43 Stories About Dating The Forever Single Person

“When his best friend tells you you’re too good for him, run.”
“When his best friend tells you you’re too good for him, run.”
—u/lamapuchita
“Anyway, I eventually dumped him. Years later, we ran into each other, and by then, I had lost all the weight and had become super fit. He proceeded to tell me he’d been single since we broke up and once again threw a tantrum about my weight, this time all upset that I was now thin and that I wasn’t during our relationship. He actually used the word ‘unfair.’ I told him I had to go home to my husband and walked off.”
—u/Slappyxo
—u/Sisyfos1234
—u/morbidemadame
—u/glamasaurus
—u/GhostOfYourLibido
“This is my current situation, ughh. We’ve been dating for three months, and I just found out he has a ‘sex worker addiction’ that he is working on. 😭 I was in the hospital recently and generally having health problems, and yesterday, he said he couldn’t FaceTime me to watch a movie together because he did too much coke the night before and didn’t feel good…but that he’d call me when he felt better (he never did). I think I’m breaking up with him today. He never had a girlfriend before me.”
—u/PaleNewspaper3
“I pursued him ultimately, seeing what a nice guy he was, that he was goofy and intensely curious, and that we had things in common. Plus, I wanted to give him a chance. He was pretty nervous, sweet, and inexperienced in ways, but we talked about it. And BECAUSE we talked about it, and he is such a great big nerd, he would RESEARCH what I was bringing up, holy shit the orgasms were wild.
He was dedicated, thoughtful, open to new ideas, and soooo wonderfully nerdy. Yeah, I am married to this dude now.”
—u/masterpiecemixtapes
“It wasn’t a disaster, but it was exhausting. I learned that it doesn’t matter if you’ve had a thousand partners or none: what matters is your emotional maturity and your willingness to grow.”
—u/No-Public6996
—u/Piksu4444
—u/DBones90
—u/Zestyclose_Visit4834
—u/shutupphil
—u/coding_hobbit
—u/AmyGranite
“When I immediately packed my shit and left he started crying about me being his ‘best friend’ and how could I abandon him like this? Easily, as it turns out. I haven’t talked to him since, and that was about three years ago.
So yeah. Didn’t go well. Now I focus my energy exclusively on myself. No more helping people become the best version of themselves at my own expense. I hope he’s living his best life, but by god, he’d better stay far out of mine.”
—u/chronostrats
“He didn’t answer WhatsApp, and when I called, he didn’t answer the phone. I didn’t pressure him; it’s absolutely okay if someone needs some time to themselves to think about certain things. But no sign of life for a week…at least for me, that’s not possible in a relationship.
By the way, he contacted me off and on for months after I broke up. But I didn’t feel like going to that kind of theater anymore.”
—u/LutschiPutschi
—u/Gullible-Ad7011
—u/hellouterus
“It’s so sad because he is such a good man. I think he just needed someone to love him and believe in him. It’s going really great between us. He has shown that he isn’t afraid to change and grow while still being true to himself. If anything, it just makes me admire him more because being capable of change is a huge deal.”
—u/SnooBananas8065
“He suddenly/finally bumped into a girl we know back in the UK. They would never have been a situation where they’d have linked; it just happened by chance when he was picking up some stuff from our friend’s house and stayed for food and DnD (I wasn’t there)…
They’ve been together now for a year, and they’re like two peas in a pod…it almost seems in hindsight blindingly obvious. Like, why were these two not introduced earlier? How did nobody see it? I know she had a string of shitty insecure guys over the years and now she’s with Bear (nickname) and she seems so happy. I couldn’t be happier for them both.”
—u/peanutbutteroverload
“So one day I showed him a clip of a henati whwre the dudes dick was four times the size of his body and said, ‘I wish your dick looked like that.’ Suddenly, it wasn’t so funny when it happened to him.”
—u/Anxious_Light_1808
“He had a deathgrip reliance (i.e. was overly reliant on getting off via a tight grip while masturbating, which can lead to desensitization and difficulty achieving orgasm during partnered sex), was only able to get aroused by porn-style techniques (which often don’t work in real life), and was unable to enjoy real interaction and intimacy ‘because it’s not like in the videos.’ He was disappointed partners don’t do simulated porn noises and don’t orgasm when you’re actually not doing anything that would cause one. He was a selfish lover and disinterested in the fun/pleasure of his partner, and kept porn as a daily must. Add in the phenomenon of immediately stopping what is being done upon being told that ’this is great, keep doing it…the mind boggles.
The experience was so jarring that, in the end, no sex and being alone were preferable to extremely bad sex. A partner should not feel like a sex therapist.
This is not every person, but it certainly is some people.
I am sure there are many sweet long-term singles out there, too.”
—u/Fettnaepfchen
“He was doing his PhD at Stanford in topology — chromatic homotopy theory — and his thing had stuff to do with the Brown-Peterson spectra. I was the first girl who bothered to ask, ‘What is chromatic homotopy theory?’ The rest is history.”
—u/sf-keto
—u/HipsterWhoMissedOut
—u/varthalon
“Yep, that’s how it feels when you’re in a scarcity mindset. I was totally cool, calm, and collected until the moment when she showed interest in me, and then all of a sudden, the stakes were sky high. I felt hyperaware that at any moment I could do or say something wrong, that interest would vanish, and then I’d be alone again, probably for another few years. Which became a self-fulfilling prophecy when I started acting all insecure and anxious, saying she was out of my league, and trying to rush her into commitment so I could finally relax.”
—u/MikeArrow
—u/littlefishyswimmy
—u/CrickinFunt_RN
“For those who want to know, Peyronie’s disease is like if a penis had a hunchback (based on about four seconds of searching).”
—u/in-site
—u/rangernddare
—u/_oh_for_fox_sake_
“Yep. He was in his late 20s and had never gone on a date before. He basically got obsessed, was absolutely convinced I was his first and only true love, and wouldn’t let it go! Luckily, he never tried to break the order or anything, and I now live a LOOOOONG way away and am happily married!”
—u/_oh_for_fox_sake_
—u/ragredditing
“Lollll did we date the same person? Luckily, I didn’t get to the relationship stage — mostly because even a few dates in, he was already using the ‘but I don’t know anything, I’ve never been with anyone’ excuse. That combined with the overwhelming ‘woe is me’/’no one wants a nice guy’ talk, running over my boundaries, and porn addiction, I just..could not.”
—u/firelord_catra
—u/GoodnightESinging
“He even tried to use my other female friends in college to talk me into getting back with him (they didn’t know he was abusive and were appalled the moment they learned why I refused).
After I finally got him out of my life, I promised myself I would no longer go out with a person unless I actually was attracted to them. I rejected other men who showed interest in me after that because I found none of them attractive, even though they were smart, friendly, and well-adjusted for our age. Then I started wondering whether I even actually found any men attractive at all. I didn’t even know what my standards for men were; I just knew that no one ever met them and that I just dated people anyway because I wanted to feel normal. Six or so years later, I happened to read up all about compulsory heterosexuality, then realized I was gay all along.”
—u/fraasu
“Of course, there are still some obstacles. He’s still kinda awkward at times about being a boyfriend. And while he’s aware of his and others’ feelings, I still kinda have to pry sometimes for him to open up to certain things.”
—u/ThrowRAIka
—u/Eyfordsucks
—u/Old_Yak2325
—u/the_gold_lioness
“He was so insecure that he would have panic attacks and then would leave and give me the silent treatment for days without any information. He would overthink everything and reinterpret as a criticism of him anything — like really, anything — that I would say or do or show. I was walking on shells constantly. He had given up on happiness and several things in life, and wanted me to be okay with it. These things would impact me as well. He was I think depressed and he didn’t think he deserved happiness.”
—u/bamibi27
—u/Firm-Telephone2570
—u/Dry-Subject-718
“He trusted me with his heart from the get-go. I didn’t have to break down any walls. He didn’t have any trauma from past relationships to get through, and we don’t have to worry about any unhinged exes on his side either. With this said, he made it clear in the beginning that he has healthy boundaries and expectations. 👏 I think most women appreciate men like that.
He has allowed me to grow and blossom in ways I didn’t know were possible for me. Every day is a new challenge, but every day we are there as a team to take it on. He is the best!”
—u/Opposite_Mango_924
—u/Different_Engine16
“With my husband, he had not been in a relationship because of anxiety and shyness, but he had done a lot of work on himself and was confident, kind, mature, and knew what he wanted. He is an excellent communicator and partner, and he is deeply committed to me, himself, and our relationship together. He views disagreements as something we should solve together, and is loving and kind every day.
So ultimately, I think that previous inexperience can be a red flag, but it can also just be a fact of someone’s history that does not indicate how their future will unfold.”
—u/omnombooks
—u/GranddadJokes
Submissions have been edited for length/clarity.
Despite their name, forced orgasms aren’t something you force on a partner
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