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.

so I like this boy named henry but I don't know if he likes me back and i wanna ask him but I don't know because so theirs this guy and i'ma just call him j and him and his friends are known for telling people that person a like person b when it's not true. so I'm was walking to my class (keep in mind I have every class with j but I don't have any with henry) and j called my name so I turned around to see what he wanted and he asked me if I wanted put on's with henry but I was already upset with him(J) so I had rolled my eyes and said yeah but as I said that henry started say that he doesn't get down like that but i kinda ignored it and continued walking to class. so, after a few minutes I was already in class but j wasn't so after a few more minutes j walks in the class and tells me that henry said that he was ready when I was and he wanted to know if I knew if I could cook but I was still mad @ j so I said I'm fucking Hispanic why the fuck would I not know how to cook. so fast forward to like maybe a few days later i was outside my school and henry was standing with his friends infront of me and I look up and he was already looking @ me, and we kept eye contact for maybe a second or two then we both look away. so, moving on to lunch time and I told some of the girls @ my lunch table and then we went to go get lunch and they kept telling me that he was looking over here (the lunch line we were standing in) then when we sat down, they said that we was looking @ me a lot. so again, fast forward to today and it friday and i wanna ask him but im scared

I met a guy online a little bit ago and we quickly discovered we had a lot in common and liked talking to each other. We eventually made plans to meet in person. (We confirmed we both were who we said we were and did all the proper safety steps like meeting in public etc) I traveled to where he lives. ( I know now that I should have had us meet halfway in a neutral location but it is what it is now.) we met in a public location and we had hugged and kissed and chatted a bit. He was very sweet but it was a little awkward. I figured maybe we just needed to get used to the in person dynamic. Things improved after a little bit of talking.I was feeling more confident. This is where things went south, I know I shouldn’t have but I did let him convince me to hook up with him at my hotel. I was incredibly uncomfortable and he even said he could tell I was uncomfortable. Not to mention it hurt horribly because he was very rough. He also said right after that he kept having flashbacks of his ex during it. We met up the next day for lunch and right in public he tells me he felt nothing when we did romantic stuff but he did like hanging out with me. I was floored by his coldness and the fact he would do that in a crowded restaurant. It was a relief in a way though because I felt uneasy about him to say the least. Intraveled home early and we have spoken since and he once again told me he could tell I wasn’t ready and that I was uncomfortable when we hooked up and that I was “lucky to have discovered that with him and he was caring enough to be patient with me”. I had tried to bring up some feelings I had from the whole thing like that it effected my confidence and he said it wasn’t fair to him for me to have feelings about the whole thing because he was moving on too. Am I wrong for feeling so torn up and gross about this experience? What do you think?

I'm 19F and my gf is 21F, my best friend lives with me (M23). he started acting weird when me and my gf started dating but i thought nothing of it. Untill he started saying bad things abt my gf or pointing out "Red flags" randomly; She is one of the nicest peolple ive met and we've been dating for 5 months. He started saying he didnt want her over at the apartment anymore and such. We got in a fight over it but i eventually folded and now i stay at hers most nights. Untill last night when i got a call from my gf that at her work he went up to her and told her to break up with me. He called me a whore and said she was too good for me and that she needed to end it. i was furious and now im staying at hers full time because she knows he was lying.

I need advice
Dating Stories

I’m dating this guy right now. He’s absolutely amazing and deserves the world but I want to break up with him. Not because I don’t love him anymore. The thought on breaking up with him makes me sad. But I’m not in the right mental space right now. I feel exhausted and tired and just done with everything. I told him multiple times that I feel like that before dating but he kept pushing it and now we’ve been dating for a couple months. I made the decision to break up with him because I think it’s best for me and him. How do I do it?

2 and a half years.
Dating Stories

Me and my ex girlfriend were in a relationship for two and a half years. Until we hit a wall. Wed been camping and her parents loved me and so did she. But unfortunately as she moved off to uni we realised we were in two very different places. I loved that girl with all my heart and wouldve married her given another couple years (were both 19) and i know she loved me but it just wasnt meant to be it seems. It hurts to lay in bed and realise shes not the smiling pretty face next to me anymore and realising ill never be able to give her a long warm hug again. All those nights spent listening to vinyls and slow dancing and chatting and just loving eachother comes flooding back. After she left it felt like my hesrt was torn out and taken with her never to return. Shes moved on and has a boyfriend already but i just cant because id devoted myself to her and to moving in together and getting married and having kids etc. Hell even moving to her home country for a more peaceful life together. Now i just feel so.... empty.

ughhh
Dating Stories

a dude cold opened me a few days ago and asked me out i panicked and gave him my info/said yes (i know! not good for either of us!) and yesterday we went on a date. he was perfectly nice and im sure it "went well," but i truly wasn't feeling it at all. i don't know him, i found out he was 28 (im 19, we're both college students and he saw me on campus so it's not like a creeper thing), im just not that interested in dating... i turned down a second date last night over text and i have yet to look at his texts back. i dont feel bad about turning him down, but i just feel really embarrassed and guilty about the whole situation. it sucks!!!!!

I have a gf, and we've been dating for a couple months. I'm kinda uncomfortable with the lovey dovey things but sometimes I'm cool w it. Today I visited her place and told her that I wasn't ready for a relationship and that I may be aroace, this wasn't the first time this happened tho (Our relationship has been an off and on switch mostly because of me, I keep telling her that I'm not really ready for a relationship or that I'm not attracted to her but I still get into a relationship w her just bc of a "feeling").

I don't know why she still wants to be in a relationship with me, it's so obvious that we won't work out. I'm such a jerk really. I hate seeing the look on her face when I tell her that were not gonna work out. I hate it, so so much.

Ignore my grammar mistakes :')

i feel like im losing my mind. ive been thinking about this guy constantly for a while even though ive never met him? i havent texted him in nearly a year after he told me he thinks im too young for him but i cant get him off my mind, i just want to meet him. worst part is im already seeing someone whos great and i feel so awful thinking about someone i dont even know! what do i do?!

Me and my partner have been together almost 2 years this year, and recently his mother passed away so I really tried my best to show my support from him and even try to cheer him up, I'm not rushing for him to get better immediately since losing someone you love isn't easy. But by the time he's shwoing positive energy or vibes around me and even saying that he already moved on as I further asked him if he is okay and such, I thought that everything would go back to normal.

Yesterday I accidentally fall asleep because I was really tired, but I didn't chat my partner that I fell asleep and such. So he's been giving me the cold shoulder which i really hate because its hard to make up with him when he's acting like that, but as much as possible I really tried to put my pride down as due to the issue that he is dealing with.

Just today I was asking if he is okay then he lashes out to me entirely on how he waited for hours and I didn't even bother updating him, even a simple one would've been nice he said, which I repeatedly kept saying my reason but he's still angry at me.

This hasn't been the first time that it happened but it's slowly killing me inside, I know that I should consider and try to understand his feelings that's why as much as possible when he's angry at me I dont argue with him and repeatedly kept saying sorry and I'll try to be better. One of the things that has marked my mind is that after I said that I'll be better ge said back to me that "you're only making it worst" and by the time that I need to go hom at his mom's funeral I happen to overhear the word "irritating" which I think he was referring to me because I kept on insisting that I need to go hom because I needed tl do something.

I'm really trying my best even pushing myself out of my boundaries even sometimes disobeying my parents orders just to be with him, it's slowly hurting the pain that I have been repeatedly been feeling over and over and over again keeps building up why is it unfair when it comes to me. Whenever I get angry it doesn't have to be like this complicated and hard to reach out to me why when it comes to him I would struggle a lot.

Im slowly getting tired, I still love him but im getting tired, I want to keep going but it's getting harder and harder.

I just want everything to end

I Just Want To Be Loved.
Dating Stories

I tried a dating app awhile ago, I think two months now, and matched with a really sweet girl but it ended poorly to say the least. She told me that she was monogamous and acespec like me, but then tried to polybomb me, basically saying though she could see herself in a relationship with me that I wasn't worth monogamy. I'm still really hurt by that, it was the first time I really tried putting myself out there after a lot of trauma in my life (which she knew about- was one of the few people to not just treat me like crap right off the back for it. I told her more than I have ever told most people, not everything, but a lot) and so now I'm just... Sad.

I feel like I just don't belong anywhere. I'm intersex and transfem, preferring T4T, but my being intersex makes a not small number of the trans community say I "don't count" or "can't be trans" among other things. On top of that, it seems like there are no acespec or monogamous trans people, especially not transfems. I will just call myself queer and sapphic leaning for the sake of this post. It's not a lie, it's not wrong, it's just also not completely correct and doesn't say the whole picture.

My being disabled and chronically ill also makes a lot of potential partners steer clear. I feel like I have no community for FRIENDSHIP let alone romance with all I have going on, plus being stuck in a deep red part of an already red state, I was attacked just trying to buy groceries a few weeks after the election so I'm even more hesitant to even try to go anywhere for anything. I haven't set foot back in that store, settling for buying food at dollar stores as they're the only other thing close to where I live, because I'm so terrified of people hurting me again. I've thought of trying a dating app again, but I'm afraid of being manipulated like before again, and with the state of things I can see dating apps soon becoming dangerous for the lgbtqia2p community in general.

The world just feels so hostile, I have so much going on (see my last entries and just... A lot I won't get into), all I want is someone to cuddle up to and get through the storm with. Someone I can lean on, let them lean on me, be myself with and be loved/accepted wholly. Give them that in return. I don't think I've ever had anyone really do that to/for/with me. Platonic, familial, romantic- nothing. Whole other cans of worms.

I don't know. I guess I just want to say watch out for people who lie about being mono then try to polybomb you, and if any of you who do that sort of thing are reading this, cut it the hell out. It's also not being bigoted towards poly folk to just not want to be poly or date anyone who is poly, quit acting like it is, and telling someone that they're not worth commitment essentially? Disgusting. You're poly, fine and dandy, don't shame people who aren't or try to trick them into it. That's also not be polybashing, either. I'm just, admittedly, very hurt and traumatized further after that experience. In order to explain just why, I'd have to give information that would doxx me however, so I will not.

I also want to say, I wish sex wasn't put on such a high pedestal in love, that there were more people who liked cuddling and emotional connection over intimacy in that way. I wish cis people didn't see me, intersex person, as a broken thing needing fixed- that trans people would recognize I'm part of the community and have no privilege over them. We are both hurt by the same bigotry, the same bigots, I just want community and to belong. I don't want to hurt anyone. I just want to find my forever people, friends and love, make the family I never got to have.

Does anyone have any advice for what I can do in my situation in regards to attempting to date? Or am I a lost cause?

This site has become my way to scream into the void, I guess, I'm sorry I'm so depressing.

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 ???