The Bartender's Brother Part Deux

*Readers forgive me. As it is now Christmas Eve, this post is late.*

It’s Thanksgiving week and I have a date with John’s brother. John, if you’ll remember, is the bartender whose dick I sucked on Halloween Night in the bathroom of the dive bar where he works. John who still lives with his girlfriend. Whose brother is an incredibly hot trainer I fucked over Labor Day weekend. The brother who lives in the Bay Area, where my parents also live.

I actually set up this date before I sucked John’s dick. I wanted a booty call prepped and ready to go for when I went home for the holiday, so I texted John’s brother in mid-October that I would be up that way the following month and we should “grab a drink.” He responded enthusiastically that he would “love that.” After my encounter with John, I wasn’t really sure what would happen. I was half expecting the whole thing to blow up in my face. My roommate reassured me that, “John is not going to tell anybody about that.” I figured she was probably right, John is probably trying to convince himself the incident never occurred, not telling his brother (whom he knows I fucked) about it.

The brother suggests we meet at this upscale new restaurant where one of his clients works. I check it out on Yelp and notice the three dollar signs indicating this place is pretty damn expensive. This makes me slightly uncomfortable, as I picture sitting across from a one night stand at a fine dining restaurant, when I would have been happy with a couple beers at a dive bar followed by some heavy PDA culminating in a lot of hot sex. But the other part of me—the less cynical, more romantic part—is excited to be going on a real date.

“We’re having dinner!” I exclaim to my mom, who rolls her eyes when I tell her this guy is a trainer at a gym. No wonder I’m such a snob.

I wear less clothes than I should because I want to look sexy, and it’s fucking freezing. I drive over the Golden Gate Bridge with my parents’ Fast Trak in my car, and arrive at the restaurant fifteen minutes early. I park like a block away and realize I’m shaking—I can’t tell if it’s from anxiety or the cold, but I do feel suddenly quite nervous. I’ve only interacted with this guy once, and we were both very hammered, and then we had sex. Will I be able to spend a whole dinner talking to this person?

I’m there before him and snag a seat at the bar so it feels a little less formal, and I can rub up next to him after we’ve had a drink or five. I stare at the cocktail menu and think it’s probably a good idea to get some alcohol in my system before he arrives. I’m still shaking. He arrives right on time and at first I don’t recognize him. He looks different from the Facebook photos I’ve been stalking since we had sex—really my only frame of reference since I haven’t seen him in two months. He doesn’t seem very happy to see me, but I now know this is guy code for nerves on a “first date.” I get up to hug him and it’s a little stiff. He sits down on the stool to my right rather than the one I’d been saving for him on my left. The bartender puts down my drink and I offer him a taste.

“You like grapefruit cocktails,” he teases, I guess remembering from last time. I’m pleased he remembers this detail about me. He orders the same and I say I thought he was making fun of my cocktail choice.

“Simmer down,” he jokes. At least I get a little smile out of him.

We look at the menu and he says, “I eat everything. I’m not picky.” Good, because I hate picky eaters. We order three small plates to share. He tells me he just came back from diving in Mexico, where he swam with whale sharks—“the biggest fish in the sea.” He shows me a photo of how big they can get; they look terrifying. He tells me about his work schedule—he works from 5am to 6pm most days. He says he has to get up the next morning at 5am, he doesn’t have a client until 6am.

“After we made this plan, I thought maybe Tuesday is not the best day after all,” he laughs. I tell him we could have changed it. He shrugs.

We talk about the bar where we met, where he used to work and John still does. I casually ask if John hates his job.

“Yeah, they all do. They’re all musicians and artists and they’re not doing their art—they’re just working at the bar.” I tell him that’s just LA.

He loosens up as he drinks and eventually asks me about what I’m working on. I tell him I’m in transition, looking to do more of one of my jobs and less of the other, that I’m doing a lot of different things right now, and I feel a change coming. He says he’s jealous of that, that he gets bored in his job because it’s the same all the time.

“Oh, I’m bored all the time!” I declare.

He tells me that he didn’t work out for a whole week in Mexico, so the other day he took two spinning classes. I tell him about my spinning-related vagina injury, prefacing the story with, “It’s a little early in the night for this story,” and then diving right in. I leave out the fact that this spinning class was on Halloween morning and that same night I ripped the bandages from my crotch as I was crouched on the floor of the dive bar sucking off his brother. I tell him instead about how I feel that spinning decreases the sensitivity in my crotch area, and that I don’t want that—I want “maximum sensitivity.” He smiles.

We order more cocktails and he starts smiling more and laughing and enjoying himself. The food is pretty good. A couple times I reach under his arm and run my fingers along his bicep, which is big and buff and satisfying to touch. I rub his back a couple times. He grabs my knee and tickles me. I touch his ribs and it makes him squirm. I remember that first night, when I boldly ran my hands over his chest and sucked on his finger, making him hard and begging me to stop. I wonder if he would respond to that behavior now, in this very well-lit and classy restaurant. I wonder if he’s disappointed that I’m not being quite so frisky tonight, but his body language doesn’t invite my touch and when I do touch him, he seems slightly uncomfortable.

He asks if I want another drink and I tell him if I order another one I’m not going to be able to drive home. As it is, I’m going to need to sober up a bit if I plan to make it back to my parents’ place alive. He says tentatively, “Well, my house is nearby. You could come hang out there for a bit or whatever.” I can’t tell if he wants me to do this or he’s just being polite. I wonder if he’s worried about pressuring me, as the first night we were together when he suggested we go back to my place I held him off, not sure at first. He had said at the time that he felt “creepy” to be pushing it. I wonder if this guy is just really sensitive and is taking everything I say really to heart—I wonder if he’s worried about pressuring me to come over and have sex, when all I want to do is come over and have sex. At the same time, I can’t really tell if he likes me that much. I remember him mentioning that he moved to San Francisco for his girlfriend at the time, and I wonder now if he got his heart broken and that’s why he seems so guarded.

We agree that we’ll go back to his place. We walk outside and it’s fucking freezing. I shiver. He says, “I’d give you my jacket but it’s not that warm.” I drive us the two blocks to his house and I really shouldn’t be driving but it’s not far and he tells me he’ll “point out the stop signs.” His place is nice—it’s a house he shares with two siblings, a boy and a girl, and another girl who is Airbnb’ing it. We go into his room that has his bike from when he did the AIDS Life Cycle ride from San Francisco to Los Angeles. He turns on the overhead light and it’s really bright—I wish he had better lighting. He takes off his shoes and I take off my shoes. I don’t know if he’s expecting that we’re just going to sleep next to each other and I’m not sure he would have made a move if I hadn’t swooped in on him. I put my arms around his neck and kiss him. He reciprocates, grabbing my body. I love kissing him. He pulls my pants halfway down and takes off his shirt.

“We need to do something about this lighting,” I declare. He hits the light and it’s suddenly pitch black. I think this is fortunate because I just got my period today and had been debating whether or not to tell him—now with the lights off, I don’t have to! I have light periods anyway, and if he’s the kind of guy who won’t screw a girl on her period, I don’t want to find out right now. I take off my shirt. I can feel he’s already hard and I move down, pulling his briefs down as I go. I take him between my lips and he grabs the back of my head, thrusting into my mouth. The aggressiveness of this act turns me on, as it belies a need he has been so careful not to show me all evening. He fucks my mouth and I take him all the way in. It’s a much more satisfying blow job than I gave to John’s at half-mast.

I come up to kiss him again and he moves me back onto the bed, pulling off my panties. He starts going down on me and it’s hard for me to fully enjoy myself because I’m thinking about getting blood in his mouth. At the same time, I don’t want to discourage him from doing this because not enough guys do and even he didn’t the first night we were together. He moans as he eats me out, which I find incredibly hot because it means he’s enjoying himself, and guys who love eating pussy are the hottest. I let him do it for awhile and then I tell him to “fuck me.” I pull him up and wet my hand. I reach down and am thrilled to discover he’s still hard. I put him inside me and he feels so good that after just a couple minutes of thrusting, I feel like I’m going to come. I wrap my legs around him and moan louder, but I guess this is too much for him and he has to back off, bringing my feet to his chest so he can thrust from more of a distance. The impending orgasm dissipates, never to return, and I think how unfortunate it is that, as a woman, if you want to keep the sex going, you have to sometimes forfeit your own orgasm in favor of making it last longer because, if you come, it might make him come and then it’s all over.

He moves my leg down across my body so he’s now thrusting into me from behind but with my body twisted so my chest is still facing him. Then he turns me over completely and fucks me with my stomach flattened against the mattress. He then lifts me up and fucks me doggy style and whips out this very cool move whereby he intermittently, between thrusts, darts his tongue into my pussy. I cringe a little bit as I imagine his tongue dipping into my bloody vagina like a pen into a red inkwell. Regardless, I love this move and don’t want to discourage it. After awhile, he says if he keeps going he’s going to come. I know by now I will not come, so I tell him I want him to.

“Fuck me,” I whisper, guiding him to orgasm. He pulls out and comes on my back. I collapse on my stomach and he gets a towel to gently mop up his splooge, like a true gentleman.

As we lie down, I laugh in a way that’s meant to sound apologetic and say, “I think I might have gotten my period while we were having sex.”

“Oh, I didn’t taste anything,” he says.

“You like ordered a steak medium and it came bloody as hell and you just decided to eat it anyway,” I weirdly say.

He laughs.

“So did you just forget or…?”

“Well, I knew it was coming but was hoping it wouldn’t come right now.” I guess he believes this lie, and doesn’t seem to care that much anyway.

“I guess we’ll find out in the morning.”

I go to the bathroom and indeed he has fucked some blood out of me. I hope I didn’t get it all over his white duvet cover. When he returns from the bathroom, I ask if he had blood on his dick.

“A little,” he says and lies down.

I don’t sleep well and neither does he. We both toss and turn. I wake up after a couple hours of fitful sleep to find he’s sitting on the edge of the bed, hunched over, trying to rally himself.

“Is it five?” I ask.

“It’s 5:15.” He grabs my foot affectionately as he walks naked out of his bedroom and heads for the bathroom. I watch his beautiful, spinning-class toned ass as he goes, then I lie back down to get a couple more minutes of shut-eye. He turns the light on in the living room outside his bedroom so as not to bother me, and gets dressed out there.

I drag myself up and collapse facedown on the foot of his bed, moaning. He laughs at me.

“How do you feel?”

“Like garbage,” I say.

I look down at his bedspread in the light shining from the living room, and am pleased to see there’s no blood.

“There’s no blood!” I report.

“That’s a good thing,” he says.

I drive him to work at the gym, and ask if I kept him up last night.

“I don’t know if it was you or me. I like to spread out in my bed. At one point, you moved over and I was like, yes!”

“Oh, you could’ve told me to move.”

“I didn’t want to like kick you out. Maybe next time,” he laughs.

“I was trying to get closer to you because you were warm,” I say.

As I write this exchange, I realize it sounds a little sad.

I stop outside the Coffee Bean where he’ll fuel up on caffeine for the long day ahead, and he hugs me goodbye. I go in to kiss him and he makes it short. I drive an hour and a half home, crawl into bed and go back to sleep. A couple hours later, my phone rings and it’s a San Francisco number I don’t recognize. I don’t answer it, but have a feeling I know who it is. There’s a message and it’s from him. He left his phone in my car.

I put on a sweater and some shoes and head into the kitchen, where my dad is emptying the dishwasher.

“Hi honey,” he kisses me.

“The guy left his phone in my car,” I explain as I put on some shoes and head outside into the freezing morning.

Sure enough, his phone is between my seats and I fish it out. There are five missed calls from the gym where he works and three from another number. The Find My Iphone app has been activated.

I get back in bed and call the number back and the receptionist at his gym says he’s with a client and is there a message. I say no message and give them my name. The receptionist says, “hold on” and I can hear him telling John’s brother that it’s “your friend with the phone.” He gets on the line and feels terrible and stupid for doing this. I ask how he found my number; he says the iCloud. He doesn’t have a car and isn’t sure how to get his phone back.

“You weren’t planning on coming back to San Francisco were you?”
“Uh, not today.”

I suggest he meet me halfway. He’s not sure how to do that. I know I’m being overly accommodating when I say, “Well, if you can that would be great, and if not I’ll do what I have to.” I guess I like this guy. There is a part of my female brain that is excited to have an excuse to see him again. After all, I’m on vacation and running out of things to do at my parents’ house. He says he’ll try to borrow a car and will call me back in a couple hours.

I spend the day not doing much but anticipating this call. I’m very tired and hung over so I sleep for awhile. I feel petulant and teenage-like with my parents and I think there’s something about the contrast of having sex with a guy and then having to come back to your parents’ house that feels rebellious and like high school. My parents keep asking what my plan is and my mom gets mad at me that I can’t make plans with her because I’m “waiting on a galloot.” I say I don’t mind so why should she. He calls me in the afternoon and we make a plan to meet at a Starbucks halfway between us at 6pm. I have to find the address for him because if he gets lost there will be no way to track him. What the fuck did we do before cell phones? I get on the road and he texts me from a random number, saying he borrowed his friend’s phone and car and he’s running fifteen minutes late. Still, he beats me there. I arrive and he’s sitting at a table with just one chair at it, the one he’s sitting in. I approach and stand over him, handing him his phone. He doesn’t stand to hug me or get me a chair. He just looks at his phone as I awkwardly wait there, and then awkwardly pull over a chair and sit down. He says he feels terrible and wants to treat me to dinner. I say, “yeah, I’d like to see you again.” I can’t tell if he wants to see me again or just feels obligated because of the phone thing. We hug goodbye, I kiss his cheek and he half-heartedly kisses mine back. I think to myself, we’ve had sex dude, a little affection wouldn’t kill you!

I drive home and kick myself for not saying, “don’t worry about it, there’s no obligation” when he offered to buy me dinner. But then I realize I only would have said that trying to get a response out of him, and “I’d like to see you again” was actually more honest. Which is good, I think. I vow to not be the one to text him first, to let him come to me.

The next day at 11am, I text him. “Hey! You busy tonight?” I’m in the car on the way to hike with my parents. I’m expecting he’ll text me right back. He doesn’t. We go on the hike and have a yelling argument overlooking a beautiful vista when I tell them about the time that I met this cool male celebrity whom I really felt I connected with and muse on why I don’t meet more guys like that, and they explode back at me with, “but he’s a Scientologist!” I then try to explain that just because Scientology is a creepy cult doesn’t mean everyone in it is an evil asshole. To which they think I’m defending Scientology, and it devolves from there. We return to the car, and I can’t wait to get away from them and into the bed of John’s brother. But there is no text from him. I then start to have a panic attack that he spoke to John on Thanksgiving and that John has told him about the blow job and warned his brother that I am this crazy slut who is trying to fuck both of them. I think about how I would react if they accused me in this way, and am disappointed to find that I think it would actually hurt. I thought I didn’t care what they, or anyone, thought, but I suddenly find myself feeling vulnerable when faced with the very real possibility that someone I had sex with and have a crush on would think I was being vindictive by trying to fuck both him and his brother. I think about how I would explain this to him. That I am a single woman and free to have sex with whomever I please. And that I am attracted to both brothers and don’t think it’s my problem that they’re related. I feel better once I reason this out with myself, knowing that I am still within the parameters of my own moral code.

At 5pm, he texts back, “Hey! So sorry to leave you hanging! I was sailing all day and just got back to shore. How was your day?” I tell him that sounds lovely, that my day was chill, we hiked, and that I’m planning to leave the following day.

“Well shit, I’m in Santa Cruz and we’re hanging out here for a little while. What time are you leaving tomorrow?”

I tell him I will probably leave early. Then I say, “I wanted to get you in bed once more before I left.” Hoping to entice him back to the Bay.

He responds, “Haha. Well if not I should be coming down to LA soon enough.”

I leave this alone and go to bed early, thoroughly disappointed to not be getting a follow up booty call, especially because my period is now gone.

The next morning, I decide to try one final time.

“Hitting Tartine on my way out of town if you’re interested.” He doesn’t write back. I do drive past Tartine but the line is long and out the door and I can’t face it. It’s cozier standing in a line like that when you have a warm body to rub up against.

Feeling like I want one final adventure before leaving the city, on a weird whim I text Childhood Crush. He texts back right away that he is out of the city for the day, but how long am I in town. I explain I am driving back to LA now and just killing time before getting on the road. He says he’ll be in LA soon and that “it would be fun to say hi.” “Word,” I respond noncommittally. The last time he was in LA and texted me, I basically ignored him and was proud of myself for not allowing more of the mediocre sex to occur. Now I’ll have to cross that bridge all over again. I hope I will lose interest in the whole John situation soon, as I have with Childhood Crush. It feels good to be over it.

I start to drive out of town and immediately feel better. Amy Winehouse blasting, I feel lonely and liberated. I get a text from John’s brother: “Oh man, I really slept in today. Feel kinda shitty. How are you?”

I tell him I got loads of sleep and feel great and am en route to LA. To which he responds, “Awesome! It was good to see you and have a smooth drive down.” Do I detect an air of glad to be rid of me?

Back in LA, I get drunk with my roommates and we head out to the local dive bar where John works. But he’s not there. I play dumb and tell the DJ it seems like the usual staff has changed. He says, “oh there’s just one guy that’s usually here and isn’t tonight. John.”

“Oh yeah, I know John. Where is he?”

“He just drove down from spending Thanksgiving in San Francisco and wanted the night off.”

What?! John was in San Francisco when I was?? Is it possible that John’s brother spent Thanksgiving with John and when I asked what his plans were, he said he was having a Friendsgiving and essentially lied by omission by not telling me John was with him? I can’t believe it. Why would he not tell me, unless he knows about me and John? In which case, why would he still want to see me? I haven’t seen John since Halloween night and am also very curious to know what information he does and doesn’t have. Does he know I went on a second date with his brother, that I fucked him again?

The DJ invites us to sit in his “VIP area” and we proceed to get wasted. I am wearing a skimpy tank top with no bra because I was hoping John would be here. Instead, I’m approached by a boring RN who keeps stopping me from dancing to ask, “what do you do?” over the incredibly loud music, and a grumpy looking guy who tells me I’m “rude” when I don’t take the hand he extends to me.

When I can’t stand it anymore, I text John, “Where you at fool?” Which I think is neutral enough that it wouldn’t be terrible if his girlfriend saw it. He texts back right away.

“Home.”

To which I send the emoticon with two lines for eyes and a line for a mouth. Unimpressed, nonplussed, bored. This emoticon perfectly suits my mood.

The Bartender's Brother

On Saturday night I find myself all riled up with nowhere to go. I’ve just had a couple drinks with some friends in Hollywood. One of these friends is a DILF on whom I’ve had a persistent crush for quite awhile. The crush remains because there’s just enough flirtation to keep it going and yet absolutely nothing can be done about it because he’s in a committed relationship and has, well, kids.  So the crush just lingers weakly in the background and flares up from time to time when conditions are right. This particular night, emboldened by alcohol, I find myself pulling his hair, leaning into him, and generally taking it a little too far.

That chapter ends without incident and I drive home, energized and not at all sleepy. I come to a fork in the road where I can either take a right to my house and my bed, or left to the local dive bar where I always make poor decisions. I head left. I park and purposefully walk into the bar. It is last call and the lights are coming up. The drunk crowd is streaming out. I blow past my friend the doorman and swim upstream towards the bar. The bartender I tried and failed to make out with on New Year’s Eve (he also lives with his gf) is working and I make a beeline for him. He looks happy to see me.

“Where have you been?” He beams.

“Hey John, you still live with your girlfriend?”

“Yes,” he says, “but my brother doesn’t.” He gestures to the bar where his brother sits drinking a beer. I smile and sit down, introducing myself with the line, “I tried to make out with John on New Year’s but he was very resistant.” I laugh. John shrugs.

“Don’t you know that kissing doesn’t count as cheating?” (Side Note: this is something my mom told me when I was 18 and I’ve been using it to my advantage ever since.)

His brother smiles, unperturbed by my verbal diarrhea—I like him already. He is built like a brick shit house, big muscular arms and a wide torso. He tells me he used to work at this same bar, now he’s a trainer in San Francisco. My haven’t-had-sex-in-over-a-month self is happy to see him.

John makes us some delicious lime-tasting shots and the three of us throw them back. The crowd has thinned to real locals and friends of the bartenders. Aggressively loud wall-of-noise death metal blasts from the speakers. One of the bartenders has stripped down to his underwear and is smashing glasses on the floor. I’m not sure why any of this is happening but it’s pretty hilarious. As John counts the night’s tips, I canoodle with his brother. I feel on his arms and put my hands on his chest and back. I ask if I’m bothering him and he assures me I’m not, smiling.

“I have a pretty girl touching me.” Then he adds this feminist-adjacent sentiment, “God knows we objectify you guys [women] enough.” He’s really batting a thousand with me.

John keeps refilling our beers as he counts his cash. At some point I grab his brother’s face and start making out with him. After this first kiss, he looks at John and flips him off.

“Fuck you, man,” he says, laughing.

I join in, also flipping off John. It isn’t very nice but I’m really enjoying this game. Despite the pissing-contest-ness of this moment, the brothers obviously have genuine love and affection for one another. There is the sense that John is happy for his brother in this moment, even if he does have mixed feelings about the scenario. I express this to them, saying that if I had a sibling, this is how I imagine we would be. We would share men and be cool about it.

At some point, John plops down next to me so I’m now sitting between the two brothers who are a year apart in age and both ridiculously good-looking. This night has really taken an excellent turn. John occasionally glances at us sideways, watching us make out, and when I catch his eye sometimes he smiles and sometimes he looks playfully hurt. When his brother walks off to go to the bathroom or to get cash from the ATM for John’s tip jar, John grabs my leg under the bar. I suppose still wanting to stake some claim. I was here first. I really don’t mind.

Both of the boys enjoy dancing and I enjoy watching them. John goes off to take the mini-stage with some of the other bartenders who have now connected a mic to the speaker system and are singing along to music that vacillates between abrasive metal and 90s hip hop. John’s brother stays with me at his seat and dances with his muscular little arms over his head like a go-go boy. It’s absolutely adorable.

While his brother is off peeing or something, I turn to John and ask how he’s doing. He starts talking about the night of New Year’s.

“You know, just because I didn’t make out with you doesn’t mean I didn’t want to,” he says. I know this already but it’s satisfying to hear him say it. I ask how things are going with his girlfriend.

“I’m trying to get her into other girls,” he says. I try to school him that this is not the direct path to what he wants.

“You need to be honest with her,” I say.

“I don’t know if monogamy is for me,” he states the obvious. I ask how long they’ve been together. Two years.

“And you already feel this way?” I want to tell him this is not something that’s going to get better with time.

I tell him, “John, this is my jam. I will be here for you as a friend.” I might be a little drunk.

But then he says, “But I wouldn’t want her to do the same thing.” Wait, what?

“So, you want freedom in the relationship but you don’t want her to have the same?”

He nods.

“Well then, go fuck yourself.” I pat his back. I’ve encountered this before. Men who want to fuck around but can’t deal with the idea of their partner doing the same. The obvious hypocrisy and need for control is infuriating. How do they expect their women to be open-minded about this if they refuse to be?

I return to his brother. We keep making out and now I’m feeling on his crotch. He is very hard in his jeans. He cups my ass and puts his hand up my shirt. I lift my bra so he can slip beneath it. I take his finger in my mouth and suck on it—this is apparently too much for him and he holds me back, which only makes me want to do it more. He suggests we leave and go back to my place. Why not John’s? I want to say this as a joke but think better of it.

For some reason I’m not sure I want to take him home. I’m enjoying the dynamic of making out at the bar with John watching and I’m thinking about the uphill walk to my house. And then there’s the fact that I’m trying to cool it on the one night stands. But he’s leaving on Monday and if I want to have sex, this is probably my only chance. I’m on the fence, trying to decide what I want. I’m not sure why what comes out of my mouth is, “I’m not sure if we should have sex. I actually like you.” He looks confused.

“I mean, I don’t know you that well but I’ve enjoyed our time together,” he says, diplomatically. Then he turns away to talk to another bartender and I think I’ve blown it. Why did I say that? I guess what I meant to say was, “I’m trying not to have sex with strange men because my female body and brain sometimes create attachment feelings that take a lot of energy for me to deal with.” Or, "If I have sex now after having not had sex for so long, I feel like the dam will burst and I’ll need it all the time. And you don't live in town and I am currently without a reliable slam piece. If I just keep not having sex, I won’t need it and will be able to stay more focused on the other, more important things in my life. I’ve got shit to do! And the longer I don’t have it, the less I need it. Also, I haven’t been grooming my lady bits really at all lately."

I don’t say any of these things out loud.

“Give me five minutes to decide,” I say. I don’t know what’s wrong with me. He tells me he feels like a creep for pushing it. This is not the turn I wanted the conversation to take. We keep drinking and making out. Eventually, I decide we should probably just follow the natural projection of where this night is going.

“Okay, let’s get out of here.” He heads for the door.

I turn to John and tell him I’m leaving. He makes a face.

“Why?”

“Because it’s time.”

I lean in to hug him and he grabs my face and tongue kisses me. He tastes like his brother. This is my favorite moment of the night. I turn to leave. His brother hasn’t seen the kiss. He is already outside, apparently without saying goodbye to John.

We walk to my house. He takes my hand but this weirdly feels too intimate and we eventually drop it. We walk up the monster hill I live on. Even though he lives in San Francisco, this is still a struggle for him. In my house, I pour us two glasses of ice water and turn on the fan in my room. I head for the bathroom, where I do some quick crotch grooming. Just a little bit. It’s a rush job so fortunately I have the lights set nice and low in my bedroom.

When I return to my room, he has set up the fan so it’s blasting from the foot of the bed. He is in his briefs. They are tight and accentuate the bulge of his crotch. He looks even better with his clothes off. I crawl on top of him and start kissing down his body. I take off my shirt and bra and run my nipples over his chest. I suck on him and he’s got a really nice penis. He doesn’t go down on me and that’s slightly disappointing. Again, as always, I’m tempted to ask why this is, but I don’t want to ruin the mood. He’s pretty good with his fingers. We have sex and it’s fun but I don’t come. Afterwards, I turn off the light and try to go to sleep. It’s five a.m.

At six a.m, the sky is already beginning to lighten and I’m woken from half-sleeping by him groping me from behind. He spoons me and slips it in. Then he rolls me over onto my stomach and finishes like that. I enjoy the spontaneity.

At nine a.m, I’m fully awake. And I have a splitting fucking headache. I get out of bed, put on my PJs, and head to the bathroom where I take two Advil. My mouth tastes like garbage so I brush my teeth and wash my face and remove my eye makeup. It’s rare that I don’t do this before bed, but I haven’t had that much to drink in awhile. I pound some water and return to bed where he has put on his briefs and is chewing gum and looking at his phone. I crawl in next to him and put my arm across his chest. He moves in closer to me. We start making out again. He lifts my shirt and sucks on my breasts. My PJ pants come off and he crawls on top of me. This time I do come. He’s really good at grinding on top of me in just the right way. He doesn’t do the jackrabbit pounding preferred by so many porn-raised dudes of 2015. The orgasm magically disappears my headache.

Afterwards, I ask if he wants any tea or coffee. He asks what kind of tea I have. I tell him about my hippie selection.

“I’ll take coffee,” he says. I put on my PJs again and head for the kitchen.

I ask if he wants a piece of toast.

“No, thanks. But that’s nice,” he says. I know I’m breaking one night stand etiquette by offering to feed him. It’s an uncomfortable negotiation for everybody.

I return with the coffee and he scoots off the bed so as not to spill any on my sheets. He stands and peruses my walls. He asks about a painting of a woman’s naked body from behind.

“There’s a lot of naked people up here,” he says.
“I’m kind of obsessed with nudity,” I explain.

He asks about a calendar I have of three naked women in different shots doing various tasks backstage of a theatre. I explain that this calendar was a fundraiser I did for a theatre I’m involved with. I point myself out, topless and wearing a giant blond Afro wig. He tells me he too posed for a calendar, for one of his clients who is a drag queen. He takes out his phone and shows me the picture. He is dressed as Santa with his shirt open and is flocked by four drag queens dressed as the Golden Girls. One of them (presumably Blanche) is perched on his lap. He wins so many points with me in this moment.

“You were born to do this,” I tell him.

We finish our coffee and he gets dressed. He goes to the bathroom and I change into shorts and put on a bra under my T-shirt. We walk together down my hill, heading to retrieve my car. As we pass the bar from last night, a guy is opening the door and John’s brother knows him. He crosses the street and gives him a big hug. The guy takes us inside where there is glass all over the sticky floor. And a mirror over one of the booths is shattered. This guy is tasked with cleaning up the mess. We laugh at the wreckage and continue on our way.

I offer to drive him home (to John’s house).

“John’s going to be pissed at you for showing me where he lives,” I joke as I round a corner.

“Are you going to stalk him now? Don’t get weird,” he says, teasing me.

“Last night I thought I was going to roll in, have one drink at the bar, and head home. I had no intention of staying until 5 a.m. and then taking home John’s brother.” I laugh. He does too.

I pull up in front of John’s house and he gives me his number for when I’m next up in the Bay Area. We kiss goodbye and I drive off.

It is not lost on me the fact that I began this night lusting after one unattainable man, only to move on to another unattainable man, only to finally settle on an attainable man whom I wasn’t sure I wanted to sleep with. Why was I unsure about this third man? Because it was too easy I didn’t have to fight for it? Friends of mine have told me that I enjoy the chase, that I like the challenge of an unavailable man. But do I really? That’s not at all what I think I want. But then why is it so tempting for me to try to lure said man out of whatever current situation has him lusting after me and unable to do anything about it?

The last memorably good sex I had was with Burly Man in the elevator—because we both wanted it so badly and we knew we shouldn’t have it (again, his girlfriend), which only made us want it more until the tension built up to such a boiling point that when we finally did fuck, it was explosive. That is what I want—that level of passion and spontaneity that feels undeniable. I want my rational mind to be too overcome to get involved. I want to feel out of control. And what tends to come with that feeling of late is unattainable men in relationships.

When I ask John why he’s still with his girlfriend, he says, “She’s the best person.” Not, I’m so in love with her, or she’s my best friend. But, “She’s the best person.” Burly Man gave me a similar response when I asked about his relationship. And to me this sounds like each of these guys has put their respective woman on a pedestal where they can view her from below as this perfect being. And, not to take this analogy too far, but in this scenario, if she’s the Madonna, I’m definitely the Whore. I guess this justifies why John doesn’t want his girlfriend fucking other guys—if he sees her as this Madonna figure, the idea of her sleeping with other men would spoil her for him.

“I’m not a Madonna and I’m not a Whore. I’m your wife and I’m sexual and I love you.” Forgive me as I quote Sex and the City. When I went to look up the exact wording of this quote, I found that my memory of it was word perfect—either I have watched way too much Sex and the City or this phrase stuck in my mind for some reason. Probably it’s both. Charlotte says this to Trey as she’s trying to get him to have sex with her (he’s having trouble performing in bed, but likes to yank it to Playboy in the bathroom). This is an old story. In Masters of Sex, Bill Masters sees his wife as this perfect woman and the mother of his children—and he can’t bring himself to have sex with her. Meanwhile, he sleeps with flirtatious, sexually-liberated Virginia Johnson at every available opportunity. There’s always a sense in these illicit affairs that once it stops being illicit, the mistress becomes the wife and inevitably the free, spontaneous sex stops and “real life” begins. In this scenario, it is definitely more fun to be the woman outside the relationship tempting the man away from his quaint home life. But even as I’m playing the role of the Other Woman, I can relate to the wife/girlfriend back at home. I can see myself in her shoes and I wonder what’s her story, what are her fantasies? And I hope that she’s having some fun, that she’s taking care of her own needs. And my hope for myself is that when I am on the other side of this equation, I will be with someone who sees me not as a Madonna or a Whore, but as a multi-faceted person who has qualities of both these archetypes, and more.