Who’ll find love on our blind date? This week it’s Rebecca, 52 and Monty, 60

Who’ll find love on our blind date? This week it’s Rebecca, 52 and Monty, 60 but will romance be on the cards?

  • Every week, FEMAIL asks two singletons to report back from their blind date 
  • This week Rebecca, 52 and Monty, 60 shared the outcome of their date in the UK 
  • Would you like us to find you a date? Are you a singleton, or is there someone you’d like to send on a blind date? Email: [email protected] 

Rebecca, 52 (pictured) has been single for eight months and has two daughters 


Dating Past? 


Single for eight months, with two daughters, 20 and 14. 


My own tent rental business. 


Intelligent and with an open mind. 

Unfortunately, I’m a serial monogamist. I spent 15 years with the father of my children. We parted amicably nine years ago and are still friends. My last relationship lasted for eight years but we separated in October last year. 

Pre-Date Nerves?

It was my first date since I split with my ex, so I was feeling a mixture of nerves and excitement. My friends are pleased I’m doing this — they think it’s a great way to dip my toes back in the dating pool. 

First Impressions? 

Monty was already at the restaurant and while we initially went to shake hands, somehow it turned into a kiss on each cheek — it felt natural. Monty is a handsome man with lovely blue eyes and chiselled features. He looked dapper in a tweed jacket with a handkerchief in his top pocket. I’d decided on a pink jumpsuit which Monty liked — as did the guy at the next table. 

 We went to shake hands but it turned into a double kiss

Easy To Talk To? 


LIKED? Monty and I have a lot in common

REGRETS? No — I loved it 


We’re both in the first year of moving on from our exes and agreed we aren’t terrible people just because we’ve been through a split. Monty’s interesting. He’s immersed in the crypto and tech world so does a lot of travelling for work. He loved hearing about my business, too. I rent out tents and he was shocked that 250,000 end up in landfills each year. I think he could see I’m trying to do something good for the planet. When we eventually got around to ordering, I went for veggie options and Monty had shepherd’s pie. We ordered a gin and tonic each, but I tried not to get drunk — it’s not a great idea on a date! 

Embarrassing Moments? 

I don’t think so. I tend to speak before I think, so I was careful to be on my best behaviour. 

Did Sparks Fly? 

I really liked Monty and he gave me a peck on the cheek as I got into my cab. But I don’t think he’s ready to start dating yet as I suspect he is still getting over the separation from his wife. I’d like for us to stay friends. Who knows what the future might bring? 

See him again? 

Yes, I’d like to. We exchanged numbers and have been texting since. 

What do you think he thought of you? 

Monty was complimentary but I don’t know if he liked me in that way. Everything is pointing to a friendship. 

Would your family and friends like him? 

Yes, Monty is a nice, kind and independent person. He’s funny with a dry sense of humour too. 

Monty, 60 (pictured) divorced as year ago and has one son

Monty, 60 (pictured) divorced as year ago and has one son 

MONTY, 60 

Dating Past? 

My wife and I fell out of love and went through a mutual and kind divorce in 2021 after 22 years of marriage. It went so smoothly, I even got a refund from my divorce lawyer. 


Divorced a year ago, with a son, 19. 


Consultant for start-up tech companies. 


An intelligent, busy and curious woman. 

Pre-Date Nerves? 

I was nervous. Dating again after being faithful for 22 years is weird. I still can’t shake the feeling I shouldn’t be doing it. I’d never used the apps. I prefer the old-school approach of meeting in real life. 

First Impressions? 

I was early, being a bit nervous I wanted to get seated first. Rebecca arrived on time. The first thing I noticed was that she has lovely bright eyes and a fabulous figure. She was bubbly and wearing a fabulous pink jumpsuit. We went to shake hands but ended up kissing on the cheek. 

Easy To Talk To? 

 What a fantastic first step back into dating — but is it too soon?

Yes — and we didn’t get drunk either. I told Rebecca how impressed I was with her business. As someone in the tech start-up world, it’s the best idea I’ve heard in years. We also covered our exes, our kids and our dreams for the future. It was obvious we both trusted one another and it was easy to talk about personal things. 

Embarrassing Moments? 

The maître d’ was annoyed I’d arrived early. We took an instant mutual dislike to one another. 


LIKED? Rebecca emanates good vibes



Did Sparks Fly? 

We’re both fresh on the dating circuit and I see our blind date as a brilliant first step on our journey. Rebecca is a fantastic woman, it’s just that I suspect it’s still a bit too early for both of us. That said, it’s a date we’ll both remember for how lovely the other person was. 

See her again? 

We swapped numbers. I genuinely want to help her with her business in any way I can. Before we parted ways, I made sure she got a cab — it’s the gentlemanly thing to do. 

What do you think she thought of you? 

Rebecca liked me — probably because we are so similar. We’re both nice, decent people who love our kids and respected one another for that. 

Would your family and friends like her? 

Yes, Rebecca is a good person. She’s someone you immediately trust.