The time I had to train the new associate at work [FM] (long) (cheating)

A quick little backstory….

This happened a number of years ago, back when I was just about 20, and full of young mans ego. I was working in a retail store, the kind with a little bit of everything, and had repeatedly gotten promoted to be in charge of the inventory for the entire store. That included the coveted 6-3 early shift, much to the dismay of my night cashier girlfriend, even though we were already spiraling apart rapidly.

Anyhow… fast forward a couple weeks and they hire a new gal, let’s say Jenn. Now, jenn was a knockout, about 5’2”, maybe 105 lbs, long blonde hair, and an absolutely stunning chest, I’ve no idea the size, maybe high Cs low Ds. The only downside? That big old wedding ring on her finger. Bummer… but I wouldn’t be writing this story if that was the end, would I?

After jenn started working, we’d run into each other occasionally and exchange pleasantries, but not much else. As for me now, I consider myself average looking, muscular from training for civil service, but my attitude apparently carried my younger days and all the women at the store(younger women anyway) were always trying to keep my attention, except jenn. We hardly spoke. My very observant manager at the time notices this, and decides he’s going to have a little bit of fun. He pulls jenn and I aside one day and explains that starting in a week I’m going to be training her on inventory and that the three of us would be moving to a 4am to noon shift in order to get more done without customers. We couldn’t open the store without a manager but he’d just sleep in the office so we could go about our work.

So, it starts off innocently enough. We go a couple weeks, I’m explaining how to do the job, she’s picking up on it quickly, and we begin to have more time to chat and just kinda dick around during our shift. I learn her husbands turned into a fat slob, who’s leaning on the abusive side, and that she married too young, you know the song. Naive me at the time wouldn’t pick up on the hints, so she had to kick it into overdrive to get my attention. As time goes on, now she’s wearing a tank top and dress pants instead of the full uniform with me. She’s climbing up on the shelves, ass at my face, her thong hanging out from her loose pants. I’d playfully joke thanking her for the show, she’d punch me and say she didn’t hear me complaining. She’s bending down, stretching, doing everything trying to get me to do -something-. But young me still considered that ring off limits.

So one fateful day, after a normal morning of our incredible sexual tension and banter, we are chatting with the manager in his office. He’s asking me why my arms are covered in ink… I tell him “because jenn keeps fucking writing on me” and she playfully does it again right in front of him. Now I’m livid, because girlfriend and I are shit, it’s early in the morning, and I’m too stupid to pick up on a hint, so I yell at her to knock it off already. Manager laughs and leaves to go do some warehouse count. Jenn and I are alone in the office… so I look right at her and plead with her to knock it off. She laughs and asks “what are you going to do about it?”

So, to describe how we were during this time because I feel it’s slightly important…. I’m standing in the office and she’s like kneel sitting against the wall next to me. She’s in her too small tank top and I’ve got a perfect view right down her shirt. Now…. after weeks of sexual tension between us, a relationship (well 2 I guess) going down the shitter, and my blood flowing to the wrong head, I finally break. I look her in the face and say “if you touch me with that pen again I’m going to stick my hand down your shirt and feel those boobs.”—— Ohhh what the fuck did I just say? Here comes the HR report, so much for this job, all that hard work down the drain, off to job hunt again…. wait what the fuck, is she writing on my arm again??——

Our eyes locked. Her outstretched hand holding the pen slowly moving down my arm leaving that trail of ink. —Oh fuck, what do I do, I just threatened something I can’t do, it’ll get me fired, but if I don’t then I look like a pussy.— I’m not sure if I said “fuck it” out loud or if I only thought it, but down her shirt my hand went, inside the shirt and bra, and I grabbed a handful of her wonderful breast and squeezed slightly. We stayed like this for a couple seconds before she slapped my hand away wide eyed and asked me “what the fuck are you doing?”

In walks the manager again, and our shift was over, we clocked out and left. I was panicking. Stressing if I was still gonna have a job. But the next two days she had called out of work, so I went about it on my own, finished early and asked to leave, I was feeling sick.

When I got home that day, I sat on the computer to a new message on AOLIM, yes that chat program, lol. It was from jenn. She said she wanted to talk about what had happened and what it means for us going forward. She was surprised to get my response much earlier than the end of my shift, saying I’d be happy to talk. She says she can’t talk on IM or phone, husband was about, she would have to meet me. Now, I was naive, but not that naive. I told her she could come over to my place… but she doesn’t want to talk in front of my roommates. Okay.. I suggest the hot tub my complex has near the pool, it’s in its own little enclosed gazebo so it stays warm in the colder months.

“I don’t have a bathing suit”

That wasn’t a no I think to myself… obligatory “underwear or bikini, it’s the same thing really, and nobody uses it during the day.”

Couple minutes go by…I’m starting to think she got cold feet when I get the “I’ll be there in 15” message.

So I debate throwing on my bathing suit, opt to stick to boxers because fair is fair, and head down to the hot tub. I wait for jenn to get there, there’s a quick hello and then quiet as I walk her through the gates into the room. I take off my clothes off and and in I go in my boxers. She’s just kind of hesitating so I prompt her with the very smooth “so?????” And I swear I could see the “fuck it” go through her head and next thing I know she’s climbing into the hot tub with me in her white lace bra and thong.

We probably sat there staring at each other in silence for about 5 minutes, waiting for the other to make the first move. Eventually she says “I told manager I’d come in today at 1 to close to make up my hours”

I looked at the clock, it was 1115. I looked back at her… “well, why are you still over there then?”

2 seconds later she’s sitting my lap, our tongues dancing with each other. She’s grinding HARD on me. I think I was half way in with her panties and my underwear still in the way. A quick readjust and boom, dopey me doesn’t stop to say put a helmet on. That feeling was pure ecstasy. To this day, I still have no idea how I lasted as long as I did. We fucked, she came again and again, I was a dopey kid who was just happy it was happening. I told her I was close… she got off and had me sit on the edge so she could finish me with her mouth… she swallowed it all. I’m sitting there, content, thinking about my girlfriend that stops and finishes with her hand and how I hit the jackpot here, when I take a look at her body.

She’s gorgeous. Way out of my league, and it was happening, so I told her fair is fair and had her sit up so I could return the favor. 15 minutes of me getting her off with my tongue and back in little ftino goes. Right on the deck in full view to anyone walking by, but we didn’t care. It was weeks of tension being released. By the time we were done it was about 3pm and she called the boss to say she laid down for a nap and didn’t wake up for her alarm.

On her way out she looked back at me… “so, we will do this again sometime, yeah?” I could only smile as she walked away.

Source: reddit.com/r/gonewildstories/comments/cy7dor/the_time_i_had_to_train_the_new_associate_at_work

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