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The Singlehood Series: He Fell Asleep While We Were On A Date And Embarrassed Me

Tired man sleeping on desk. Image from https://missionhillpsych.com/burnout/

The Singlehood Series: He Fell Asleep While We Were On A Date And Embarrassed Me

I wanted to leave him at the restaurant but I took him home.

Singlehood Series by Singlehood Series
30 June 2023
in The Singlehood Series
Reading Time: 6 mins read
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What’s the worst thing that could happen on a date? Being left with a bill? Is it your date not showing up? Is it your date having bad table manners? These are all bad experiences but they’re not the worst. According to me, the worst thing that can happen on a date is your date falling asleep. It’s so disrespectful and humiliating trying to wake someone up because the waiter is concerned about them. I know this because it happened to me. I spent the better part of what was supposed to be a romantic dinner date trying to keep my date from falling asleep.

Dan was a peculiar guy but I liked quirky guys so I didn’t mind that he was a little different. From the moment we started talking, I knew that he was nothing like any of the guys I had dated in the past. We bumped into each other outside my apartment building and I immediately noticed his warm smile. We chatted for a while then the conversation took a different turn. He started asking me some really strange questions.

“Did you grow up with your dad?” He asked

“What?”

“Do you have daddy issues?” He asked without letting me answer the previous question.

“I don’t think so,” I answered. “Why are you asking me such questions?”

“I just want to know what kind of a girl you are and I also like getting the awkward conversation out of the way.”

“That’s very strange. I don’t even know whether we’ll ever see each other again.”

“We’ll see each other again. In fact, I’ve seen you more times than you know.” He said, then drove off leaving me standing outside my apartment building.

“Okay. Hopefully, you won’t ask me any more awkward questions.”

“I can’t promise that.”

Despite the awkward encounter, Dan had me hooked. I wanted to keep talking to him and looked forward to the next time I would see him.

Sure enough, we met again the following day outside my apartment building.

“Do you live here?”

“Yes, I moved in last month. That’s why I told you that I had seen you more times than you know. I’m not stalking you, I promise.”

We both laughed then he offered to walk me to the grocery store where I was headed to buy some things. He even paid for my shopping before we went our separate ways.

“I’ll see you soon.” He said.

“Of course. You can have my number so we can communicate.”

I didn’t see him or hear from him for almost a week. I even started asking our caretaker whether he had seen the new guy around.

“Sijamuona madam. Kwani akona kitu yako? (I haven’t seen him, madam. Does he have something that belongs to you?)” The caretaker responded.

“Namtafuta tu. (I’m just looking for him.)”

A few days later, he called me letting me know that he was around.

“Can I come to your place?” He asked.

“Yes you can,” I answered and told him my house number.

Within a few minutes, he was at my door and I welcomed him in. He came in and went straight to my kitchen. I hadn’t tidied up the place since I wasn’t expecting company but that didn’t stop him from criticizing me.

“I didn’t think such a beautiful girl would be living like this.” He said

“I haven’t had time to clean up but I’ll do it tomorrow.”

“Don’t worry about it. I can tell my cleaning lady to come to your place when she’s done with mine.”

“That’s great.”

“Do you have any food?”

“I can prepare something. What do you want to eat?” I said, trying to redeem myself.

“Let me take you on a date. Get dressed up then let me know when you’re ready.” He said then left before I could respond.

It was a bit late and I was a bit tired but I couldn’t decline a dinner date. After taking a quick shower and dressing up, I let him know that I was ready and we met at the parking lot. I noticed that his eyes were bloodshot and I could smell alcohol in his breath.

“Were you drinking?” I asked as he opened the car door for me.

“Just one beer.”

He didn’t look drunk so I trusted him.

We got to Westlands and made our way to Peppertree. The place was already so packed but we managed to get a table. Dan was distant and silent which was so unlike him. We barely talked and even when our food came, he didn’t seem interested in eating. I saw him dozing off a few times but shook him a bit to keep him awake.

“Are you okay?” I asked.

“Yes.”

Shortly after, he dozed off again. I kept nudging him to make him stay awake but at some point, it was futile. I couldn’t believe the level of embarrassment I was experiencing. People started to notice that he was asleep since he was almost falling off the chair. Even the waiters were looking at us.

“Is he okay?” The waiter asked.

“Yes, he is. Could you pack our food?”

When the waiter left, I tried to wake Dan up so he could pay for the meal. I shook him several times but it was as if he was in a coma. I started panicking because I didn’t have any money to pay for the date. Then, I reached into his pocket and found his wallet. It had some cash which I used to pay for our meals and took a little bit more for the Uber.

A part of me wanted to leave him in the restaurant but I couldn’t. He had been so kind to me and even though he humiliated me in the worst way possible, I know that he was a good person. I called an Uber and asked one of the waiters to help me take him to the car.

As we headed out, I told the security guard to watch his car, then gave both the guard and waiter a Ksh 500 tip. We made it home and the caretaker helped me to take Dan to his house.

Dan called me the following day and apologized for his behaviour.

“Were you drunk?” I asked.

“I was. I drank half a bottle of whiskey right before we headed out.”

“You drove me to the restaurant.”

“I was fine but when we got there I just couldn’t stay awake.”

That was the first and last time we ever went out. I didn’t even want to talk to him after that. Whenever we met around the apartment building, we simply greeted each other and went our separate ways.

Check out

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My Date Got Very Drunk And Vomited In My New Car

He Showed Up To The Date With A Bad Flu

The Womanizer Who Ended Up Being Embarrassed By The Women He Was Dating

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The singlehood series is a collection of real-life stories and opinions from different people. It looks at the current world of dating around the world and the experiences that people have gone through.

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