This has been a more difficult year than usual for me to keep track of memorable sexual experiences in my mind. Not because I didn’t have any good or great sex this year – I had a lot! – but because normally I have some situational or locational markers to help me remember specific instances better. In 2020, there was no “that time we did watersports after a night out at a cocktail bar” or “that time we used a new toy we’d just picked up at the local sex shop” or “that time we fucked immediately upon finally arriving at our hotel after a cross-country flight.” There was, however, a lot of “that time we had sex in bed after hanging out in bed all day.” 😂
As a result of these circumstances + the way my brain organizes sexual experiences, I don’t remember the exact dates of every stellar rendezvous I had this year, despite (still) keeping a sex spreadsheet. But I remember the feelings, and the vibes (so to speak), and the highlights – which is sort of how I feel about 2020, too. So today I’ll tell you about some of the best encounters I do remember.
I’ve also thrown in a little write-up from Matt about each of these, like I did last year, because it’s fun to hear both perspectives sometimes. Enjoy!
Non-reciprocal (but surprisingly reciprocal) oral
My very first sexual partner, back in 2008–2009, could have orgasms from going down on me. You can see how this experience might lead a person to be disappointed by subsequent relationships where that didn’t happen!
Of course, I know how uncommon and unrealistic this is for most people. It makes for a great fantasy – that someone could find your pleasure and your genitals soooo hot that it could make them come, basically untouched – but it just isn’t how most people’s bodies work. And yet, somehow, a decade after that first sexual relationship, I found myself dating (and eventually married to) someone who happened to have the same talent.
Some of my most satisfying sexual experiences this year were times when my love went down on me – slow, gradually escalating, dedicated, and reverent – and brought me to an orgasm so intense that it made them come against the bedsheets in the same moment. Sometimes this happened while they were in chastity, which makes sense, what with their sensitivity being amped up and orgasm threshold lowered – but sometimes it was just sorta random.
I am very lucky to have a sweetheart who loves giving oral sex that much. It feels powerful to me every time, and affirms that I am actually hot, even at times when I severely doubt that to be true. Some people chase and fetishize the elusive simultaneous orgasm during PIV – but I prefer a simultaneous orgasm during oral, tbh!
Matt says: I’ve always been a little embarrassed with past partners when I’ve come from going down on them, because of what culture tells us about “premature” ejaculation. The fact is that eating pussy is one of my all-time favorite sex acts, so of course it turns me on. And sometimes tasting someone come in my mouth is enough to push me over the edge. The first time this happened with you, I was shy to admit it at first, but when you reacted with a loving giggle and a beaming smile, I knew you were into it. This is also the most frequent way I experience simultaneous orgasms, with my orgasm almost always beginning just as you start to come and peaking as I work hard to maintain the rhythm of my tongue on your clit and ride out the waves of pleasure. It’s definitely worth the cleanup.
Slapping their cock to orgasm (content note: inflicting pain on a penis)
One of the kinks Matt and I explored more this year was CBT (that’s cock and ball torture, not cognitive-behavioral therapy!). While many people with dicks are scared to death of any pain or injury befalling that area (and reasonably so), personally I think it’s nice to mix a little pain in with my pleasure – and fortunately, my spouse agrees.
We had experimented with occasional cock-slaps here and there, but one night in June after they’d already made me come with my Bandit and Eroscillator, we got into some dick-slapping that was much more purposeful and concentrated. After a few minutes of teasing slaps, I realized that it seemed like they could come from the hits I was raining down on their dick. (One of the benefits of being in a long-term sexual relationship can be developing the ability to sense such things.) I kept up my rhythm, the slaps becoming gradually more firm and fast, until eventually, they came hard, whining and whimpering.
Though I’m not much of a natural domme, there is something thrillingly powerful about being able to give someone a totally new-to-them type of orgasm. I’ve subsequently improved my CBT skillz and can now make them come with slaps pretty easily and consistently. Cool!
Matt says: I don’t remember exactly how we started doing CBT together. But I definitely remember the first time I came from it. I was in a subby, trancey headspace and every one of your slaps was making my cock harder. I felt myself beginning to leak precum against your hand and craving release. I didn’t know it was possible for me to come from slapping alone, but I felt myself getting closer as your hits became more rhythmic and focused on my frenulum. I asked for permission to come, and had one of the most intense orgasms of the entire year. It’s amazing to learn a new way to come, and we’ve had a lot of fun playing with it since.
Wedding night sex
Of course, there are traditionally a lot of expectations heaped onto the night of one’s wedding, sexually speaking – and though we wanted to make it special, we also knew it was just one night of many, many, many nights we’ll spend together as a married couple, so there was no need to put undue pressure on ourselves.
After our post-wedding dinner with a few friends, we checked into the Conrad Hotel for the night, where they had set up champagne and chocolate-covered strawberries in our suite (aww). After some kissing, cuddling, and decompressing, Matt fucked me with the Njoy Eleven – the dildo that indirectly led to us meeting in 2017, because they mentioned on Twitter that they liked my review of it – while I used the Eroscillator on myself. (I remember the way their brand-new wedding ring clinked against the metal of the Eleven…) Then we had good ol’ PIV. Classic.
It surprised me to notice that despite wedding night sex being considered “special,” an anomaly, in real life it actually felt pretty similar to great sex we might have on an average day, save for the location (and the fact that we had to peel off our formalwear beforehand!). I reject the idea of waiting until marriage to have sex (for myself, anyway – you do you), because it prevents you from assessing your sexual compatibility with the person you plan on tethering your life to – and the flipside of that coin is that I already knew I love fucking Matt, and that I could be happy doing so for the rest of my life. That night just confirmed it.
Matt says: Romantic! We were a little drunk and a lot exhausted, but we weren’t going to waste a beautiful hotel room and our wedding night by going to bed early. After some champagne and chocolate-covered strawberries, I fumbled around trying to figure out the complicated lighting system and went down on you in the dark for what felt like the perfect amount of time. I knew I wanted you to come on the Eleven, like we discussed. And I knew I wanted to come inside you. So that’s exactly what happened. It couldn’t have been more perfect. And then we fucked once more in the morning, for good measure.
Hope it was a wonderful year in your sex life, too (if that’s what you want/enjoy)!