolate, and said bluntly, "I'd tell you to stop talking, get over here, and show me what you've got." Mike wasted no time. He began to walk over to Emma, but she stuck her foot out against his chest and stopped him. "On second thought, go to the couch in the library and take off you pants. Wait for me while I back up my files. Say nothing, or I won't join you there."

Mike was shocked by Emma's display of dominance; this was uncharted territory for him. But due to his curiosity, he did as he was told. He took off his pajama pants and sat naked on the couch in the library. He hoped he had not overstepped by propositioning Emma and that this was not some elaborate revenge prank where everyone would jump out and laugh at his nakedness. His fears went away when Emma walked in.

Emma was still wearing the silky kimono style bathrobe that she was wearing when he came downstairs. In her entire walk up to the couch, Emma never once looked Mike in the face; instead she just stared the whole time at his crotch and growing erection there. She said in a hushed voice once she was finally standing over him, "So you can follow orders, good job. Now here's your reward."

She then dropped to her knees in front of him, and grabbed his cock in her hands. She started to suck on just the tip of it, moaning in enjoyment of his size. Mike reclined back as far as he could to make himself more comfortable and less nervous. She sucked some more on his cock, taking more of it into her mouth after every suck and stroke. She also used her free hand to massage his ball sack. But perhaps massage was not the right word, more like clutch possessively, thought Mike. It was safe to say that he had no control in this moment.

After only a few more seconds of blowing him, Emma stopped what she was doing. She sat back slightly and untied the belt of her robe and dropped it to the floor. She was completely naked underneath. Mike wondered if she had dressed for bed expecting something like this to happen.

He took some time to look upon her now naked body. The tell-tale freckles of ginger women were present on her shoulders and upper chest. The rest of her body was surprising toned for someone ten years his senior. He'd call her a MILF but Mike was certain she had never had children given the heft and perk still present in her tits.

Emma, now comfortably nude, resumed her sucking of Mike's cock, but now she was more ravenous. She was sucking him hard up and down in quick motions, and using her hands to jerk and part of his member her mouth wasn't reaching.

Emma was very good and sucking cock, she had probably honed her craft over the years, and it made Mike very curious as to what the other older women in his life could have had to offer had he been pursuing them. She soon ceased her sucking again, moved his cock out of the way, and instead sucked on his sack.

"Woah." Just the one word slipped out of Mike's mouth but it changed so much. When he did say it, Emma bit down on his sack, as if to punish him.

"I thought I told you not to talk?" Emma said accusingly. Mike wasn't sure if he should answer or remain silent. He was still so new to this level of kink. "See if you can do better while fucking me…" Emma moved to sit next to Mike before leaning onto her side. She grabbed his cock and tugged on it, so Mike took a position parallel to hers leaning on his side. Emma lined up his cock with her wet slit and put him in.

"Oh yes, you have a wonderful cock Michael." He took that as a sign to begin thrusting into her, and she was pleased by this. "Fuck me! Fuck me Michael. Be a good boy a just fuck me!" Emma's use of commanding language was intoxicating to him, as was the warm feeling of being inside of her.

He kept shoving his cock into her. Emma was rubbing her clit, and continued to give affirmative encouragement at any opportunity. "Rub my tits!" She demanded and Mike complied. He grabbed at her breast and started to rub it forcefully, and he even improvised some by pinching her nipple.

Soon after the repeated thrusts of Mike's cocks and the pressure she had given to her own clit, Emma started to convulse. "Fuck YES! YES! YES!" And then her eyes rolled back in her head and she had a powerful orgasm. She almost rolled off the couch, and she would have had it not been for Mike's hands still on her breasts.

Without giving any warning, she pulled his cock out of her vagina. She then forced him down into a position where he was flat on his back, and then sat down on his face. She simply said, "Eat me."

Mike had been close to cumming, so he was slightly disappointed that his cock was no longer getting any attention. But he did his best to give as much attention to her dripping pussy that was now smothering him. He licked upward with his tongue and lapped up all the remnants of Emma's recent orgasm. Soon though, it was obvious his technique was not enough for Emma and she started to grind herself down on his face trying to make up for the stimulation he wasn't succeeding in giving her. He was just too distracted by his need to cum.

Eventually Emma realized that this was a lost cause, and got up off of him. She sat him upright and then got in his lap and started to ride him. Her pace was frantic from the start and it showed that her need was immense. He grabbed hold of her ass just to steady her since before it was almost too painful for him.

After only about a minute, Emma was screaming again, having her second orgasm. "Yesss, Yess, Yess. That's so good. Right there. Good job." She whispered in his ear before licking it. "Wow. Oh yeah." She had almost a giddy smile now instead of the previous cold stare of dominance.

"Can I cum too?" Mike asked sheepishly. He was desperate for release, but afraid of displeasing Emma by talking and therefore not getting it.

But she was kind and said, "Soon, dear boy. Just a little longer." She then kissed him for the first time all night. It was short and powerful, and it ended by her pulling away while biting on his bottom lip.

While they were kissing, she got up off his cock and knelt back down on the floor in front of him. "Hello again friend," she spoke directly to his cock and not to him. "You've both done a wonderful job tonight." She then sucked long and hard on his cock, taking all of him all the way into her throat.

That was all Mike could take, "It's happening" he announced. But instead of taking his cum in her mouth like Tina had, she released him with a loud pop and jerked him off against his abs.

Mike took some much-needed deep breaths and then watched as Emma picked her silk robe up off the floor and redressed herself. She turned to him and said, "Clean this up: yourself and this room. Then go to bed. Tell anyone about this, and I will make sure that Will fires you."

As she walked away, Mike sat there alone in the dark, covered in his own cum, and wondered what he had gotten himself into.


more to come...