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She'd been my boss a few years.
Gaby was kind, generous... and divorced. She'd only had one kid from her marriage, and there was a warmth to her that many found endearing.
She'd also struggled not to let it show how bad she wanted me. Her eyes were dark brown, she was 52, and had a taut physique with just the right amount of padding from playing tennis regularly.
A few years back, there was on office party, and I drove her home because she was tipsy. When she got upstairs she was stumbling around trying to find her laptop to get a bid out the door for a multi-million dollar project.
Something made me act.
I wanted to see her naked body, and since she needed to do some work on her laptop...
She was on the couch, facing her fireplace, and seemed to have forgotten I was there. I approached her from behind, and gently put on hand on her soft neck.
"Take your clothes off, you've got beer on your blouse."
She tensed, and I both heard and felt her gulp involuntarily.
"Uh-- right, that's true. But I'll..."
She didn't finish the sentence. The pause went on, with her hands frozen above the laptop.
"Now", I said, simply.
Another pause.
After a moment, she set the laptop on the coffee table, and I withdrew my hand.
She turned.
She'd never been able to hide any emotions from me, and I knew with certainty she fully realized she'd be getting fucked.
I held her eyes for long moments, and imagined her body slowly rousing to the reality of what was to come, as well as the fluids wetting the walls of her little-used pussy.
She managed an awkward half smile as she bent over to take her socks off, nearly falling twice.
Saying nothing further, she stripped.
Inwardly I was elated-- her breasts were somewhat long, but still quite full and well shaped. She had large areolas, dark brown, and her nipples were taut with excitement, or fright-- possibly both.
I said nothing, but sat across from her on the ledge of the fireplace, crossed one leg over the other, and waited.
She stared, unsure what would be next.
I enjoyed that words weren't necessary. After a moment, she sank down onto the couch, still looking in my eyes, and then picked her laptop up again.
To be honest, she's not my usual type. Normally, I'm drawn to women still young enough to be bred, with large pink areolas and soft pussies that can't help but crave cum.
Looking at her typing, mission-focused but tipsy as she was, there was still something I wanted.
I wanted to make a statement.
Ten minutes passed, and I could tell she was straining her eyes. She'd glance at me, now and then, and occasionally stopped to rub her eyes and re-adjust her glasses.
"Take a break."
She looked up, surprised that I'd spoken after so long.
After a pause, she nodded once, sat the laptop down once again, and briefly looked around the couch before grabbing an emerald colored pillow and placing it behind her back. Still naked, she slowly closed her eyes, lay back slightly, and I relished the sight of her breasts rising and falling to the rhythm of her breathing.
It wasn't long before she was asleep-- no more than four minutes.
I just watched.
A few minutes later, as her body relaxed, her legs drifted apart, and I could see her soft womanhood clearly.
She was leaking girl cum from her pussy a bit, and I was pretty drawn to the sight of her so vulnerable and fucked up. She's been my boss close to two years, but obviously she'd never seen me in anything but business attire. She'd certainly never seen my fat dick.
I'm in fairly good shape-- of Irish descent, and despite my kind nature, when it comes to fucking I take full advantage of the fact that I have an extremely wide dick that most women are caught off guard by when it's suddenly stretching them wide.
Beyond that, I edge a lot-- often saving loads for weeks, before spending it all in very specific circumstances.
This was a circumstance that warranted every drop of cum stored in my body. I'd put it to good use, and this well meaning woman would take everything I had to give.
So, I dropped my pants, knelt down, put one hand behind the small of her back, and pushed my fat cock head all the way up her until she woke up and yelped aloud. But instead of letting her go, I just pushed further until I could feel her cunt give another inch, and it sunk all the way up her. She struggled to her elbows, wide eyed, and panting, but I just kept at it-- slowly forcing her apart to suit me. Her eyes glazed, then, and she sunk back down... she let out a long, low moan seemingly unable to form words.
I wanted to fill her. I wanted to pound her pussy and give her body a reminder of what it feels like to be fucked and used by a determined and unusually fat dick.
I paused, letting my dick rest in her pussy. Looking down, I could see the slightly brown skin of her pussy lips reddening and swelling with the girth of my junk keeping her stretched apart. A second later, seeing where I was looking, she propped herself up on her elbows, and leaned forward to look where I bodies met.
"I'm going to cum in you."
It wasn't a question, and her eyes snapped to mine immediately, filled with something between longing, delight and urgency. A second later, she nodded, once.
I smiled.
Then, I flipped her onto her belly, plunged my golf-ball sized cockhead into her from behind, and then pulled her hips back to get as far as in as before. She was moaning a bit, and seemed-- ready. So--- I took a wad of her hair in my fist, pulled her head back, and pounded her struggling pussy until I was ready.
She couldn't hold anything back. She knew what was coming, and she wanted it so, so bad.
Tightening my grip on her hair, I felt my load brewing hot inside myself, and there was nothing that could stop me from pumping it straight into her guts.
With one brutal heave, I arced my body into her, dick fully erect, and told her the truth.
"You belong to me."
With my dick so far inside her, I could feel her sharp intake of breath at what I'd said.
"Orgasm so I can pump my cum into your spasming pussy."
At this, she looked back at me, wide-eyed. I smiled back, but bumped the head of my dick a little further into her to reinforce my point.
Her eyes glazed, again, and became unfocused. A second later, I felt the first slow contraction in her pussy-- she was orgasming, which was my cue.
I filled her utterly. I painted the heaving walls of her pussy with my cum, and watched as a portion of it began to ooze out the sides of her pussy with the sheer volume. She collapsed, exhausted and spent, but I still had her hips clutched firmly in my grip as I let the 12th and final spurt inside her.
Using a move I've perfected over the years, in one motion I pulled my dick from her slick pussy while raising her hips so that my nut would drip down inside her. Her expression was unforgettable, and she undoubtedly understood my intent.
She let out a low moan as she felt all that hot goo streaming down her insides. I made eye contact the whole time, and waited as her breathing slowed to normal.
Eventually, I let her lay down. She kept looking back up at my face, in what seemed like both wonder and astonishment-- it must have been awhile since a man had done something like that to her... or perhaps never.
"I'm coming back this weekend", I said.
At that, she looked down at her leaking pussy a half second, and then back up in my face.
"What do you want me to wear?" she asked.
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