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At TFM, we love sharing the fucking ridiculousness and debauchery that our followers experience during their nights out. Unfortunately, not every crazy story can be communicated through a 20 second Instagram video. These are the stories that happen when you are too incapacitated, that is too crazy at the moment to whip your phone out, or legally require anonymity. We have been changing the format of these Craziest Stories blogs as more people are submitting them so thank you. Here is an extra long one that certainly deserves its own blog. Please enjoy…
While I was working at Twin Peaks in college, I ended up serving a table of a group of older guys who had just finished golfing. I recognized one of them though and did a double take, Tom was the dad of one of my High School soccer teammates. He’d been one of those highly involved and supportive parents who came to all the games and did booster activities, so even though I hadn’t had a lot of interactions with him I’d seen him enough to know him.
I said hi to him and he lit up recognizing me as well. We spoke for a moment and his friends interjected a bit as well but politely. I took their orders but would hang around the table while making my rounds, talking and flirting.
The general good vibe and conversation/my tits entertained Tom and his three friends for the next three hours until my shift was done. From there Tom invited me and my roommate over to their Hotel’s Pool. I don’t know if you’ve ever been to the Phoenix Biltmore hotel but its pool is impressive, and as an ASU undergrad I never missed a chance to be classy while broke.
I texted my roommate to bring me a skimpy bikini and meet us at the resort. Though I needed a shower after working six hours, the pool water was refreshing. We drank, joked, danced (well my roommate and I swayed around sensually) and boob luge with the boys. Tom and I were clearly clicking and several quick pool make out moments into the night we knew we were going to fuck.
We went back to his suite (which had a full dining area and table) and banged three times. I mean he’s in good shape for 48 and everything but even I was impressed with his staying power and raunchy side.
So the morning after I thought I’d get an Uber and head out but no.
Tom asked me to do breakfast because he wanted to ask me something. We go eat, and he outright asks if I’d be up to flying to Mexico today with him for a three day vacation. I was shocked and while I wanted to,I did get the serial killer scenario flash through my head too. But listen I’m a 21 year old, BIO major who hasn’t left the lower 48, I’m down. So after telling him that Cancun is lame and to book a resort in Tulum, he drives me home to pack, and then we’re at the airport to fly out by 4pm.
Tulum was just how I imagined it would be from all the IG pictures I’d seen, and while I felt weird having some guy pay for everything he was insistent that not only was it fine but fun. I got plenty of Instagram pictures myself and Tom was sporting enough to be a good photographer.
On day two it happened.
So to be fair he started this whole thing when he asked me if he could get a video of me blowing him to send to his friend as proof of his conquest. “No way” I said, I didn’t trust him enough to part with that material but I came up with an alternative. We went into the bathroom and I took my top off and had him stand behind me and cup my boobs in his hands. I then took a selfie of us that he could send to his buddy.
I liked the picture a lot actually, my stomach looked lean and cut, so I posted it to Snap. Two hours later I get a message from Tom’s daughter, my former Teammate, saying “Is that my Dad!”
Now to this day I don’t know how indigent she was about this, but I couldn’t miss the chance here. I told Tom to get in the bathroom and take off his shorts. I wrapped my hand over his dick, and took another selfie of us for a Snap message. I captioned it with “Your Dad, my Daddy.” And sent it to her.
Tom’s phone later blew up with messages, he laughed off his daughters indignation with; “She’s free to do who she wants at Cornell, I’ll hang with you in Arizona.”
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