This is the third year I’ve done 12 Days of Girly Juice, and this instalment – the one about my top 3 favorite sexual encounters of the entire year – is always one of the most fun to write, and one of the most difficult to decide on.
This was true in 2015, when my sex life wasn’t terribly robust but each sexcapade nonetheless felt fresh and magical – and it was true in 2016, when my sex life was hoppin’ and each new partner brought something wonderfully different to the table. This year, I had more sex than either of those years, and, once again, it’s been tricky to choose just 3 encounters that stick out in my mind as top-o’-the-charts. But I think these 3 represent the kind of year I had sexually – which is to say, a very, very good year.
I had a boyfriend from April to August who became, even in that short timeframe, one of my top-3 lifetime sexual partners by number of encounters – topped only by my previous long-term loves of 3.5 years and 1.5 years, respectively. That he managed to barrel into my top 3 in the few months we dated speaks to what total horndogs we were, both separately and (especially) together. Our kinks aligned perfectly, like lock and key – and when two sexually compatible pervs come together like that, lots and lots of good sex tends to ensue.
It’s difficult for me – even now, months after the breakup that devastated me – to look back on those experiences without sadness and remorse. But I’m getting there. The reason the relationship unraveled was that we didn’t actually have much in common outside of our sex life, a fact that seemed frustratingly inconsequential to me at the time but would’ve become more and more apparent if we’d kept dating. So I’m starting to view that relationship as what it was: a blisteringly hot sexual tryst, the romantic backdrop of which is ultimately forgettable and unimportant. (Does that sound mean? Well, it’s okay, because he broke my heart. As Anne Lamott says, “If people wanted you to write warmly about them, they should have behaved better.”)
Anyway, we had a lot of good sex, some of which still guiltily hangs out in my autoerotic archives. But one encounter that particularly sticks out to me is this: one night in May, we kissed and groped and moaned together in his cozy bed in a west-Toronto basement apartment. He spanked me over his lap, taking me into subspace sternly and easily. He made me suck his cock while he held my wrists down flat on the bed so I couldn’t use my hands, then fucked my face while holding me firmly by the throat, combining two acts I’d hated with everyone before him but somehow loved with him.
After that, he tied my wrists and thighs together with rope and fucked me, circling my clit with his fingers all the while, in the manner of someone who’s fucked me enough to know how to do it properly. He untied me and went down on me until I came in his mouth, spacey and incoherent, and then he held me down and fucked me until he came inside me, leaving a deep bite mark on my shoulder that I admired for days afterward.
What this relationship ultimately taught me is that I’m willing to put up with a lot of painful complications in exchange for good sex – and that maybe that shouldn’t be the case, going forward. But damn, was the sex ever fantastic.
Casual and Wonderful
In January, I spotted a boy from across a room and immediately thought, “Damn. Who is that?” It was the truest example of “infatuation at first sight” I can remember experiencing in a long, long time. He was geeky, cool, and unassuming. I felt my breath catching and was vaguely aware I had started to sweat. And then he turned, noticed me, and I saw him having what looked like the same reaction to me that I’d just had to him. He walked up to me, said breezily, “I don’t think we’ve met,” and introduced himself. A few minutes later, he was casually saying, “We should go to [local sex club] Oasis together.” It’s emblematic of my social anxiety and insecurity that even then, I didn’t fully realize or accept he was into me. Silly girl!
Over the months that followed, we gradually became fuckbuddies, and then, at some point, actual friends with benefits in the true sense. We’d meet at the sex club once a month or so, have drinks in the heated outdoor pool while catching up on each other’s lives, and then get down to the sexytimes. I found that every time we parted ways, I felt good – uplifted, confident, desirable, satisfied – in a way I’d never really felt when saying goodbye to other previous fuckpals. There was no sense of longing or rejection; I didn’t want any more from him than he was able to give me, and vice versa. It was a kind of casual bliss.
My favorite encounter with this handsome weirdo so far was much like most of the others. We hung out in the pool for a while, chatting and laughing. When I finished my drink and set it down by the side of the pool, my pal pushed me up against the wall and kissed me, fierce yet unhurried. I moaned, as I always do when he kisses me; he’s very, very good at it. He pushed his hardness against me through his swim briefs while we continued to make out and I felt myself get more and more turned on – another remarkable talent of his, given how difficult it is for me to relax into sexual situations in public.
There came a point where the things I wanted to do to him were no longer possible in the swimming pool, unless I intended to drown, so I told him we should go upstairs to the third floor – an area specifically designated for sex, where all men have to be accompanied by at least one woman to dissuade creeps. He pressed me harder against the pool wall, playfully kissing me and grinding against me until I reached a zenith of arousal so intense that I had to say, “No, seriously, let’s go. I want you to fuck me.” His signature goofy grin appeared as he said, “Yeah, that sounds good,” and followed me out of the pool.
Once upstairs, we kissed more, all chlorine-scented and towel-swaddled, and he pushed my towel aside so he could go down on me while I melted and writhed and called out meaningless syllables over the cacophony of other people fucking in the next room. Before too long, he was pushing two fingers inside me, deep, stroking me exactly the way I like it without needing to be told, and I was coming on his hand, feeling unrushed and unpressured. He’s very good, I thought, like I always do with him.
Then he fucked me relentlessly with his absolutely excellent dick, muttering all the while about how tight and hot and wet I was, until we collapsed in a damp heap on the red vinyl.
I treasure our post-sex ritual almost as much as our sex itself: we cuddle casually while watching and mocking the bad porn always playing on massive TV screens around the room. He makes me laugh and makes me feel safe. That night, I stayed until I was too tired to keep my eyes affixed on the porn anymore, and then he walked me downstairs, I got dressed, and we said good night.
The breakdown of romantic relationships always makes me especially grateful for my intimate relationships that are not romantic – their specialness and specificity, the affirmation they provide without demanding much in return, the needs they fulfill for me when more “serious” relationships feel too intense or difficult or unattainable. That hookup on the top floor of Oasis left me glowing, and not hurting. Except for the dull ache in my vag that means I’ve been well and truly fucked.
This list is about my favorite encounters of the year – which, to be clear, doesn’t always necessarily mean the best sex I had all year. Sometimes the most memorable and meaningful encounters are also clumsy, imperfect, unpracticed. Sometimes sex is good emotionally moreso than physically – and sometimes it’s both.
Last week I went to hang out with a long-time far-away Twitter crush for a planned date. We had negotiated a broad range of activities, mostly including him inflicting sensations to me and exerting control over me, because that, as you may know, is my jam. Usually.
But once I got there, things felt different. I am ordinarily the subbiest sub and the bottomiest bottom, but this sweet pervy man turned to mush any time I climbed on top of him or told him what to do, even with commands as innocuous as “Come here so I can fix the tag on your T-shirt.” My dormant inner domme stirred, as we pushed and pulled each other’s limits and buttons. “I think I want to sit on your face,” I proposed as we laid in bed many hours into a multi-chapter sex-a-thon, and his voice trembled with excitement as he breathed, “Okay.”
Facesitting doesn’t have to be a dominant act, and I’ve done it as a submissive many times. Someone can pull you onto their face and hold you there until they’ve had your fill of you, while they lie with their head on a comfy pillow like a gluttonous monarch. This was not that, though. This time I was the queen… and his face was my throne.
I tugged on his curls to get him exactly where I wanted him, and took from him all the pleasure I wanted for as long as I wanted. When I was done, I brushed my hand along his skin, his chest hair, his belly and hips and the significant swell in his boxers. “Tell me what you want,” I murmured in his ear.
“I… I don’t feel I have the… the right to ask for anything right now,” he stammered subbily. I smiled.
“It wasn’t a question,” I clarified. “Tell me what you want. Nobody said you’re gonna get it.”
He swallowed hard. His words weren’t working so well. “I want to come,” he managed, at length. “I want your mouth on me.”
I purred with pleasure. This was the answer I wanted and he knew it. I crawled down his body and began to tease him with my tongue. A leisurely almost-blowjob, purely for my own tactile pleasure, my own amusement. “Tell me how beautiful I am,” I ordered, and he did. “Now tell me three things you like about my mouth,” I continued, and he did – still stammering, still barely coherent. “Do I need to stop?” I warned, his cock stilled in one hand, when he couldn’t quite get through an answer. “No, no, please,” he protested, and tried to get the words out. Good boy, I thought, but did not say, because my mouth was full of him. A very good boy indeed.
Dominance has always scared me because I anxiously and self-doubtingly believe no one will ever really want to do the things I tell them to do, because I’m not worthy of being wanted that much. But what I’ve learned is that some people do want me that much, and that sometimes the strength of their desire can lend me a confidence I don’t otherwise possess. And that can heal me, a little bit. As I take my pleasure from an obedient cutie, I can also pull some strength from them, some focus, some courage. Kink, as I’ve noted here many times before, is so much more than just a “sex thing.”