Late Night First Date

Jack sent in this great story about a first date of like-minded adults:

About fifteen years ago, I owned a restaurant and was working about 80 hours per week. With the long hours I was working, I had very little time to enjoy myself. Fortunately, the apartment community where I lived at the time had a pool and hot tub. The pool’s fence wasn’t very high, so I was able to get in a quick swim late at night after getting off work.

One Sunday morning, I went down to the pool to get in a quick swim before heading in for another long day. Of course, there were very few people there. After a few laps in the pool, I decided to head to the hot tub.

There was a beautiful woman in the hot tub reading from a large three ring binder. As I started talking to her, I noticed she was in great shape and was wearing a little string bikini.

Her name was Lindsay and she was doing her veterinarian internship at a nearby animal hospital. The binder she was reading was the procedure for a surgery she was scheduled to perform for the first time the next day. We talked for about 45 minutes until I reluctantly had to leave to go to work.

Two weeks later, I ran into her again at the pool and remembered to get her number. We agreed that I would call her the next day and we would figure out a time to go on a date.

After both checking our schedules multiple times (she worked a ton of hours as well), we decided that we would get together about 11:30 the next Thursday night and go for a late-night swim. Since I was working so much, the week went by quickly and before I knew it, Thursday night had arrived. I worked to get things cleaned up after another busy day so I could get out of there on time to meet Lindsay.

As I drove home to get ready for our date, Lindsay called me and said they had a late surgery and she asked me to meet her at her apartment about midnight.

She had just gotten out of the shower and changed into her bikini when I arrived. We walked down to the pool and hopped the fence. As she showed great agility scaling the fence, I joked “You look like you’ve done this before.” She laughed and said, “You’re not the only one who likes to come down here and get in a late-night swim.”

We started off splashing around a little in the pool and talking and laughing. As it was late and the air was getting cool, she suggested we head over to the hot tub. As we got out of the pool, she had to adjust and re-tie her bikini top.

As she did so, she complained, “As much as I like this bikini, it drives me nuts that I always have to keep adjusting it. I wish I didn’t have to wear it.” I replied, “We’re the only ones here, so if you want to take it off, go right ahead.”

She looked at me and said, “Are you serious?” “Sure.” I said, “Why not? We’re both adults.”

She told me that when she came down there late at night, she usually went skinny dipping or at least topless. “I’m totally fine getting naked if you are willing to join me.”

Of course, I readily agreed and we both stripped down and got in the hot tub. We talked and laughed and told stories about how crazy our lives were. It was the first time either of us had been naked on a first date and it felt so natural.

After about an hour, we were both getting tired and knew we needed to get to bed before another long day of work for the both of us. We got dressed and I walked her home and then went back to my place and crashed.

Over the next few weeks, we weren’t able to coordinate our schedules again due to work and eventually realized that both of us were too busy to date at that time. While nothing came of the relationship, we at least had one great date to remember.

Thanks, Jack! I love that you all had such a nice time on your date, and that you’re both wise enough to see that you all weren’t ready at that time.



  1. Sounds like a great date for sure. Nothing wrong with swimming naked. Best way to swim i feel.

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