Tales of First Dates, Connections, and Dating Adventures

Dating stories are filled with the excitement, unpredictability, and sometimes awkward moments that come with meeting new people and building relationships. From first dates that go incredibly right—or horribly wrong—to the process of navigating modern dating apps, these stories capture the joys and challenges of finding love in today’s world.

Some of the best dating stories involve unexpected connections. Whether it’s the person who turned out to be nothing like their profile, or a blind date that led to a lasting relationship, these tales remind us that the path to love is often unpredictable. For many, dating is a mix of fun and frustration, where every new encounter offers a chance to learn more about what we want in a partner.

Of course, dating can also bring its share of challenges. Miscommunications, mismatched expectations, and even heartbreak can turn a promising date into a memorable disaster. These stories, though sometimes painful, can be valuable lessons in patience, self-awareness, and resilience.

If you’re fascinated by the complexities of dating or looking for relatable experiences, dating stories offer humor, hope, and insight into the search for love and connection.

Me and my boyfriend have been together soon to be two years now. I oftentimes have had to reprimand him about stupid stuff like him being overly kind to women and allowing it to cut into time that me and him spend together, but today I have found a rather compelling... Well... Discovery. So, he's been struggling with finding and keeping work but he always has money somehow. I did some snooping,(I know, I'm sorry) under suspicion that I'd find out maybe he has an alternative way of making money like OF or something but instead... He's been lying to women and "flirting" with them and making false promises to meet up with them, only to take money from them and end up spending it on me. (Gifts, dates, stuff I ask for or sometimes I post on my story.) The money he gets from working with his family, he spends on himself. I don't know what to say or do. As good as our relationship is, I've never expected some shit like this. I don't know. I am at a loss for words. I had to get it off my chest because I knew it'd eat me up knowing all day and not processing it. What the hell do I even do? Where do I start? It's only ever been women that have ignored the fact he tells them he's with me, or women who've been under my comments calling me ugly or fat or some shit. I can't even come up with the words.

My girlfriend and I (I'm also a girl btw) have been dating for a year and ½ now, and for the first 11 months it was great. We loved each other, and we were comfortable around each other, and we felt safe. We would show physical affection daily, and it was both of our love languages. We would spend so much time together.

But then the bullying started. It was a range of homophobic comments and slurs, to even my girlfriend getting physically attacked by one of these people. The bullying was sorted out a few months back, but things haven't been the same since. Me and my griflriend haven't held hands in months. We haven't shown any physical affection in months. My girlfriend doesn't tell me everything anymore and we've just drifted apart. Because ever since the bullying we've been too scared too be ourselves again. And it hurts me so much because I want to hold her hand, to hug her but she is too scared now because of the homophobia. I understand but it stil hurts.

I still love her but i think all the bullying changed her, and we both know she doesn't feel that way anymore. We haven't broken up though because both of us have been too scared to say it.

I feel so alone because she was the one person who knew everything about me, who still loved me and now we're so distant.

Aight, so I got this problem and idk what to do. Valentine’s Day is like next week, and there’s this girl I really like… but I have NO CLUE how to ask her to be my valentine. Like, do I just text her straight up? Try to be funny? Make it casual?? Bro, I feel like an idiot even stressing over this but I don’t wanna mess it up.

I’ve been talking to her for a while now, and we text almost every day. Nothing too crazy, just memes, random convos, and stuff about school. She always replies fast tho, which I think is a good sign?? Or maybe she’s just nice lol idk. Either way, I actually like her and wanna make a move before some other dude asks her first.

The problem is, I’m trash at this kinda thing. Like, I overthink everything. If I just text, “Hey, wanna be my valentine?” is that too lame? Or what if she thinks I’m joking?? I thought about sending some kinda flirty text like, “So, what’s your Valentine’s Day plans? Cuz I heard this guy (me) is available 😉” but then I feel like I’d cringe myself into another dimension if she doesn’t respond how I hope.

Then there’s the classic “What if she says no?” I mean, yeah, rejection happens, whatever. But having to see her at school after that? BRUH. That would be painful. What if she shows the text to her friends and they all laugh at me?? Lowkey wanna just avoid this whole thing but at the same time, I don’t wanna regret not shooting my shot.

Maybe I should just go all in and send something dramatic like:

“Roses are red, violets are blue, I suck at flirting, but will you be my boo?”

LMAO nah, that’s too much. She’d prob think I’m messing around.

Or should I just keep it simple? Like:

“Hey, so I was wondering… would you wanna be my valentine?”

No emojis, nothing. Just straight to the point. But what if that’s too boring?? Man, this is why texting is so stressful. You can’t tell if someone’s actually excited or if they’re just being nice.

Also, when do I even send it?? If I do it too early, she might think I’m desperate. Too late, and she might already have plans. I feel like there’s some secret Valentine’s Day rulebook I never got.

Honestly, if this was a reality show, I wonder what people would think of me right now. Would they be yelling at the screen like, “JUST TEXT HER ALREADY!!” or would they be roasting me for overthinking so hard?? Probably both tbh.

But yeah, if anyone has advice, lemme know. Cuz right now, I’m just staring at my phone like an idiot, tryna figure out how to ask a girl to be my valentine over text without looking like a total clown. Wish me luck... 😥

Online Dating
Dating Stories

My brain tells me I'm a terrible person who doesn't deserve to be happy. It has been like this for a long time. I know its not rational but it doesn't stop it from feeling true and interfering with my life. For example, I impulsively subscribed to a dating app, I guess because I was lonely and wanted a connection. Anyway I've started chatting to this guy who is really lovely. The healthy and rational part of me would like to see where this goes, but my brain is telling me I don't deserve to be a relationship so I should break it off. I think soon I'm going to break and just ruin this opportunity for myself. I guess its also unfair of me to begin dating when I'm still struggling with this thought process. Plus I have hated myself for as long as I can remember, and as the saying goes, you can't expect someone to love you when you can't love yourself. I don't know what to do.

hello , i want my identity to be anonymous and don't want to tell more about myself i am a 20year old female and i am a student. recently i asked a question to my boyfriend what is it if you ask i asked hi m about thier parents approval in this relationship where he is a muslim and i am a christian it was a very happy and healthy relationship of 1 year we were about to celebrate our 1 year aniversary and i asked this question at 18th of january 2025 i asked him what if your parents does not accept our relationship what would you do and he told that he wants both of us and i told him what if there is a situation arrives where you need to choose between me and your family what would you do ?? as a curious girlfriend i asked him this question and what he said stunned me within an hour or so he came to a conclusion that we should end it here and lets not go long way and get hurt and tells that he is doing this for me and told that he is doing this for me and he does not want to hurt you and keeps silent these all happened in call when i went to talk in real with him he ran away currently im in holidays and im in excruciating pain i dont know what to do but i think if we talk in real there might be a chance that he will realize what he is doing now should i do it ???

Dating and ... Plumbing!?
Dating Stories

First off, this isn't my own experience... I saw it/heard it while at Blaze Pizza.

I was eating some pizza with my good friend/neighbor. When all of a sudden... My neighbor started chuckling outta the blue. I ask her why she was laughing. She discreetly pointed to a table sorta behind us adjacent.

I then listened in. It was a younger couple around early 20's. I was in High School at the time. But the couples conversation was hilarious!!

Obviously the conversation was more hilarious for me and my companion. But they also seemed like they were on a first date. It definitely seemed like the most awkward date ever!

The dude was going on and on about toilet plumbing!! Something about how to properly make a toilet and the best methods to not clog the toilet! The girl looked like she wanted to be swallowed into a whole, or I guess... She wanted to be flushed down the toilet with how the date she was having was going!

My good friendo ended our meal before we could hear the end of how the date went... So I don't know if they had a second date... But who knows?

long distance sucks
Dating Stories

we were best friends before. i met him online outta nowhere one day. we talked and talked for hours without worrying about time. there were difficulties in our story but then now here we are with a very healthy relationship. hes always there helping me with anything i need ALWAYS. hes there when im low and in my happiest times. but for him opening up is a problem. he rarely does that cause "men are strong" is his approch but he softens whenever he opens up for certain things. today he said "there is so much i want to talk about but i cant" on my part as being his girlfriend i feel bad that i cant comfort him at certain point! he deserve all of my love and care! all. of. it and i feel so bad that i cant be there for him in these times. he is strong i know and he works hard a lot. im so proud of him but i just cant forgive myself for not being there for him in these times. it literally makes me wonder if hes doing okay or not after such eps but i dont want to remind me about his misery when he himself is trying not to remember them. i really just want to hug him in these times but it just cant happened and it breaks me completely thinking about all this. its just so shattering to me that i cant help him and just talk to him through a screen. i really just wanna hold him and caress his cheeks and tell him how such a good of a job he is doing so far and that how proud i am of him. but this distance wont let me do that. long distance really sucks.

Welp.
Dating Stories

I want help from people who failed in teenage love because the girl cheated on them. What should I do to fix my mind, how can I become better for the next girl? Also please help me with some videos of youtube for self help! I don't feel myself anymore because not just she cheated on me because took my friends away by lying.

It's hard to know where to begin, so I'm just going to start talking. I was dating a guy for over an hour and a half when he suddenly broke up with me out of the blue (OVER TEXt!!) Then, he ghosted me. I tried getting him to talk to me. I texted and I called, but no response. Until finally a week later he asked if I would be willing to meet. In short, we talked it through and decided to try again.

We were good again for a few weeks, and then we got into a fight. He lied to me but didn't think he did, and he got mad at me for being upset. (He was always getting upset with me for being upset, which was really crappy.) We talked this through, and before I went home that night, he said we were good. I really thought we were. It was just a rough moment, and I thought we had worked through it. Apparently, I was wrong.

He wouldn't respond to my texts for days, and when I called him a couple of days later after a bad day at work, he ignored the call, then a while later texted to say "I'm not ready to talk yet". I didn't even know that we weren't talking or that he needed space. He didn't tell me, and in hindsight, his lack of communication was always a sore spot for us. Probably another week went by before I finally got him to talk to me. I had a family emergency where my sister ended up in the hospital, and I texted him twice practically begging him to be there for me before he finally called. He came to the hospital, and he was reluctant to talk to me about what was going on, but he finally did. He finally said that he didn't want to be with me. He said that we could take a break and some time apart to try to work this out. He even suggested that we could still talk and even hang out every once in a while but that this would take some time.

I agreed to this because I didn't want to lose him. But he didn't keep to any of this.

I gave him space, rarely texted him, which all went unanswered. Every once in a while (like every couple of weeks) he would answer a phone call, and we would talk for hours about how we've been and it would go really well. Each time we made plans to meet up, but he also ended up canceling each time. This happened three separate times over the past 3 months.... and I fell for it every time.

He kept stringing me along, and I let him. He hasn't responded to any of my texts or attempted phone calls since the last attempt to get together. And I stopped trying. It's been nearly a month since the last time I attempted to reach out to him, and it still hurts so much more than I would like to admit. I know it's over between us, but I think the hardest part is that there was never an official breakup. We never got an official ending, so I think there is still a part of me that hopes he will eventually reach out to me, and we'll find a way to work through this.

I don't even really want to get back with him anymore, but I still miss him dearly. It's hard, and I feel so alone.

I hate that he did this. I hate that he treated me like this and that I let him. I hate that I still miss him.

There is so much more that I could write, but I'm not sure if anyone will actually read this.

I just hope to hear people's thoughts about this. I don't have anyone I can talk to about the breakup, so I have nowhere else to turn to and really want to get to the point where I can move on. Any thoughts would be greatly appreciated.

I feel undatable
Dating Stories

When i tell you that every single one of my friends is talking to a guy, i am not kidding. I have not had a single boyfriend my entire life, no situationships, not even a talking stage.

I have this one friend, lets call her jenna, she is in a month long relationship with this guy that another one of our friends, madison, used to date. Madison has had almost 3 boyfriends since her and this guy, the one that Jenna is now dating, broke up. My other friend, layla, is talking to this guy on snap and gets asked for her number like every other day. Even my really introverted friend, ashley, has secretly been texting this guy sense the begining of the school year.

And its not like im some random person that just lurks in the corner at my school, I sit with a pretty popular group of people, though i am the most quiet in that group. And its not like im super unattractive either, i mean i definitely am not pretty pretty, but i like to think i am average. i mean every now and then a couple girls from school will just walk up to me to tell me i have really pretty eyes, so that must count toward smt, right?

Not to mention, i see guys looking at me when they dont think i see them. BUT NOBODY ASKS ME OUT.

And whenever i do like a guy that i think likes me back, because they are lit always looking at me (im prob just delulu), they always end up liking someone else. One of them was the guy that was texting with ashley 😭 (but i didnt like him, he isn't my type).

I mean for the first couple years of school since i moved to this new state i was the stereotypical nerdy girl, so that might have smt to do with it.

Honestly, im probably just overreacting, it just kinda upsets me that nobody wants to date me.

Thx for reading this, hope u have a good morning/afternoon/night!💕

heartbreak
Dating Stories

first time posting here, english isn't my first language.

my boyfriend broke up with me last sunday, i feel like im the only one grieving the loss of our relationship and he's just mr. perfectly fine—it hurts, it hurts a lot i don't know what do to, i miss him i want him back but im sure he doesn't feel the same way since we restricted me on facebook.. how can he throw away our relationship? from after school dates to the church, walking with me through the bus station, being there for me when my friends left me, internet café hangouts, cinema dates and so much more.. i miss him i miss reyz i miss my bebi and it hurts so bad—i am willing to compromise for our relationship, i would sacrifice a lot for him yet how can he throw all of this away? the times that we would have an argument, I'd still forgive him even though he didn't ask for forgiveness, i did my best to love him every way i can, isn't that enough for him to stay and work things out between us? comeback please i beg you, give us another try please I can't do this without you, im near at the deep end, im losing myself, everyone turned their backs to me and u did too:( please change your mind bebi:( please please.

I am a 20 year old man in university. I was raised in a religious household and wasn't allowed to date. Despite leaving my religion I have remained single due to the fact that I want to put my life together before getting into a relationship and also I have been struggling with my mental health for the past 2-3 years.

My mental health has improved in some areas however I am struggling with a huge insecurity related to women and it's caused me to become very depressed and suicidal. Just to clarify I don't hate women I just feel really confused and depressed.

A while back I came across many articles and studies that claim that straight women watch lesbian porn. So my question is why do so many "straight" women watch lesbian porn? None of the explanations I've heard make any sense at all and seem like excuses. As a straight man I don't get aroused by watching men kissing or sucking each other's cocks. If women don’t like straight porn because it’s too violent why don’t they watch straight porn that focuses on the woman’s pleasure? It’s not hard to find at all. I looked it up and there are plenty of sensual straight porn that focuses on the woman’s pleasure yet women choose to watch lesbian porn. Again I think the women who say they watch it because “it’s sensual and I like to imagine myself in the woman’s place” are just making excuses and are bisexuals or lesbians in denial. If I as a man said “I get turned on by watching two men kissing and sucking each other’s cocks but I’m 100% straight I just imagine myself in the man’s place” everyone would look at me like I’m crazy and rightfully so. As a straight man I don’t like to watch gay porn and I’m disgusted by it. I watch porn that only has women in it because I am 100% straight and I am not attracted to men at all. Yet women seem to prefer getting off to other women and make excuses that people believe.

I believe that little to no women on this planet are straight and the vast majority if not all are either lesbian, bisexual, or comphet (conditioned by society to be straight but deep down lesbian or bisexual).

I’m a straight man and I just want to be with a real straight woman who will love me the same way I love her and as much as I love her. I feel like this is not possible and it’s made me really depressed and suicidal.

Someone please help. If there are any truly straight women out there tell me this isn’t true and it’s just the internet. Or if not explain to me why so many “straight" women watch lesbian porn because I'm honestly confused.

How could he move on
Dating Stories

We dated for so long and i loved him so much and he loved me and we were absolutely perfect together he told me he’ll love me forever then decides to break up with me and it hurts so much watching him move on and love someone else and forget about me like what about me what about what we had was i not special to you how could you do this to me i just want you

Me and my best friend have always been really close, and recently, we both realised we had feelings for each other. It was a really good feeling and we were both really happy, but ever since then I feel like they’ve been avoiding me to talk to other friends instead. I understand this is a big thing and it’s gonna take time to get used to this new dynamic and all, but it feels like they’ve been avoiding me, or at least trying to talk to other people instead of me for the past week or so and it just hurts because I want to talk and be with them but I can’t just make them talk to me, or tell me what’s going on.

I’ve been dating my current GF for about a year now. I do love her and we were friends for a few years before we started dating. But she recently told me that she is ace(asexual). I want to be physically intimate in that way with the person I am dating, but I thought I could give that up to stay with her.

Now that I’ve given it some more thought however if things become more serious between us then I don’t know if I want to spend the rest of my life with a partner who isn’t physically attracted to me in that way.

But if I do break up with her I’m afraid I might lose her as a friend as well. I don’t have very many other people in my life outside of my family who I am close with, and after recently losing some close family members I am hesitant to lose another person who I care about. My GF is also going through a rough time lately and the last thing I want to do is add a breakup on top of that.

I don’t really know what to do in this situation, and I also don’t know if I’m selfish for wanting to end the relationship over this. If anyone has any advice I would very much appreciate it.