Those Who Get STDs Together Stay Together?

I’ve been doing stand up and, naturally, my set leans heavily on sex and feminism. The first couple times I got onstage at open mics, I was compared to Eve Ensler—something I would usually take as a compliment, but somehow felt like an insult when the audience consisted of a bunch of dudes. The MC at one mic commented after my set, “What a nice, romantic story. Very Nicholas Sparks.” He was joking of course. I had just finished telling the crowd about my date with the self-proclaimed “female orgasm expert” with whom I had some of the most mediocre sex of my life in the back of his roommate’s van behind the Urth Cafe. I ended the story with, “Spoiler alert: I didn’t climax. But he sure did. Because, you know, he’s a man.” I guess the MC was implying that, because I think some guys are both bad and arrogant lovers, I’m not a romantic. I guess I come off as cynical. Have I become irreversibly jaded about men?

I had just started seeing someone whom I had known, as casual friends, for a long time. We had sex without a condom, so in my usual post-coital panic attack, I immediately went to get tested. The problem with me is that I’m a hypochondriac but I’m also bad at using condoms, so I get tested a lot. On Saturday afternoon, after returning home from hiking and brunching with a friend, I received in my email inbox the results of some of the previous week’s tests. It said I had tested positive for syphilis. I had been tested since my last unprotected sexual encounter and hadn’t had sex with anyone since this new guy, so I was pretty convinced he was the one who’d given it to me. 

Syphilis sounded to me like some pretty medieval shit, so I started looking up the symptoms online (mistake). What would initially start as sores and a rash on your genitals and the inside of your palms could, down the road, turn into blindness, insanity and death. I discovered that syphilis is rampant and has become a national health crisis due to budget cuts to STD prevention clinics. 

I considered not telling the guy right away, as I knew he was on his way to spend the weekend at a music festival. Part of me didn’t want to ruin his weekend, but the bigger part of me thought that if I had to suffer with this news, then so should he. He was appropriately embarrassed and apologetic when I called to tell him. He contacted the last girl he’d had unprotected sex with only to find out she had also tested positive for syphilis after they’d been together and hadn’t told him. He offered to leave the festival to come be with me, but the clinic was closed for the weekend and there was nothing for us to do but wait, so I told him it was fine, to try to forget about it and enjoy the festival. Meanwhile, I agonized, my imagination spinning so far out of control that I got online and searched, “if I have syphilis, do I have HIV,” which autofilled immediately in the Google search bar, telling me I was not alone in my irrational fear.

Finally, on Monday, we both made appointments to get treated on Wednesday. As I was leaving for my appointment, I received on my doorstep a lovely bouquet of wild flowers from the guy.

At the clinic, they took my blood again and I was called in to see the counselor. She informed me that I was the first ever cisgendered, heterosexual woman to ever test positive at their clinic. "Can I get a medal for that?" I joked. Then I got called in to see the doctor who said that syphilis infections were up 400% in Los Angeles that month. Then he told me that I didn’t have syphilis, it was a false positive. The guy also tested negative, he too didn’t have syphilis. Turned out the girl he'd fucked before me had gotten it from the next dude she'd been with after him. He was enormously relieved and immediately his whole demeanor changed. He felt understandably let off the hook, and wanted to celebrate. I was also relieved, but still felt emotionally hung over from four days of escalating fear and paranoia, and was slightly annoyed at how quickly he was able to bounce back. I was headed to The Comedy Store to see a friend perform, so we went to Saddle Ranch for (gross) burgers, and when he didn’t offer to pay the bill I became irrationally angry and disappointed. I felt emotionally raw and in that moment like I wanted to feel taken care of. It's the oldest story in the book, but I just wanted him to read my mind and know intuitively what I needed. We usually split the bill—which was fine, I’m a modern woman, whatever—but I felt like after this scare he should've at least offered to pay for dinner.

I didn’t like this version of myself. I had been single for five years, I was used to taking care of myself, codependence made me sick, and I didn’t like feeling like I was relying on someone else. My sudden unexplained grumpiness caused him to leave rather than come to the show with me. I texted him afterwards that I was upset that he hadn’t offered to pay after this whole ordeal. He said he thought I should have bought him dinner as he felt I had been really harsh with him over this syphilis scare and then I hadn’t apologized enough when it turned out he hadn’t given it to me after all. Maybe he was right, I didn't know. All I knew was that I hated this kind of lovers’ quarrel; I had successfully avoided it for so long. Was I really going to morph into this needy person when I liked myself so much more as a single woman not reliant on anybody else? On the phone the next morning, in a moment of impulsive frustration, I said that I thought this wasn’t going to work between us. I felt that my heart had hardened—did I even believe in relationships anymore?

Getting an STD with someone is traumatizing, and it can bring out the worst in people. Sometimes this makes a relationship stronger, and sometimes it tears you apart. Although it turned out we didn't have syphilis after all, I think the whole ordeal made us realize we didn't like each other that much in a crisis. Perhaps he saw it coming. When we first found out we didn’t actually have syphilis, he jokingly asked if I was disappointed that now I didn’t have a legitimate reason to break up with him. I laughed and rolled my eyes, saying that no, I was happy to not have it. But I did wonder what made him ask that—was he reading something into my behavior that even I wasn’t aware of? Was I really trying to sabotage this? Why? Was I protecting myself? From what? What I liked most about this guy was the lack of games, his openness about the fact that he liked me, that I never felt like I had to play it cool. He always texted back, he appreciated my jokes, and—perhaps most importantly—he wasn’t afraid of my angry feminism or my history of sluttery—both things I talked about with abandon on our very first date. Perhaps more than any guy I’ve dated since my ex, he seemed completely undeterred by my brashness. I didn’t have to pretend to be demure around him, I could say things like, “are you having a stroke?” when he couldn’t remember something I said, and he didn’t get offended. Throughout the syphilis scare, I realized I wasn’t just worried about my own health, I was also worried about his—and that felt like something new.

Just before I reconnected with this guy, I'd said to a couple friends in all seriousness that maybe I was just going to be single forever, and that was okay. I liked myself single, I had forged a whole identity around being an unattached woman. I didn’t know what me in a relationship looked like anymore. And I was scared of how being “coupled” might change me for the worse. I didn’t ever want to be in a codependent situation again, it was important to me that I maintained my autonomy. Was that even possible in a relationship? I didn’t know. A lot of the women I admired were single. Was that a coincidence or was there a reason? Was there something in me that wasn’t meant to be inextricably linked to another person? And was this view somehow limiting me from experiencing something potentially great? Could a relationship ever be something that actually fed me emotionally and creatively rather than distracting me from my life and my purpose? I decided that, for a relationship to be worth it, I'd have to like being with this person better than being by myself. Because being by myself was actually pretty good. 

Childhood Crush: Part Two or How I Got My Gold Back

I see Childhood Crush once more before he heads back to San Francisco. He comes over on Sunday afternoon for a couple hours before he’s due somewhere for dinner. Again, I feel unclear about what he’s doing here. He doesn’t want any coffee; he doesn’t want to sit outside even though it’s a beautiful day; apparently he wants to hang out in my room. He seems anxious, like he’s waiting for something.

He sits on my bed and tells me about his fucked up family. He calls his mother, “the neediest woman in the world.” She is always broke and asking him for money, and she never pays him back.

“Once I had to borrow $10,000 from my dad to give to her,” he tells me. “She is not his favorite person.”

His dad is a pretty famous writer who remarried a much younger Chinese woman and now has two kids with her. I wonder how his father could hate the mother of his first born child, and also see how that could really fuck up said child.

“Me and my dad don’t get along,” says Childhood Crush, but it’s also clear that he really looks up to his father. I know from my mom (still living in the small town where we grew up) that there is also a history of neglect there.

I can’t help but draw the parallels between Childhood Crush and Gaffer Guy. Another wayward Man Child, Gaffer Guy also didn’t respect his mother and had a kind of hero worship/loathing for his rich and powerful father. This I see is a recipe for disaster with young men.

“No wonder you’re so angry,” I say, playing the therapist. I actually enjoy hearing the more personal details of his life. It’s far more interesting to me than the laundry list of his professional achievements. I realize we are both in a transitional phase of our lives, we are both bored and wanting change, and we are meeting one another at this specific moment for that very reason. Perhaps to show us both what we don’t want anymore—letting go of old habits.

He gets up and starts pacing around my room. He eventually sits down in my desk chair. He asks me to close the blinds because the sun is shining in his eyes. It’s very warm and I can feel myself getting sweaty. My face feels hot and I think it must be bright red—it gets redder as I think this. He tells me about the friend he’s staying with, who is at this very moment getting dumped by his girlfriend. He won’t tell me how his friend knew he was going over there to get dumped.

“Man, I told him he should just break up with her first.”

“Maybe you’re not the best judge right now,” I laugh. Considering he’s still reeling from getting dumped himself eight months prior.

“He’s my friend but he’s kind of a pussy.” He tells me about how his friend can’t fix anything around the house.

“Men should be able to fix shit,” he says. I have to agree.

“Just like women should be able to cook something,” he goes on. I laugh.

He says his friend is “stuck on the models.”

“You should know about that,” I say.

“Nah, I’m done with models.”

I have to say his history of dating models makes me feel weird despite myself. He seems generally obsessed with hotness and youth. He talks a lot about “hot girls.”

He opens my bedroom door.

“Where’s the bathroom?”

While he’s in the bathroom, I lie down on my bed. When he comes back, he lies down next to me. It’s almost time for him to leave for his dinner. He stares at my breasts.

“How big are your boobs? D cups?”

I laugh.

“No, C. I actually wore a 36-B most of my life and then I got fitted a couple years ago and the lady told me I was actually a 34-C. It was awesome. I gained a whole cup size that day!”

He continues to stare, unamused by my story.

“Was that uncomfortable?” I think he means being told I was a cup size larger than I had thought my entire life leading up to that point, and I start to respond when he interrupts me.

“No, I mean wearing the wrong bra size.”

“Oh, no. I don’t think so. They’re pretty similar.” I realize we often have moments like this, lost in translation—on a fundamental level, we don’t understand what the fuck the other is talking about.

“If you want, after your dinner you can come back here and we can have sex in this bed.” I smile at him.

“Fuck later. How about right now?” He chuckles.

He remains next to me and puts his arm under my shoulders. We start to kiss and he takes my breast out of the top of my dress, sucking on my nipple. The exchange feels oddly sexless, as though performed from a sense of duty rather than any real impulse. He awkwardly crawls on top with his arm still under me. It feels like a lazy choice—exerting as little energy as possible.

He gets between my legs.

“It’s pretty sweaty down there,” I warn him, half-jokingly, but actually I’m serious. I can feel the heat and moisture between my legs.

“Oh.” This seems to interest him.

I go to pull my dress over my head and he says, “No leave it on, I like the dress.” He fingers me a little bit and then takes a condom out of his pocket and starts fucking me without taking my underwear off. He buries his face in my neck and pounds into me. I try to slow him down—he keeps pounding. He kisses me, his whole weight pinning me to the bed. He doesn’t look at me. Eventually, without a sound, he comes. And it’s over. He rests his face in my breasts for a moment, and I pat his back. He gets up and takes off the condom, tying it off and dropping it in the trash. He pulls on his jeans and heads for the bathroom. I fish the condom out of the trash and wrap it in a tissue. That familiar feeling of post-coital disappointment washing over me.

“Sorry to bang and dash,” he says when he returns. I walk him downstairs and kiss him goodbye.

“I’ll give you a shout later,” he says and bounds up my steep driveway.

I don’t see him again before he leaves. When he’s back in San Francisco, he texts to ask if I used the rest of my fancy condoms yet. I realize he thinks, probably from things I’ve said, that I’m constantly fucking random guys when the truth of the matter is he probably has a lot more sex than I do. I wonder if this is the reason the sex felt like he was masturbating inside of me and also why he didn’t go down on me at all—because he thinks I’m a slut, and not necessarily in a good way. My response to his text is to send him a picture of my boobs. I can’t explain this except to say it turns me on to do so.

I’m on a hike with my forty-something friend Paula and I tell her about Childhood Crush.

“Did you get your gold back?” She asks.

I just stare at her, a quizzical expression on my face.

She explains: “When you’re young, you admire people and look up to them because you think they’re special. But it’s actually not them. It’s you. You’re projecting all your good stuff onto them because you’re not ready to hold it yet. So, I wonder if you got your gold back from him and realized what you thought was special about him was actually you.”

This idea had never occurred to me before. She explains it's from a book called Inner Gold by Robert Johnson, and offers to lend it to me.

“I wish I had known that for the last 28 years of my life.” She nods.

“And the answer is no—I didn’t get my gold back from him.”

When I was younger I remember my mom warning me about sleeping with guys too fast, not for any punitive reason but because she said, “one tends to fall in love with men when you have sex with them.” At the time I took this to be a very old-fashioned idea, and until recently I’d considered myself immune to this cliché notion of sex-induced female attachment. But I suddenly understand what she means. I think there’s something chemical that happens to a woman when she has sex with a man. Maybe because they literally put their things inside us, inevitably some remnant is left behind. A glue that binds us to them, despite ourselves. It must be biological, because it feels completely out of my control. It makes sense—in nature if a male has sex with a female, it is to impregnate her and her impulse then would be to keep him around to help provide for the baby. Right? This is the only explanation I can find for the fact that after I have sex with a guy, I can’t stop thinking about him. No matter if the sex is good or bad or whether I like him or not. I find that it takes a couple weeks for this to cool off—and often the more I don’t see him, the more obsessed I become. When I see the guy, usually it’s disappointing. By that point I’ve made up so many stories in my head, his real life presence can’t possibly live up to my expectations.

Now that I know there’s perhaps a biological reason for this cycle, I can stop being so hard on myself about it. Or perhaps, practice not having sex right away. This could be the solution to my problem—if I don’t have sex with douche bags, I won’t think about them so much. It’s too late for Childhood Crush, but a good lesson for the future. I’ve had my fair share of bad sex, and as I age, it too gets old. It’s no longer worth the emotional roller coaster it causes. I feel like at this point my expectations are so low that if I met a man who was interesting, attractive, funny, and remotely good at sex, I’d fall in love instantly. Now that’s a scary thought.

The Pussy Knows

He shows up to Urth Cafe an hour late wearing a shirt that says THE PUSSY KNOWS. I can smell his breath from across the table—hot and musty—and his shirt is damp when we hug.

“I’ve got so much energy flowing through me right now.”

He has just come from a seminar on the female orgasm. On his OKCupid profile, he is a self-proclaimed “female orgasm expert.” Obviously, this is why I’m here.

We talk about Law of Attraction (which he doesn’t believe in), and about how people are much more intuitive than they realize (which we agree on). To demonstrate this principle, when the food runner comes to our table carrying a slice of coconut custard pie and a turkey burger, my date insists he guess which belongs to whom.

“Come on, man, you know the answer.”

The food runner looks flustered and continues to repeat the names of the items, as if we haven’t heard.

Eventually, Orgasm Man gives up and sighs, “the pie is for her.”

I eat my pie with gusto, and he smiles at me, "You have a healthy sense of your own appetite."
"I love food!" I exclaim.
"Not just with eating," he says with a suggestive wink.

Later, he puts his hand on the table between us and I know I’m supposed to put my hand on his. I do, feeling the sweat gather in my palm. He stares into my eyes and we don’t say anything for awhile. Then, he smiles.

“I felt that. That wave you just sent through my body. I can feel it at the base of my cock.”

My mouth twitches into a snicker, but I choose to stay in the game. Also, I’m intrigued. In his very first message to me on OKCupid, he had said, “I find myself standing amongst a ton of people stroking pussy and for some reason in this moment I want to say hi.” I wondered if this was a metaphor—turns out it wasn’t, he actually teaches workshops in which men and women couple off and the man spends fifteen minutes stroking the woman's pussy. So, I knew what I was getting into with this guy, and it doesn’t particularly surprise me when he starts talking about the sensations he's feeling in his cock. However, I do get a hell of a kick out of the fact that this is happening over coffee at Urth Café.

I have to say, I don’t feel much sexual chemistry with this guy. It’s not that he’s not attractive, it’s just that by talking a lot about sex and what’s going on with his cock, the whole sexy game is demystified in an unsexy way. However, I am convinced that this Female Orgasm Expert has to be dynamite in bed. I don’t think that’s an unfair assumption.

At some point, after another long bout of staring into each other’s eyes, he asks, “Do you want to make out?”

I say, “Sure. In the Coffee Shop?”

“No,” he smiles.

And so we leave.

He walks me to my car and then we stand facing each other and, in slow motion, move closer and closer until our noses are touching. Then we slowly bring our mouths and tongues together, and he starts moaning, apparently very into it. I have to say, I am still more amused than turned on.

“Do you want to have sex?” he asks, matter-of-fact.

“Sure,” I say. Despite my incredible lack of horniness, I feel like turning down sex with the orgasm expert is not a smart move.

Then we start to work out logistics. I live East Side, he lives West Side, we met in the middle. I also have an important meeting the next day, and do not want to stay up all night fucking.

“Couple things. I have my period--“

“Don’t care.”

“And I have a big meeting tomorrow so I need to go to sleep soon.”

“I come custom,” he says. “Whatever you want, we’ll do it. I can come over, fuck you for 20 minutes and leave. You can come over and spend the night, or not. Whatever you want. What do you want?”

To be honest, if I listen to my instinct, I want to go home. Alone. I want to crawl into bed and get lots of sleep. But I feel like I have already agreed to the sex and I should probably follow through on that.

“Let’s fuck in the car,” I say.

“I knew you were going to say that,” says the Psychic Orgasm Expert.

We walk to his car, actually his roommate’s SUV he has borrowed for the night. He’s parked on a residential street that’s very well-lit and there are several people milling about. He clears out the trunk, puts down the back seats, makes a pretty functional bed. At this point, logistics are overwhelming passion and I try to think of how I’m going to get myself more in the mood. I pull out my tampon and, with no trash in sight, deposit it in a Recycling bin.

“Sorry, Recycling,” I say.

We then decide to move the car so we get back inside and drive around, looking for a darker, less inhabited spot. We park and crawl into the back.

He pulls off all his clothes, saying, “No time for the sexy undressing of each other.”

I’m wearing a dress so I leave it on. He doesn’t have a condom, but fortunately I do. He puts it on, gets on top of me, and pulls a boob out of my dress.

“You’ve got great tits.”

He plays with them a little, but then immediately starts to push his erection into me. I shift slightly, trying to accommodate him.

“Relax,” he says. So I just lay there while he sticks it in dry, feeling a little sore from the lack of a warm up act.

Then he fucks me for like fifteen minutes. At some point, he says, “This is the point where I would usually ask if you want to get on top.”

We just keep on doing what we’re doing. Every time I try to adjust myself to get into a position where I might possibly come, he tells me to “just relax.”

After a little while, he says, “I’m going to come inside you.” And then he does.

He lies on top of me for a bit, then rolls over, and starts getting dressed.

“That was awesome,” he exclaims.

I just lie there in the dark, thinking ‘that was it?’

He massages my legs for a couple minutes, and then it’s time to go.

For all those pussy-stroking workshops, he doesn’t stroke my pussy at all. Not even for a second.

He drives me back to my car and invites me to a workshop he’s teaching on Monday near where I live.

“I think I have something on my calendar for that day.”

I drive home, feeling a little grossed out. I don’t usually fuck strangers in cars, but the goddamn Female Orgasm Expert? I feel like I’ve been scammed. I look him up online and he is who he says he is—he’s a partner in an organization that specializes in female orgasm. He has youtube videos talking about it, he’s legit. People pay him to teach them how to give a woman pleasure—what? Then I get a little sad for the state of affairs between men and women—if this guy has no fucking idea about female orgasms, it doesn’t leave much hope for the rest of them.

That was Thursday. This is Friday.

I feel I can’t write too much about my second OKCupid date because, in my drunkenness, I accidentally told him about my blog, and I make it a rule not to write about anybody that might potentially read this. 

HOWEVER, there are some details that simply cannot be left unwritten.

My second OKCupid date is with a short Jewish man. I’ve been messaging with this person on and off for like six months. Early on, in reaction to something he said, I jokingly responded, “I don’t think this is going to work.” He countered with, “Well, it was worth a shot. I guess we should part with as much dignity as possible. So, uh… Nice rack.” Not gonna lie, his bluntness/ rudeness had kind of turned me on, and I decided to objectify him back: “And you look like the porn star James Deen, so I’ll enjoy that later…” Which was actually true, he did remind me of James Deen, which was 90% of the appeal. Then he said, “Yeah, I get that… a lot. Though more in person. Take that how you will. Or take that how you’d prefer. But, you know, take it.” This had my triangle throbbing a little, and again I was intrigued. Then I asked, “So you look like James Deen, but do you fuck like James Deen?” To which, he essentially said yes. As with Orgasm Man, this seemed an opportunity too good to pass up.

Turns out, he looks less like James Deen in person. We meet at what he calls a “dive bar” and to me looks like a nicely-lit Chinese restaurant. He’s nicer in person than his snarky online personality. And he’s clearly nervous, laughing a lot and too loudly. As the drinks flow, the snarkiness reemerges and he starts giving me sideways glances and kind of talking down to me. His condescension is annoying but also annoyingly sexy. We move closer and closer as the night progresses, and eventually we start making out in the bar.

His place is walking distance, so we head out at 2am, stopping at a 7 Eleven on the way so he can buy a cheap bottle of red wine. I comment that this particular 7 Eleven is the “crackiest” one I’ve ever been too. Which is true, and I’ve been to lots of 7 Elevens in my day. He then comments that I’m the “whitest” person he’s ever met. I notice that he has a bit of a thing about whiteness, because he was born in the Ukraine and grew up in a very white suburban town on the East Coast, where he was the “most ethnic” kid in school. He still looks pretty white to me.

He tells me that there are two Korean guys living in his apartment—his landlord apparently rented to them without asking him, and they don’t speak English or talk to him at all.

“I’m going to make friends with them,” I exclaim, drunkenly.

“You’re like the biggest seven year old in the world,” he tells me, not for the first or last time that night. I find it hilarious every time he says it.

We don’t see any Koreans when we arrive at his place, but there’s a curtain in the corner of the apartment, and I guess they’re living behind it. We beeline for his bedroom, where we make out on the couch and he pulls off my clothes.

“You look good naked,” he says.

He moves us to the bed, and we have sex. It’s actually pretty hot—he’s aggressive and passionate. At one point, he sucks too hard on my tongue and I groan and push him away. “Aw,” he teases, condescendingly.

After we have sex, I’m sprawled out naked on his bed. He points at my crotch.

“This is unusual,” he says. I look down. Everything looks in order to me.

“This landing strip. I haven’t seen a girl with pubic hair in years.”

Truth be told, I have very little pubic hair, and I’m surprised he’s pointing it out.

“I guess it depends on the kind of girls you’re fucking,” I say.

“Not necessarily. A girl could be a saint and she still would have shaved pubes.”

What?

“It has nothing to do with sainthood, it’s cultural,” I respond. “Does it bother you?”

“No, I don’t mind. I’m just not big on hair.”

I wish I could show you a photo of this guy naked and how completely COVERED IN HAIR he is. I’m surprised that someone this hairy has the audacity to point out the like square inch of hair on my entire body.

“I don’t usually date white girls,” he says. Here we go again with the ethnic profiling. “At least not ones as All-American looking as you.”

“Really? I don’t think of myself as All-American looking.”

There’s that sideways glance again. “You look like a cheerleader. Were you a cheerleader in high school?”

If I had liquid in my mouth, I would do a spit take.

“I was a theatre nerd!” But thanks for not listening to a goddamn word I've said all night. 

He suddenly seems annoyed with me, as if now that he’s come, he realizes he’s fucked an “All-American white cheerleader girl” and feels bad about it, or something. I don’t know. I get up to leave.

“Where are you going?”

“You seem annoyed or something. I think I’m gonna go home.”

“Come here,” he extends his arms. I pull on my pants.

He grabs me and pulls me down on the bed. Takes off my pants. And fucks me again.

I don’t come, he doesn’t seem to care. I head for the bathroom, naked, and I can hear someone in there running the faucet. I guess the Koreans are home.

At 4am, I walk the five blocks or so back to my car, and I wonder if I should have stood up for myself more. If I owe it to the next woman who sleeps with this guy to tell him he has no right to judge anything on my body—I have a banging body and he’s a short hairy little man. I wonder, like I always do after an orgasm-free One Night Stand, if I’m supposed to point out to these dudes that I didn’t come, and that they might try harder next time. Or at all. Or if I should wait to be asked. Orgasm Man didn’t ask me if the sex was great, he thought it was "awesome". I like to think if he had asked, I would have told him. I want to think I’m a good communicator in the bedroom, but I think I’m learning that guys really have no fucking idea and they need to be hit over the head with the cold hard facts. Even the ones who claim to be Orgasm Experts or say they fuck like James Deen. Perhaps they set the bar too high for themselves, and then pussy out and decide not to even try, because they know they can’t live up to the expectations they’ve built. Why would they do this? And why do I continue to fall for it?

The little Jewish Man’s follow up later that night: “You know, all in all, that wasn’t a bad date. Or maybe it’s just been a while for me.” I’m not sure how to respond to this.
“I’ll choose to take that as a compliment,” I say.

Man Child

The second I arrive at his house, I know I don’t want to be there. He looks flustered as he opens the door – wearing a ratty old T-shirt and a disturbed expression, he explains that there is a giant green beetle in his bathroom.

“I showered but I couldn’t put on hair gel for you because the bug was in there making a terrible noise.”

I calmly kiss him and go to investigate. As I look around the bathroom, he plays it off like he thought I would be scared and that’s why he freaked out over this thing, which turns out isn’t that big. 

I have been fucking this guy on the semi-regular for two weeks. I met him at a comedy club where he was MCing and my brilliant comedian friend Lucy was performing. I found him funny and cute, and had asked Lucy about him after the show. She warned me to stay away – she didn’t really have a specific reason, but Lucy is very intuitive and she seemed to be getting a vibe that he was not someone I should mess around with. I believe she used the expression “He likes to fuck 19 year olds from the Inland Empire.”  However, when he asked her for my number, she said she didn’t wish to stand in the way of “young love.”

He texted and said he wanted to take me out to dinner, which I thought was classy – a lot of guys these days seem to feel buying a girl dinner is a little too much effort to get in her pants. He asked what I like to eat. I said anything. He asked what I was in the mood for. I said anything, pick a place, I’ll meet you there. He then suggested we meet at the Sherman Oaks Galleria mall so we’d have options and he wouldn’t have to “drag [me] somewhere [I] won’t like.” Now, this put me off. I’m not in high school and I don’t want to eat dinner at the mall. I was feeling a scratch in my throat anyway, so I cancelled the date. Thinking that was it, I’d probably never see him again.

The next night, after spending all day in bed, I decided I could use some soup… and some company. I texted to see if he wanted to meet me for a very “mellow date.” He agreed, and I appreciated that he was willing to come out for a date that would inevitably lead nowhere. I liked him more than I thought I would. We talked and laughed and made plans to see each other again.

Our next date was at a hole in the wall sushi restaurant. While he ate his rolls without soy sauce, I drank sake and did oyster shooters. I asked how old he was. He made me guess. I guessed 32. “Close,” he said, but wouldn’t tell me more. We decided to go buy two pints of Ben & Jerry’s Half Baked, get stoned, and watch the Amy Schumer Special.

I found his life pretty together for the 32 year old I believed him to be. He made enough money that he wouldn’t bat an eye at taking me out to dinner to a nice Japanese restaurant. And he lived alone in a one bedroom house that, although he seemed embarrassed about how messy it was, really wasn’t that bad. He didn’t have roommates, but lived with an insanely cute Siamese cat with a face that appeared upside down. And his couch reclined at the push of a button.

That night, we had sex, and it was pretty great. He ate me up with gusto, enjoying every inch of my body, which I loved. I found him a little paunchy, but in the dark it was no big deal. I enjoyed kissing him. The sex was awesome. And, especially, he was amazing at eating pussy. The only issue was one I come across often with dudes – he was resistant to using condoms. Eventually, I stopped enforcing them so we stopped using them. After we had sex, he asked if I was on birth control. I joked that it was proven less effective when asked after the fact. When he asked if I had herpes, I said “not yet,” which apparently didn’t amuse him.

Then he got a little pissy and complained that I was trying to have sex again too soon after the first go round, that he wasn’t really ready, and wouldn’t have been able to stay hard had we tried to use a condom.

I felt like he was blaming me for the lack of condom use even though I had tried to enforce them, albeit lamely. I told him so, while getting dressed in a hurry.

“Why didn’t you tell me if you didn’t want to have sex again,” I asked.

“I didn’t want to appear unmanly,” he said.

He grabbed my arm.

“By the way, I’m 43.”

I Ubered home.

Later, in my own bed, I felt remorseful. I liked fucking this guy and hated the idea that I was incapable of having successful casual sex. I decided to parlay the situation into a purely sex thing. Skip dinner, get right to fucking. The less talk, the better.

Our next couple encounters were great. We’d get stoned, eat ice cream, and fuck. He was amazing at eating pussy and he made me come hard. I didn’t love his personality – I found him slightly whiny and could foresee the age difference becoming an issue – but I was able to look past these details in order to have some really great sex.

Until this one particular night. The night of the bug in his bathroom. I had been on the fence about coming over, but he kept sending me sexy texts and my best guy friend encouraged me to “go get laid.”

When I arrive, it’s already 11:30 on a work night so I figure we’ll get right to the fucking. I immediately find myself not that interested in kissing him, which is never a good sign, but as he grabs my ass and nibbles my neck, I give in to the sensations.  He starts eating me out from behind which turns me on a lot so I tell him to “fuck me.” Instead, he scoots me around so I can suck on him. I manage to get him fairly hard and he crawls on top of me – we start having sex. I can feel him gradually losing his erection with each thrust. Eventually, he stops and tries to pull me up.

“What do you want me to do?” I ask.

“Touch me,” he says.

So I do, but he’s so soft I begin to lose faith.

“Are you okay?”

He stops and lies down next to me,

“I just feel like we’re not connecting like we usually do. I feel like you’re not even looking at me.”

I laugh, uncomfortable.

“I feel like you’re blaming me for the fact that you’re not hard,” I say.

“Well…” he says.

He’s right of course. I wasn’t looking at him, wasn’t really kissing him, was actually discovering in that moment that I wasn’t that into him. But I thought guys could look past these details when it came to sex.

I explained that sex doesn’t always have to be super intimate, looking into each other’s eyes and all that. That sometimes it’s just about physicality and enjoying the sensations. He said he felt like I was “the dude” and he was “the girl” in the situation.

He complained that this time there hadn’t been much foreplay. That he had eaten me out from behind and immediately I had told him to “fuck me.”  This was confusing because I was simply taking his lead – in one of my favorite sexy texts from earlier, he had said he wanted to “eat [my] pussy from behind, then fuck [me].”

“Every time you leave I feel like I’m never gonna see you again,” he says.

I decide to get real.

“Maybe this thing has just run its course.”

He looks surprised by this. I explain that I loved the sex with him, that it was some of the best I’d ever had, but that if the sexual connection was lost between us, I didn’t see what remained. He says he feels like I turned this into a “sex thing” when he actually really liked me, felt we had a good connection. Really? I want to ask.

Then he starts telling me about this crazy girl he used to date who had to go to love addiction therapy, whom he hasn’t seen in eight months, and whom he feels he’s still in love with. Huh? Then he tells me about this 24 year old he’s talking to on OK Cupid, but assures me he would never date a 24 year old unless she was “really mature.”

At which point, I ask the question that’s been bugging me ever since he told me he was 43 years old.

“Why is your age range preference on OKCupid 25-39? Why aren’t you interested in dating women your own age?”

He tells me, with a straight face, that if he married a 40 year old woman, she would be 50 in 10 years and he wants a wife that’s “hot for at least a decade.” I inform him that he too will be 50 in 10 years – in fact, he’ll be over 50.

To this he replies, “I’m just being honest. Men care more about appearance.” I don’t know what disturbs me more, the fact that he wants the woman he’s with to be 10 years younger than him, or that he thinks women over 50 aren’t hot. 

I’m actually pretty sure I know why Comedian Guy dates younger women, and it’s not just because he’s a shallow asshole. It’s also because there’s no way a woman in her 40s is going to date a 43 year old Man Child who works part time in a real estate office, does stand up on the weekends, and lives in the valley with his cat.  I mean, I’m barely putting up with this situation and I’m not even 30.

So, what kept me coming back? Honestly, the pussy-eating.  And I have a theory about this. If a man is over 40 and he hasn’t been married yet, he’s getting fucking desperate. He’s not going to get a woman with his moobs or his lack of a substantial career. He’s going to win her over with his ability to eat pussy. Because guys in their 20s, you might as well not even let them go down there. And guys in their 30s are still way too selfish to put in the work that’s required. It takes the patience and desperation of a man in his 40s to really nail it, so to speak.

As a form of goodbye, I tell him I feel we’re at different stages in our lives.  When I thought he was in his 30s, his shit seemed pretty together. At 43, there are some expectations for where one will be in their life. I’ve noticed that a lot of my friends in their late 20s are finding themselves at a crossroads where they’re having to choose to commit to one aspect of their life over another. It’s like up to this point, we’ve all planted a bunch of seeds that have been gestating and have finally started to grow. And maybe one plant is doing better than another, and we literally don’t have enough energy to keep more than one plant alive. So the time comes to commit to one and really grow the shit out of it.  I see this a lot with my female friends. I had a friend recently give up her dream of becoming an artist and now she’s engaged to her boyfriend– with her dream career out of the picture, she has chosen to really commit to her relationship. Certain friends are getting married and even starting to have babies, and then there are the single friends who are choosing to commit to themselves and their careers, and finding they’re finally having some success.

So, I guess I feel like, if you’re 43, at least one aspect of your life should be pretty awesome. If you’ve been tending a relationship, or a career, or anything, for a decade, shouldn’t you have something to show for it? Pussy-eating abilities aside, I guess I expect more from a guy who’s 43 – I expect he’ll have his shit together more than the 27 year old he’s fucking.