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Jun 2025
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15 Terribly Awkward Dates, As Described By Their Restaurant Servers

by N/A, 9 years ago | 3 min read

Reddit is truly a wealth of knowledge and today's topic of interest is the most hilariously awkward dates they've ever experienced, so hold on to your menus folks, they're pretty great. 

awkward dating funny hilarious dates reddit Restaurants Non-Premium

1. Between a chair and a bad date 

2. Mr. Know-it-all

3. "It's happening" 

4. Spicing up the dating life 
5. Daddy-daughter-date 
6. Handsy heart attack 
7. The cheapest date 

Serious comment shout out to this user who turned this into an extremely believable Seinfeld episode. 

8. Date, interrupted
9. Well, that's unexpected
10. Unknowingly dating the whole family
11. You know what they say about braggarts...

That they puke and pass out in it, of course. 

12. DIET date

13. You're a LARGE ass, sir 
14. Light lunchtime chat
15. A very memorable proposal 
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