*Just a quick thing. This is purely fantasy and basically porn. Things happen that likely wouldn't in real life. In this world in which the story takes place, there is no need for protection. Obviously, in real life, it is very much needed and should be used. Anyway, I hope you enjoy. *
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"My boss is coming over for dinner on Friday," my wife said. I'd met him a few times over the few years that my wife has worked for him. He was always nice to me and seemed to treat his employees well. I can't think of a time when Stef had a bad word to say about him.
Apparently, his wife was out of town visiting her pregnant sister, so it was just going to be the three of us. I was a little disappointed about that because his wife is quite beautiful, but on the other hand I wouldn't have to worry about getting caught stealing glances at her.
On Thursday, I got a text from Stef in the early afternoon. It was a simple message and came out of the blue. 'It's my turn tonight.' was all it said. I knew exactly what that meant. About a year ago we start dabbling in assplay. Not just hers, but mine.
That eventually led to us trying out pegging. We started out small, of course. Eventually working up to a seven inch dildo, that isn't overly thick. It's maybe the size of a tennis racket handle. It's not small, but not huge, either.
I left work a little early that day and got myself prepared. Stef got home a little after 5:30. I was sitting on the couch working on my laptop. She walked over to me and gave me a kiss and told me she would be ready soon.
I had figured that we would be having a late dinner and it turned out that was going to be the case. So, I brought up a few porn pics on my laptop while I waited. I didn't really need to do it, but it helped pass the time while I waited.
Ten minutes later, Stef called down that she was ready. I closed my laptop and climbed the stairs. I didn't really know what to expect. Sometimes she wants me to go down on her first, sometimes she wants to fuck before she has her turn and other times she just wants to get into it.
She was already naked and wearing her strap-on, which was glistening with lube. Stef is 5'5" and still maintains her athletic build from her youth. She was on the dive team in high school and college and also played volleyball.
Her hair was light brown, that reached her shoulder blades, normally. She currently had it up in a ponytail. Her pussy was cleanly shaven, something I like and she prefers. So, no complaints from me. Her small C breasts had a little sag, but not much.
She smiled, kissed me and move me into position. She had me get on all fours and got up on the bed behind me. I felt the cool lube on my asshole, then her fingers as she rubbed it in. While I was getting myself prepared, I took the liberty of using one of our toys to get myself even more ready.
She easily slid a finger inside me, "Oh, what a good boy." I nodded.
"You must be hungry for cock."
"I am," I replied. Two years ago, I never would have thought I would have said that.
I felt the head of the strap-on press against my asshole. I forced myself to relax and within a few seconds the head was inside me. "I'm so glad you're into this," Stef said as she sank further into my ass.
I moaned as she eased more and more of the strap-on inside me. She leaned forward, pressing her upper body against my back. Her nipples were like pebbles. "I'm going to fuck your ass so good," she whispered into my ear. "Do you want it?"
I nodded, but didn't say anything.
"Tell me,"
"Yes, I want it."
She leaned back, grabbed onto my hips and began to work the cock back and forth inside me. I moaned in pleasure that I didn't get from any other kind of intercourse. "If only you could see how good this looks," Stef said.
'Probably not as good as it does when I have my cock in your ass,' I thought.
Within a few minutes, she was freely feeding me her cock. Occasionally she would add a little lube to keep things moving smoothly. Then, out of nowhere, she slammed her cock home. I grunted in surprise and a little pain, but nothing overwhelming.
"Are you ready to get your ass fucked?" she asked.
"Yes Stef. Give it to me."
"Mmm, with pleasure," she moaned. She eased back until just the head was in my ass and slammed it home again, then settled into a quick pace.
"Fuck Stef. That feels good," I moaned loudly.
Stef began to thrust faster and harder. That only increased my moaning and pleasure. "You like it when I pound your ass?" Stef asked.
"Love it," I replied between grunts.
She continued to fuck me, although she switched it up and was giving me long, deep thrusts now. I was rock hard and figured I would come in a matter of minutes if not seconds if I were to touch myself. But, I managed to hold back.
Finally, Stef pulled her cock out and pushed on my hip. I got the message and rolled over onto my back and lifted my legs up into the air. Stef applied more lube onto her cock and slid it slowly back inside me while looking at me with a lust filled look in her green eyes.
She maintained eye contact until she had her cock buried in my ass, then she finally looked down at my cock and smiled. She wrapped her hand around it, "So hard. Did you jerk off earlier?"
I shook my head, "No."
She nodded, but didn't say anything. She let go of my cock and grabbed my legs to help hold them up while she began to saw back and forth inside my ass. This position had several advantages, mostly which was I got to look at Stef and her tits.
But, I also really liked it in the previous position as it felt more dirty in a way. Not sure why. I guess the whole being on my hands and knees. Anyway, I was thoroughly enjoying the fucking that Stef was giving me while being able to watch her tits bounce around.
She grabbed the lube and squeezed a little into her hand. She grabbed my cock once again and stroked it a few times to spread the lube around. She immediately began to thrust faster and harder, while stroking my cock. I took deep breaths, trying to make it last, but I knew it was a futile attempt.
It took less than a minute before I announced that I was going to come. She encouraged me while continuing to fuck my ass. I grunted as the first spurt of cum flew up into the air before landing on my chest. All in all, there was six spurts that shot out. All with a little less velocity.
It left a trail from my chest down to my pubic area. The rest oozed out as Stef milked me dry. She slowly slid her cock from my ass. "Fuck, that was hot," she said.
"I'll say."
She smiled at me while she slid off the bed and removed the harness. I watched her climb back onto the bed. I could tell from the look on her face that she wasn't done with me. She smiled as she swung her leg over me.
Her pussy hovered inches above my face. She was beyond wet. "Look how fucking wet I get from fucking you," she said.
I looked at her pussy, then up to her eyes. I smiled and nodded that I indeed saw how wet she was. She lowered her pussy to my mouth. "Eat my pussy and make me come," she ordered.
For the next ten to fifteen minutes, I ate her pussy like there was no tomorrow. Of course, she also humped my face at times, so I laid there and let her do her thing. For the rest of the night, I could smell her pussy and that was something that I was totally okay with.
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The next night, Stef's boss, Jeff arrived right on time with an expensive bottle of wine. He and I sat in the den smoking cigars while Stef finished dinner. Of course, we didn't have to wait long as she had planned everything down to the minute it seemed.
We had a good dinner and the conversation flowed easily. Jeff asked if we planned on having kids. I wondered if he was asking because he wanted to know in order to prepare for the time that Stef would inevitably be off work in that event, or if he was just making conversation.
Stef and I had discussed it, but decided to hold off for the time being. That answer got no noticeable reaction from Jeff. He just nodded and mentioned how he and his wife had waited and had no regrets on having their two children.
After dinner, we finished the bottle of wine that Jeff had brought. Stef decided to open another bottle since it was Friday night and nobody had work the next day. She got no arguments from either of us. While Stef was in the kitchen, Jeff looked over at me, "Stef is really special."
Seemed a bit of an odd statement, but with the wine I thought nothing of it. I nodded, "Yes, she is."
"I don't know what I would do without her at the office. She's literally the glue that holds the place together."
I felt a lot of pride in hearing that. "That's kind of you to say and I'm glad she's a valuable employee."
He got a serious look on his face, "Between the two of us, I'm very close to offering her a senior management position. She'd essentially be my right hand woman."
I couldn't really say I was shocked, because Stef worked incredibly hard. But, there was still a part of me that was caught off guard, because she'd not told me any of this. Although, maybe she had no idea that Jeff was considering this.