"He Was Pretty Much Licking My Teeth." Cringing People Share Their Awkward First Kiss Stories

It was after a dance and I was dropping my date back off at her house. We pulled into her driveway, and we do our general awkward high-school crush goodbyes and I moved in for the kiss. It started off nicely, I was so excited because I had been really crushing on this girl for a really long time, and she was into it too. The kiss was wet, warm, and wonderful. Suddenly, out of nowhere, at what was probably my peak as a human being at the time, she starts screaming! "STOP STOP STOP AHHHHH STOP" I thought she wanted me to stop kissing her, I thought I had made her uncomfortable or hurt her in some way. I felt horrible and confused and only wanted to make it right. It took me a few seconds to realize that I had forgotten to put the car in park after I entered her driveway, because I was so excited. My car was slowly rolling up her driveway directly towards the back of her dad's car. I ended up stopping about an inch short of rear ending her military father who had given me the "Dad polishing the gun for the boyfriend" talk earlier that day. I thought it was all well and good but then both her parents came out of the house demanding I get away from their daughter because they thought I was forcing myself on her. I had to explain to this girl's Dad, while still being aroused from earlier, that I wasnt trying to hurt his daughter and that I only nearly rear-ended his car. In the end we all laughed it off and I went home. Overall 8/10. No regrets.


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I was leaving my best friend's birthday party and was in her basement with her and our two best friends. I told her that it was time for me to leave and she asked for a goodbye hug, so I opened up my arms and start to take a step forward when all of a sudden she rushed at me. I remember being like "What?" for about a millisecond before my whole world narrowed down to these chapped lips pressing against mine. It was just a peck, probably only about a second long, but I remember every detail about it. As she pulled away I could hear our bffs gasping and squealing as quietly as they could. I just stood there stunned for a second, and she looked up at me with this super coy expression, like "Yeah, I just kissed you. What you gonna do about it?" But I know her pretty well and she was probably gauging my reaction. I assure you, she did not have worry because I got the biggest smile and I grabbed her and kissed her again, and then we just stood there hugging for a minute while our friends had a small squealing fit. And then I went home. 10/10 first kiss, would do it again if I could.

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Mine was so bad. I was 16, we were downstairs in my basement. He was longingly looking at me so I could tell that he was trying to pull something. As he began to lean in, I turned away so that his lips missed mine. I then realized the severity of my actions and would then burst into tears because I ruined the moment. So he consoled me and we ended up playing poker. Honestly as a junior in college I still get some really bad kisses. Guys just don't understand that drowning in their saliva isn't hot.

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I was 15 and he was 17. We were driving around town in his forest green Toyota Tundra. We got some Taco Bell and parked in front of a "haunted house". After finishing the food he just leaned over and starting kissing me, total tonsil hockey. I got really hot (literal not figurative) and pulled away pretty quickly. After a few giggles, we started again. I was already in love with him- my mom almost married his uncle when I was 3. (Good thing that didn't happen.) Our relationship lasted 3 years.

The second guy I kissed...we had Taco Bell before hand as well. Thanks Taco Bell?

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I was 15 and had been spending quite a bit of time with an "older boy" (17) I had met at school. We were both clearly into each other. I had made up my mind it was time for the kiss, but I was so nervous since I had never kissed anyone before. He was over at my house one night and I remember spending the entire time trying to get up the nerve to kiss him. I'd get close to him, like within kissing distance haha, and then chicken out. Finally it was close to the end of the evening. I was sitting on the top of the stairs and he came and sat beside me. All of a sudden he gently turned my face to his and kissed me. It was perfect. I told him afterwards I had been trying to kiss him all night and kept chickening out and he was like "I know" haha. After his dad picked him up, I was so giddy my mom could even tell something was up, I couldn't stop smiling! We started officially dating not long after that, and eventually got married. Been together 15 years!

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It was nice. It happened on the first ever date I've been on. I Met him online, after talking for a month he convinced me to go out with him. He lived 2 hours away, so when while we were walking back to the station to get his ticket to go home, we passed by an empty hallway and he pulled me aside to kiss me. Honestly didn't think it was gonna happen, so I was super stunned. He did a quick peck, stopped, then leaned in again for a longer kiss. Kinda left me dazed for the rest of the day to be honest. So yeah, pretty good first kiss Id say.

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I was 22 when I had my first kiss. I was at my ex's house we were drinking with a couple of friends and naturally a game of 'truth or dare' occurred. So our friends dared us to kiss.

She stood in front of me, I licked my lips in anticipation and because they were dry. She put her hand at the back of my neck and as she leaned closer I closed my eyes, then I felt it.

Her lips were unbelievably soft. It honestly felt weird. They way saliva was moving around our mouths was both gross and intoxicating. And as soon as it started, it ended. The smell of her perfume lingered and she left a sweet aftertaste in my mouth. Our friends cheered and we continued drinking.


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I was 17, and was "friends" with this girl who I'd known for about five years. I say friends like that because by that point the sexual tension was pretty thick between us. We would hold hands, hug, that sort of stuff but nothing beyond that. So it was the summer and she was house sitting a mutual friend's house at the time. I came over to hang out. It really was innocent. We were watching TV, she made me lunch which I thought was really cool (chicken nuggets and fries), and we were having such a good time. She got up to go check on the food, I grabbed her arm (lightly) to stop her. She turned around, looked me in the eyes for probably 5 seconds (felt a lot longer) and then she sat down on my lap, facing me, and we started making out. It was... well, primal is the best way I can put it. It had been such a long time coming that we sort of lost control. It probably would have led to sex pretty quickly (another first at the time) but we got interrupted when someone came to knock on the door to the house. We calmed down, but  things got even more spicy later in the about a week later. Now, fast forward to the present and the same girl (my wife) just gave birth to our 2nd daughter.

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I was 13 and attending my very new boyfriend's birthday party. He was my first serious boyfriend (though of course I didn't know that at the time) and I was super nervous to even hold his hand.

We each had our best friends at the party and they started playing suggestive music and encouraging us to kiss. Seriously, we were 13 and we had just started holding hands like a week before. But we were eager and weird and so we went for it. One thing to note is that he was probably 5'10" at the time and I stopped growing at 5'0" around age 12, so there's a pretty massive height difference there. Which may or may not have contributed to the fact that he wound up kissing the corner of my mouth. It was awkward as hell and we were insanely embarrassed at the time, but we weren't as nervous afterward about kissing/touching/etc. I've known him for about 7 years now, we broke up twice because distance and immaturity, but we kept making our way back to each other each time and I am so lucky to have him.

Any time we have a weird kiss/go in the wrong direction/whatever, we look at each other and say, "What was that, a first kiss?" and laugh our asses off. I couldn't be happier with my first kiss, or with the boy who gave it to me.


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I was 14 years old. Went to the movies with a few of my "friends" and two boys someone knew from church. Danny, a sophomore, had that sexy emotional mysteriousness about him, his dark bangs covering his eyes, his skin tight jeans and black Chuck Taylor's. Be still my freshman heart. He sat next to me at the movie and put his arm around my seat. The other 3 girls noticed and glared. Following the movie, Danny and I took a walk. We ended up sitting on a bench together in front of the hotel connected to the theater. I was sitting next to him talking, when all of a sudden he pulled me into his lap and kissed me, with tongue. I froze. I opened my mouth but my teeth remained closed. He was pretty much licking my teeth until I relaxed a bit and went with it. I remember it felt so soft. It was a lot softer than I thought it would be. And very warm. We broke our kiss, and a few minutes later, my friends found us. He immediately pushed me off his lap like nothing happened. I later told my "friends" on a three-way call that I got my first kiss from Danny. They didn't believe me for one second. They weren't even happy for me. None of them had been kissed before. The "leader" of our group berated and harassed me. They even went as far as to ask him if we kissed. He denied it. Even more ridicule by the "leader" followed. I just remember yelling and crying saying, "Why don't any of you believe me? You're supposed to be my friends!" Needless to say, I stopped hanging around them the following year... AND I ended up stealing the "leader's" boyfriend. How do you like dem apples?

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It was the greatest thing I've ever felt. Let me explain. Before I was 21, I had no self esteem, I was very self-conscious at the time and didn't value myself as relationship worthy.

But I worked with that girl, 9/10 type of girl, totally out of my league. She kept smiling at me even though I was very timid but I smiled back all the time. Then we talked, went on dates, studied together and things escalated. I was ready for a life of loneliness, I was sure I was going to die without even kissing a girl, not even on a dare. I was prepared for that but then it happened. We were in my car, she had to go work so I dropped her off but before she left my car she just stared at me for a solid 10 seconds. I was like thats it! I am kissing her and I did and she kissed back. I felt like I could achieve anything. That kiss meant a lot to me. It was my first kiss, with the one I wanted but most importantly (and a lot of you might think it's selfish) but most importantly, it gave me confidence. Since that day, I got to like myself. I knew I was worthy of happiness. I knew what I had and what I lacked. I wasn't anxious of leaving home every morning for school/work. I could look at any women in the eyes and have a normal conversation without cracking my voice because I am now equal to all of you. That first kissed made me want to live.


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Mine was next to perfect. Some of my friends and I went to a river to go camping and have a good time, and as the night carried on we sat around the campfire talking and laughing meanwhile I had this girl on my lap. This girl was basically everything I had dreamed of, she was super beautiful and had a great personality, as well as a sense of humour. We all got tired and went to our tents (we were 6 people sharing 2 tents). Me, the girl I liked and 1 other girl went to 1 tent. As we were lying there the girl I was crushing on snuggled up close and started playing with my hair, after about 5 mins of that I gained enough courage and just went for it. It was amazing (she was by far the best kisser i've meet so far). We kissed for about 2 hrs until we finally went to sleep. That was one of the best nights in my life so far.

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I was 19 years old and crashing at a friend's house for a long weekend with a bunch of people, one of which was this guy who was in love with at the time. He and I had gotten rather close during this long weekend and I was thinking maybe I actually liked him back. We were laying together on a pull-out couch while our mutual good friend that introduced the two of us slept on another nearby couch with the other guy asleep on an armchair. Couch girl and I had spent the night drinking the leftover alcohol from a recent party that the armchair guy no longer wanted. A few hours before I ended up on the pull out couch, I was talking to the guy and decided in my tipsy stupor that I should kiss him. Then my brain tells me "No, Dorkasaurus-Rex. Not yet. You've been drinking and this guy loves you and you don't want to hurt him. Sober up first, then if you still want to, you can." Aye, aye brain captain! So, I sobered up and was laying with my infatuated friend, who despite his being in love with me had more or less given up on ever winning my affections. We were whispering quietly to each other, trying to not wake the others up and suddenly my brain just jumped and while he was mid-sentence, I kissed him. He almost immediately went for the tongue. I panicked and backed away. He was understanding, he also didn't know that was my first kiss and didn't mean to catch me off guard like that.

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I was 18. We had been chatting on Internet for like 2 years and we already had some flirty conversation. During this summer she decided to come for a weekend in the closest big town next to mine as I couldn't host her at my house at that time. So she took a hotel room. She proposed me to stay with her at the hotel, but we clearly stated that it was in a amical way (I was kind of seeing someone at that time, but it wasn't really something). After the first day when we arrived at the hotel, still in a amical mood, we started to watch "Treasure Planet" in the bed, in the meantime we were really close... like physically close. After like 20 minutes she fell asleep. I moved the PC and said "good night" to her. We started to hug each other, gently... and the more time passed, the more passionate it was. After, like 1h (but more like a peaceful eternity) I whispered to her ear : "Didn't you promise me something ?" ...And boom! First kiss.

We spent the night kissing and hugging. Best night of my life. It has been 2 years that we have been together now.


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When I was young, I didn't know you kissed by putting your tongue in someone's mouth. So I'm 11, and have this little boyfriend who was kind of a bad boy. Another girl and I spent the night at my best friends house. We shaved our legs, put on a bunch of makeup and perfume, and went to go sleep in the camper and waited for my boyfriend to come and sneak into the camper. My friends were in the upper bunk and I was down below on the table bed with my little bf. He leaned in and started kissing me, then proceeding to stick his tongue in my mouth. I freaked out because I wasn't expecting it at all. Nobody told me, and I didn't have tv, so I missed a lot of the info I would have normally gotten from that source. I jumped up screaming, "he put his tongue in my mouth!!!" and gulped down some Pepsi. Yeah. He left all disappointed and embarrassed, broke up with me, and started dating the other girl that was over that night. The smell of shaving cream and Preferred Stock (early 90s, it was cool for girls to wear guys cologne) totally made me think of it all throughout my early teens.

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Intense. This was the girl I'd had a crush on for a couple years. We had just confessed our feelings over text while she was out of town, and when she got back she came over and we went up to my room. She sat down on my bed while I went over to her and we kept scooting closer and closer to each other. She ended up with her head in my lap looking right up into my eyes like we both couldn't believe this was happening. (I don't think a single word had been spoken from the moment I opened the door, but I did have some mellow indie music on.) I went down and kissed her forehead then her nose then finally her lips. Honestly surprised I didn't OD from the rush of dopamine released in that moment.

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I was playing catch with a neighborhood boy when I was about 13. He wasn't cute and I didn't see him romantically at all. He was too goofy. He threw the ball over my head on purpose, so I would follow it into a long dark driveway. I went in and got the ball, but when I turned to leave, he pushed me up against some beat up old rusty car and kissed me. His friend was watching like a damn weirdo. I shoved him off me and kicked him for ruining my first kiss.

My first kiss with my husband redeemed that. I had a few drinks on our second date and I was loopy and kind of giddy and happy to be dating him. He walked me to my apartment door when he dropped me off. He's 6 feet 7 and I'm 5 feet 7, so I had to stand on the bottom step to hug him good night. He asked if he could come inside, but I wasn't ready for that yet. He kinda sulked when I said no, so I was like "no, maybe next time you can come in, but I'll give you this..." still had to tippy toe on the step, but we had a very sweet first kiss on my apartment stoop at 3am. :)

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So I surprised her with a sing-o-gram for Valentine's Day. The choir members who did it knew her personally (she was in a different branch of the choir) picked the perfect song (Little Things by One Direction) and I got all the credit for it. I mean, yeah I paid for it as you do, but the song was up to the choir group doing it.

She found me as school was letting out and she started with a hug but then she didn't pull all the way away and we kinda just stared into each other's eyes for a really long time. It took me that long to realize she wanted to kiss me but was clearly as awkward about a first kiss as I was.

And so then in my head I was like "oh god she wants you to kiss her!" And so I did. I did okay, I think.

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We were at the homecoming dance, and we have been dating for almost 11 months. She had really bad anxiety, so I had been holding off doing anything too ridiculous in fear that she would freak out. We had been in the middle of a big group of people and everyone was really sweaty and excited. There was a giant group of people grinding in the middle of the gym. Beyond that group was the people that just want to have fun and dance. That's where we were. So we were having fun, talking and singing and such. Then she made a waving motion towards me that she wanted to say something into my ear. I had to lean down since she was significantly shorter than me, and when I did, she did the weirdest and most awkward peck on the lips i'd ever seen. I said, "no, let's have a real kiss". In what seemed like slow motion, we both leaned towards each other. Everything seemed perfect. That's when we both missed each others lips. I got the side of her nose and she was somewhere near my cheek. It was awkward and weird, but most teenage relationships are. We still had an awesome night after that, and now we have something to laugh about.

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My first kiss was with my then best friend's boyfriend. We were fifteen years old and we thought it would be a cool idea to sneak into our school campus late at night. My best friend at the time, let's call her Sara, had recently started seeing this guy named David. David thought it would be funny if we both ditched her in an empty campus, leaving her scared. Without giving it too much thought, I agreed. We both ran into a building and continued to run until we got tired. I was leaning against a locker, trying to catch my breath, and he walked towards me with a smile on his face. He told me that he had been waiting for this moment all night, but before I could react to it, his lips were on my lips. Technically, I did not kiss him back. I tried pushing him away, but he was pressed up against me. I also tried leaning away, but his lips followed me. I have never told anyone this story before because I didn't want to be judged for "kissing" my best friend's boyfriend, and because the experience alone made me so uncomfortable that I didn't want to relive it. Sara eventually found out, but I never told her the real story.


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My first kiss was aged, 10, the girl was also 10. I must have known her for 8 years at that point but anyway and I low key had a crush on her. me and her were chilling at my house playing Lego's and building pillow forts, being overly competitive on Mario cart as you do when youre young. Anyway, we were sitting in our pillow fort and I decided to shuffle over closer to her a bit, she turned and looked at me and said "why are you getting closer to me". Me being a soppy little wanderer replied with " I like you, like a lot, and have for ages" she proceeds to smile get really excited, dived at me and said "I do too, I do too" and then we kissed very briefly and got really excited. We dated for 5 1/2 years, got very close, then she cheated on me twice. So much for childhood romance.


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I started high school and there was this really good looking, out of my league girl. I would say hi to her whenever the time (for my nerves) was right. Long story short, two years go by. I was now 15 and pretty much nothing had ever happened between me and my crush. One day she greeted me with a kiss on the cheek , and we start chatting via Facebook. I was really happy, but I didn't show. I'd learnt that sometimes you have to pretend you don't care to get something from a girl. She ended up begging me to meet her someplace and make out. So I went there, to a certain street, feeling really confident. We talked for a few minutes and then the time came, and I was nervous, and my legs were trembling. Then we do the 90-10% thing. It was magical at the time, and still felt like something different and special. It was sweet, soft and wet. I kissed her a couple of times and then I broke the kiss. She said "That's it? It lasted two seconds!". So I told her it was my first time and I was pretty nervous. She gave me the sweetest smile and said "Really? But you kinda used your tongue... Okay, let's do it again". And so we did. It was even better. Fun fact: We kissed in the same spot I had imagined during my months of longing about her two years before the kiss.


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Rocky Horror Picture Show, 15th birthday, right before the show started. A girl overheard me reminding my best friend that no, I have never been kissed before and no, there is no way in hell I'm going to get to kiss that boy over there who is really cute by the end of the night, even if I did invite him to my party after the show.

So the girl introduces herself, grabs my hand and drags me to said boy who was apparently one of her friends and says something along the lines of "Hey (redacted) this is her, it's her birthday and she's never kissed a boy and thinks you're cute" and shoved me up against him. He kissed me, then said "not bad" We wound up becoming friends, he was the second guy I slept with and years later we dated for a few months.

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Mine was actually kinda messed up. I was 11 at the time. My mom worked as a manager at a food chain, and sometimes in the summer she had to take us to work with her.  While there, we would either hang out in the kids room and watch TV or go over to this store in the same strip mall and walk around. Well my brother and I were walking around this store, and there was this guy hanging around, too. We were talking a little bit but I was a really shy and awkward girl so mainly we were making a game out of sorta trying to lose each other in the aisles. I guess we were doing some sort of unspoken flirting, and at one point we ran into each other and we kissed. Then he came back with us to where my mom worked. I got him some free food because he didn't have any money, and if I remember correctly he might've been homeless. We were doing some talking and I remember my brother saying "she's 11." He did not stick around. I guess being so young I didn't really think about how much older he was or how wrong the whole thing really was until thinking about it afterwards.

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Arguably, the first was in about third grade or so. We grew up together in church, and had parents who worked together. She was pretty much my first real friend (and really only true friend for a long time after she moved away), and it was sort of that innocent wanting to be each other's first kiss. She probably doesn't remember, and I haven't been in contact with her for so long. I have no doubt we would have tried to actually date later in life if her family had stayed.

Otherwise, first girlfriend kiss was in high school. Pretty much spectacular, and was one of those kisses where you know the next one's going to be "involved" for the next...however long it took for someone to interrupt. It was like we really knew what we wanted in a kiss and it so happened to be that we wanted the same things. She didn't end up being the 'one' though.

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Mine wasn't until my freshman year of college with a boy who was in my week of welcome group. He internet-stalked me for a few months until I finally agreed to go to his fraternity's semi-formal (he was actually just a pledge at the time). I wasn't interested in him at all, but I ran out of excuses to go out with him. Being extremely inexperienced with dating and boys, I didn't know how to reject him outright. Plus I thought it would be ok if we went as sort-of friends since we were in the same WOW group after all. No pressure right? The night of the semi-formal, he got drunk at the pregame, tried to grind on me on the dance floor, and finally just went in for a drunken sloppy tongue kiss when I was least suspecting it. I had to push him off and finally just told him that I didn't like him like that. The rest of the night was awkward as he tried to sober up and mingle with other pledges and their dates. On top of all that, on the bus ride back to campus he called me "exotic", which was a big no no for me as an ethnic female. Probably the worst part about it is that we lived in the same building, he was on the third floor and me on the second, so there would be times wed painfully awkwardly run into each other.

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We'd been dating long distance for about a year. We had met online playing video games together and yes, I was 100% sure she was real and we just got along quite well and I knew it might have been odd but I went for it.

We finally had money to visit each other and it was....pretty cool. Imagine one year of pent up sexual frustration with someone who you haven't actually seen in person until the present. But it's someone you'd fallen in love with based entirely on their personality.

Then you meet and you're sitting in a hotel room and the awkwardness of never actually seeing each other in person has melted away. All that pent up energy was released at once.

I remember teeth. It was like we were trying to make up for lost time. It was like out of a movie where the lust and love was just far too intense. We were slamming each other around the room, against walls, teeth hitting teeth and causing a sharp pain but we kept going anyways.

It was radical. It's a fun story to share, that my first kiss was pretty uncommon and is totally a moment I'll never forget. The biggest downside is the rush of that moment has yet to be topped.

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I was a freshman in high school. It was my first relationship. However, this girl was a junior and it was her 7th relationship I think. She's done it before and I haven't. Anyway, three months into the relationship, and we were watching a movie. The movie wasn't really important though as we didn't really watch it. Or at least she didn't. She just kept staring at me the whole time while I was watching. Meanwhile, me, the clueless boy I was, kept watching the movie. It was nearing the end and eventually, I realized that she probably wanted me to do something. Honestly, a kiss wasn't really on my mind, and it's something I wasn't really concerned about doing. So, I looked back at her and she grabbed me and pulled me closer. We stared at each other at point blank range for an awkward second too long, then she kissed me. I didn't expect this (I should've looking back) and I didn't really want it either. Additionally, I had no idea what I was doing. It was super awkward. We tried again after that and it got better. She said I was good at it, but I think it was just to make me feel better about it. Not exactly how I would've liked my first kiss to be.


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It was really uncomfortable. I was at my first Homecoming dance on my first date, and the guy I came with just kissed me while I was in the middle of saying something. I know this seems "cute" in movies and songs, but in real life it's pretty annoying. It came out of nowhere, wasn't very good, and he didn't seem to concerned about how I felt. When I tried to kiss back he told me I was being too forward, then immediately told all our mutual friends we were making out! When I asked him not to not try to kiss me at school (we had really strict PDA policies) he'd try to plant one every chance he got!

After a couple more weeks of this (bad kissing, ignoring my boundaries, never really asking for my consent) I had to break it off. The guy was sweet some if the time, but he wanted things to move at a pace I wasn't comfortable with, and and wasn't respecting my boundaries. If I could take it back, I would.

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Let me set the scene: I was in 8th grade and I had recently started dating a guy I had a huge crush on. My birthday was coming up so he had been badgering me about what I wanted for my birthday. He asked one of my friends and she told him I wanted a kiss(I had never told her this) So by the time my birthday comes around everyone knows he's gonna kiss me that day. During lunch our friends were sitting around us just waiting and watching for it to happen. Suddenly, a fight breaks out in the fields behind us and as everyone is turning to look I turn to ask him what's happening. In that second he gives me the most spit filled kiss of my life. I was so shocked I didn't even react!

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We are told that, if you're not confident, you should just "fake it til you make it."

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