The Retiree Having Sex at Her Boyfriend’s Office

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Photo-Illustration: James Gallagher

This week, a lady plans romantic journeys together with her boyfriend whereas worrying he’s excluding her from his household life: 52, in a relationship, New York. 


9:05 a.m. The oat-milk latte from the bougie espresso store downstairs has kicked in. I often don’t like spending that form of cash on a cup of espresso, however I’m feeling impressed by life currently. Why? Because I’m having the very best intercourse I’ve ever had. And I’m 52!

11:11 a.m. I dress to go on an extended stroll. I dwell within the West Village and wish to stroll to at least the Flatiron after which again right down to Tribeca and again. I’ve been in love with town for so long as I can keep in mind. It’s the one love that’s all the time lasted for me.

2 p.m. Walk is completed. I bathe and ship a unadorned pic to T, my new boyfriend. He’s divorced, profitable, and really attractive. I by no means received married, and a part of me thinks every little thing was meant to guide as much as assembly him. He writes again, “You are so fucking attractive.”

5 p.m. T has dinner together with his children tonight — they’re of their 20s and dealing within the metropolis. We’ve been relationship for six months and I’ve solely met them a handful of instances, largely in passing. It’s our one sore spot. I really feel like he’s holding me from assembly them and it hurts my emotions. He says that it’s delicate as a result of they’re much nearer to their mother, and he’s in a interval of rebuilding his relationship with them and bringing a brand new girlfriend round would possibly intrude with that. It sounds weak to me, frankly … however I attempt to respect it. I by no means had children and it’s an enormous remorse, so the prospect to be a step mom or sometime a step-grandmother is a beautiful idea. But once more, I attempt to play it cool concerning the topic.

9 p.m. I watch an episode of Dopesick. It’s very disturbing and nice TV, in my view. I was a TV producer. I made some huge cash on a pair reveals and now I contemplate myself retired. As I go to sleep, I take into consideration intercourse with T. Then I pop a sleep gummy and sleep like a child.


10 a.m. I lately invested in a number of new intercourse toys. I play with some on my own, however first I ship T an image of them laid out on my mattress. He’s coming over tonight, so he texts again to not contact a factor. I maintain off on masturbating. I like that form of mild domination.

3 p.m. A facial and a blowout. The perks of being in your 50s and having created a pleasant life for your self. I’ve no complaints about my age apart from my regrets about not having a child. I ought to have performed it alone. I used to be busy working and fucking and fucking round. I had lots of enjoyable and time flew and earlier than I knew it, half my life was over.

5 p.m. I begin cooking for T. I’m a very good prepare dinner, one other perk of not having children. I used to be in a position to domesticate hobbies like cooking and tremendous wine. I’m making lamb chops with different Mediterranean sides tonight. T will deliver the wine — he’s a complete wine snob.

7 p.m. He’s right here. He’s beautiful. We’re making out and I wish to fuck instantly. He’s coming from work (he’s in finance) and must chill out slightly first. We have wine and I put dinner out. I’m very attractive, however I can wait.

9:30 p.m. We’re having nice intercourse in my mattress. We use a few of my intercourse toys on me — he isn’t into any toys on his balls or ass, which is okay with me.

10 p.m. We each come, nearly at the identical time. T falls asleep and I am going to the lounge to observe another episode of Dopesick.


9:15 a.m. I don’t wish to go to spin class, however I do. My greatest pal, D, and I by no means miss this Wednesday class. D is married however has all the time had affairs. I don’t know how she’s pulled this off however both her husband doesn’t know or doesn’t care. I don’t assume he cheats on her, however who actually is aware of? We all have secrets and techniques.

11 a.m. D’s newest extramarital affair is with a pair. I’m obsessive about the logistics of all of it. Their intercourse entails lots of smoking weed and giving head. Neither are my favourite issues, however to every their very own.

3 p.m. My pal X invited me over for wine and cheese. X is within the wine enterprise. I like her, however she’s form of destructive. She likes to hammer in the truth that T gained’t combine me into his life together with his children. I do know it’s form of odd, however I additionally don’t assume it’s an enormous pink flag. We solely met six months in the past via a matchmaker. We haven’t any purpose to hurry issues. We’re on a special observe. I’m completely not eager about a husband — if I used to be, I’d have been married way back. Nevertheless, X has a means of sending me off feeling slightly anxious about issues. There is a phrase for such a pal … is it an underminer?

9 p.m. I simply received off the telephone with T. We talked about our days and likewise we deliberate slightly journey collectively. We’ve performed weekends away earlier than however by no means one thing that concerned airplane tickets. We’re a COVID relationship, in order that was form of off the map till now. Now we’re planning to go to the Bahamas in February after which Paris within the spring. T is de facto enthusiastic about our journeys and I take that as a really optimistic signal. X and her negativity can suck it.


8:20 a.m. I’ve a piece espresso assembly at present. It’s for a challenge that I is likely to be eager about serving to with.

10 a.m. The assembly was unusual. The lady spearheading the challenge was very disagreeable. I believe I’ll move.

12 p.m. I cease by T’s workplace since my assembly was close by. It’s almost empty there due to COVID hours. I’m insanely attractive seeing him at work. I counsel we discover a personal place to idiot round and the one place he can consider is the toilet. Everywhere else has cameras.

12:15 p.m. We are fucking within the toilet stall and it’s so scorching, I can’t even take it. I make T pull out and are available throughout my black pants. I wish to go residence together with his cum stain on me. He completely will get off jizzing on my outfit.

2 p.m. We seize a fast lunch.

3 p.m. I stroll residence coated in cum and smiling ear to ear.

9 p.m. More journey plans with T on the telephone. I’m so enthusiastic about our future.


10 a.m. I’m scrolling via Facebook on the lookout for some new condo issues. I see lots of my exes on Facebook. I’m mates with most of them. Sometimes it feels odd that everybody has moved on and began households and larger livelihoods and I’m right here, mainly the identical individual I all the time was, however then I believe that this was all the time my path. I’ve all the time been fairly comfortable — if my life depressed me in any means, I’d have modified one thing.

2 p.m. I obtain an audiobook and stroll as much as Central Park and again.

5 p.m. I make a monster bowl of pasta with butter and good Parm. I’ve earned it. I pour a glass of pink wine.

7 p.m. T is together with his children tonight. I really feel barely overlooked so I pop a sleep gummy early and shut it down.


9:20 a.m. I’m imagined to see an outdated flame for brunch at present. Let’s name him F. I do know he’s going to wish to fuck. T and I’ve by no means actually mentioned our guidelines when it comes to sleeping with different individuals. That dialog all the time felt juvenile to me. I do know we’re “unique” to one another and I do know sleeping with another person can be dangerous, however I might actually justify it. I’m unsure how I’ll really feel after seeing this man.

11 a.m. F seems superb. He’s Italian with nice hair and man, he loves intercourse. I can image him undressing me as we catch up about our vital others (he additionally has a newish relationship). We’re close to the Wythe Hotel and simply as predicted, he suggests we get a room.

12 p.m. I’m enthusiastic about it, I inform him.

12:30 p.m. Another mimosa. This makes three.

2 p.m. We are making out outdoors the restaurant. He’s an unbelievable kisser. I inform him we have now to cease and I hail a taxi the old style means.

3 p.m. I’m smiling enthusiastic about brunch. It felt just like the outdated me, slightly bit reckless, but in addition fully innocent. I don’t even assume I’ve violated something with T. It’s all good.

9 p.m. I used a vibrator and picture what would have occurred if we had checked into the lodge room. I come very onerous. And … lights off.


10 a.m. T has formally booked the Bahamas tickets! I’m actually excited.

11 a.m. I ship T a textual content suggesting that I’ve his children over for slightly vacation celebration subsequent week. I’d like to prepare dinner for them and their companions or mates, no matter. T says it’s an important thought however I sense slightly ambivalence, and that hurts a bit.

3 p.m. I textual content T concerning the vacation celebration. Did he ask them in the event that they’re round? Can I put it in my calendar? I wish to begin recipe planning. He offers me a imprecise reply — implying he isn’t positive if it’s a good suggestion and that he hasn’t texted them about it but — and now I formally wish to cry. I attempt to give attention to the Bahamas.

5 p.m. I’m supposed to satisfy T for dinner tonight. I’ve by no means performed this earlier than, however I abruptly cancel on him. I give you an excuse that ought to ship a message that it’s possibly true however that I’m additionally pissed off.

6 p.m. T calls me. He is aware of I’m upset. He needs to speak. I recognize that he needs to speak with me, however I inform him I’d reasonably discuss in individual. I don’t wish to appear whiny about his children. It’s such a delicate topic. I counsel we meet up tomorrow so I can take the night time to gather my ideas.

9 p.m. Masturbate or Dopesick? I am going for the TV. I’m sick of enthusiastic about love and intercourse.

10 p.m. T texts, “I’m right here to speak everytime you’re prepared. I like you. Good night time.”

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