Business trip to the [M]idwest (35). The naughty teacher, the note and the MILF

I read a story on here earlier and it reminded me that I had not posted about my recent experience in the Midwest. There is some cheating on here so if that’s not your thing, just don’t comment or PM me. There’s no explicit details about sex either, just how I ended up hooking up with three random women while on a business trip. Hope you enjoy it. PMs are welcome.

**The Naughty Teacher**
Acouple months back I was on a business trip to Lincoln NE. It’s a pretty small town with not much to do. I decided to download the tinder app and see what the city has to offer. First couple days went pretty uneventful. I had 2 matches but neither of them responded to my message. On the third day I matched with Veronica. I messaged her later on that evening and we started to chat. It was actually quite an entertaining chat, she was a teacher at a local elementary school, we definitely made each other laugh and decided to have drinks the following night. Plans are set, that morning I go into the office and the team had actually organized a dinner which I was expected to attend. I quickly messaged Vero (that’s what she called herself) and told her about the dinner. Bummer, we need to reschedule. Except she had other plans. My dinner plans were supposed to take me into around 11pm and only a 5 minute drive back to the hotel. Vero messages me and tells me to call my hotel and leave a key for her. And so I did. I carried all my important stuff with me so her being in my hotel room wouldn’t hurt. There’s nothing of value there anyways. Throughout the day Vero and I talked dirty over text messages. Telling me what she wants to do to me and how. It was honestly extremely difficult to keep my growing erection hidden from my client. After dinner I rushed back to the hotel. Walking in to the room I see this gorgeous redhead sitting on the couch. Hair down to her shoulders, long legs, beautiful smile and a tuners body. We didn’t say more than two words before we were all over each other. Clothes ripped off and spread across the floor. We tore into each other twice before passing out in each others arms. I wish I could say we had morning sex but that’s not the case. I had a very early morning and a lot of work to do so we parted ways.

**The Note**
I didn’t have much more luck that week on Tinder but that night after work I get back to the hotel and I see a large group of people checking in. They all seemed to know each other and work together. A few of them had some beers in hand just laughing and catching up. Amongst one of them was this really cute, tiny blonde. 5″2 a little older than I am (I’m going I say 37), totally had a mom haircut too. We catch each others eye as she’s walking towards the elevators with one of her co-workers. We all get in and she presses floor 9. Same floor as me. I’m standing there silent, while she’s chatting away with her co-worker, beer in hand. All three of us get off the same floor and for a second I thought they were together. Turns out they had rooms right next to each other. I was further down the hall. Nothing happened beyond that on that night. Next evening as I get back from work, I see her again and again we’re in the same elevator. I make a wise crack about how she’s waiting for me to get back everyday so she can ride with me up to our floor. She gives me that cute smile, the one where it’s not flirty but you can tell she thinks I’m attractive. That night I went out with some local friends and get a little tipsy. When I get back to hotel and as I’m walking back to my room I aoass by hers and hear the TV. I go back to my room and something comes over me and I use the pen and pad to write a note. “I had to ride the elevator by myself. You were nowhere to be found. If you’re bored come to 907”. I walked out, walked to her door, slid the note under her door and knocked softly. I then walked back to my room and waited. 5 minutes go by. 10 minutes, I’m starting to feel like an idiot now. 12 minutes in I hear a knock. I literally jumped!! Open the door and there she is, in one of those hotel robes. “I really shouldn’t be doing this” is all she said before we started to make out. The robe fell to the floor and holy shit did she have a body on her. Ever heard of the sub /r/biggerthanyouthought, yeah that was her. She had the cutest butt on her too. We fucked on the bed, actually more like made love. She seemed a little conservative to be honest. But she did let me cum in her mouth and she swallowed it like a good little girl. The robe goes back on and as she hurried back to her room as I lay there naked thinking, wow as if that worked!

**The MILF**
It’s the weekend now and I’m here till Wednesday. What does a guy do in a random town in the Midwest except go to a bar. After dinner I’m walking around looking for something good and I hear a local band playing. Walked in, grabbed a drink and started looking around to see who’s around. Turns out this place is a cougar spot. I’m going to say the median age was about 50. Most were not good looking at all but there were a couple younger girls around and i see a bachelorette party happening too. I’m on company dime, got money to spare so I tell the bartender to send the bachelorette party a shot of their choice on me. Boy were they excited. There were maybe 8 of them all shapes and sizes. The bride and one of her GFs come over and thank me by dragging me to the dance floor. We all danced for a bit. I showed them how a guy with two left feet gets down. We buy a couple more drinks. On the sideline is this one older woman who seems to be with the party but wasn’t really interacting much. I get tired of dancing with 25 yr olds and go stand by the edge of the dance floor with my beer in hand. She comes up from behind me and says “you’re going to buy the bride drinks all night but not her mother?” That’s when I realised she’s the bride’s mom. So off we go to the bar and grab a shot and a drink. We started to chat,more drinks, more chatting. She was an attractive woman for her 50s. Blonde hair, red lipstick, slim figure. Reminded me of the actress Robin Wright (except Robin is a bombshell and Tina wasn’t quite that calibre a but still very attractive). At one point I go to the bathroom and when I get back the party had left with the exception of the mom. She made some excuse about how she needs to go home and the girls should continue partying at some other club down the street. She the tells me “what address should I put in for our uber?” Confused at what she meant, she literally spelled it out for me… “I sent my daughter away so you could fuck me, so what address should I put in for our uber?” We could barely keep our hands off each other in the uber. I felt bad for the driver or maybe we gave him a pretty good show. I don’t know.

Hope you enjoyed my story. I know I did and can’t wait to go back!!

Source: reddit.com/r/gonewildstories/comments/868ny7/business_trip_to_the_midwest_35_the_naughty

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