Am I destined to be single after never having had a relationship at 27?

Question

I am 27 going on 28 and I have NEVER had a boyfriend. Ever. I’ve been on dates but they never go anywhere. I meet guys but nothing ever goes any further. I’ve would have great conversations but no second date. In high school or college I never dated. I wasn’t the girl guys wanted. I was plain, ugly and chubby. My friends have boyfriends/husbands. One just got engaged and another got married last year. I’m so happy for them but I can’t help feeling so envious of them. I even put myself out there but NOTHING. Guys I liked had girlfriends or married. I’m about to give up. I had a huge crush on my coworker when I started my new job in June. We had good conversations and my crush started three weeks after. Then i noticed he started hanging with another female coworker. They’ve been hanging out a lot.
Then last week, I saw them kissing after work. He was picking her up and she was so happy. Today she sat on his lap and he was flirting with her. I didn’t wanna believe rumors so I mind my own business. I was and still so hurt about that and seeing them KILLS me inside. He’s 23 and she’s I think 22. Maybe I am just meant to be single. Guys that like me never liked me back.

HollyK21 · Accepted Answer

I didn’t get into my first serious relationship until I turned 30, and we’re engaged now. Up until then, I had tried dating before but was never able to find what I was looking for. I actually met my fiance twice within about 2 weeks of each other, and the first time he’s tried talking to me, I was so completely fed up with men that I wouldn’t give him the time of day, I was solely focused on enjoying my girls night. When I saw him again somewhere entirely different, it just felt like too much of a coincidence, so I agreed to giving him my number and the rest is history.
But the moral of my story is, you truly never know what’s in store for you, even when the future looks bleak. I went through all the motions, from watching friends get into relationships and start families, tried a dating app twice but weird experiences each time, worrying that time was running out, feeling sad about not having a partner for family events, holidays, etc. In hindsight though, now that I’m in this relationship and completely content, I do wish I’d just lived in the moment more and focused on myself the most. It’s great having found my person, but with how much I prioritized wanting a relationship throughout my 20s vs just enjoying that time to the fullest, I wish I’d done more of that. Do with this spiel what you will, I’m just sharing so that you know you aren’t alone in that experience, and that your time will come when you least expect it.

Nikki1989 · Accepted Answer

Drop the loser mentality and you will be fine. I know a couple that were married just recently in their 70s. Life is what you make of it. Sadly, some people are their own worst enemies.

slatyb · Accepted Answer

You are barely getting started. Ask someone that you can trust to give you an honest opinion about your appearance. Also find activities that attract single men, like hiking, skiing, paddling, sailing, co-rec sports, chess or board games, etc. People become more attractive as we get to know them.

Anonymous · Accepted Answer

I have a similar issue, but I know it's probably not due to my appearance. I just assume there is something wrong with me.

Anonymous · Answer

Feel like I just read something similar...

Anonymous · Answer

Why do u like him

LeoTheCar · Answer

Yeah it's a trap

Danny_dan92 · Answer

Not true

scott04sa22 · Answer

Try 40

Anonymous · Answer

Probably.

Am I destined to be single after never having had a relationship at 27?

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