I’ve been the sidepiece for my married boss (Anna) for the last six months – it’s stupid but hot and I’m just a bartender, no career to risk.
I wasn’t scheduled to work on Thanksgiving this year but didn’t want to drive home so a co-worker invited me to her family’s big Thanksgiving/Friendsgiving party. 20+ people for dinner, even more for drinking and games after. To my surprise, Anna also showed up – with her husband, kids shipped off to the grandparents. It’s real fucking weird to hand a guy a beer while thinking “I’ve cum in your wife more recently than you.”
We’ve done a great job of keeping it between us and the night was no different – just normal friendly bar staff banter. I got a surprise text from her about 9 to come outside – the crowd was big enough no one would notice our absence for a bit, let’s go find someplace dark.
We hop in my truck (the bench seat comes in handy) and I cruise a couple of streets over and spot an elementary school parking lot, pitch black, not a light nearby. As soon as I have the engine off, Anna is undoing my belt, as soon as my pants are down she swallows my starting to twitch cock, letting me get hard in her mouth, using her tongue to encourage me.