Five First Dates

I am admittedly single minded when I have something I want and often approach things with a “to do” list mentality. Accordingly, ever since I decided that I wanted a boyfriend (and even more so in the wake of Justina’s arrival), I have been actively pursuing this goal. Yet, unlike “Buy bread” or “Pick up dry cleaning,” it is not so easily checked off one’s list.

My most recent pursuit centered on scheduling five first dates within one week, with the expectation that at least one would work out. My further thought was to schedule as many dates as possible and to schedule them close together so I could more clearly compare and contrast each one. I thought that their proximity to one another would provide clarity in knowing who/what I wanted. In the end, it was an exercise in futility and frustration. Honestly, it was too much, too soon and too tiring.

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Emotional Rollercoasters and Shame Spirals: When Compersion Isn’t Enough

When Viktor first told me that he was in love with Justina, it hit me hard. It took me several weeks to process the intense emotions that were unleashed. I was very confused as to what I was specifically feeling and struggled to determine if I truly felt compersion for my partner despite saying that I did.

It hurt… a lot, and I wanted to make sense of everything so I could understand and move forward. Heal. On top of all of this, I was grappling with the loss of Sam. We had initially been texting three to four times a day with the added intensity of our sexting, which then dwindled to an occasional text every few days. What was up?

I missed the interaction with Sam, not just the fun, flirty, sexual innuendo (and the more overt conversations), but also the contact and friendship. Of course, I created all sorts of scenarios to explain Sam’s telephonic absence and tried in vain to stop thinking about him. I felt the loss acutely, which felt even more painful in light of Justina and Viktor’s budding romance. I felt so alone.

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Collared!

As shared previously, Gary and I met on Feeld back in July with the direct goal for us to engage in a D/s relationship. I had truly been desiring to explore my submissive side in a safe, sane, consensual way and was thrilled to have manifested my very own Dom!

While I haven’t documented all of our encounters, we have seen each other somewhat consistently since then, each time getting to know each other better and often delving into another aspect of D/s play.

During this time, Viktor had heard a lot about Gary, but it was only a few weeks ago that they had a chance to meet. One Saturday, we had planned to go to the Sex Expo, and since Gary would also be attending, we arranged to meet up for lunch. The day became even more complex once we realized that Justina (Viktor’s girlfriend) would also be there.
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A Maelstrom of Desire

It was just a simple introduction on OKC – complimenting my smile and wanting to know more about me – but it was enough, along with his profile, to match and begin chatting. Thus, Sam and I were soon in an engaging conversation that captured my attention. He also introduced me to his wife, Shana, as there was the potential for us all to connect.

Within a short period of time, we scheduled our first date for post-work drinks. The dialog flowed easily and the hours flew by. We reluctantly decided to say goodnight and ended the date with a brief kiss. He texted on his way home (always a good sign and my preference) and complimented the kiss.

On our date, we had talked about deliberately taking things slowly since I am looking for a more substantial connection to which he agreed. But, apparently, my kiss kindled something intense in him since the next morning he shared a very erotic dream he had had of me. And then the sexting began… in earnest.

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Blissed Out Beyond Belief

As a student of all things (well, many things) related to sex, I am no stranger to sexual empowerment and have read about the transformational power of orgasm from Layla Martin, Keeley Olivia and others. But, to tell the truth, I always thought they were exaggerating. Yes, sex can be amazing, but could it really be as magical as they claimed? Spoiler alert: It can!

Last weekend, Viktor and I had a very specific sex date planned. Among his desires, Viktor very much wants to have anal sex with me and we have agreed to begin prepping in this regard. Thus, we had decided that we would engage in some anal play, namely butt plugs that Viktor had purchased for this purpose.

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Shit Just Got Real

After my date with Frank, I arrived home to find Viktor still awake. I filled him in on my evening and we talked about various topics. Eventually, we started discussing Justina. I was happy to hear about how well things were progressing with Viktor and Justina and was excited for their new relationship until…

In a somewhat casual, off-handed way, Viktor revealed that he was in love with Justina. I felt like I had just been punched in the gut. It was such a visceral response. Wait, what? You just started dating two weeks ago and you are already in love with her? It hurt like hell and I began to cry. A steady trail of tears began to fall down my face; I felt fear and sadness and a host of other unnamed emotions.

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Diligently Seeking Someone

Several months ago, I declared that I wanted a Boyfriend (yes, with a capital “B”) and, as I say of Viktor and myself, we never do anything by halves. So, needless to say, it has been an intensive, whirlwind two months. And, of course, while I am in search of said “Boyfriend,” I am still enjoying time with my existing set of men.

Early on in August, I finally made it to one of the monthly Polycocktails events, which was great. Viktor (who had been once before) and I went together and we met lots of lovely people, including Frank and his girlfriend, Dee. A few weeks later, Viktor and I had dinner with Frank and Dee, which was a wonderful opportunity to get to know them better, especially as we had spent more time at the mixer with Frank than Dee. Then, more recently, I met up with Frank on his own and am feeling into what I do or don’t want from him. I’m not sure there is sufficient chemistry on my part, but I think he is a really cool guy.

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Entering the Lion’s Gate

In early August, I had my first date with Lawrence, which I had been very much looking forward to since our initial connection on the dating app. We found a mutually convenient date and arranged to meet in his neighborhood. But, it wasn’t until I arrived at the restaurant and saw him coming down the stoop of the apartment building next door that I realized just how close to home it was. But, as I had joked with him earlier, I was happy to come to the East Village and thanked him for not living in Queens or Brooklyn 😊.

We immediately hit it off and jumped right into deep conversation, sharing stories and otherwise showing ourselves to one another. He also revealed that his birthday was the next day, which meant that he was astrologically a Leo. I had remembered that it was 8-8, the Lion’s Gate and noted the significance of this important date to him.

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Safe, Sane, Consensual & Super Hot!

My first date with Gary went really well and we were both eager for me to explore BDSM in a more safe, sane and consensual manner than previously. Due to travel and other commitments, it was three weeks before we next met up, but in the interim there was a lot of texting back and forth. Some of it was simply planning logistics, but Gary also did a great job of giving me lots of information in the lead up to our date. Plus, his communication increased in frequency and intensity as the day got closer.

In fact, on the actual day of our date, the texts came more often and became more explicit, building excitement and anticipation. Starting at noon (we were meeting at 6pm), he began to count down the hours, sending a text on the hour, every hour, and connecting the number of hours to go with something sexual. With two hours to go, there was an extremely visceral response within my body to his text  “2….. words Yes Sir” at 5:00 PM. I was already looking forward to the date but now, I was even more turned on to see him!

We met up at my local wine bar for a lovely meal before heading to my apartment. At dinner and then afterward, we continued to tease out the details of what was to come. We agreed to a medley of activities that started with an “Intro to Impact Play 101.”

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What Turns You On?

Viktor knows me and knows my body, so being intimate with him is relatively easy and effortless. I don’t have to think about what he’s doing that turns me on; it just does. But, as I mentioned recently, being with a new sexual partner can be daunting. You want to please each other (if not, that’s just plain rude!) and a very reasonable question to ask is: What turns you on? I have, in fact, been asked this question by a partner as well as by my S Factor teacher (in different contexts, of course). Yet, in both cases, I had no real answer for them, at least not in the moment that the question was posed.

For the most part, I should know the answer, but I think some of my trepidation at answering this question is the expectation that it has to be something that absolutely, physically arouses me. I feel like I am supposed to be able to say do x, y and z and I will climax, guaranteed.

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