Throwaway for the ~always~ obvious reasons, long time lurker and first time poster although oh do I have stories for you beautiful souls <3
Tough to choose a first share but this is one that’s been… mentally replaying in my ~personal~ time lately. Minor things tweaked for flow.
~~warning for cheating if that doesn’t tickle your pickle~~
Do you ever meet someone that, for whatever reason, you want unreasonbley? I think I’ve experienced that only a couple times in my life, and a previous coworker happened to be one of them.
I cant even explain it really. He was objectively decent looking, 6 feet, green eyes, auburn hair and a killer smile. But your stereotypical average dad bod, five years my junior and let’s be honest… I normally go for fit, slightly older men, dark hair dark eyes… You know, the bad boy 50s greaser types. This was just a genuine, bit above average guy who was sweet and got along with everyone at the office. Ill refer to him as boss for the remainder here, reasons to follow.
Now, for me. 30F, long blond hair, very petite (lil over five feet) and hourglass. Decently stacked for my size, but not drop dead gorgeous by any stretch. Im the typical girl next door. At the time, I was in an open relationship with my partner who I’ll call Sera, parameters being no sex without the other person present but everything else was open to discussion. That being said, we typically limited ourselves to sharing, and didn’t do repeat performances unless together and the third (or fourth!) person(s) really clicked.
Now, back to the story. Boss and I became friends. He was easy to talk to and an incorrigible flirt, which I found very hard not to play along with. But he was very… Good. And dating a much younger girl who looked nothing like me and frankly, I like to avoid any potential hurt and my partner and I stuck to singles for this reason. But every time boss and I got alone, well… The flirting got a little more racy, the eye contact a little too long, and the accidental touching (I work in a close quarters job) was frankly, a bit too ~touchy~ to be accidental.
Every time our coworkers left us to our own devices, I could feel my pulse start to race. Too much sexual tension, you know? So one day, after a long afternoon of flirting, jokes, and some definitely ~accidental~ brushing up against his dick (bad, I know… but I wanted to make him as turned on as I was every time he started teasing me!) I couldnt help myself. He had his back to me, and, when he turned around, I made my move.
Standard, polite tug them down to my level (short girl probs) lean in so your lips are just almost touching.
“I know you want me boss, joking aside. I can see it through your pants and the look you’re giving me is more than friendly”
“I want things I shouldnt. The guilt…” He trailed off. But he didn’t move away, and his hands reached up to touch my shoulders, almost as if he didnt control them. Both of us were frozen in place.
Ah, fuck it. Just a kiss, right? How bad could that be?
Next breath, my mouth was on his and it was exactly as. Sweet as id expected a good guy to be. For about… oh, ten seconds, until he pressed me up against the wall, started kissing me rougher, his tongue entered my mouth and his hands tangled in my hair. We both pulled back, breathing hard.
“Youre trouble”
“Right back atcha boss” I smirked
See, id noticed that anytime I would use a term denoting authority in our flirting (boss, sir, even daddy) that he got this… look. I lean towards liking taking charge when it comes to sex, but I loved the thought of him getting worked up and frankly, if he had asked me to call him king of the damn castle it would have been out of my mouth before I could even register id said it, cant even explain why.
All of a sudden, reality kinda hit. “I’m sorry, I shouldnt have done that…” dammit, I hoped it wouldn’t make things awkward at work. I knew Sera wouldnt care that id kissed him, but if his girl found out, or our coworkers…
“No, you shouldnt have” he paused. “but hey, it’s already gone this far”
I met his eyes in surprise and the look he was giving me, well. Guess the good boy wasnt so good after all. I could feel myself instantly get soaked and saw his erection straining at his pants. I reached out to stroke him over his zipper and felt him twitch in response.
Now, I love sucking dick. Love it, its legitimately almost to the level of a kink. I can get myself so close to coming just by using my mouth on a guy and at that moment, I wanted to taste him. I was supposed to talk to Sera first about these kinds of things but. Logical reasoning and my girl (let alone his) were taking a backseat to how badly I wanted my lips wrapped around what was obviously going to be a good time for both of us.
I undid his belt with a flick of my wrist, slid down his zipper and traced my fingertips just under his waistband.
“Are you sure, boss?”
Dammit. I didnt want to stop but if he told me to I would, neither of us should have let it go that far in the first place.
“No point in stopping now”
“Course there’s a point, we both have people and I know this would have me in less hot water than you but we shouldn’t be doing this”
Perfectly rational discussion, as my fingers brushed against his tip and I felt a drop of precum well up. I couldnt stop myself, honestly.
“Yes or no boss, what do you want”
“…I want you to put daddy’s cock in your mouth”
Perfect, green light go, I tugged his pants off and greedily took as much of him into my mouth as I could, feeling him hit the back of my throat. It felt so good I let out a small, choked moan.
Now half the trick to giving good head is just to enjoy it, and I’m damn well enjoying it every time I get a chance. Id hoped to show off the full range of my skills, and began tracing my tongue up his shaft, swirling around the head and then deep throating him as he leaned against the wall.
Unfortunately for me, after only a few minutes he pulled at my ponytail and told me to stop or he was gonna come.
“What, boss, your girlie doesn’t do it like that?” Come on. You cant tell me to stop when youre about to get off, that’s like catnip, Ill take it as a challenge (maybe im the one with the authority issues?). He let out a slightly strangled sigh as I grabbed his hips and repositioned my mouth on him, picking up speed until I felt him start to tense.
“Oh god, I’m gonna…” Hell. Yes. I swallowed every drop and continued for a minute or two after, slower cause I know things can get a ~little~ sensitive. I got off my knees, adjusted my hair while he did his pants back up, blushing and avoiding eye contact.
“That… Shouldnt have happened. That was. I mean. Fuck. But that cant happen again”
Fair.
“Youre right boss. We both broke the rules… I mean, it was hot as hell, but… I know youre right. That wont happen again”
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Turns out, we were both wrong
Source: reddit.com/r/gonewildstories/comments/jnmwj1/i_f_made_some_impulse_decisions_with_my_old
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