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A work Christmas party with two coworkers (Part 2)
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See my post history for Part 1.

I heard some knocking through the wall from Dianeā€™s side and so I did a playful knock back. I wasnā€™t really sure what she was getting at but thought it was maybe by accident. A few minutes later, I get a knock at the hotel door.

I open it to find Diane in an oversized shirt and short pajama shorts. She asks if she can come in to have a quick night cap and if Nicole had left. I said that Nicole just left a bit ago and Diane said ā€œI figuredā€¦ I could hear through the wallā€.

I let her into the room and I was still only moderately dressed, wearing some gym shorts that didnā€™t leave much to the imagination. About Diane, she is Cuban but grew up in the United States. She had a fiery side to her and was older than me by 5 years. She had dark brown hair, big tits and an hour glass figure. Quite a bit different than Nicole by way of looks.

I poured us a cocktail and Diane, being fiery, straight up asked me if I finished with Nicole. A little surprised by her question, I answered that unfortunately I wasnā€™t able to but it was still a lot of fun. Also, hinted at the fact that I couldnā€™t put myself entirely into Nicole.

Dianeā€™s face lit up and she said she had heard the rumors and glanced down at my growing bulge in my gym shorts. She set down her drink and reached out to grab my cock through my shorts. I was definitely not expecting this to happen but still frustrated by earlier, I let things progress.

I pulled up Dianeā€™s shirt and realized she wasnā€™t wearing anything underneath. Her huge tits laid against her chest and had a bit of a sag to them which really turned me on. She pulled my gym shorts down and took my cock into her hand and pulled it closer to her seated on the hotel bed. She started to take me into her mouth and pulled out occasionally to admire my cock and slap it against her tits and face. I was loving it.

After a few moments of a sloppy blow job, she turned around and dropped her shorts. She knelt onto the bed on all fours and asked for me to fuck her. I climbed behind her and slowly slid myself in and was able to push myself all the way in with some effort. She let out a gasp and grabbed at my hips, letting her chest and head fall into the bed.

We fucked like that for a while and she was getting more and more wet. After she seemed warmed up, I pushed her to prone position and wrapped my legs outside of hers. This way I had leverage to really fuck her hard while grabbing and spanking her fat ass.

I was going hard into her and she was face down in the blankets muffling her sounds. Eventually I pulled her hand down to her side and told her to masturbate while I fucked her. She reached underneath and after some steady rhythm, she started to get off. I was on the edge so I fucked her through the orgasm and then pulled out and came all over her back and ass.

Diane still laid there masturbating so I told her not to stop and I pushed my cock back inside her. She then had her second orgasm which was more powerful than the first. Sensing she had at least one more, I smacked her ass and told her to cum for me one more time. She had another smaller orgasm and came up for air afterwards, giggling and delighted. Face red and sprayed with cum.

I didnā€™t expect hooking up with Diane that night but we had great sexual chemistry. She thanked me for the fun and put her PJs back on and went to her room to pass out. She asked to keep our rendezvous a secret and I was happy to.

I went to bed bewildered and with a smile.

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10 months ago