A great week of sales training [f/m] (long) | 2016

An old friend of mine recently told me she just had her second baby. So in honor of that, I thought I'd share the story of how I first met her.

Shortly after moving away courtesy of a promotion, I found myself back home for a week-long sales training course. The training was pretty bland, held in a nondescript windowless hotel conference room. The tables were organized so that one row faced the other with the trainer walking between the tables.

It was mid-afternoon on the first day when I finally felt someone staring at me. I looked up and sitting across from me was a cute, curly haired brunette with blue eyes who smiled when I made eye contact with her. As soon as we broke for lunch, she came over and introduced herself. I have to admit, I was a little taken aback by the attention, but I certainly appreciated it. She was 5'6", with a trim waist under her skirt and what appeared to be an impressive chest hidden underneath a thin, light-blue blouse with white polkadots. Her name was Kathy.

We hit it off and for the remainder of the day, made sure that we were paired together. After training, a few of the other attendees were talking about grabbing dinner, but I excused myself as I was back home and had made plans to get together with some friends. Kathy gave me a hard time, but any ideas I had towards her were quickly squashed by the ring on her finger. She was a nice girl...wasn't she?

I didn't get back to the hotel lobby until 10pm and with a bit of time to kill, I stopped by the hotel bar to see if I recognized anyone from training there. Sure enough, there was a group of three guys with Kathy holding court.

"There you are!" she exclaimed.

I sat down for a round of drinks which quickly became three. For all of her excitement, Kathy wasn't really playing favorites, so I put away any thoughts of making a fool of myself and just enjoyed the company of a pretty girl. The group decided to call it a night, so Kathy and two other guys headed towards the elevator while I paid my tab. The third guy lingered behind and said, "she was talking about you all night." I raised an eyebrow and he just shrugged his shoulders in response. We made it to the elevator with Kathy and the others.

At the first stop the other three got off the elevator, leaving just Kathy and myself. My floor was next.

"Well, good night - I'll see you tomorrow," I offered. "This is your floor?" "Yes" "Really, which room?"

I was taken aback, but not wanting to sound like an idiot and ask her why, I just gestured down the hallway with my room key, 401 on the side, and stepped out of the elevator. As the doors closed, I stood in the hallway, wondering if I was being a smart fool or just a stupid one.

Ten minutes after getting back to my room, there was a knock on the door.

No fucking way, I thought. I opened the door and Kathy was standing there, barefoot, in a tee shirt and sweat shorts. She was nervously laughing as I looked her questioningly.

"Ok, so before you say anything, nothing is going to happen tonight. I just hate sleeping alone and you seem like a nice guy. I just want to share your bed."

"uh, well - yeah, that's fine."

"don't get any ideas."

Yeah fucking right, I thought. It's on.

She quickly slipped under the covers. I wondered how far this was going to go and with a shit eating grin concealed by the dark room, slid into bed next to her.

At first, we stayed on our respective sides, but it wasn't long until she turned and cuddled into me, her breasts gently framing my arm as we both took quick, deep breaths. They were nice. Warm. Heavy. I lifted my arm and put it behind her back, then with my index finger slowly started drawing circles against skin exposed by her tee shirt lifting up. She nuzzled in closer, both of us saying nothing. She pulled her knee over my leg, then higher again until she stopped against my erection.

Giggling, she turned her head up towards mine.

"I said don't get any ideas."

"Can you blame me? I've got a half naked girl in bed next to me."

We laughed, then silence again. This time, awkward silence. Once again I could feel her staring up at me. The light circling had become a gentle rubbing and without really any cue, I turned my head down and kissed her.

The kiss was surprisingly hesitant at first, given the situation. She would tell me later that she really had intended just to sleep over and not be unfaithful, but quickly realized that reasoning to be complete bs. The kissing started to get more aggressive and my hands quickly went to her waist, raising her shirt above her head until my nose was touching her beautiful, large tits. Trapped halfway with her shirt off, I held her arms firm. My nose slowly drew circles around her nipples until I finally reached out to taste them. She gasped as I teased each nipple with my tongue. I finally released her arms and she sat atop me, silhouetted against the city lights filtering through the curtains. She leaned down to kiss me again, her hands traveling down my chest, my stomach, and then under my sweats.

"Here we are," she muttered. She leaned in closer to my head, whispering, "Just to let you know. There's nothing I love more than sucking cock."

With that, she kissed my lips one last time, then my chin, the side of my adam's apple, my clavicle. Down and down. I've never been harder in my life.

She swept back her dark, curly hair over one shoulder and placed her left hand on my hip. Her right hand pushed my cock up towards my stomach, thumb against the head, gently rubbing against the tight skin below the glans. She looked up one last time and smiling, leaned down. She started from the bottom up, licking my balls and gently - so gently - sucking each one into her mouth. Then she would lick her way all the way up to the tip, before plunging the whole cock down her throat. Once. Twice. Three times. Then she would start the whole thing over again.

At this point, I was a writhing, moaning mess. I wasn't used to this level of intensity. My hands made a mess of her hair, tangled in the curls as I urged her on.

"I'm going to cum," I warned her. All this did was just skip straight to the deep throating. Her head started bobbing faster and faster, her tongue pressing up against the glans each time she came up, while her right hand jacked me off from the base of the cock. I erupted and I could feel her hum and if it wasn't for the cock in her mouth, I swear she'd be smiling.

She leaned over to kiss me and I quickly moved my hands to her panties, which I found dripping wet. Never one not to return the favor, I stood up, spread open her legs, and pulled her to the end of the bed. Kneeling, I nuzzled her pussy mound through her panties.

There is nothing like the first time going down on a girl. The mystery of her taste. What exactly she'll react to. Does she want to be licked and lapped up? Or does she want the tip of the tongue pressed firmly against her clitoris as it moves this way or that? How will she react to just my lips pressed against hers (as it were), sucking as the pressure slowly increases? Soft breathes blown across the hot sweat? What about with a finger inside her, gently hooking up? Or two?

I took all the time I needed to figure it out. As much as Kathy loves giving head, I love eating a girl out, kneeling below her as she holds her knees apart in the air. I don't know how long I was at it, but each time she came, her legs would gently close against my head as she held me in place.

"Fuck me," she demanded.

Not really anticipating a midnight rendezvous at a sales conference (to be fair, it was my first sales conference), I was condom-less.

"Do you have a condom?"

She pointed to the small purse she had brought and I fished one out. I quickly rolled it over my now re-hardened cock as she got herself on all fours.

"I like it like this." I won't forget the sight. Just a dark shadow, with light falling across her face as she looked back over her shoulder. I entered her standing and slowly, then quickly, began to thrust into her. Soon she was moaning, her arms lowering to the bed, her face flat against the sheets as I held her ass and pounded into her. She shook with her orgasm, her hands gripping the sheets until it passed.

Soon though the alcohol and the latex began to take its toll. Like George Costanza once proclaimed, there's a window. I pulled out, frustrated.

She giggled again.

"I'm on the pill. I've been married for the last 4 years. I'm clean."

Why trust the words of a woman you just met? One who clearly has no regard for marriage and picks up men from a hotel bar? Well, because I was young, dumb, and full of cum. All I could think of was pulling out and coming over her beautiful tits. That, and I got to do this every night for the next week. I ripped the condom off, flipped her onto her back with her legs over my shoulders, and started fucking her.

Her ass hung in the air as she clung to me with her legs. My hands gripped each tit and I could see her face panting each time she moved into the light. This time, I could feel the rise. I pulled out, straddled her, and fucked her sweaty tits for a few strokes before erupting again for the second time that night.

I fell into the bed next to her on my stomach, head turned looking up at her. A bedside light turned on. She gestured helplessly at the semen between her fingers as she cleaned herself up.

"Always, the tits," she laughed.

__

Suffice it to say, it was the best week of sales training I've ever had. She was a merciless flirt. For example, I'd be preparing to speak on behalf of my group and just before, read a text from her about how all she wanted to do was suck my dick. I raised my eyes and she was completely nonchalant about it, laughing with a fellow trainee about something before making the briefest of eye contact.

It turns out, while still married she was separated and she did end up divorcing, though not that I knew it that first night. We kept in contact and would always make sure to meet up whenever the other was close by. Eventually, she remarried and I became engaged, so we stopped making sure we knew when the other was in town. I moved back home and still walk by that hotel on the way to work, always smiling when I do.