Everyone hates Mondays, but I don’t.
My new friend, the virgin cheater I sucked off last week (story below), has finally been able to get some time for us. Since he explored my pussy in the back of my car, he’s been in desperate need of more, poor thing. My videos aren’t enough to sustain him, and if I’m truthful, I want his beautiful cock inside me.
When looking over the calendar, between work and family, I offered Monday or Tuesday, during the day, next week. There’s a local day rate hotel not far from me that will let us in from 9:30 AM to 4 PM, which is perfect.
The nice thing about a daytime date is you can do everything you normally do to get ready for work, and leave and return at the usual time. Because we’re both government employees we have generous vacation and sick leave benefits, so it’s easy to “take a day” without anyone noticing.
Why Monday?
Mondays aren’t my favorite day of the week, which likely isn’t surprising as most don’t like them. This is why it slides under the radar. When everyone is dealing with their Monday Blues, they aren’t going to have time for yours.
Picking times when spouses and those closest to us are more self-focused than normal is a great way to make your affair disappear. If they are out having fun, they’re less likely to think about you being out having fun. Likewise, if they are having a shitty time because when they get home that’s what they’ll want to talk about.
Monday is almost ready-made for this sort of subterfuge.
The other thing that makes Monday good is who would cheat on a Monday? When you think of cheating, Thursday night book club turned steamy hotel room sex with a hot lover is what you imagine. You’re thinking romantic dinner over wine, or a Saturday afternoon trist. Friday night drinks with the girls/boys.
You’re not thinking Monday all-day fuck sesh.
The test
When I met my virgin for lunch I was 70% sure he was going to feel my pussy and let me give him a blowjob. I was 100% sure I’d let him, but I wasn’t sure if he’d be able to get there. First dates can be a mixed bag of politeness, cold buckets of water, or sultry hotness. From our chatting and the connection we established, I expected it would go well, but you never know.
One of the commenters on the story of our first meeting thought it was contrived, and I suppose it was. I mean, who carries their Magic Wand around with them in their car? Who parks in the corner of the lot away from public view? Who wears a dress that’s easily accessible?
I do. If he was up for it, I was going to make him cum. This isn’t my first rodeo, cowboy.
The plan
From that, I knew he was ready for the next step. If I’m going to take a day off work I want to know I’m going to get laid.
I’ve booked the hotel for next Monday, and we’ll meet there about 9. I’ll see if I can get us in early. I’ll also bring some wine, snacks, and something for lunch. I’ll bring fancy water too.
I’m going to set the mood on this first date so he’s relaxed. Sure, it’s a little unusual having wine at 9:30 AM on a Monday, but when the curtains are drawn, the lights are low, and soft music is playing in the background, it can be anytime in the world we want.
Considerations
Despite the fact I let him cum in my mouth, this next step is going to be big for him, so I want to ease him into it. What I don’t want is him crying on the couch, unless it's for joy.
I’ve planned for the day and want to use it all, so he’s not going to cum-and-run. I’ve told him that. The advantage of taking the day off is that he’ll have nowhere else to go.
He can’t go home because he’s at work, and he can’t go to work because he’s at home. He can’t go shopping, or to a restaurant because the charges will show up on his card unless he has cash. And how long could you do those things anyway? Not more than a few hours.
I’m going to tease the fuck out of him by edging him with my mouth, I’ll make him worship my pussy, and let him watch me as I play with myself, before he gets to fuck me.
If all goes well, he’ll cum before lunch, we’ll have something to eat and relax, perhaps shower together, then cuddle. My hope is our sweet nothings will evolve into one more slow, hot session before we climax again.
My goal?
As you know, so far I’m only planning to do this once with him. I’ve told him and my BF that, and they both understand. I want to teach him how to plan a date so he’ll knock the socks off the next woman he meets. I also want him to compare me to every woman he sleeps with so he’ll know I was the best he’s ever had.
That’s vanity, but a girl’s got to get something out of it, doesn’t she?
Here’s how our first meeting went —
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© Teresa J. Conway, 2022