When we purchase insurance, it’s often in the hopes of never needing it. Similarly, most of us are interested in having a long-term relationship with someone we genuinely like. However, that doesn’t mean one shouldn’t make plans, just in case, if nothing works out.
Someone asked “Has anyone made a deal with a friend that if they weren’t married by a certain age they would marry one another and actually follow through? How did it go?” and people shared their stories. So get comfortable as you scroll through, upvote your favorites and if you’ve seen (or done) something similar, be sure to share it in the comments down below.
#1

Not exactly the same scenario but my grandparents were best friends with another couple before/during WWII. The two boyfriends (later husbands) were pilots in the Royal Canadian Air Force. And they had always agreed that if something happened to the other, that the surviving one would take care of the “other one’s girl”. And basically not leave one of them to be a single widow with no help I guess.
Well they both survived the war but my grandparent’s friend’s wife passed away some time after the war of cancer, he remained very close friends with my grandparents. When my grandfather passed away in the late 1970s my grandmother married the surviving friend. They were married for many happy years and took care of one another until his death.
It wasn’t until I was like 10 years old that I found out this man (who I lovingly also call grandpa), wasn’t my grandfather by blood. But instead was the best friend of my late grandfather. ❤️ I wish I could’ve known my real blood grandfather too, but I’m lucky to have had the Grandpa I did. It was around the time that this Grandpa (second grandpa) died that my parents told me the truth.
Grandma is still kicking, she’s 96 now.
Well they both survived the war but my grandparent’s friend’s wife passed away some time after the war of cancer, he remained very close friends with my grandparents. When my grandfather passed away in the late 1970s my grandmother married the surviving friend. They were married for many happy years and took care of one another until his death.
It wasn’t until I was like 10 years old that I found out this man (who I lovingly also call grandpa), wasn’t my grandfather by blood. But instead was the best friend of my late grandfather. ❤️ I wish I could’ve known my real blood grandfather too, but I’m lucky to have had the Grandpa I did. It was around the time that this Grandpa (second grandpa) died that my parents told me the truth.
Grandma is still kicking, she’s 96 now.
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48points
#2

My friend and I made a deal that by 30, if we are not married or in any type of relationship, we would get married. This was when I was 18 and he was 21. Well, we ended up dating when I was 23 and we got married a few weeks ago. He turned 30 this year. I think we kept our promise!
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38points
#3
Yes, I made this deal in my early twenties with a guy I met while at uni in England (I'm American). The deal was that if neither of us were married or in relationships when I turned 30 (he's 6 years older), we would get married. It turned out that we legitimately fell in love and I returned to England to marry him...two weeks before my 30th birthday. We've been married for 10 years and have two children and I honestly couldn't be happier.
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38points
#4

I made one with my best guy friend to be married at 30. I am 29 now and turn 30 next April, my friend would have turned 29 in March but he passed away 2 months ago from cancer. We spoke about this when he was sick and decided to push it back to 35-40 so we could enjoy life more but we were still down. I miss him everyday.
32points
#5
Yes, but my better one was with my college roommate (both women). We decided that when we are old and our husbands were dead (we weren’t married or dating anyone at the time), we would get a house together somewhere warm and be roommates again. And hire a nurse.
We’re both married now, her husband is 10+ years older than her and mine is 5 years older. I expect we’ll get a few years in together at some point- 40-50 years from now. Location has not been determined, but she loves Florida so it might be there.
We’re both married now, her husband is 10+ years older than her and mine is 5 years older. I expect we’ll get a few years in together at some point- 40-50 years from now. Location has not been determined, but she loves Florida so it might be there.
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30points
#6

When I was around 9 my best friend promised that he would marry me when we grew up, if I wanted that, so long as he didn't marry one of the millions of girls, that he said would want to marry him in the future.
We fell in love when were 17, he didn't have anywhere near a million girls wanting to marry him, and now we're engaged. He's keeping his promise, but neither of us settled for each other. We love each other.
We fell in love when were 17, he didn't have anywhere near a million girls wanting to marry him, and now we're engaged. He's keeping his promise, but neither of us settled for each other. We love each other.
29points
#7
I made sort of this deal. My friend from high school, we were always good friends, never dated. I went in the army, she stayed at home. She was dating the same guy the last year of high school and all the time I was gone, he was one of my best friends from grade school. The Christmas before I got out after 4 years in, I was on leave at home, I was hanging out with both of them. I put him on the spot and asked why he hadn't proposed yet. He was evasive. I told her, in front of him, if, in one year, he didn't marry her, I would. They broke up a couple months later, I didn't know that they were fading when I made that statement. Long story short, a little over a year later, we were walking down the isle. That was 2 kids and 26 years ago. Through a ton of stuff, we're still together, we are, above all, still best friends. That friendship has gotten us through distance, death, war, (my) PTSD and depression. I challenge anyone to go through what we have. I wish everyone could find find the love that we have, the world would be a better place.
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28points
#8

Not quite marriage, but back when my best friend and I were about to start college at different schools (both 18), she said she didn't want to do the distance and she wanted a fresh start before college (her response to me saying we should just date).
She comes back from her freshman orientation canoe trip 2 weeks later (she went to an environmental school) and said "f it I missed you lets date". We are happily engaged now 6 years later :)
EDIT: to add to the sappy romance of it, we were long distance for a few years, seeing each other only in the summer and then maybe once a month for a weekend.
I proposed to her the second I saw her when I no longer needed to live separated from her.
She comes back from her freshman orientation canoe trip 2 weeks later (she went to an environmental school) and said "f it I missed you lets date". We are happily engaged now 6 years later :)
EDIT: to add to the sappy romance of it, we were long distance for a few years, seeing each other only in the summer and then maybe once a month for a weekend.
I proposed to her the second I saw her when I no longer needed to live separated from her.
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23points
#9

My best friend and i did this when i was 18 and he was 21, in 10 years if we weren't with anyone. I'm 26 now. we dated for a year after that and it didn't quite work out. after some time away from each other we were able to be friends again and every once an awhile one of us will be like "we've got x amount of years until that pact comes up huh?" we live in different states but i think we both think about it more frequently than we'd like to admit. I think i would still go through with it if we lived closer and got to spend more time with each other.
edit 8 months after this post: we're dating again and disgustingly in love so do whatever with that info :).
edit 8 months after this post: we're dating again and disgustingly in love so do whatever with that info :).
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22points
#10

I made a deal with my best friend of 7 years. We even wrote joke “vows” and speeches. This was like 5 years ago when I was 30 and he was 26.
“Well, here we are. 35 and unmarried. I couldn’t find anyone better so I guess we’re doing this thing”!
“You’re pretty cool. I like hanging out with you. This might as well happen!”
I turn 35 in April.
We are getting married next year. I kid you not.
“Well, here we are. 35 and unmarried. I couldn’t find anyone better so I guess we’re doing this thing”!
“You’re pretty cool. I like hanging out with you. This might as well happen!”
I turn 35 in April.
We are getting married next year. I kid you not.
21points
#11

Not me but my friend's older sister. The sister and her best friend are both asexual and I believe aromantic as well, and they decided to just get married for the legal benefits. I don't know them very well but they seem happy with the arrangement whenever I see them. They are kind of crazy cat ladies together.
20points
#12
Yes, a couple years ago I was tipsy in a bar with my friend who I was definitely into, and we made the pact that if neither of us were dating anyone by X time that we would get married. Later that same night we ended up making out, have been together ever since, and are getting married exactly three months from today!
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19points
#13
Yay, a question I can finally answer!
We had been best "guy/girl" friends since the 7th grade. I always thought he was a the greatest guy...but he was the reason I also believed in platonic relationships. We always talked about our relationships and had an ongoing joke that if we where alone at 30 we would marry each other.
Fast forward to my senior year of college, I hadn't seen him in about 2 years, we always talked, but lack of transportation mixed with college life took its toll. On Halloween I asked him to come by .. and he did, drove 4 hours just to hangout. We slept together that night and I felt like I had ruined our friendship. He said he wanted to date... I lied and said the distance was too much, and that was that.
I had a string of "boyfriends" after this and figured I would find someone eventually. I ended up dating a guy for over 5 years, who I talked to him about often and I could always tell he hated it, but was supportive none the less.
After 5 years and not even living together, I ended it. It was the hardest breakup I had ever gone through as I didn't end it because I wanted to, but because I knew there was no future.
At this point he had moved from the East coast to Cali. I called him and cried. I cried A LOT. He listened to me sob for hours.
After about two weeks of this he sent me a text ...it basically said..."look, I know we said and joked we would get married if we were still single at 30, but I don't want to wait, i love you and I want to be with you."
I told him if he would pay for my plane ticket I would fly out for a week to find a job. He excitedly agreed. I got a job during my trip, packed my car and moved 3,000 away from home.
It's been 3 years and we got engaged on Catalina Island last month.
EDIT: this is the healthiest, most loving relationship I have ever been in. There is/was a reason we where/are best friends.
We had been best "guy/girl" friends since the 7th grade. I always thought he was a the greatest guy...but he was the reason I also believed in platonic relationships. We always talked about our relationships and had an ongoing joke that if we where alone at 30 we would marry each other.
Fast forward to my senior year of college, I hadn't seen him in about 2 years, we always talked, but lack of transportation mixed with college life took its toll. On Halloween I asked him to come by .. and he did, drove 4 hours just to hangout. We slept together that night and I felt like I had ruined our friendship. He said he wanted to date... I lied and said the distance was too much, and that was that.
I had a string of "boyfriends" after this and figured I would find someone eventually. I ended up dating a guy for over 5 years, who I talked to him about often and I could always tell he hated it, but was supportive none the less.
After 5 years and not even living together, I ended it. It was the hardest breakup I had ever gone through as I didn't end it because I wanted to, but because I knew there was no future.
At this point he had moved from the East coast to Cali. I called him and cried. I cried A LOT. He listened to me sob for hours.
After about two weeks of this he sent me a text ...it basically said..."look, I know we said and joked we would get married if we were still single at 30, but I don't want to wait, i love you and I want to be with you."
I told him if he would pay for my plane ticket I would fly out for a week to find a job. He excitedly agreed. I got a job during my trip, packed my car and moved 3,000 away from home.
It's been 3 years and we got engaged on Catalina Island last month.
EDIT: this is the healthiest, most loving relationship I have ever been in. There is/was a reason we where/are best friends.
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19points
#14
My best guy friend in high school and I used to jokingly say this. We did seriously make a deal the beginning of our junior year that we'd go to prom together if we weren't seeing anyone then. By the time prom rolled around we both legitimately wanted to go together, so we were "real" prom dates instead of "backup" prom dates.
You'd think that would have made us think about the wedding pact, but no. We finally started dating four years later.
In the next six months we will celebrate both of our 30th birthdays and our 7th wedding anniversary!
You'd think that would have made us think about the wedding pact, but no. We finally started dating four years later.
In the next six months we will celebrate both of our 30th birthdays and our 7th wedding anniversary!
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19points
#15
I once jokingly pink promised my drunk hairdresser that if she couldn’t find anyone else in 5 years time, that I’d let her have her dream wedding of getting married outside whilst barefoot.
About 4 months later, she left her unhappy relationship and we got together.. last Friday, I asked her to marry me!
About 4 months later, she left her unhappy relationship and we got together.. last Friday, I asked her to marry me!
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19points
#16
Back in university my best friend and I made a deal that if we were both single in 4th year, we'd try dating.
We made the deal in first year after he split with his gf. We never made not to 4th year. About 3 months after the deal we were dating.
We've been together 14 years, married for 1.5.
We made the deal in first year after he split with his gf. We never made not to 4th year. About 3 months after the deal we were dating.
We've been together 14 years, married for 1.5.
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19points
#17

Im not a woman, but I had two very close friends in high school who made a pact to marry one another if they hadn't found someone by 30. We're all 31 now, and they live together but haven't tied the knot.
My mom saw them recently buying Tupperware together, lol
So cute.
My mom saw them recently buying Tupperware together, lol
So cute.
18points
#18

I haven’t followed through (yet) but this type of deal led to my girlfriend and I getting together. I was at a party and I had heard a mutual friend say a few days beforehand that her best friend was her ‘safety wife.’ I was tipsy, and remembered that, so I asked one of my (very platonic) friends if she wanted to be my safety wife. She can be kind of a reticent person and she wasn’t answering fast enough, so I turned to another friend (turned out to be less platonic) and asked her if she wanted to be my safety wife. She said yes right away, and we decided that we would get married at fifty if we were both still single. Joking about our hypothetical future married life led to flirting, which led to us getting together about three weeks later.
Pro tip: if you’ve made this deal with someone you know, there’s a fair chance that there’s been more than friendship there all along, and perhaps you haven’t realised. This isn’t an absolute law, but a guideline...
Pro tip: if you’ve made this deal with someone you know, there’s a fair chance that there’s been more than friendship there all along, and perhaps you haven’t realised. This isn’t an absolute law, but a guideline...
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17points
#19

So not quite how it went... buuut I had a friend where we promised to marry each other if we hadn't found someone by the time he hit the age 40. He is now my husband and I think it has worked out really well even if we ended up marrying about 2 years earlier than planned. We had ended up deciding to date and things just turned out amazingly.
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16points
#20
Me and a female friend who've always had crushes on each other and flat out like liked each other since Jr. High made the agreement to get married at 40.
Although the timing never worked out due to our relationships at the time, I have always loved her for the person she is and have never harboured any negative feelings towards her SOs and we are still great friends to this day.
I am actually going to her wedding in December and couldn't be happier for the both of them!
I am going solo which is a bit of a bummer, but worth it to be with a friend at a very important event in her life. The friendship HAS to come first, always.
Although the timing never worked out due to our relationships at the time, I have always loved her for the person she is and have never harboured any negative feelings towards her SOs and we are still great friends to this day.
I am actually going to her wedding in December and couldn't be happier for the both of them!
I am going solo which is a bit of a bummer, but worth it to be with a friend at a very important event in her life. The friendship HAS to come first, always.
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16points



