Accidental sexting with my slightly older boss [MF] [Cheating] [Long]

I’ve always had this thing about my boss, Leah. She’s 38, about 5ft 5in. My co worker and I often have conversations about how smoking hot she is.

There’s a bit of background in the next paragraphs or so, if you want to skip to the sexy stuff look for the “———-“s

Over the past few months we’ve gotten quite close because she’s not much older than me and we click. even though we remain professional at work we still have a laugh when we’re in a boring meeting with the big wigs, she’ll whatsapp me about being bored or whatever and we’ll exchange a couple of memes/gifs to make the meeting go a bit quicker.

I’m 33 and live alone with my pug, Leah has been married about 3 years. Fridays are always our unofficial “early finish” day, Last Friday Leah was in a real bad mood, everyone in the office could see it and kinda stayed out of her way due to her fiery temper. We’ve all felt the wrath at some point including me. at lunch time she was sat alone in the break area. my co worker was off so I asked if i could join, to which she agreed.
“Whats up?” i asked
“Nothing really” she replied with a blunt tone.

I took the hint that she wasn’t in the mood to open up so i changed the subject to something about my pug. I showed her some pics i’d taken of him in his Halloween costume. she giggled and started to come around a bit. I asked her what she was up to at the weekend and she sighed “ulgh nothing, Craig (her husband) is away for the weekend”

“Welcome to my world” i laughed

“Yeah but at least you’ve got your pug for company” she said

“true, but there’s only so much fun you can have with a pug and a costume” i replied

her face lit up and she asked to see the photo again. I gave her my phone and she started swiping through my gallery, then it hit me. I’d recently been chatting to someone from Tinder and we’d exchanged some risque photos which were still there.
Panicking i asked for it back and she must have realised there was something naughty in there because she pulled it away
“Why? whats in here then?” she laughed

Then she stopped and raised her eyebrow in a very flirty way. “ha, whats is this then?” she giggled
I explained it was a bit of fun i’d had with a Tinder girl, my face was bright red at this point.
“did she send you any?” she asked,

“Yeah she did” i told her and took my phone back

“Can i see?”

“uh, yeah” i said with a confused look on my face and showed her.

“oh very nice” she said “I could never take photos of myself like that and send them to Craig”

“Why not?” i asked

“I dont think he’s into that kinda stuff” she said with a disappointed look on her face.

“He’s a bloke” i said “he most probably is but you dont know it, try it, he might like it!”

The conversation fizzled out and we went back to work.

———————sexy stuff starts here—————————-

When i got home i went through my usual routine, had a shower sat down in front of the telly and cracked open a can of lager.
bzzzz, my phone went.
i picked it up and it was a whatsapp from Leah, she’d sent me a photo. I opened it and my mouth dropped, she was kneeling on the bed in a matching lace black bra and thong. I just stared at it for 2 minutes with clammy palms and heart thumping in my chest when bzzzz, my phone vibrated again.

“OMFG i’m so sorry, that was supposed to be to Craig!!!”

my breathing came back to normal and i sent back a crying laughing emojii
“haha! its ok” i replied

“I’m mortified!” she said

“honestly, its fine. you saw me earlier so its only fair” I said, trying to make her feel better. She didnt reply but the lager had given me this sense of over confidence.

“if you want to ‘accidentally’ send me more i’d be ok with that ;)” i said. As soon as i sent it i regretted it. ‘one tick’, ‘two ticks’, then ‘two blue ticks’ for what seemed like forever.

i was just about to put my phone down when, bzzzz. photo
This time she had one hand slightly down her thong pulling it down slightly showing off her perfectly shaven mound.

“holy shit, another accident?” i asked

“uh…. yeah, sorry about that ;)” she replied immediately.

The wink said it all, my cock was throbbing at this point. The teasing photos were driving me insane.
“Thats ok, Craig is a fucking lucky bloke” i said

“you think so?” she asked

“most definitely” i said.

“his phone is off so he’s missing out” she said

“fuck, he’s going to be happy when he turns it on” i joked

“yeah, but i probably wont be in the mood when he finally does”

“well they’re not going to waste here” i said playfully

“why? what are you up to?” she asked.

I replied with a photo my my unbuttoned jeans revealing a large bulge in my boxer shorts.

“oh!” she said with a shocked face and a wink

“what are you up to?” i asked with the same wink

she send back a photo. this time she was laying on the bed and taken the photo in a POV angle looking down her flat stomach with her hand fully in her thong

“oh!” I replied quickly. i send her another photo in the same style but this time i had removed my jeans and grabbed my cock inside my boxers

“I like where this is going” she said
she responded with another photo of a bedside cabinet slightly ajar
“whats in there?” i asked knowing full well what was coming back.

she sent a photo of her tongue slightly touching the end of a purple dildo.

“I wish that was my cock” i said
“me too” she said and sent another pic of it in between her amazing breasts.

I’d fully removed my boxers at this point and had started lightly stroking my cock.

“let me see it” she demanded

I responded with a close up of my now fully erect cock showing the shine of my pre-cum

“i’m so wet, I want it in me” she said with another wink.

this was followed by the most glorious picture of her fully shaven pussy, two fingers holding her tiny lips apart revealing an amazing tight wet hole. My cock tensed up as i started to stroke a bit harder.

I send back another pic from a different angle (there’s only so much you can do with dick pics)

my phone buzzed with a pic of the purple dildo fully inserted in her pussy. followed by another of the same dildo covered in shiny grool with the tip slightly inside her.
“how does that feel” I asked

“not as good as the real thing”, she replied “but your pics are helping” she said

I send her another POV style pic. her response was a pic of her dildo fully inserted in her soaked pussy and a finger teasing her perfect ass hole. I’m just about ready to explode at this point and a perfectly timed message followed.

“i want to see you covered in cum” she said. she followed it up with another pic with 2 fingers fully inside her ass.

It took me over the edge and i erupted all over my chest and stomach. I did as she asked and sent a pic of my torso covered in my cum. she respond after about 4 or 5 minutes with a “thanks ;)”
“no problem, thank you ;)” I said.

“see you monday! xx” she replied and that was that.

We’ve been flirting all week at work. we keep making inappropriate comments and it’s been making me super horny. Who knows where this will go

[edit] formatting

Source: reddit.com/r/gonewildstories/comments/7c44bw/accidental_sexting_with_my_slightly_older_boss_mf