The first date that never ended

Part One | Part Two

Yes, it was almost 4am. But I was having so much fun. I am also trying to stick to a resolution to not have sex with men on the first date. An experiment of sorts, to see whether it makes any difference in the post-date interaction. But he was the one reassuring me that we could just keep kissing and it would be amazing.

So we got a taxi and went back to my place. Naturally, we kept kissing in the car. Much of the rest of the night was a blur – not because I was drunk. There was kissing and nakedness and pleasure and of course I was on my period and he said he didn’t care. And while everyone’s definition of “sex” is different… we did leave something to be done on the next date.

He is so passionate, he moves well, and he looks at me very intently. At times I would open my eyes and he would be looking down at me with a big smile on his face.

My favorite moment was as we were kissing in my bed, and he did something a little aggressive – he grabbed me hard and lightly bit my shoulder. Which, for the record, I love. Andrew was the first to really bite me and in the moment I found it super hot.

I hadn’t thought of Tony as an aggressive guy – especially since he hadn’t made first moves on me. But in that moment, I realized that there was more to him than what I believed. I said “you have an aggressive side, don’t you?” to which he replied “medium”.

There was a pause. He followed with “I do have restraints on my bed.”

While my insides went a little funny in a good way, I told him I liked that. A lot.

We fell asleep together sometime after 5am. I managed to sleep. We didn’t stay entwined but he was still there, near me. When one of us woke up we would reach out for the other. He was supposed to go to Yoga at 6am and that didn’t happen. We slept in until close to noon and fooled around again, with no regard for morning breath. Again, we did everything but – and he said that we could save something for our next date.

He had to get to a work lunch for 1pm. He asked me what I was doing that night – and we agreed we would see each other again. The afternoon was just a date intermission. I was on cloud nine. I couldn’t stop smiling.

Here’s what I learned about him – I was his first date after his split from his ex. He moved out six months prior, took some time to clear his head, and only put up an online dating profile two weeks before we connected. What a concept – something I certainly didn’t do.

He has a young child he sees every day even though he lives with his Mother. He and his ex seem to have a decent relationship, although they are working through their divorce.

He likes his job, and is a generally happy person. He has friends and activities.

My best first date ever had finally come to a close, I was smiling like a crazy person, and I even had a second date lined up. Perhaps the tide was finally starting to turn for me.

0 thoughts on “The first date that never ended

  1. It’s so great to “hear” the happiness and inspired joy in your tone, Ann. Cheers to that πŸ˜‰ I have to say, the only woman I have ever slept with on the first date also happened to be on her “cycle” at the time. That was eight years ago. We still wake up every morning either entwined or, at the very least, holding hands in our sleep.

    Sounds like you’re off to a great start for 2015 πŸ˜‰

    • Ned, that comment made me very happy. I’ve been debating with a few friends what the difference is if you sleep with someone on the first date. Obviously the answer I like is that if you really dig someone, it doesn’t matter.

      It makes me even happier to know you still wake up that way after 8 years. There is hope!!


  2. Being human beings with physical needs, the no on a 1st date is difficult, but in my experience necessary I hate to say. Took me years to realize it myself and in the end I ended up with a decent guy. πŸ˜‰

    • Hi Marie! You are quite right that it’s difficult – and the subject of much debate how much it matters. I would like to think if someone is smitten with me it doesn’t, but it’s so hard to know.

  3. I’m clapping and squee’ing on your behalf Ann πŸ˜€

    Great news! So glad you found someone that does that to you!!

    I can’t wait to read more.

    <3 xx

  4. Deep breathes and one step at a time. The second half of the first date was even better than the first half. Enjoy getting to know Tony, the gentleman and the wolf πŸ˜‰ as I commented over on Gardener’s blog, the best things tend to come from unhinged plans. Looking forward to future posts of this new man in 2015.

  5. He sounds pretty awesome! My BFF has found a hottie that makes her all hot and bothered when he looks at her too and he is thoughtful, sensitive and kind as well. So there are a few good ones left! πŸ˜‰

What do you think?