My colleague is going through a brutal divorce, so I asked him to take two pictures of me.. And masturbate over them later
MissJuicyTooshie
Okay, so I’m 37, like many of us, I’ve been through difficult break ups, but not divorce.
I have a colleague who’s 42, we’ve worked together for a year and he opened up recently about his divorce. He’s at that stage of it being challenging, having processed the loss of his relationship and kind of wanting someone new, but being a bit financially stuck.
“Okay, since you’re ready, think of all the new women you’ll meet.” I said to encourage him.
I helped him put together a dating profile. He joked nobody would want to hook up with a guy whose living situation isn’t great.
For context, he’s a handsome dude with a lot going for himself. A bit down on his luck but he’s back in the gym and there’d be a line of women wanting him.
“Since you’re in the gym a lot, you might see a nice booty you’d like, or maybe boobs.” I gave a loaded statement, admittedly eager to see what he preferred.
We’ve flirted in the past. Nothing crazy. I respected he was off limits and not ready.
Until now.
He returned with a comment of enjoying a peachy booty. As we were working in the back, I bent over slightly angling my booty towards him.
“Like this, huh?” I smiled.
“Don’t. Please. Nothing, like, for nearly a year.” He pretended to cover his eyes, peeping through.
A year, no sex, argh.
I wanted him back on track. I also wanted a well deserved confidence boost.
“Since you’re a booty guy, what would you do if you saw a peachy ass right now?!” I grinned.
“I’d almost want to take a picture of it with my mind!” He said, back tracking, not wanting to sound weird.
I thought he’d say, “bend it over and fuck it.”
One colleague was on break off site and another was out the front. I took my opportunity.
“Then get your phone out.” I firmly said, implying I was about to take my black leggings down, adding, “they’re kinda see through anyway.”
I peeled my leggings down to underneath my cheeks, allowing them to prop them up.
“Take your picture. You’ve got two pics.” I outlined.
He laughed and turned away, then turned back and asked if I was serious.
I began a countdown.
He quickly took a picture. I asked if it was a good one.
I told him he had one more, and got onto my knees on an office chair and sat on my heels, making my ass look bigger.
“One more, quick.” I instructed, reaching back to spread one of my cheeks and I winked my bootyhole at him along with showing some rear pussy.
My heart raced and I felt a hugeeeee fucking rush. I was wet, and I had a little pre cum lathered onto my panties which mildly stuck to my pussy, leaving it a little glistening.
He didn’t comment on it, besides, “I’m really hard now.”
“Well if I was your boss, I’d let you go early to masturbate at home.” I laughed.
Pulling everything back up, I got on with things and we all left work later.
We haven’t spoken about it since. I’m in a position where I’m expecting he’s masturbated over it, hopefully, more than a few times.
Better yet, I’d love to give him a lot more, like, physically.
The desire to pleasure a good man that’s gone without for far too long is on my mind every single day when I see him.