Real stories about dating and relationships in New York City. Truth is more interesting than fiction.

Sex After the Ex

Yep, I love these guest posts. And not just because I’m a little lazy.  Today’s guest post comes from Catherine over at Simply Solo: Single girl starting over – follow the journey. I’m sure you’ll like it as much as I did.

After the Ex

Sex after the ex is an act of courage in this world. When is the right time? What will it be like? Am I ready? WHAT DOES IT MEAN!? WHY AM I SCREAMING? Oh, it’s just very stressful.

As a woman, I’ve been socialized to believe that I should really focus on keeping my number low. How else will I survive the “How many people have you slept with?” conversation with a new partner? And why do we feel the need to have that conversation anyway? So, I guard my number. Like the Nano Puppy I had in middle school, I feed it and exercise it. I give my number the love and attention it deserves. And it’s always in the back of my mind. Now, should this be the case? That’s a conversation for another day, but for me, it just is what it is.

When we broke up at the end of April and cancelled our July wedding, my ex and I had been together almost seven years. Seven years, since I was 18. So as you can imagine, I haven’t “taken many lovers.” I haven’t had many “gentlemen callers.” I just didn’t have the opportunity. Being single again at the age of 25, I feel a little at a loss of what to do. I feel like in some ways, I lack a sexual maturity that I should have by this age. I feel this urge to read Cosmo for hours and ask all my friends what you are supposed to do regarding sex in a . How many dates before you are “allowed” to sleep together? When do you have the contraception conversation? How should sex be initiated? What if he’s no good? What if I’m no good? I’ve never really had the chance to learn or experience these things in the past. And there was a big part of me that realized, I mean really realized, that sleeping with someone would be the final nail in the coffin that was my relationship. With each first date, with each first kiss and with each time I developed feelings for another man, I was one step further from my ex. And this was a big step.

Then, there are the logistics. We all have things about our bodies we don’t like, so I would prefer the first time I am with a guy for it to be dark. And by dark, I mean pitch black. I mean I want it to be midnight and the power goes out in the whole city, so there are no lights anywhere. That dark. Just for the first time. After that, the goes down quite a bit. For the first time with a guy, I want to have shaved my legs. I want to be wearing matching undergarments (not that it will matter much, since it’s so dark). I want to have fresh breath. I want to be ready, prepared.

For me, the first time I was intimate with someone after my ex was scary and exciting, fun and daunting, exactly what I expected and nothing what I expected, all at the same time. I felt certain that having sex with someone other than the man I thought I was going to marry was going to make me cry. I just hoped the water works would be sometime later (when I was alone), not during or immediately after the act itself. I knew that not only was the experience going to be strange, it was likely that I’d be awkward. I don’t believe anyone who says it’s like riding a bicycle.

After weeks of shaving before every date, just in case I was ready and it happened, after weeks of coming close but not all the way, to almost becoming a nun because the whole thing was stressing me out so much, it happened. Early in the morning so the sun was peeking through the windows. I had shaved the previous morning, but the hair had started to grow back and I wasn’t at my smoothest. But it happened and it was good. Not scary or sad. And I didn’t cry. Not during, not after. Not even later, although I did feel strangely for about a week after.

I didn’t know how to tell anyone. I wanted to tell my friend but the only thing I could think to say was, “He bought me flowers. So I slept with him.” I don’t know why that statement even came out of my mouth and laughed very hard when I said it. It was as though I felt like I had to give a reason why I slept with him after dating him for at least a solid month. I had met the six-to-eight date requirement all my friends mentioned. But I still felt like I had to make some sort of excuse for myself, give some reason for the fact that my number had increased with someone with which I wasn’t even in a committed relationship.

Now is the fun part. This is the part where I get to feel the emotions of what it’s like to be intimate with a new person. The excitements, learning about what the other person likes, helping them learn about me. This is when you get to really experience another person. This is the best part, and at times the most confusing part, because for some people, maybe most people, but certainly for me, sex changes things. And so what, now my number has increased. It’s time to enjoy it.


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6 to “Sex After the Ex”


  1. Lan says:

    oh how today’s guest post resonates with me. it is so hard for me to come to terms that i am going to expose myself to another partner(s), learn someone else’s body and egad! have them learn mine. *that* freaks me out. it’s enough to make me think about going into the nun-hood.

    but not getting laid makes me so cranky…

    • Catherine says:

      Lan,

      Guest blogger here. I’m so glad that my post resonated with you. Part of me was afraid that no one would comment and that no one felt the way I did about the first time with a new partner! You are right on, sometimes the nunhood sounds like quite an appealing alternative … maybe just until you are in a REALLY good makeout session with a guy. Or until you get cranky from not getting laid (don’t we all!?) :)

  2. Catherine says:

    Thanks, Simone, for giving me the opportunity to write this! It might be tame compared to what’s out there on sex/dating blogs, but this was a big deal for me to put out into the blogosphere. I am not, in fact, a virgin! Haha, it’s a shocker. My mom is probably having a panic attack today because all her friends and coworkers read my blog :) . But anyway, thanks for the opportunity to be a guest blogger and for giving me the push I needed to write outside my comfort zone. Can’t wait for you to guest post on my blog someday soon!

  3. Lara says:

    I love this! I jumped into having sex w/someone right away. Like barely-having- consulted-an-attorney right away. Which was fine – except I stupidly fell in love with him – which is another comment post altogether. What it did give me was some hope, and it reinstated my sexual self-confidence. Since then, however, because of the emotional fallout of first a divorce and then the painful ending of what was only a delusion, I feel like I’m living that life of the nun you talked about. But all things come to an end, right? I’m looking forward to getting to the “fun part” when it happens! :)

    • Catherine says:

      Hi Lara,
      Guest blogger here. It’s hard to fathom, for me anyway being new at this dating thing (and sex thing), how much feelings really can change after sex. Yes, there are people out there that sex changes nothing, it’s just sex. But for me, suddenly there are these emotions that come out of the woodwork. I think your “barely-having-consulted-an-attorney” analogy is pretty funny!

      I’m glad you were able to to restore some of your sexual self confidence. I think self confidence is the biggest part, and this is something I’m working on (so I won’t crave darkness for the first time with a guy, for example!). I think your life as a nun will come to end, as mine did (even though mine wasn’t too long lasting, LOL), and it will be wonderful. Maybe confusing, maybe you’ll even move too fast or move too slow or fall head over heals in love. But it’s all about the experience. And the “fun part.” Best of luck to you!

  4. Aplus says:

    Good blog,but quite true in many ways. Sex does change everything, in some cases once you have given it up that longing goes away as well. Sort of like what and how and where.



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