What's the Best Wingman Story You Have?

what's the best wingman or wing woman story you have I was hanging out with a cute girl we were getting drinks at a bar and sat next to a friendly drunken gay guy we're all chatting gay guy starts hitting on me pretty hardcore I laugh it off a few times cute girl excuses herself to use the restroom I turned to gay guy and say dude I'm flattered but I'm not gay I'm actually trying to get cute girl to like me you got my back gay guy says I got you bro let's do this and closes it with a fist bump instant wingman cute girl returns from the bathroom and gay guy says you should have heard all the nice stuff he was saying about you while you were gone he kept it up the rest of the night awesome that was heartwarming seriously a friend of mine was crushing hard on a girl we met a few times at a bar she was in an abusive relationship but he was determined to win her over so one night the girl and her boyfriend were drunk fighting like normal when he said enough was enough I was Dee Dee that night and I knew he was going to get his butt kicked if he stepped in so I told him I was going to give him a window and if he flicked us up I was never going to be his women again I go up to the bar walk right between the fighting couple and go to order a drink the drunk guy did not like this show of disregard for his manhood and immediately turned me around and punched me right in the face I take a dive and he gets tossed out into the street the bouncers thank me for not fighting back and get me a nice pack and a coke I sipped it while I watched my friend get the girl that was three years ago and I'm taking the engagement photos on Friday taking a punch for your buddy to get the girl dang you are too good sir hats off to you two So based on most of the stories one of a wingman's top duties is to sleep with a fat girl because otherwise hot girl wouldn't sleep with the main guy till hot girls are fat girls wing woman till hot girls are fat girls wing woman I think the proper term here is Bombardier a word of advice to the other guys here but if you have never tried having a wing woman do it I swear that when I go out with a girlfriend of mine as my wing woman it's ten times more likely to be a successful night typical situation me and my friend hanging out at a bar enjoying a drink when I see a girl I'm interested in I'll Point her out when she walks by when women jumps in OMG I love your top blah blah blah minute or two later hey meet my friend here I think there's something about having another female introduce you that just appeals to women a friend and I would occasionally use a unique approach to picking up women he had a tough time talking to girls so he devised a system where he would approach the two females and inform them that I had taken a liking to one of them unfortunately I was a foreign exchange student from Spain Croatia Finland Germany Etc and he will translate the conversation to English for me anyways one night after far too many bruise I decided to be a German exchange student named Hans I see him approach the group of females and he begins to bring them to me as he turns around I see a terrified look on his face as if something went terribly wrong as they all get to me he introduces the girls and Whispers into Maya that the Cutie on the left is German luckily I knew very basic German introductions hello Etc so I could stumble through the beginning of the conversation I would say things like ah Berlin hoping that she was asking where I was from in Germany I then smile and ask pilsner she gets visibly excited and we go to get a beer and then the unthinkable happened in a moment that I still get asked about to this day I began to sing I sang loud and boisterously a song that I wasn't aware that I knew the lyrics to She then joined and we sang this song at the top of our lungs and I grabbed her and kissed her after and I made it through the rest of the night without saying a word we took the ladies to my friend's apartment and the rest is history the song it's called you can't be merry all the time my grandfather was German and when he would drive me around as a child he would play a tape of old German songs for some reason I had remembered the lyrics to that one and sang its butt off sounds like your grandfather was the true wingman I've been waiting to tell this story at a party I don't know anybody really and I'm talking to these two hot girls I'm doing fine but not so well that I am sure I'm going to close the deal out of nowhere this guy who was leaving the Party Walked straight up to our little group throws his arm over my shoulder and slabs me on the chest and says I gotta go man sorry to leave you here all alone but we'll hang out next week cool he turns to the girls and says did he tell you that he saved my life too modest about it I tell him to brag but he doesn't like too anyway see you later man tell them the story than this random stranger turns and walks out of the party leaving me there with two babes waiting with baited breath for this story of my heroism the things turned around after that TL DR if you are leaving a party be someone's random women and pay that crap forward Tomb of the Unknown wingman my friend Shane was punk rock as crap one night after work he and I went out with this girl that I'd been crushing on from work for a long time she suggests we go back to her house to have some drinks and hang out with her roommate her roommate not attractive like not even a little bit Shane sizes the situation up real quickly and sees what he has to do grabs a bottle of tequila and challenges beastly roommate to a drinking contest after the drinking contest he takes one for the team cuddles up with beastly and proceeds to make out with her ferociously to free up the girl I'm crushing on Good Times ensue for me it's not a great story or well written but I felt like telling it because I haven't told a good Shane story in a while I miss Shane he passed away a few years ago being punk rock as crap until the end love you buddy best wingman and one of the best people I ever knew I need to hear more Shane stories I was at a game con and I'd been hanging out hitting on this hot redhead for the first two days of the con however her gay brother by which I literally mean homosexual was attached to her at the hip I could never get them apart therefore he was constantly dong blocking me finally on the Saturday night of the convention he informed his heart sister that he wasn't going to be around he had a mysterious rendezvous with a secret admirer at the restaurant down the street this was fortuitous for me as it gave me all the time I needed son brother to seal the deal with the redhead I was thinking I just lucked into this and the next day I was on cloud nine whistling and grinning when my friend Jim asked so how was last night I say last night was freaking fantastic Jim nods and says you're welcome I was still slightly confused when not 30 seconds later we bump into redhead and ubiquitous brother and he's still in midrand complaining who sends someone flowers with a nice note asking them out and then stands them up for dinner I was expecting the friend to bang the brother was womening for a friend ask this girl if I could sit down in the space next to her and she gave me a strange look so straight away I played the don't worry I'm not going to hit on you I'm getting married I just can't find a seat in this club card to disarm her then when my friend walked by I called him over and asked if he could hold my seat for me whilst I went to the lou and bingo he's in there with this girl who turned out to be quite a posh totty perfect wingman skills he got her number in at the end of the evening followed her out of the club at this point he decided to do an air hump behind her back not realizing all her friends could see him and never heard from her again hahaha the ending was great also I went to the low and bingo he's in there with this girl who turned out to be quite a posh totty this may be the most British sentence in history Halloween in Santa Barbara I have a few friends up and I'm showing one of them around Ivy when two drunk women ask us where the beach is now if you've ever been to IV you know that the beach is pretty easy to find but us being savy we agree to show them the way one is hanging off my friend and I'm walking with a second the one I'm talking to is telling me that they both got dumped by their boyfriends and decided to come down to SB to have some fun and maybe have a threesome together to make their exes jealous I unfortunately had a GF at the time so I asked if she thought my friend was cute she said yes I asked what his chances were of getting laid with a friend ninety percent I said great and passed her off to him and whispered to her show him a good time with a wink I was gone I went back to my apartment and relayed the story to my other buddy and about as I finished my friend showed up womanless he was Pee that I had left him and came to find out why he nearly crapped himself when he heard the story The Horror I meet a girl from Liverpool in my local UK style pub I live in Canada and once I get over the Fanboy Behavior because I'm a huge Reds fan we notice that we have a ton in common we're both single and definitely interested her friend is there is cute so she Intimates that if I can find a person to keep her occupied then Ms Liverpool will be gracing my bed that night I have two friends in the pub with me both virgins both shy as heck and who have both complained 20 ways from Sunday about that situation neither are as good looking as the friend they give her a once-over and decline yes my best women story is my two wingman dropping the ball you should have got your friends royally drunk first so being a girls volleyball Empire from previous posts I would usually hang out with the girls after practice I learned their ways and I was accepted amongst one of them one day I overheard one of them saying they had a crush on B this is was in high school mind you and this kind of chatter was standard all of the other girls agreed B was cute now B is a friend of mine but he was incredibly shy and was mediocre at socializing with girls so I merely stepped in and told the group that b was an awesome guy and saved my back countless times a plus plus would do again sort of thing fast forward a couple of days later I see be walking down the hallway he is surrounded by the volleyball girls and chatting it up with them long story short he gets the courage and successfully asks a girl out who had a crush on him I recall myself giving him a fatherly nod across the cafeteria standing up and walking out of the school with my coat over the shoulder into the sunset even though it was second period TL DR a popular chap amongst the woman I gave my good friend an amazing review which led him getting a date comma I recall myself giving him a fatherly nod across the cafeteria standing up and walking out of the school with my coat over the shoulder into the sunset even though it was second period literary Masterpiece Bravo years ago I was at a party with friends the girl I had been crushing on for most of the Year walked in my buddy Scott knew I had caught feelings for this girl and was determined that he would make it happen for me I guess he got tired of hanging around with forever alone guy he walked up to her and her gaggle of friends and said hey ladies you should escort my friend dupium me back to his apartment he gets lost easily for some reason she was quite endeared by that and ended up chatting with me for the rest of the evening I invited her back to my house and she jokingly claimed she would only go back if we had vodka Scott overheard this left the party stole a bottle of expensive vodka from the liquor store and dropped it off at my apartment he texted me and told me of his actions I ended up taking the girl home along with one of her friends for Scott three years later I am still with vodka girl and we are planning on getting married in the fall Scott will be best man of my wedding because I know he is directly responsible for getting us together Scott the Red Baron of wingman Story one when my husband and I were dating we went out for dinner and drinks with a few of his friends one of his friends was complaining about how he couldn't seem to get a girl to pay attention to him I called over the waitress told her that this was a nice young man who didn't believe in himself and just needed a little encouragement she smiled kissed him on the cheek and she gave him her number after they chatted a while apparently they went out on a few dates I won awesome points that night story two my best friend is a bit of a klutz when it comes to girls and he has pretty low self-esteem for it he visited me during one of my years at University so I did the usual party hopping rounds with him and invited a small group of girls I asked one of my especially [ __ ] friends to make him feel special after we had a few drinks I told him to make a move on my especially s friend they ended up going back to her place where he proceeded to lose his virginity not only did I make him feel like a man without him knowing I had set up the whole thing I still hold the price for finding him a redhead to take his virginity he loves redheads he thought he was adorable but she wasn't up to making a commitment so whenever they got together she taught him a thing or two about what women want in bed to this day he still loves me for it I sent that virgin a redhead virgins love redheads my roommate went out one night and I stay in because I had a big test at 8am the next morning he proceeds to strike it up with this girl she was hesitant to come back to our place because she didn't want to make her friend go home alone so my friend suggested they both come back and meet me and drink some more at our place so my friend texted me get up your drinking and getting laid take some shots I'll owe you one so I got up at 2AM had a couple drinks and he brought the two girls over they were both fairly attractive girls and pretty funny we proceed to hook up with them both pretty Mutual wingman action I occupied her friend and he brought me a girl without me having to do any work oh and I aced my test at 8am with a pretty nice Morning After Buzz going room service booty the best kind around I was best man in two weddings One Summer after having a really good time with the other members of the wedding party at the first wedding I told the groom for the second wedding you're going to set me up good write one of the Bridesmaids were single he talked me up to her before I even met her and I ended up marrying her bummer dude when my win-woman convinced to be females to have a threesome with me after boasting about how good I am in bed the best women you can get is a wing woman that's because when women fly stealth while women are more likely to get spotted by the radar I was a single dude in DC for a while well chicks in DC only care about two things power and money this is clearly evident when the second question they ask after what's your name is what do you do for a living so I devise a plan one drunken night with my buddy I was going to tell everyone I was a blimp driver and see what happens the beauty in this is that uh they have no freaking idea how much a blimp driver makes Frick if I know either and B you can make up crap that tells them you're only in town for one night and will need to make this quick if so anyway I'm conversing with an attractive member of the opposite sex and sure enough what do you do for a living me I'm a blimp driver we're called drivers because well you don't really pilot a blimp I drive one of the good years it's parked in does right now you should come out tomorrow and see it huh okay I'm calling Bulls on this me over my shoulder hey derp tell her what I do for a he's a blimp driver and he goes back to drinking me see believe me now her you're really a blimp driver me yep and I pulled this trick for a good two years with my buddy it was fun times after takeoff and once I got to altitude for our cap my wingman saved my life the oxygen wasn't flowing to my mask but I didn't know I was apparently slurring my speech over the radio a common early symptom of hypoxia and things just when clicking when he told me to pull my Reserve oxygen lever so he breaks formation and puts his 18 right in front of me then does a wing wag as he tells me pull the green lever over the radio at the time I didn't really understand but I did what he said oxygen comes back my head clears and I didn't end up a corpse sitting in a 50 million aircraft as it flew in a straight line until it ran out of fuel I hate submitting to threads like these because I fear I will never get seen with over 2 000 comments but here it goes owed my friend some money so he was sitting in this bar talking to this girl and I could see things weren't going so well he didn't know I was there he was a lifeguard I bought a picture of beer and sent it over to the table he didn't know where it came from I went over and said hey IM not sure if you remember me I was the guy at the beach a week ago my dog jumped off a lifeguard stand and went into shock and you did CPR on him just wanted to thank you for that he looked at me all shocked and the girl said oh my God that's so wonderful I said yeah I know this guy is something nice and he and gave him a head nod and smacked him on the back he got laid that night back in college I saw this girl in the student center and she was ridiculously gorgeous it was one of those jaw hits the floor tongue rolls out moments I can't explain why I went crazy for this girl without knowing anything about her but I did I said to my buddy standing next to me holy crap I'm going to marry that girl as soon as I said that she went into a crowded Auditorium and I instantly became depressed thinking I'd never see her again fast forward a few hours later and my fraternity is throwing a party at our house I'm pretty happy drunk at this point my friend who I was with earlier runs up to me holding the wrist of the girl I was freaking out about he says three words this is X and then he vanished into the crowded basement we've been together for over six years now I can't explain why I went crazy for this girl she was ridiculously gorgeous the world may never know years ago in college a female friend of mine I knew she had a crush on me blew a guy to get him out of the way for me to plow a girl he and I were both going for at a party that's kind of a sad story I imagine tears running down this girl's cheek as she thinks of you with that other girl all as she blows some other dude at a packed bar met up with a girl who I had been talking to for a while we're making out in the bar and decide to go somewhere more private so naturally we got online for the bathroom together my buddy good looking dude who has a reputation for being a phenomenal wingman get online behind us but we don't talk or anything because I'm obviously busy entertaining the girl we finally get to the front of the line me and the girl slip into the bathroom and get to it Meanwhile my buddy in a stroke of Genius Waits about 30 seconds before he starts screaming and slamming on the door as if he's pee that we're taking so long that way the other people in line who actually were pee wouldn't feel the need to do so themselves bought me a plenty of time in there and helped me get it in great dude TL DR my buddy faked out a bunch of bathroom goers at a bar to help me get laid Once Upon a Time in college I knew a socially awkward nerdy hot chick who ran our local Anime Club she was permanently single because no male in the club had the courage to ask her out and she was too shy to ask someone out herself I mentioned to her that she should ask someone out and she asked who I'd meant me but things had already gone wrong if I was being asked this question so I said the name of my first single male friend who came to mind who she also knew she refused again being too shy so I pulled out a nickel and handed it to her explaining that I had just paid her to say yes if he asked her out and she couldn't go back on it or that would be theft then ice skedaddled before she could work out what I just done I found said friend and tried to get him to ask her out but again Anime Club so I handed him a nickel and explained that her just paid him to ask her out and now he had to do it or it would be theft then ice skedaddled it worked perfectly they actually went out for a while until she broke his but unto this day he's a broken shell of a man I am such a good friend you're not a man until you're a broken shell of a man I'm at a bar pretty drunk a rock band is playing I'm walking through to the bar when this cute girl comes up and starts slow dancing with me this goes for about 30 seconds then she leans in and goes I can't stay and dance with you all night so how about a kiss instead so I kiss this complete stranger she smiles so I leaned in again and we kissed for a while longer then she walked away forever I walked up to the friend I was with like what the frick just happened he smiled and said he just walked up to her and said I told my friend I'd get a cute girl to slow dance with him tonight it was his first and best women attempt don't know how relevant this is but one time I walk into a room off about 15 girls I ask what they are doing they tell me they're comparing breast sizes me being the quick thinker that I am say well it's not about the breast it's all about the nipple some of the girls look at each other and then say I kinda want to show you so you can judge at this point I realize what's about to happen I saw hold on let me grab my friend I go grab a buddy we come back sure enough all these girls start flashing us and asking us how they look but still still can't believe it actually happened I have a tale of the worst wingman in the history of the world I road trip to a neighboring rival college town we wear burnt orange they wear maroon to go to a large frat party with a group of friends my friend had told me before the party that he would dong block me if I tried to run off with any girls he wanted bro time he is that guy the party was awesome we spent the first hour pouring booze into our skulls as fast as we could then out of nowhere an extremely attractive blonde girl struck up conversation with me she was from a small town one my good friends was from they knew all the same people their parents were even good friends basically it was a perfect wingman move without him even being present talking turned to dancing and then the troll noticed first he tried to cut in on the dancing I told him to Frick off then he showered us and beer we were drunk enough that she thought it was kind of funny and threw beer back on him then he started talking about my recent ex she ignored him I don't know why but despite him being a total but she didn't run away then as the Knight was winding down we were about to go get back onto the buses the troll posted up about five feet from us talking dropped throw and waggled his wiener at us sure enough this was too much and she ran away my friend didn't even remember doing it the next day ever since it has been known as the night of the wiener wiggle I have horrible grammar sorry so sophomore year essov college yes there were more than one I became good friends with a freshman girl very platonic At first she was separated by 10 hours from the love of her life who went to another U classic after a while she stopped talking about him as it turned out he had broken up with her next thing you know and we're in bed it only lasts a month or so but the Friendship remarkably remained strong fast forward 12 months she got back together with the old bow and got engaged I was asked by the her and the chap to be in the wedding awkward doesn't do justice the feeling I had both accepting in the day of the wedding I didn't have romantic feeling for her but dang I slept with her and now here I am watching her get married over the shoulder of the best man at the reception I feel like the world's biggest extra wheel about 30 minutes into the post-wedding party the newly Mrs derp walks quickly by me and says to all one red hair seriously I asked as there was only one tall red head in the room a very beautiful bridesmaid a done deal she said with a right smile I had never been with anybody taller than myself before nor a redhead this was a two for dreams were made of she was at least six inches taller than me with long legs for her body to boot I felt like a kid on a jungle gym set crawling all over wild Delight she will remained for you on her wedding day Epic while I was in college my little brother two years younger came to live me with for a while being the awesome big brother I am I set us up for a double date I had met this girl on the web we chatted and what have you I arranged for my brother and I to meet the web girl and one of her friends to meet up web girl is 18. brunette and sporting the body of a goddess web girl's friend is 18. blonde and somehow even hotter the Meetup goes very well web girl isn't a me web girl's friend is showing signs of being into little bro we agree to hang out again the next weekend they would come to my place roommates are all out of town web girl Blondie little bro and me would watch movies and let the night take us where it willed well the day of my brother opts to bail on me never did figure out why I call the girls to let them know but they are already in route turns out the blonde was only going for my brother because she didn't want to step on web girls too it also turns out they were both ready for something they've never done before I was but one man with two hands and more bosom than I had ever been offered at once my night went well very well I did you proud internet I did you proud TL DR little brother wingman bailed leaving me in a room tea house with two hot 18 year olds best women ever if you are new to the channel you can subscribe I publish new videos every day until then check another video [Music] bye for now

Channel: Updoot Studios

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Keywords: dating stories, reddit dating, dating fails, reddit dating advice, reddit dating stories, #updootst, updoot, updoot reddit, updoot everything, reddit on tap, toadfilms, pewdiepie, reddit, askreddit, funny reddit, reddit stories, top posts, reddit top posts, reddit cringe, comedy, reddit compilation, /r, r/, r/askreddit, top posts of r/, askreddit reading, best reddit posts, top posts of all time, people of reddit, askreddit question, ask reddit, subreddit, sub, reddit stories 2023

Id: tYWTsR8XQv4

Length: 27min 53sec (1673 seconds)

Published: Sat Jul 01 2023