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Thomas

Illustrated True Stories With Jennie:

Thomas

A few years ago, Anne and I decided that it would be fun to go on actual dates, just as a couple, with other people. Nothing serious, just a chance to get out with some other people once in a while, without each other. Probably because we were sick of each other and the kids and wanted a night to ourselves, but not be alone.


My most recent date night was too long ago. Early 2019. The second half of 2019 was too busy, and 2020 was 2020. But back to early 2019.


Anyway Thomas. Thomas was a coworker. Emphasis on was. He had quit shortly before this date. Thomas was a fresh-out-of-college new hire when he started about 18 months prior. He wasn't happy with the job, and put in his notice. Thomas also just happened to be one of the very few coworkers who knew about my lifestyle -- it wasn't that I kept it a tight-guarded secret, I just didn't go around blathering it about. (I made a rather crass comment in response to an equally crass comment, and Thomas overheard and politely inquired if what I said was true. That sparked a conversation, and I was honest with him.)

Now among computer programmers, there's a few types. You have Comic Book Guy type. You have The Nerds. You also have a surprising number of woodsy-outdoor types, who use their leave to spend a week on a mountain in Montana. I'm that type (I do run the @thegreatoutdoors blog, after all), and so was Thomas. He was quitting to go work for the US Forestry Service, which to be honest, sounds like a dream job most days around 3:00pm. (And no media EVER shows programmers like us. Instead we get The Big Bang Theory-type caricatures.)


Most of us don't look like this. Not even the guys.

 

I suggested a date. I reminded him of my lifestyle, and asked if he would be interested in doing something before he left town. He was up for it, in more ways than one. I gave him a basic plan: book a hotel room, plan some kind of dinner and entertainment, and I'm yours for the night.

The Radisson Blu at the Mall of America. Swanky.

 

He did an excellent job.

He booked a room at the Blu, one of the hotels attached to the Mall of America. (If you've ever been to the Mall of America, you know it's not just a mall. And while there are many other local malls, MoA is the Mall. Edmontonians know what I’m talking about here.) 
I'm supposed to meet him there at 4pm, but I get to the Mall at 11 a.m. I figure since I'm going to be with a very fit 23 year-old, my 38 year-old ass better looks it's best. I hit the salons and get a full mani/pedi, waxing, hair, and makeup (and Caribou coffee in between nearly every stop - there are like 4 Caribous in the Mall). Let's just say I spent a couple hundred dollars on me.

I'm dolled up and dressed down waiting for him in the hotel lounge with an overnight bag when 4 o’clock rolls around. I greeted him with a kiss and he was embarrassed, not quite ready for that. So he checks in and we head to the room. I need to change out of my  mall-walking clothes and into something more appropriate for the rest of the evening. I hang my clothes in the small closet space by the bathroom and start undressing while he waits sitting into the bed. 


"What time is dinner?" I ask.


"Five-thirty"


I stopped what I was doing. Hell, we have an hour! I walked out to him naked. I shushed him before he could say anything, and pushed him back onto the bed.

I kept eye contact with him as I undid his belt and fly, and maintained it as I pulled his junk out and started sucking his dick. He got hard quick -- I could feel him growing in my mouth. Good signs. Not until he put his head back did I look down at what was in my mouth.


It was a nice cock -- average sized, but really nice. Perfect cut, nice upward curl, well proportioned head. I got busy with my lips and tongue. 




Not as big as that, but just as nice.

 


I slowly removed his pants as I blew him. A little tug here and there, nudging them down. Once they were past his butt I sat up and pulled them past his knees. I grabbed a condom from my bag, slipped it on him, then I climbed on top. I slipped him into me with ease and rode him cowgirl.


I felt him cum inside me. I leaned forward and continued grinding against him. I could feel him getting soft, the jizz leaking. I kept going until I came too.



I rolled off, laying beside him to catch my breath. I looked at him, also out of breath, and noticed the condom had slipped off entirely. I then made a conscious decision to go down on him again and clean up everything that leaked out. There was quite a bit.
Okay. Not quite that much. But I still had to fish it out.

 

I walked back into the bathroom, saying "I hope you have more in you," or something equally cheesy. He hadn't said anything since he told me when dinner was.


I pulled my outfit for the night out of my bag - black pencil skirt with a long back slit, a matching blazer, and a sheer white sleeveless low-cut button-down blouse. I was going for the "rich bitch with a boy toy” look. I think I pulled it off.


I retouched my lipstick. Yes, I bought it when I had my makeup done -- I plan ahead, and I had planned a head (sorry not sorry). I put in some diamond stud earrings, and a long necklace that drew attention to the low-cut nature of the blouse. I grabbed my shoes (open toe, kitten heel -- didn’t want to be too tall), and announced I was ready to go.


Dinner was at the Twin City Grill on the other side of the mall, so we walked the long way around. I didn’t feel my attire was appropriate enough to be marching through the amusement park… I wish there were cross-walks through the middle… Anyway, we’re seated, kinda in the back (excellent), and it’s kinda dark. We’re making small talk, I slipped off my shoes, and my foot found his crotch under the table. I teased him on and off throughout dinner. We ordered a bottle of wine while we waited for the food. He ordered something chicken-based. I ordered a steak. The table runner put the wrong plates in front of us (damn sexist stereotypes!) Food was good otherwise.



We’re making small talk, I slipped off my shoes, and my foot found his crotch under the table. I teased him on and off throughout dinner. We ordered a bottle of wine while we waited for the food. He ordered something chicken-based. I ordered a steak. The table runner put the wrong plates in front of us (damn sexist stereotypes!) Food was good otherwise.


I eased up with the footsies during desert; I wanted to save him the embarrassment of having to walk back with a visible hard-on. 


We had about an hour before our next event, so I insisted we head back to the hotel. As soon as the door closed, I was on my knees. I felt hot and sexy, and I was thirsty for more. I dropped his pants to his ankles. It took no effort to make him hard (maybe I really need to hook up with younger guys more often…) 

I moved to the bed, lifted my legs into the air and dangled my toes in front of him. He followed, and as he got close, I put my feet on his chest. I rubbed him with my feet as I unbuttoned my blouse, and my feet were drifting lower until they touched his dick. That froze him.


Now, I'm not a foot fetishist, and neither is he, but remember when I said I had gotten a full pedicure earlier that day? Yeah, I'm not letting that go to waste. 
I start rubbing his dick between my feet. He moves to a better position, and I keep going. I'm squeezing his dick between my feet, between the top of one and the sole of the other. A real footjob -- not the bogus porn kind where the girl just holds her feet together, the guy sticks his dick in the gap three times, then jerks off on her toes.

I'd occasionally bring on foot to his face, and he'd kiss my toes, and then return to using both feet. I'd also run my toes up and down his shaft.

I made a little dirty talk. I asked him if I was better than the college girls. I told him I would bring Anne next time, or he could bring a friend if he preferred. I told him I wasn't letting him leave until he was in my ass. Finally, I told him that if he came on my feet, I wouldn't clean it up before we went out again. That one pushed him over edge.

He squirted all over the bed. I hitched my skirt up to my waist,  climbed into his lap, and kissed him, his still-hard dick rubbing against my panties. I kept kissing him until I felt him get soft, and then I got up.


Very little cum actually ended up on my feet, but true to my word, what did I rubbed in like lotion. We put ourselves back together, and headed out for the night's entertainment.


He had booked us an hour in the Escape Room. It was fun, but we were grouped with another group, and the set-up was horribly contrived. And I was way overdressed, but I owned it. I solved the last puzzle, we escaped in time, everyone got free t-shirts. There was a good adrenaline rush at the end as the clock was counting down.


So we head back to the hotel for the night now...


Want to hear how the night ended? And the next day started? Leave a comment and a like!!


(C) Text Copyright Jenevieve E. 2021.
Pictures are for illustrative purposes only. None of the pictures are actually of us.


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