Deb got the invitation back in October to her high school reunion and we debated whether to go or not. I encouraged her to attend just to see what everyone else was up to in their lives. The event was in Pennsylvania, where she went to school, so I made flight and hotel reservations near the event center. I had been with her to a previous reunion, and it was ho-hum. Lots of the girls attended, but a much smaller number of guys. We couldn’t wait to get out of there, so I assumed this would be the same way.
Boy, was I wrong!
We arrived at our hotel and checked in on the morning of the event. I had encouraged Deb to wear something tight and sexy so was looking forward to seeing her choice. We stopped and grabbed some wine on the way to the hotel, and I uncorked a bottle after we settled in to enjoy the pre-reunion. Deb went to get ready and I was very surprised when she walked out in a tight black dress with a deep cut in front that showed her cleavage! I just said, “Wow!” as she modeled her attire.
Deb told me a friend had texted her that Matt was attending this year. Matt was an old high school flame that she was serious with for about three years before he left her and moved away. I had heard her talk about him and their relationship but knew she hadn’t seen him in many years. She told me she thought she’d show him what he missed, and I chuckled thinking about what that encounter would be like.
I asked Deb, “So what if you see him and he’s still hot and in shape and gives you lots of attention?”
“I am sure he’s thirty pounds overweight and bald!” Deb said laughing, ”and anyway, he’s probably married and hasn’t thought about me in decades!”
I told her, “Don’t write him off so quickly…I would be hot for you after all these years if I saw you in that dress!”
We arrived at the banquet hall and I followed her around while she saw old friends, introduced me to classmates, and had a drink or two. Deb had kept up with me on drinks, so she was talkative and touchy due to the alcohol. We were standing talking to her best friend from high school when a tall guy walked up to us and said,” Hi there, it’s been a while.”
So, this was Matt – he was about six feet tall and in very good shape. He had a mustache and a full head of hair; the exact opposite of what Deb had expected. I could tell she was a bit taken aback as she said hello and hugged him quickly. I excused myself as it felt a little awkward, and went to find a restroom while they chatted. I returned to find them standing by the bar alone talking quite closely and having a drink.
I grabbed another drink, joined them, and chatted Matt up to get his story. He was a good guy, owned his own business, had been married for 20 years but had gotten divorced, and was focusing on his health and staying in shape by running in marathons a couple of times a year. I noticed that when he was talking Deb’s eyes wandered up and down his physique, and started to think about how this could become an exciting encounter
The reunion was coming to an end, and I suggested to Matt that he follow us over to our hotel, where we could chat some more and have a drink at the hotel bar. He looked at Deb, and she quickly said, “Sure! I haven’t seen you in years! Let’s go!”
I knew from that response she had her interest piqued and was feeling no pain.
On the drive back over to the hotel, I asked Deb what she thought about Matt. She said, “Well he has matured quite a bit and seems to be in a good place.”
“Ok, but do you feel any old yearnings or feelings for him?” I asked.
Deb replied, “Well, it does remind me of some old days and just seeing his mannerisms is familiar – plus he has kept himself in excellent shape!”
I asked, “So was he any good in bed?” playing with her a bit to see what her response would be.
Surprisingly she answered, “Actually, he was pretty good! He had stamina that would go forever, and I recall his tongue was skilled!”
I laughed and said, “Well maybe you should see if he still has it,” as we arrived at the hotel. Deb rolled her eyes at me as we got out of the car. Matt pulled in right behind us, and we all walked into the hotel bar.
I excused myself to find a restroom and told them to grab a drink and get comfortable in the bar. I purposefully took my time as I wanted to see how they would “connect” in this new setting. I slipped out of the restroom and caught a look at them at the bar – she was sitting close to him on a couch. They were laughing about something, and Deb lightly slapped his leg over something he was saying to her. I would have loved to stand there and watch this play out, but I went over to join them.
We all had several drinks in us, and I was listening to Deb and Matt talk about some old times that we laughed quite a bit over. Matt told us about his marriage and divorce, and that his ex-wife was frigid and didn’t like sex at all.
Deb quickly exclaimed, “Well I know you weren’t happy with that!!” before realizing the implication and turning red.
Matt laughed and replied,” Well, it was a big part of why we split.” I decided to push that a bit with a question.
“It sounds like you two had quite the sex life based on that exchange!” and laughed. I could see Deb look at Matt and then Matt surprisingly said, “Deb was always willing to try anything, and I regret leaving when I did.”
Deb put her hand on Matt's arm and rubbed it telling him that was sweet, and I then asked the big question.
“Matt, it’s getting late – let's go up our room for a nightcap, and then we can call it a night.”
Deb looked at Matt with a hopeful look and Matt said, “Sure, I can relax over another drink.”
He offered to pay the bill, and while he was at the bar settling the tab I leaned over to Deb and said, “If you’re up to it, I’m fine with you seeing if Matt still has it when we get upstairs.”
Deb turned and looked at me and I expected her to downplay it and tell me no, but she kissed me and said, “You sure you’d be ok watching me with my old lover?” I just nodded and kissed her back, and I knew I was going to get a show.
We got into the elevator to go to our room, and Deb and Matt walked in first. I walked in and used our key to access our floor and Deb was up against Matt kissing him before I could even get the elevator door closed! Matt was a bit flustered and looked at me and I told him, “Up to you, my friend. Looks like she wants to reminisce some more!”
He smiled and lowered his mouth to deeply kiss Deb, and they made out like kids on the ride up.
We reached our floor and the door opened. Deb grabbed Doug’s hand and led him to our room. Once we got inside, Deb excused herself to go to the bathroom and Matt and I were standing there alone in the room.