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Amusing dating blunders?


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Posted

Romance can be awkward.

Where you (or they) flub expressing interest, asking for a date, or advancing a physical interaction of some kind.

The kind where a person says, "I'll just...show myself out now."

If you ever made a blunder – how did you recover? Or, how did the person recover if you were on the receiving end?

One that I recall is coming back from the bathroom on a date and not realizing I had toilet paper clinging to the back of my skirt.

Posted (edited)

OMG. The first that comes to mind is:

I went on a first coffee date dressed in white pants. Him and I are sitting face to face at a small round table. At some point I look down at myself.......my period had started and my entire front was soaked in blood !!! I had a big purse so I put it in front of me and went to the bathroom. It felt unreal haha. I got out of there  holding my big purse in front of me. I stood by the table and told the man it was great meeting him but I had to leave immediately. He walked me to my car, he must have found my behavior extremely unusual, I didn't want to get in my car, that meant seperating from my purse lol

Edited by Gaeta
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Posted
32 minutes ago, Gaeta said:

OMG. The first that comes to mind is:

I went on a first coffee date dressed in white pants. Him and I are sitting face to face at a small round table. At some point I look down at myself.......my period had started and my entire front was soaked in blood !!! I had a big purse so I put it in front of me and went to the bathroom. It felt unreal haha. I got out of there  holding my big purse in front of me. I stood by the table and told the man it was great meeting him but I had to leave immediately. He walked me to my car, he must have found my behavior extremely unusual, I didn't want to get in my car, that meant seperating from my purse lol

Oh my, Gaeta. 

You poor thing (lol).

I guess wearing white on dates is a no no. 😩

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Posted

When I was 15 or 16 I started seeing this girl. She asked one day to meet up in town, that she was bringing her friend with her and could I take my younger brother in to keep her friend company. 
Well about 30 minutes into the date, my date decided to leave me with her rather portly friend, and dragged my brother into an apartment store. She bought him cologne and they were awkwardly close after that, she pretty much ignored me the rest of the day. The two of them went off alone after that and I was so angry and confused. 
They ended up dating for over a year. Broke my heart! Not really a blunder , but it was an experience that effected me for years to come afterwards. 
 

 

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Posted

@Fox Sake:  omg I hope your brother and you can laugh about it  now?

Posted (edited)
18 minutes ago, Gaeta said:

@Fox Sake:  omg I hope your brother and you can laugh about it  now?

Hmmm …. I guess so.
Luckily we are very very different people, just look similar, and both adults now,  so I can’t see that happening again. 
 

I can’t believe you wore white and had your time of the month! That’s the kind of story this thread was created for hahaha 
If I was that guy I wouldn’t have judged you tho. I would probably have gone and got you something to wrap around your waist. That’s if I had been able to figure out what was wrong.
    Being a boy , I remember getting a boner in school and the teacher calling me up to the front of the class 😳…I did the walk of shame up there  like a half shut  knife, with nothing but a maths book to try and hide myself!
Had I seen you clutching something in front of your midriff and white clothing, I may have put 2 and 2 together 

Edited by Fox Sake
Phone decided to autocorrect “shut” to a swear 😂
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Posted
6 minutes ago, Fox Sake said:

Hmmm …. I guess so.
Luckily we are very very different people, just look similar, and both adults now,  so I can’t see that happening again. 
 

I can’t believe you wore white and had your time of the month! That’s the kind of story this thread was created for hahaha 
If I was that guy I wouldn’t have judged you tho. I would probably have gone and got you something to wrap around your waist. That’s if I had been able to figure out what was wrong.
    Being a boy , I remember getting a boner in school and the teacher calling me up to the front of the class 😳…I did the walk of shame up there  like a half shut  knife, with nothing but a maths book to try and hide myself!
Had I seen you clutching something in front of your midriff and white clothing, I may have put 2 and 2 together 

The LS edited remark:

"Phone decided to autocorrect “shut” to a swear 😂"

😂

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Posted

Many years ago... I was dating this woman that loved old air-cooled Volkswagens.  So I did some research and found this HUGE VW car show (old air-cooled vehicles).  It was quite a distance away and required a three hour drive to get there.  I asked her if she wanted to go and she answered with a HUGE "YES".  So I mapped out the route to get there, picked her up early and we went.

The car show was HUGE and we were walking around the entire fairgrounds, so much to see!!  We were at the very opposite end of the fairgrounds (away from my car) when the skies opened up and it poured rain.  There was no place to seek cover, so we tired to get back to my car as quickly as possible, but we both got soaked, nothing was dry on either one of us.  We were soaked right down the the bone... as was everyone else at the show.  I didn't have a towel or a change of clothes in the car or anything that could help us.  All I could do was make the long drive home, both of us sitting in soaking wet clothes.

I planned everything out for a nice "day date" at an outdoor car show, but forgot to check the weather forecast.

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Posted (edited)
11 minutes ago, Happy Lemming said:

Many years ago... I was dating this woman that loved old air-cooled Volkswagens.  So I did some research and found this HUGE VW car show (old air-cooled vehicles).  It was quite a distance away and required a three hour drive to get there.  I asked her if she wanted to go and she answered with a HUGE "YES".  So I mapped out the route to get there, picked her up early and we went.

The car show was HUGE and we were walking around the entire fairgrounds, so much to see!!  We were at the very opposite end of the fairgrounds (away from my car) when the skies opened up and it poured rain.  There was no place to seek cover, so we tired to get back to my car as quickly as possible, but we both got soaked, nothing was dry on either one of us.  We were soaked right down the the bone... as was everyone else at the show.  I didn't have a towel or a change of clothes in the car or anything that could help us.  All I could do was make the long drive home, both of us sitting in soaking wet clothes.

I planned everything out for a nice "day date" at an outdoor car show, but forgot to check the weather forecast.

That's a lovely blunder Happy Lemming.

I'm sure she appreciated all the effort that went into it despite a little rain.

Edited by Alpaca
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Posted

OK, this is embarrassing, lol

I was talking to this guy on-line and he asked me to meet him at the restaurant as a sort of last spur of the moment thing and I agreed. So I got dressed and got there as fast as I could.  I walked into the restaurant and I don't know how to describe it. I Almost all of the guys were turning their heads and staring at me and one guy even stood up suddenly and was eyeing me. He had a woman sitting at his table, his date I would assume. She was all red and angrily told him to sit down and stop looking at me. Like I said in one of the threads few days back, guys don't notice me at all and find me invisible, and then WOW, all that attention. I couldn't understand it at all.  It was so strange.

Anyhow, I found my date who was sitting at the table already.  Hid jaw literally fell open. He was just staring at my boobies non-stop. It was so uncomfortable for me. I told him to stop staring at my boobs several times but it's like he would not. I don't think he even said more than 10 words to me for the entire date. JUST STARED AT MY BOOBS the entire time. I still couldn't understand what was wrong. Silly me, lol

I came home and looked at myself in the mirror. OMG, I was mortified. I was wearing a see-through blouse and a bra that barely covered my breast area. I meant to wear a t-shirt that properly covered everything underneath my blouse but I guess I forgot to put it on. It's like I was walking and sitting topless in the restaurant. 

Sure enough, my date phoned me after. But he didn't see me anything more than just a FWB type of woman. Can't really blame him, lol

Anyhow. lesson learned. No matter how late I am, I am always checking myself in the mirror before I leave a house. 

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Posted
1 hour ago, Alvi said:

OK, this is embarrassing, lol

I was talking to this guy on-line and he asked me to meet him at the restaurant as a sort of last spur of the moment thing and I agreed. So I got dressed and got there as fast as I could.  I walked into the restaurant and I don't know how to describe it. I Almost all of the guys were turning their heads and staring at me and one guy even stood up suddenly and was eyeing me. He had a woman sitting at his table, his date I would assume. She was all red and angrily told him to sit down and stop looking at me. Like I said in one of the threads few days back, guys don't notice me at all and find me invisible, and then WOW, all that attention. I couldn't understand it at all.  It was so strange.

Anyhow, I found my date who was sitting at the table already.  Hid jaw literally fell open. He was just staring at my boobies non-stop. It was so uncomfortable for me. I told him to stop staring at my boobs several times but it's like he would not. I don't think he even said more than 10 words to me for the entire date. JUST STARED AT MY BOOBS the entire time. I still couldn't understand what was wrong. Silly me, lol

I came home and looked at myself in the mirror. OMG, I was mortified. I was wearing a see-through blouse and a bra that barely covered my breast area. I meant to wear a t-shirt that properly covered everything underneath my blouse but I guess I forgot to put it on. It's like I was walking and sitting topless in the restaurant. 

Sure enough, my date phoned me after. But he didn't see me anything more than just a FWB type of woman. Can't really blame him, lol

Anyhow. lesson learned. No matter how late I am, I am always checking myself in the mirror before I leave a house. 

That's one for the books. Oops!

Posted (edited)

Gosh I have soooo many …

But when you’re dating several ppl and text a person a message intended for another person  & …this has happened to me a lot for me to give examples but once I took a selfie with a guy’s name written and accidentally sent it to another guy and he got so butthurt he stopped talking to me xD oops. 

Edited by Cookiesandough
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Posted
6 hours ago, Alvi said:

I came home and looked at myself in the mirror. OMG, I was mortified. I was wearing a see-through blouse and a bra that barely covered my breast area. I meant to wear a t-shirt that properly covered everything underneath my blouse but I guess I forgot to put it on. It's like I was walking and sitting topless in the restaurant.

This reminds me of the time a female friend pranked another female friend by gifting her one of those transparent when wet bathing suits. I certainly enjoyed that pool party.

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14 hours ago, Cookiesandough said:

Gosh I have soooo many …

But when you’re dating several ppl and text a person a message intended for another person  & …this has happened to me a lot for me to give examples but once I took a selfie with a guy’s name written and accidentally sent it to another guy and he got so butthurt he stopped talking to me xD oops. 

Make a list and check it twice before sending?  🎅 ✔️✔️

I guess that's slightly better than saying the wrong persons name that you hear horror stories about. 

 

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Posted
On 8/30/2021 at 8:31 AM, Alpaca said:

I guess that's slightly better than saying the wrong persons name that you hear horror stories about. 

I'm ashamed to admit I was on the receiving end of this three times. My own fault for hooking up with women immediately after the end of their lengthy relationships/marriages.

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On 8/30/2021 at 8:31 AM, Alpaca said:

Make a list and check it twice before sending?  🎅 ✔️✔️

I guess that's slightly better than saying the wrong persons name that you hear horror stories about. 

 

Haha I’ve done that too 

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Posted
4 hours ago, Cookiesandough said:

Haha I’ve done that too 

In bed or just in general conversation?

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Posted
18 hours ago, Shining One said:

In bed or just in general conversation?

General conversation for me, but I’m sure it’s applicable to both 

 

You just get in the habit of saying someone’s name. It’s nothing personal 

Posted

I went on my 2nd date with a guy once to see the Lion King. This was the original so I had no idea it was going to have such a tear jerking part. I could feel my eyes burning and welling up and I tried so hard to fight it because I didn't want to cry in front of him.  But that scene dragged on forever and eventually the tears just started pouring. He looked over at me and was like "Are you crying?" and I stupidly said "No, I think I'm getting a cold." as if  he couldn't tell.  😂

But after I calmed down a bit he held my hand so apparently it wasn't a deal breaker. We continued to date but I made sure to avoid sad movies with him after that because it was quite embarrassing! 

 

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Posted
4 hours ago, princessaurora said:

I went on my 2nd date with a guy once to see the Lion King. This was the original so I had no idea it was going to have such a tear jerking part. I could feel my eyes burning and welling up and I tried so hard to fight it because I didn't want to cry in front of him.  But that scene dragged on forever and eventually the tears just started pouring. He looked over at me and was like "Are you crying?" and I stupidly said "No, I think I'm getting a cold." as if  he couldn't tell.  😂

But after I calmed down a bit he held my hand so apparently it wasn't a deal breaker. We continued to date but I made sure to avoid sad movies with him after that because it was quite embarrassing! 

 

Awe.

Well, it's such a good movie.

Remember the Titanic?  I think I was depressed for like a week. 😆

Posted

I was on date two with a girl and we went to a fancy restaurant.  When it came time to pay, I couldn't find my wallet in my pocket.  I ran to my car and couldn't find it in my car, either.

"F#$k" I exclaimed to myself... embarassed, I told my date I'd have to sign up to Google Pay, and to bear with me for a few minutes while I set it up.  Lucky I had my credit card number!

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Posted (edited)
6 hours ago, princessaurora said:

I went on my 2nd date with a guy once to see the Lion King. This was the original so I had no idea it was going to have such a tear jerking part. I could feel my eyes burning and welling up and I tried so hard to fight it because I didn't want to cry in front of him.  But that scene dragged on forever and eventually the tears just started pouring. He looked over at me and was like "Are you crying?" and I stupidly said "No, I think I'm getting a cold." as if  he couldn't tell.  😂

But after I calmed down a bit he held my hand so apparently it wasn't a deal breaker. We continued to date but I made sure to avoid sad movies with him after that because it was quite embarrassing! 

 

Omgosh that happened to me in King Kong (2008) freaking started balling when they shot Kong and my date was like sympathetic but I could tell inwardly he was thinking WTF is wrong with you 

Edited by Cookiesandough
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Posted
2 hours ago, Alpaca said:

Awe.

Well, it's such a good movie.

Remember the Titanic?  I think I was depressed for like a week. 😆

It is, one if the best. Titanic? , I love that movie! I saw it at the movies like 11 times and always cried. 

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