I Went on 100 Random Online Dates for Valentine's Day (2024)

The prep, the excitement, the expectation, the hope, the dread, the fumbled attempt at a kiss at the end of the night; first dates can be knackering. A bad date is enough to put you off for at least a couple of weeks, months –even years. But the hope is, eventually, you dust yourself off and give it another go.

Harriet Richardson is an artist from Manchester whose work explores sex, class, capitalism and the climate crisis. You might recognise her as the woman who was photographed at a climate protest in 2019 with her placard “Leonardo DiCaprio’s Girlfriends Deserve a Future”. Her work includes a fake campaign to get a men’s contraceptive pill to turn sem*n blue to address trust issues and, more recently, she got all of her ex-lovers to meet her “for a talk” at Parliament Square on the day of a climate protest to boost numbers at the march.

After a painful internet romance ended too soon, Richardson was inspired to delve deeper into the dynamics of digital dating and ask if you can truly connect authentically online. And what better way to do that, she thought, than to go on 100 online dates in a row on Valentine’s Day. Yes, a hundred, with each video call lasting five minutes, one after the other from 7AM until midnight.

The concept echoes the endurance art of Marina Abramović and the tragicomedic work of Kim Noble, with the potential to be intense, heartwarming, unpredictable, life-affirming and bizarre. The invitation to date 28-year-old Richardson was open to any ages, genders, orientations and relationship statuses, including “exes, artists, singletons, colleagues, old flames, friends I’ve not met yet, collaborators, people I’ve accidentally ghosted, that one guy I fancy, cats and landlords’ husbands”.

With consent, she filmed some of the dates for an exhibition later this year, along with livestreaming some on her Instagram page for curious voyeurs. We caught up with her the morning after the night before to find out how it all went.

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VICE: So, how did you feel going into it? Harriet Richardson: I slept really badly the night before. I had about three hours sleep because as soon as I got in bed, all I could think about was what people’s reactions would be.

**Let’s go back to 6.45AM. How did you prepare?
**I was making spaghetti bolognese at 6.45. I had to meal prep and I was thinking hour by hour. I was sort of feeling excited as well. I couldn’t stop shaking because I felt like I was getting ready for a date, which I was, but times 100!

**Who was the first date?
**A woman called Jen. She’s so lovely. It was nice to begin with a woman –Jen had a very calming presence. She set me up for the next 100.

**Are you used to going on dates with men more often than women?
**I’ve only been on a date with a woman maybe twice in my entire life, and I’ve dated way more men. When I was speaking with women it felt like I cared more about how I was being perceived. I imagine it’s down to the fact that I know what it’s like to be a woman.

I Went on 100 Random Online Dates for Valentine's Day (1)

Did you have a plan of what you would talk about with people?
I’m not gonna lie, I very rarely struggle for anything to say in any situation. I don’t really get socially anxious –at least, you know, on the outside. I wanted it to be as organic as possible. If I was meeting any of these people in real life for a date I wouldn’t be rehearsing lines. The only line that I thought about when I was trying to fall asleep the night before was asking people if they come here often [laughs]. I’m really happy that I didn’t do that.

**Is there a part of you that was genuinely looking for love?
**I would say connection, rather than love. I think love is something that develops over time. I wanted to also reinstall a feeling of hope about meeting people online. Recently, I was speaking to a guy for about a month online – I would speak to him pretty much every day and it got sexy, and then we met up and it was so different. Maybe I’d just been a bit naive in thinking that we had anything more than just a sexual connection. So then I was really interested to know whether a five minute conversation with someone could feel more authentic than that entire exchange.

**Did you keep track of how the dates were going?
**I kept a tally for the whole day of different things: people that I got nervous about, people that I felt a genuine connection with, then creeps and no shows and stuff like that. There was only one creep. I thought that was quite good out of a hundred!

I Went on 100 Random Online Dates for Valentine's Day (2)

Can you tell me about that?
I knew he was going to be creepy and I was thinking, ‘Should I call it off or no?’ I decided to go ahead because that’s part of it, isn’t it? This feels like a really good sort of cross-section of what dating is. You will get creepy people you don’t want to be around, and I had to at least endure that. He just basically wouldn’t leave the call. You could tell he was getting off on making me feel really uncomfortable.

**Jesus. Meet anyone you fancied?
**There were probably ten dates where I came off blushing and really excited. For that to happen ten times in a day is wild! I’ll definitely be in contact with them again.

**Did you spot any patterns?
**It was surprising to me how often you’re able to get into quite meaningful conversations within about a minute. I found this more with women and more with older women. I’d say it happened probably five or six times where we were two minutes in and they would tell me that they had a sick parent or they’d just gone through divorce. Maybe it’s to do with having someone to talk to on a day like Valentine’s Day.

I was [also] really impressed that not only were actually 95 people on time and ready, people had set up dinner, or lit a candle or had a gift. I had poems read to me by three people. Isn’t that ridiculous? Someone sang me my favourite song on the piano.

**I thought there would be more horror stories from your 100 dates, to be honest. Did you?
**Being completely honest, as a woman who’s dated in London, I thought it would be like, 50/50 horror stories. There was just one creep, and that was it. Is that not the most incredible thing you’ve ever heard? It gives me so much hope in humanity.

**So would you recommend speed dating as a way to making good connections?
**I actually had thought about doing it in preparation for this performance, but then I thought it would be more authentic if I’d never done this before. Something about the time constraint was quite relaxing for me –you know that you don’t have to be there for two hours making conversation with someone you don’t get on with.

You did get stood up a few times?Five or six times, but I had a reserve bench. I did another call out the day before and said I might need some backup dates –there were a hundred people on the bench! I thought I was going to be begging people to date me.

**Were there any old flames rekindled?
**Maybe friendships. Like, I should get in contact with this person afterwards.

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**How did you keep up the stamina?
**Well, I don’t drink caffeine because it makes me anxious. I did this whole 15 hour experience without caffeine, which I think in itself is already some kind of achievement. At first I tried to get in the headspace of “what would Marina Abramovic do”? I only lasted about half an hour because I’m pretty sure she doesn’t have a bottle of Aperol next to her at 11AM when she’s doing a performance.

**Were you drinking booze?
**I was having Aperol spritzes and then I got through one and a half bottles of Prosecco. I’d been on sober dates in the past and they just weren’t as fun.

How did you feel at the very end?
I actually ended up doing 101 dates. I then shut my laptop and I cried for about five minutes. I think it was a mixture of being overwhelmed by around a hundred lovely dates and pure exhaustion. Then I couldn’t sleep! Can you believe I was lying in bed thinking about all the different dates! I was stuck in this f*cking love marathon.

@Jak_TH

I Went on 100 Random Online Dates for Valentine's Day (2024)

FAQs

Should you celebrate Valentine's Day if you just started dating? ›

You can suggest keeping it low-key since you're new to the relationship, as well as make a plan for a nice dinner or an outing if you'd like. For instance, you could say, "Our relationship is still pretty new. Why don't we keep Valentine's Day low-key? We could say no gifts, though cards are fine.

How many dates before Valentine's Day? ›

Recent research from Hinge revealed that 47% of their users think you need to wait until after the second or third date to suggest celebrating Valentine's together. But really, there are no hard and fast rules on when you should or shouldn't ask someone out for the big romantic day.

Do you get a Valentines gift for someone you just started dating? ›

Keep gift giving simple, or skip it altogether

Gifts are a fun part of showing someone how much you care about them, but they can also create a lot of anxiety for the giver if you are still getting to know each other.

What is a situationship on Valentine's Day? ›

So how to go about your situationship on Valentine's Day? Acknowledge that the V-Day is happening and that the two of you are in an intimate thing but also signal you don't want the day to be super deep romance by resorting to some goofiness.

What to say on Valentine's Day to someone you just started dating? ›

First Valentine's Day Card Messages
  • This is the start of something really great. ...
  • One Valentine's Day down, many more to go.
  • I'm so excited for many more "firsts" with you.
  • You make me smile every day. ...
  • This seems like a great time to tell you that I have a pretty big crush on you.
Jan 26, 2024

At what stage in a relationship do you celebrate Valentine's Day? ›

27% of Australians would ideally celebrate once they'd been dating someone for 2-5 months, 15% 6-11 months, and 12% after a year.

How many dates until the kiss? ›

Many people will share some form of kiss on a first date, but it might be more of a peck than a snog. Though some will feel ready for a full on smooch if the chemistry is right. Others might wish to wait until date number two or three before they lock lips with someone.

How many dates before officially dating? ›

Some people say that you only need to go on about 5 or 6 dates before a relationship is made official. But that's OK if it isn't enough comfortable for you. In this case, you should be have enough time showing your true self to each other before you can enter a serious relationship.

How many dates before making love? ›

A second study in 2017 asked men and women specifically how many dates they usually waited before having a sexual experience with their partner. On average, men reported waiting about five dates, and women reported a preference of waiting closer to nine dates. Overall the average was about eight dates.

Should I give my situationship a Valentine's gift? ›

Just to reiterate, you probably shouldn't be getting your situationship anything. In fact, you shouldn't be in a situationship at all. A piece of unsolicited Valentine's Day advice? Be clear about what you're looking for and set those boundaries.

Do you ask someone to be your Valentine if you re already dating? ›

“I feel like if you ask your girlfriend the question, they feel more special even if you're already dating. It's just that extra step to go above and beyond to make you feel like a special someone on a special day,” senior Giuliana Marsili explained.

Are you automatically your Valentine if you are dating someone? ›

Being in a relationship doesn't automatically make them your valentine. Should you ask your significant other to be your valentines? With Valentine's Day just around the corner, people in their loving relationships are asking themselves if they need to ask their significant other if they will be their valentine.

Can you cuddle in a situationship? ›

If you haven't defined the relationship yet but are still sleeping with each other/cuddling/hanging out in a non-platonic way, you might be in a situationship.

Do situationships count as relationships? ›

Whether you are in a situationship or relationship may be a matter of timing and progression. Situationship is another the current term for 'hanging out' or when two people who are exploring a 'thing'. It's considered a casual relationship without a label.

Do you go on dates in a situationship? ›

You don't go on dates

Dates are a great way to help you get to know one another outside of your everyday environment. But in a situationship, there aren't many dates planned — if any at all. To that end, you might also not take the person you are seeing to official events like weddings and company parties.

Is it OK to go on a first date on Valentines Day? ›

Valentine's Day isn't just for established couples. The day can set the scene for a fun first date, a therapist says. Dating experts suggest keeping things light with a drink or activity, like a game bar or arcade.

Do couples celebrate the day they started dating? ›

Some people celebrate the anniversary of their first date or first kiss, while others celebrate the day they became exclusive or defined the relationship.

Do you ask your GF to be your Valentine before Valentines Day? ›

You should just ask her in advance because asking her over text on Valentine's Day is not good enough. That would confuse her and question her importance in your life. Grady Shumway further adds: Opt for a face-to-face conversation rather than a text message to convey sincerity and confidence.

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