sex diaries

The Engaged Hong Kong Guy Worried About Catching STDs From Prostitutes

Once a week, Daily Intelligencer takes a peek behind doors left slightly ajar. This week, the Engaged Hong Kong Guy Worried About Catching STDs From Prostitutes: Male, 29, Hong Kong, finance, straight, engaged.


5:15 a.m. Head to gym. Have a message from my fiancée who lives in New York, but don’t read it yet. I know it’s going to be her complaining about her day and her thesis.

8:15 a.m. On WhatsApp with fiancée. She had a crap day and made very little progress on her thesis. It’s the same story every morning. We’ve been engaged six months, dated for five years before that. After a year in Hong Kong I decided I needed to make it official. She resisted until she saw the 4.5-carat ring.

10:30 a.m. Oxford, my wingman, just got to the office and claims he is still drunk. He’s British, 24, and went to, you guessed it, Oxford. He is very lucky with the ladies. He wants to hit up a networking event later in the evening. I don’t commit.

12:43 p.m. Text from one of the girls I see on a regular basis, a Thai masseuse. She’s 26; I met her at a happy-ending massage place nine months ago. After a few times, she asked if I wanted a more private massage. Since then, she comes over two or three times a week, for which I pay her $150 to $200 (U.S.) per visit. I’ve never told her my real name. She asks if I want her to come over tonight. I reply yes. She says she will bring dinner. I tell her not to.

2:48 p.m. Fiancée messages to say she is going to sleep. We message back and forth for a few minutes. The thirteen-hour time difference is a killer, and making us drift apart, I think. I hope things get better when she moves here after she graduates, but without all her friends, her support system, my work hours, and the new city, it’s going to be a rocky road.

8:16 p.m. Masseuse is running late. I wolf down the sandwich I brought from Subway for dinner and jump in the shower.

8:28 p.m. She finally gets here. We make out by the door, while I push her against the wall and start taking her clothes off. She has big tits and a tiny waist. When she dresses up, she turns heads, but I’ve told her that she can’t look like a whore walking in and out of the building I live in.

8:35 p.m. She lets me spank her, but also lets me know when she’s had enough by moving, pulling my pants down, and giving me head. She’s really good, and is hitting all the spots I like.

8:42 p.m. I’m about to come when my phone rings. I push her off and grab the phone; it’s work.

8:45 p.m. I’m not that hard anymore. Masseuse starts again. Wood. I tell her I only have ten minutes before I have a call.

8:53 p.m. I hold her head as I come into the back of her mouth. She hates that. When I release her she spits my come back on me. I deserved that. Quickly clean up.

8:59 p.m. Dial in for my call from my home office.

10:10 p.m. Return to find she has dinner laid out on the table. I tell her I ate already and she’s upset. I remind her I have a girlfriend; I don’t need another. If she wants a boyfriend, she should leave and find one. Cue yelling in Thai.

10:43 p.m. I find Masseuse in the shower. I jump in to join her. She washes me well, scrubbing my back. This leads to us soaping up and me touching her, but when I try to go for her butt, she says the last time we had anal she hurt for a day. I apologize, tell her we will use more lube next time.

10:55 p.m. In the bedroom now, Masseuse tells me she wants sex. I remind her I’ll only ever have anal sex with her, not intercourse. I ask if she wants to come or if she wants anal. She picks anal. I get the condoms and lube and get started.

11:20 p.m. She asks if we can stop. I pull out. She offers to blow me, but I decide to jerk off on her stomach and touch her clit instead.

11:28 p.m. Not sure if she came. She goes to wash up and comes back with a wet towel to clean me up. She tells me that we should have vaginal sex, saying I don’t need to wear a condom because after the abortion she had two years ago, so she can’t have kids. Um, no.

11:45 p.m. Tell Masseuse that it’s time for bed. She hops in bed, naked. I send a message to the fiancée; tell her that I’m crashing. Masseuse asks if I want a back massage. Give her a big kiss. Yes, please.


5:15 a.m. Alarm rings. Don’t want to go to the gym; Masseuse is nice and warm, lying on top of me. I try to push her off, but she starts rubbing my morning wood. I can’t skip the workout but the release would be good. I tell her to give me a blow job. She opens one eye and looks at me like, “Are you serious?” I touch her instead.

5:22 a.m. As a compromise, she agrees to lick my balls while I jerk off.

5:25 a.m. I come. While I go to the bathroom I remind her that she has to leave in ten minutes, five minutes before I leave.

10:30 a.m. Oxford still isn’t in the office. I call him and it sounds like I woke him up. Tell him to get to work.

7:20 p.m. Oxford, Coworker, and I are having a boy’s night out. Coworker is a very shy and quiet guy. Start at Yardbird for cocktails and eventually dinner.

7:22 p.m. First round, sake bombs.

9:40 p.m. Start talking to two Korean girls at the bar tables behind us. They are in town visiting. Oxford is already laying the groundwork.

10:40 p.m. Head over to Quinary. Coworker won’t say much, though keeps drinking and ordering drinks for all of us. One of the Korean girls is into me and I could close, but I’m not going to.

12:10 a.m. Oxford and I decide to run the separation play. He takes his girl outside for a drink and a smoke while I keep the friend busy.

12:25 a.m. Oxford sends me a message. He’s walking his girl up to his apartment. Fifteen minutes—this kid is good. Plead ignorance when the girl asks about her friend and Oxford.

12:45 a.m. Walk into a shady hostess bar. Everyone knows Coworker here. We get a table and there are two girls for each of us in a minute.

1:30 a.m. Reply to a text from Oxford asking if we are still out. Black out.


7:20 a.m. Phone vibrates, wakes me up. Takes me a few minutes to realize where I am. I remember leaving, getting a cab home. Wait; there is a naked girl in my bed.

7:22 a.m. I recognize this girl, a Filipino prostitute. She has come home with me before, months ago. It was her first month in Hong Kong. Scour the apartment; look for any sign of what happened. I don’t find any condom wrappers.

7:35 a.m. Head is pounding; I can’t think. Need to sleep some more. I get back into bed. She rolls over and lays her head on my chest.

10:45 a.m. Fiancée messages, asks if I want to Skype. And show her who is in bed with me? Nope, ignore. Back to sleep.

1:15 p.m. She wakes me up, says that she should go. I tell her to shower first, that we should spend some time together. I ask if we had sex; no, but I fingered her and was rough while pulling her hair. I’m very sorry about that. So how about a quick blow job then?

1:32 p.m. She is getting impatient and I’m having a hard time coming. Clinical term: whiskey-hangover dick. I jerk off and shoot on my stomach.

1:36 p.m. I reply to fiancée, explain I’m very hungover. She is predictably upset.

1:50 p.m. I give the prostitute cab money.

10:35 p.m. Stop by a friend’s house party. This is a good group of people, mostly expats and a few locals; no one works in finance. They make me realize that I live a life of ridiculous excess.

11:45 p.m. Half-Australian-half-Thai teacher is trying to chat me up. While she is very cute, she has a lazy eye. That’s a no-go. When her friend sees how drunk she is and intervenes, I take the opportunity go home.


10:30 a.m. Message fiancée, tell her I’m walking home from the gym, can she Skype?

10:50 a.m. Trying everything to prevent a fight with fiancée, but she’s pretty determined. She has a ton of questions about the wedding and I don’t want to talk about it. I tell her to figure it out with her mother, my mother, and her sister. She starts crying. She says she’s too stressed out writing her thesis, trying to graduate, and planning a wedding. I tell her that I will make a trip to NYC in a couple of weeks for a few days and we can use it to make all the decisions for the wedding. Good save, it’s all sweetness and light from here on out.

12:20 p.m. Lazy eye sends me a message, asks if I want to meet her for brunch?

12:22 p.m. I can’t. She’s off-limits. This isn’t a random hookup; this is someone who my fiancée will interact with when she moves here. Make an excuse to Lazy Eye and find my way to YouPorn.


12:20 p.m. Meeting with Indian girl on my team, updating me on the clients we are meeting tonight. She has one too many buttons open on her top and I can see her big boobs and blue lacy bra. Wonder if the panties match. I interrupt her and tell her that a button seems to be undone. She seems embarrassed as she does it up but I just politely smile and explain that I want her to look and be professional.

3:30 p.m. In the men’s room, trying to analyze the secretion from my penis. It’s normal pre-come, I keep telling myself. This always happens to me; I do things that I know are dangerous and not worth the thrill and then spend the rest of the time worrying about STDs and the morality of what I did. Note to self: Do not go to WebMD.

3:38 p.m. Ask assistant to make an appointment with my doctor this week.

7:40 p.m. Masseuse asks if she should come over. No, not tonight. I have drinks with clients.

8:30 p.m. Drinks ends up being with two clients, Indian associate, and me. I suggest dinner.

11:20 p.m. Clients are walking ahead as we leave dinner. Indian associate apologizes again for the button thing today. I say no problem, but next time she sees my fly down, she better tell me too. She blushes.


5:15 a.m. Decide that I need to jerk off before the gym. Grab my iPad and go to YouPorn.

5:18 a.m. In the bathroom, trying to figure out what that bump is at the base of my penis. Has to be an ingrown hair.

7:40 a.m. Have a message from my fiancée telling me that she loves the flowers I sent her and that she loves me. Flowers? What flowers?

7:41 a.m. I remember. When I ordered Valentine’s Day flowers for her, the guy asked if I wanted to send her flowers once a month. I said yes, for the next five months, as I thought it would be a nice surprise for her. Nice surprise for me, too.

10:20 p.m. Home. I’m tired and irritated at how the day went. I think of sending a message to Masseuse but then I think about my doctor’s appointment tomorrow.


5:15 a.m. Jerk off to YouPorn.

9:05 a.m. I am sitting in the waiting room at the doctor’s office. I know it’s too soon and the tests won’t show anything, but I want to do it anyway. I know Masseuse is clean; she has tests once a month and swears that she only gives hand jobs at work and never anything else.

9:12 a.m. Awkward conversation with my doctor about sex. He won’t do an STD test unless I explicitly ask for it and then makes comments in which he tries to give me advice, but judges me and my lifestyle.

2:15 p.m. Masseuse is going out with her friends to some happy hour tonight and wants to come over after. I’m of two minds; the drunker she is, the rougher she likes it.

4:40 p.m. Indian associate is wearing a low-cut top and bends in front of me. I zone out and start wondering if she keeps her undercarriage well-trimmed. My Indian guy friend once told me that most Indian girls do not shave.

11:15 p.m. At Model’s Night at Dragon-I. I see Oxford standing on the couch talking to two girls. I step out to make a work call. When I finish I see this very tall Chinese model standing alone, smoking a cigarette.

1:05 a.m. Doing shots of Patron Café. Model is very skinny, dressed too slutty with heels that she can barely walk in. Just my type. Her English is very poor and she is not smart. I have to get up on my toes to kiss her. I tell her we should leave.

1:45 a.m. We are in my living room; she is sitting on my lap and we are making out. Her very small, tight dress is pulled down to her waist.

1:55 a.m. She returns from the bathroom and asks who the girl in the picture on my desk is. I tell her the truth; she’s my fiancée. She asks me a few more questions about us and then says she wants to leave. Okay, that’s fine. I’m tired and want to call my fiancée to tell her I love her.

 TOTALS: Three blowjobs; one attempted act of anal sex; two acts of masturbations; two attempted acts of masturbation; one STD test.

Engaged Man Worried About STDs From Prostitutes