So I’m writing this a little too late to probably win the contest, but the topic has been something on my mind for a long time, so fuck it YOLO. I’ve been wanting to put this story into words for the longest time.
A bit of background about myself. I’m the quintessential definition of a late bloomer. I went to two huge party schools at Michigan State and the University of Arizona. But being a computer engineer, my salary was something that would attract women, but not in a way that would ever be healthy. I never got laid at either school. I was the guy that girls would literally be disgusted by if I asked them out. Turns out being 5’8”, 125 lbs, west Indian, and not that attractive is a bad combination, who knew. I only had one girlfriend from ages 23-24, who was such a gold digger, that she said my house I bought at 22 would never be good enough for her. When she became emotionally abusive and we split, I went through a five year dry spell that made me feel awful. I knew that I was just not what girls wanted. However, the winter after my 28th birthday, I decided I’d at least try to change the being skinny part, and spent all of my time either eating 5,000 calories a day or in the gym, and had put on 12 lbs. of muscle which grabbed the attention of both my friends and girls alike.
Somehow, I ended up going from 0-100 and went from being told I just didn’t give girls that feeling to dating college athletes. I had a 2 month fling with a girl that was the captain for the volleyball team in my city and a few one night stands, and all of a sudden I don’t even know what to do with myself.
I ended up matching with this girl named Robyn on Bumble. A 5’0” scrumptious redhead that was a runner. Redheads have always been my jam. I recognized her pictures from her OkCupid profile, in which I had messaged her on that platform, but never heard back from her. So I figured, okay, this match will expire without her messaging me. Wrong.
Unlike any other girl on Bumble, who could only message things like “Hi David” or “Happy <insert day of the week here>, Robyn actually had an opener that was well constructed. She noticed I liked soccer, as my profile picture was of me playing, and messaged me saying that she was an Arsenal fan and asked if I had a professional team I followed, or if I just played. I said I was a Manchester United fan, and in a period of boldness, sent her a Youtube link to the ESPN commercial of the Michigan and Ohio State fans making out on the couch, with the tagline being “without college sports this would be disgusting”. Half expecting her to block me, after following up saying “is this going to be us?”, she responded with “I hope so!”
The local soccer team was having a promotion with the opening of a beer garden at the stadium to where your general admission ticket got you five free beers. I had already asked a girl that I matched off Coffee Meets Bagel to go, and she was game because while she didn’t like soccer, she liked the beers that they were going to be offering. However, she had to bail due to family commitments that arose. Awesome! Time to ask the girl that actually likes soccer to go instead. Robyn was completely game, and said she’d meet me at my apartment so we could walk to the stadium together.
We got to the stadium, and it turned out they amended the deal to have it be seven free beers. We both said that blacking out would likely wreck a follow up date, so we ended up making out in the stands, watching soccer, and graciously donating the remainder of the beers we didn’t drink to fellow supporters. We’re holding hands leaving the stadium, to where a family that was grilling at a house down the road was hollering at us saying they hoped “we got lucky”. When we got back to my apartment, we fell into the bedroom which was 96 degrees because I didn’t have air conditioning. While the Argentina Copa America Centenario match was on in the background, we were tearing each others’ clothes off and making out furiously. However, when I tried to go down on her, she told me “not on the first date.” Which I had been told a few times with girls before her, and it just ended up being code for “I’m not into you that way.” So I figured it was just another, “You’re such a nice guy and you’re cute, but something’s missing.” She went home and I was resigned to believing that was it.
Until she messaged me the next morning with her phone number and saying that she wanted to see me again. She also left her sunglasses at my apartment, so I said she should come to my beer league soccer game that Thursday so I could give them back to her. What happened from that point forward completely reshaped my life in a way I never imagined possible, having struggled so much to develop sexual intimacy with women at a time where all of my friends had no problems doing so. This is what will make it a gonewild story.
After the soccer game, we came back and she told me she was having her period, but I said it wouldn’t bother me. We had the hottest missionary sex and then after I finished, I immediately got hard again. She blew me until I finished in her mouth, and I was on cloud 9. A girl that was my physical ideal just have me the hottest night I had ever had. And she wanted to keep hanging out!
That Saturday, I was golfing with my best friend when she texted me that we should grab dinner and hang out. As someone that is trying to get his PGA class-A certification, I still couldn’t wait to get off the golf course and meet up with her. Again we ended up in my bedroom, where we ended up fucking twice. After the second time, she told me it was so hot that I could go multiple times. Most guys couldn’t and she was stoked that I could match her energy. I literally couldn’t believe it. A girl that is literally my dream girl is telling me that she’s stoked about the fact I’m good in bed. Not that my career pays good money or that I’m “nice”. But that I’m giving her the fucking she wants.
The third time we slept together, I asked if we could go without a condom, as I had been recently tested. She was game, and when asked her where I should finish, she said just not inside of her. Kind of bummed, but respected, I kept fucking her missionary. Until she said, “you know what, fuck it, that’s what my IUD is for, come inside of me.” And I completely lost it and blew a huge load inside of her.
Two weeks into dating, I had a wedding to go to in New York City for one of my best friends from college, that happened to be on 4th of July weekend. I asked Robyn what her plans were, and she said she was just going to spend it by herself because there wasn’t anything going on. I asked my friend if I could bring a +1, and he had history with my first girlfriend when she wrecked our Arsenal/Manchester Untied trip at Old Trafford. I was told I could bring her, but it couldn’t be a repeat of that. I invited Robyn and she was game to come along even though we had barely been dating.
The night before the wedding, we were staying at my friend’s townhouse, and having gone out with him and his soon-to-be wife, we came back muled into oblivion. Having sex, I told her I was falling in love with her, which caused her to kind of blink and be like “what?” I was so drunk, I couldn’t finish. The next morning, we woke up and fucked over the couch. Then got a smoothie and went into Manhattan to shop for a bit, where she picked me out a dope set of aviator Ray-Bans. We got to the wedding, and then made it to the reception at Port Jefferson in Long Island at his wife’s parents’ house. We hadn’t showered all day, so we asked if we could take a shower real quick. We ended up fucking in the shower and then enjoying the rest of the reception. Then we spent the night at my grandparents’ in Brooklyn, where I’m the favorite of the 14 grandchildren. Well the favorite grandchild was fucking his new girlfriend in the guest bedroom. That was three separate locations I fucked Robyn in one day. Coming off of a five-year dry spell, I literally couldn’t believe it. Here’s a girl that was a college runner, banging my brains out like I’m a pornstar.
The next morning, we were fucking but the bed was making too much noise. So we rolled onto the floor, where she rode me cowgirl until I exploded inside of her again, but I couldn’t make any noise as my relatives were all over the house. Then we went downstairs where my grandmother was making us breakfast and my aunts were embarrassing us by asking when we were going to get married and to not have illegitimate children like my cousins. I remembered that I never told my grandma that I broke up with the volleyball girl, so I can only assume that she thought that it was the same girl that I was dating from January, not from two weeks ago. Oh man. They took pictures of us that looked so adorable that if I look at them now if I’ve been drinking, I break down crying.
My extended family all loved her, and I knew I was in love too. She waved off my statement from the first night, saying “you were drunk”, and in my head I knew it was too early to tell her out loud, but I knew how I felt about her. Our weekends were spent doing Premier League week in review and chill, she would give me weather updates for my golf tournaments, I would ask about her running league, and we just got each other. But given that I was so new to the dating scene, even at age 30, I didn’t want to scare her away. So I just agreed with the fact I was drunk, even though I knew I was infatuated with her. This wasn’t just a girl that was great at sex or a girl that liked me but wasn’t attracted to me. She felt like the complete package.
I had three memorable nights that still ring vividly in my mind to this day.
My fourth floor apartment was right across the street from a popular Italian restaurant with outdoor seating. Given that I didn’t have air conditioning, the upstate New York summers meant I always had my windows open. We were fucking missionary, when I could literally hear the conversations that customers were having down below. Knowing Robyn was a screamer, I said “shit, they can probably hear us.” Her response made me feel like a king. “I want the whole world to know how good you fuck me.” How the fuck did I go from Raj from the Big Bang Theory to a college athlete telling me that? My mind literally exploded. And then my balls exploded inside of her shortly thereafter. The one thing about Robyn that has been rare with other women is that I literally would have no to little refractory period with her. We’d just be cuddling post-orgasms and I’d get hard almost immediately again. And she also told me that she couldn’t explain it, but unlike other guys she had been with, me being inside of her caused her to have multiple orgasms, where she had never had that before. I guess she could have been blowing smoke up my ass, but holy shit, I felt like King Kong hearing that. That she would just come over and over while we fucked. And you could feel it too.
Given we both loved soccer, Cristiano Ronaldo was my guy, but Leo Messi was hers. This was during the summer of Euro 2016 where Portgual/France was the final. I obviously picked Portugal and she picked France. I told her if I won, I got to fuck her brains out as rough as I wanted, but if France won, I would make love to her. She said, “well, either way, I win!” Being with Robyn was becoming a mindfuck of the deepest proportions. I couldn’t believe how I went from every girl’s worst nightmare to having my dream girl saying all of these things to me. Sanches hit that winner and we were off to the races. We did my favorite position where we’re basically scissoring on the kitchen floor, and the look she gave me caused me to come quicker than I would have preferred to. And then my cum dripped out of her wet pussy all over the floor. She texted me the next morning saying she knew how much I loved it just from how I was looking at her while she dripped my cum everywhere. She wasn’t wrong.
I had some lube in my apartment and one night I was fucking her and decided I wanted to get rather adventurous. So I lubed up her asshole and stuck a finger inside. When I tried to slip a second one in, she said “sorry, it’s been a while since I’ve done anything anal” which implied to me that she was adventurous as well, which considering my first girlfriend was super prude, that was amazing to hear. While I still had a finger in her tight little asshole, I slipped into her from behind, just to hear her exclaim “oh my god, I’m going to come immediately all over your cock” and she burst into orgasmic bliss. We kept fucking that way until we both came explosively together.
Then one night she came over while she was house sitting for her sister and brother-in-law. We had already fucked four times, when around midnight, she was saying she had to get back to their dogs. I was hard again, and put it in her from behind, for her to tell me “we don’t have time for that again!.” I told her that this was going to be real quick and for the next five minutes, pounded her as hard as I could until I blew my load inside of her again.
I had never done anything with toys, but knowing she liked anal play, I got the Doc Johnson anal training kit. When she came over, I told her that I bought them, but I respected if she didn’t want to try and I could return them. She said that she had never had a guy want to try toys but she was excited to. I slipped the small toy in her ass and then fucked her. She said it wasn’t a big deal because she’d had bigger in her ass, implying she had indeed done anal before. I couldn’t wait until the next time, where I had in mind to try the bigger toy and then fuck her ass, and have anal for the first time.
Sadly, we broke up the next week for reasons I can explain outside of this post. And I’ve never been the same since. Most of my long-term relationships have been because I am very financially stable and they make it obvious by making me pay all the bills or asking for expensive engagement rings. Robyn was a fox in bed but also she was the type of girl where I’d swoon over her while we picked peaches and blueberries. Granted we were only together for three months, but we never had disagreements over money or any of that. If anything, she went to bat for me against the stereotype of the nerdy, tech brown engineer. All I hope is that she is happy in whatever capacity that is. That three months of David and Robyn being an item made for an amazing summer that I will likely never be able to repeat, and to this day, almost six years later, I wholly admit she is the one that got away. I never actually told her I loved her, after what had happened in NYC. And that is my one regret, that she never knew exactly how much she meant to me.
Source: reddit.com/r/gonewildstories/comments/uajyro/the_one_that_got_away_monthly_submission_contest
Goodness, you have to tell us why it went south so suddenly.