A Bad Date, A Good Hookup, and a Helpful Google, Part Two

 

I fucking LOVE THIS.

That night back in September when I texted The Coach right after Casual Guy left, The Coach was helpfully explaining hookups to me. “It’s only about what you want,” he said, meaning I guess that’s true for both parties. I can’t tell if that idea is heartless and lonely or if it’s just liberating. On this particular Sunday afternoon, it was the latter.

Hookup Guy and I had our first (couch, wine) date a week ago tonight, and it really did seem like a date-date. We talked for a good while about our lives and work. He (said he) is a special ed teacher in an alternative school, so of course that melted my teacher-heart. He (said he) was recently divorced, just back in March of this year.

As with the Sunday Morning guy, Hookup Guy’s recently divorcedness made me feel tenderness toward him, made me want to provide all the comfort and empathy and warmth. He was so gentle-voiced and deliberate that talking to him gave me kind of a contact high—I don’t smoke weed but he does, this guy’s vibe was like the best of it.

Because I am me, we fucked that first night—warmly and sweetly but also roughly, with some hints that he might be a little too much with the boundary-crossing, or at least that he’d gotten some minor-but-easily-breezed-past bad ideas from porn. He felt so vulnerable and fragile to me that I originally named him Mr. Kindheart in my head. I felt a little guilty for not being as loopy about him as I was/am for the seemingly-at-the-time-more-withholding Lovely Guy.

But it was clear pretty quick that this would be actual-casual if it was anything. His texts were short and infrequent, all logistics. He asked to come over a few nights after that, and I asked too, but there hadn’t been time. I was happy to see his “Hey” in my texts when I got home from my yucky date and nice hike.

Hookup Guy said he was getting ready to drop off his son at a birthday party, and he was thinking he might “come over and fill me up.” after that. (This script is so close to The Coach’s game that I’m again convinced there might be an at-least-semi-alarming how-to-seduce-middle-aged-ladies Reddit thread out there. I mean, there probably is.)

I was already in bed for a nap, so I said sure, why not? I was instantly soaking wet at the idea of Hookup Guy interrupting my nap. I snoozed a little and woke up when the text chimed that he was on his way.

Waiting for Hookup Guy in bed, naked, with the window closed in case I was (because I was definitely going to be) loud, with the door unlocked for him, was one of the sexiest feelings I’ve ever felt. I was wired and sleepy at the same time. At no point in his visit would I get out of bed even a little.

“Hope that’s you!” I said when I heard the door open. I was so, SO happy to see him come up the stairs.

Hookup Guy is BEAUTIFUL. He looks like a combination of John Boyega and Jordan Peele, and he’s even close to my age. He’s tough and kind of softly military-built, with a couple of fraternity brands that fucking make my head spin to think about.

I took his shirt off and he did the rest. I just lay there all cozy in my freshly-laundered sheets and girly comforter watching him strip down. His dick was hard as a monument under his black boxer briefs, and soon those were gone too.

It was good, good, GOOD sex, urgent and matter-of-fact and joyful in a way I’m only starting to get used to. He did, in fact, fill me up.

I wanted him to come back again at his/my convenience, so I asked for his last name so it didn’t have to be “Hinge” in my contacts.

And then, when he was gone, I googled him. Nothing drastic, I promise. But I’ll tell you what I figured out another day.

 

Yay Knotty Thursday! (For Real This Time!)

 

Single column tie with a double knot! Also I really like being a column.

After my recent IRL adventures and text-Ma'am-ing, I decided it's past time to start up my knot-learning project again. This is the only rope I have left, from the early KC adventures. It was my crotch tope with Sweetie-Now-BFF, but it's become just a lovely low-key member of my toy drawer. I want to order the rest of a pink set, but I'm not ready to be that optimistic/ambitious.

I like this cutie-pie's teaching style so I think I'll just work my way through this video one Thurs at a time!

Actual Casual Sex Part Three: The Kinda Emo Part

I’ve been thinking a lot about what the word “romantic” actually means to me and in this particular case I think it means being all fizzy and lonesome from no-cuddling-but-very- competent stranger sex and getting a hankering to tell my hot unavailable friend all about it. I wanted to tell The Coach about the hookup in detail to get him off, but I also just wanted to confide and get his perspective. Plus, there’s a story between us, however mismatched, and I wanted some grounding.

I sent the text to The Coach at 11:11. (Didn’t time it that way on purpose.) I even checked this time if I was interrupting some other lady’s evening, and he said I wasn’t.

He was slutty/sweet/curious, instructive and encouraging. I opted not to get explicit, but I liked telling him this new adventure. After I was pretty sure he’d fallen asleep, I confessed that if I was gonna casual anyway, I wished I’d casualed more with him.

When I woke up the next day, I saw that The Coach had texted at 4:33 AM and offered, you know, some more casualing.

I asked about friends with benefits, and that was fine with him. I don’t know what that means, really, or if it’ll result in any more adventures with The Coach, but I like that door being left open, even as it also makes me want to jump out of my skin. If nothing else, it would be really nice to have somebody besides my ex-wife to talk about my sex-life with! (I don’t give her much info, but I’m pretty sure it’s more detail than she’d like!)

As for Casual Guy, I’m grateful. I liked his instructions, his sweet voice, his unequivocal fucking. I needed it so much.

With all this adventure in the past month or so, of course there are also triggers to care for. The line between arousal and anxiety has always been shifty for me. I would like to spend some time being extra kind to myself, give myself space to think and feel and crush and process. (And get back to learning my knots!) And then I would like MORE PLEASE, UNIVERSE, if you don’t mind.

 

 

 

Actual Casual Sex Part Two: A Lot to Think About

“Do you have a condom?” I asked as we started to aim for upstairs.

“No, do you have any? I mean, you said you hadn’t been fucked in a long time so I didn’t think we’d need one.”

“I mean yeah but I’m not crazy!”

(Seriously people, it’s basically legal to bounty-hunt abortion seekers in Texas these days, is there anything LESS HOT than trying to shirk safer sex? There might be one thing less hot, stay tuned.)

He admitted he *might* have a condom in the car so I smacked his ass and sent him out the door to go get it. I felt impatient and not exactly hopeful.

But yay! He had one and we went upstairs.

“Okay I want you to kneel down.” He wasn’t so much dominating as he was gently instructional.

It was nice to have a dick in my mouth again after aaaaaalllll this time. I really missed the taste (Didn’t make him have the condom on for this part, probably I should have.) and the fullness in my throat.

“Deeper now,” he said, guiding my head with his hand. The tip of his dick hit that part of my throat that makes me feel a little squirty and a little scared. I gagged in a way that I didn’t mind but that definitely shifted me away from my own room and into porn-mind.

“I want you to spit on it.” Yeah no. I ignored that request and I humbly ask that everybody look at porn just maybe slightly less.

Realizing I wasn’t going to be spitting on anything, he shifted to helping me do the best possible job, which I really appreciated. Love any time spent getting better at penises, learning about angles and rhythms and…

“Okay now I want to see how tight that pussy is. Take your pants off and get to the edge of the bed.”

Ahhhhhhhhhh he felt sooooo good. We fit together so nicely and he was both confident and competent enough that I didn’t have to worry about a single thing in the entire world for a few minutes.

“Move back onto the bed, I want to fuck you right.” And ohyes, he did. I hung onto the bars of the headboard and made all the noise and felt. Just. Relief. Welcome, hooray, thank you.

He started talking about how he was going to take the condom off and come inside me though, so I said “Wait, what?!” and wriggled out from under him until he convinced me it was fine, it was on, he was just talking shit.

(Again! So gross! Be a good citizen of sex!)

A lot of his talk was so much fun though:

“You deserve this. You said you haven’t been fucked since 2018? Tell me about 2018.”

“It was…this guy...from down the street…and we liked to watch…Gilmore Girls…afterward we…argued about the…midterm elections…”

And:

“You like this, don’t you? You watch a lot of porn, don’t you.”

“No just a little…Hentai… once in a while…I don’t…really need it…I have a good imagination…”

And:

“I love all this hair you have on your pussy. Don’t shave, do you understand me?”

(Okay points for that but I probably would shave for The Coach if he asked me nicely.)

And:

“This pussy is mine now, right?”

“Um, no. It’s actually mine.”

But then there was this moment that I can’t quite get my head around. Now, I don’t mind being objectified as a white woman, that seems totally fair, a little bit satisfying and corrective. And I should not be in the business of yucking anybody’s yum or getting protective of a grown man while he is CLEARLY having a good time.

But:

“You like that. You like that n****r dick don’t you? It’s okay, you can say it.”

After I winced and looked away, he dialed it back to “You like that big, black dick, don’t you.”

“We don’t need to make it about race.”

(Okay. I am attracted to black guys (and also, white guys are fucking terrifying) but I also spend maybe too much time worrying that they’ll think I’m fetishizing them, that I’m Allison Williams from Get Out. I should think a whole bunch about this later but first let’s finish the scene.)

After that jarring/heartbreaking moment, we got back on track.

“Okay are you ready? Can I fuck you harder now?”

“Oh yes PLEASE.”

It felt so good to wrap my arms around his big sexy strong arms, his muscular shoulders, to kiss him one more time and feel him let go inside me.

And then he was dressed so fast. He made noises about owing me cuddling another time, but I knew I wasn’t going to take him up on it. I put my pants back on the come down and lock him out.

In a warm, fuzzy, kinda-shocked-at-myself daze, there was exactly one person I wanted to talk to about this. Not super-advisable, but my guard was all the way down so I texted The Coach.

 

Actual Casual Sex, Part One

After my week of phone adventures with The Coach, I guess I decided to play a little more like he plays. (Or I guess, the way he looks like he plays, I really don’t know his life!) I switched my very sensible 37-57 settings on Bumble to a more playful 26-57. I stopped automatically swiping left on anybody who looks like he goes to the gym a lot. I realized (!!!!!) that dating apps could just be for looking at cute people instead of steadfastly looking for The Right One. I slutted up my opening lines by a little bit, which means a lot of kissy-talk and emojis that involve hearts because! If they’re scared of hearts they could just not say hi back!

Note to self: They are NOT afraid of emoji-hearts. What have I even been doing with my life?

It is a whole. New. WORLD in my inbox now. Which was good because Friday night I was antsy, and I was (for basically no reason, it turns out) trying not to text The Coach, and I was trying to just read my library book but it was in my phone where all those guys were.

There were a few dating-y guys in the mix, but when Casual Guy was like “What are you doing right now?” I didn’t tell him about the library book I was trying to read or about looking for a Real Relationship. I didn’t even ask if he was allergic to cats (no) and if he was vaccinated (yes) until he was already on the way.

(Let me just stop and give credit to The Coach, because he could have said he was fully vaccinated too and been done with me like two weeks ago.) (I mean, kind of a low bar, but being a good citizen of both Covid and sex is superhot.)

I didn’t believe that Casual Guy would come, or that he would like me (well) or that he would look the way he looked in his picture. He did show up and he WAs beautiful. He was dark-skinned, dressed dapperly, and had pretty that’s-how-they-get-you eyes. A softly West Indies accent. A round tummy but/and jacked arms. (I believe that is the first time I’ve described someone using the word “jacked” on this blog and it sort of makes me feel one hundred years old, but it IS the right word.)

I poured us some wine. My supersweet lesson-planning Pink Moscato was the only one I had cold but it didn’t matter because nobody drank any wine.

OH MY GOODNESS I DID NOT EVEN STOP TO PUT MUSIC ON! Scream emoji!

He had told me to put on something sexy for him and I, because I am lazy and it was all-the-way after ten already, decided that meant cute PJs, a lacy purple bra, and no underpants. No things were shaved or even trimmed. He could not have given less of a fuck.

I thought it was really sweet that he didn’t want to move my cat from her spot on the couch. I scooted the cat over and sat as close to Casual Guy as I could without touching. I thought there would be…banter? Time to drink wine and settle in a little bit?

Instead he was like, oh, you’re shy? Let me help you. He took my hand and put it on his knee. He gently put one hand on the back of my neck and pulled me into a kiss as the other hand went right up my pajama-top, roughly (but not too roughly) pulling my nipple up and out. OHboy, the lace and nipple and his rough hand gathering me up with expert pressure, that’ll stick with me. I’ll picture and feel it for so many alone-times to come. He put my nipple in his mouth and sucked sweetly. I groaned and lay back, disrupting the cat.

“I mean, I do have a bed…”