A while back, I'd stumbled into a friends with benefits sex thing with this hot married redhead and we'd been hooking up when I'd come to her town on business.
The company I worked for was buying hers and I was part of the team doing it. I'd decided that now it was going to be happening, we should probably cut it out with our meetings. I was going to miss my time with her, and without being arrogant, I was pretty sure she'd feel the same.
Before I headed out, I texted her to say I'd be in her town the following day. I hoped to see her one last time before we made the announcement of the buyout.
While we've had sex in my temporary office, I was too damned busy to do anything with her during the day. I texted and let her know, suggesting we meet in the bar in my hotel in the evening. She agreed to be there later.
I bolted out to the hotel as quickly as I could when the meetings ended. I wasn't sure when Sue was going to show up but I ordered her a lemon drop and me a G and T.
I'd been watching people coming and going when I saw her approaching. She was wiggling suggestively as she walked up, and I stood up to clap softly as I greet her.
We embraced, kissing, and I slid my hands down her back to feel and squeeze her ass.
She put her foot on the rail of my bar stool, thigh against my hip. I slid my hand up and underneath her skirt.
I stroked her leg, sliding my hand down until my fingers grazed against her panties.
"Is that a pickle in your pocket or are you pleased to see me?"
I laughed.
"I'm looking forward to seeing that pickle in your mouth."
She blushed.
"I got you a drink."
She backed up and tried her drink.
We chatted and teased each other for a while and I broke it to her that we were buying them, and that I didn't want to cause her any problems so I didn't think we should carry on our affair. Is it an affair when her husband knows?
She did look a little sad.
"Well," she said, "we can at least have one last evening together, can't we?"
"Of course, it's not being announced until tomorrow."
She finished her drink.
"So shall we get on with it?"
I laughed and grabbed her hand, heading to the elevators.
We kissed until the elevator arrived, then made out until it stopped.
While we were headed to my room, I picked her up to carry her.
"My key is in my shirt pocket," I told her.
She grabbed the key card and let us in.
I carried her over to the bed and dropped her on it, then took my jacket off.
"Hey," I said, "would you check out that view."
She looked out the window but I meant her.
"Asshole," she said.
"No, seriously, it's even a great view out of the window."
She got off the bed and walked to the window. It really was a great view.
I walked up behind her and took her hands, putting them on the glass just above head height. I held them there and kissed her neck.
She kept her hands on the window when I let go, like a good girl.
I reached around and unbuttoned her blouse. I pulled it out out of her skirt and left it hanging there.
I took her left hand and slid the sleeve off, putting her hand back where it had been.
I took her right hand, taking her blouse completely off. I tossed it towards the bed, then put her hand back on the window.
I slid my hand down her arm, then down to her skirt. I unhooked the hook and clasp and unwrapped it, leaving her in just the lingerie I'd bought her on a previous trip. The black really stood out against her pale skin.
I kissed her shoulder and unhooked her bra. I took her hands again, one at a time, and pulled the bra off her. She put her hands back on the window again.
I felt her pierced nipples, tweaking them until I could feel her pressing her tits into my hands.
I moved my hands down her body to the waistband of her thong. I slid it down her legs.
I lifted her feet one at a time to unhook it from her heels and put them down a little more than shoulder width apart.
I ran my hands up the insides of her legs, then squeezed her ass. She looked magnificent.
"Stay there," I whispered in her ear and went and grabbed her phone.
I took a picture with her phone for her husband, then one with mine for me. Quick as I could, I undressed.
I went back over to her, feeling her ass. I held her hip with one hand, then stroked my dick between her legs. Once it was in place, I went to holding both hips as I sawed my dick along her pussy.
She was so hot, I could feel her juices lubricating me. I bent my knees slightly as I slid back, and when I slid forward again it slipped right up inside her, making her groan out of lust.
When she started grinding back against my thrusts, I moved my hands to her sensitive tits, pulling on her nipples to make them even harder.
All of a sudden she started to shudder, and slumped, her hands coming off the window. I caught her, holding her up while she shivered weakly. She has amazing orgasms.
I pulled back to bring my dick out of her and helped her over to the bed. I sat her on the edge and lowered her to her back. I stood there and waited the few more seconds until she got over her orgasm.
She opened her eyes, then shuffled towards me. I realized she was going to stand up, so I backed up to give her room.
She stood up and turned around, bending over the bed. The side of her face was on the bed and she reached back, pulling her ass open.
"Are you offering what I think you're offering?"
"Uh huh," she replied.
We've had a fair amount of sex, but never anal. I didn't think she liked it, but I wasn't going to turn down this, my last chance.