Hey, this is my first story, I’m Holly, I’m 22. My boyfriend u/SmitherJ has introduced me to reddit and I want to share some of my experiences, like he has shared his. I’m really excited to open myself up anonymously on here and I hope you like the stories I have to tell.
My first story is going to be how me and John got together and that way I can introduce myself to you guys.
So me and John work together, we work in an office and for the first 2 years, we worked in separate rooms and we were both in separate relationships. We both became single during covid and coincidently were both moved to the same room at our work around summer last year. I think John’s really cute, but as I was in a relationship when I met him, I never looked any deeper and we would only occasionally see each other at work, we knew each other for a long time before there was any spark.
In the summer of last year our work held an office party at a bar to say thankyou for our work through covid and at this point, I was still very much trying to get over my breakup and thought it would be a great idea to get very very drunk. It was an open bar and I took full advantage by ordering drink after drink. I’m normally not a extroverted person, but after a few drinks I’ll be everyone’s best friend. I noticed John wasn’t drinking and forced him onto the dance floor where I did my best to get him to loosen up and dance.
Being sober, he was incredibly stiff and was barely moving, and I thought it was cute. We danced for a while and it got to the point where people started heading home. John was offering people lifts, and I accepted the lift with one other person and so we get into his car. My house was furthest away, so he dropped off the other person first and then I started directing him to my house. In my drunken state, I was desperate for a McDonald’s, and there was one on the way to my house so I made John take me there.
We went round the drive through and got some food and I told him to park up so we could eat it. We parked and ate and had our first actual conversation. I knew him for like over 2 years at this point, but we had never actually had a conversation before. I was still very very drunk, but was starting to sober up. Being an emotional drunk girl who was still trying to get over a breakup, I started crying and getting upset over my ex. John did his best to comfort me with some encouraging words like “it gets easier”, “its for the best” blah blah blah.
But then he started to open up about his breakup, and we sat in McDonald’s car park for nearly 2 hours talking about our emotions and we just really bonded. He drove me home, walked me to my door and left.
Our conversation helped me a lot, and after that evening I considered John as an actual friend, not just a colleague. When we saw each other at work, it wasn’t awkward and we would have a little catch up every now and then.
But I did what all girls do and slept around a little bit, thinking that would help me get over my breakup, which I think it did and didn’t. I was on tinder, and having fun, me and John got moved into the same room at work and so we would see and talk every day, and we got really close, but only as friends.
This all stayed like this until early November, me and John now spoke regularly outside of work, as friends, and I was now on tinder less. I had my fun and was looking for something a bit more serious. I was texting a dude, let’s call him David. We had been on a date, it was ok, but I didn’t feel much of a spark. We went out for dinner, but then he took me home after and nothing happened, I gave him the benefit of the doubt, we carried on talking and one evening we sexted, he sent me a couple of nudes and I sent him some underwear pics, but not any actual nudes. We then agreed to have a second date, and he said he would cook for me. He had his own place, and so I agreed and turned up at his at like 8ish on a Friday.
He had a nice small studio apartment, nothing amazing, nothing shabby. He cooked some food and it was good, but I was still struggling to feel a real spark, I just felt something was off. After dinner we watched some TV, we made out on the sofa and just before things got too far, I stopped, said I was sorry and made an excuse to leave. He was disappointed, but understood. I apologised and left, he lived in the same town as John, which is like a 15 minute drive away from where I live. I phoned John and asked if he would be OK to give me a lift home.
He picked me up, and asked me what happened, if I was OK etc etc. He drove me home and came inside for a little bit. At this point we had been round each others houses a few times, he knew my parents and I knew his. We were friends, we went upstairs and I explained about my date to him and whether I was crazy or not for leaving. David was a really nice guy, he didn’t do anything wrong, I just couldn’t feel that relationship spark. I was explaining this to John and maybe going into too much detail, I told him about the night we sext, and even then how underwhelming it was. That was then carried over to our makeout session on his sofa, it just fell flat.
Over the months where me and John got a lot closer, we had both shared a lot about ourselves with each other. In a way we helped each other get over our respective break ups and part of that was talking about our experiences. So me going into detail about there not being spark, and what I wanted to feel wasn’t weird. John was good at listening and let me vent. A lot of me in that moment was panicking, thinking I would never find this spark, why wasn’t it there, why could I not find something that felt more than just sex.
John listened and soaked up my frustrations, he then explained that I didn’t need to worry, I would find someone. I’m still young etc. He then said that maybe the best way to find something more is by starting off with something less and building it up. Little did I know at the time, but John majorly fancied me. He was playing a long game, and this was his hint that maybe I should look in his direction. It didn’t hit me straight away, I agreed with what he was saying, but I didn’t realise he was talking about himself. We locked eyes and I saw he was like upset, or nervous. I asked if he was ok and then he just leant in and kissed me.
As our lips locked I realised what he was on about, he was making his move. I pulled away and we stopped kissing, it was short, but it was interesting. He looked at me, like a deer in headlights, he was scared shitless. I paused for what felt like a lifetime. In my head I had thoughts racing about what had just happened. But my head kept going back to one place, during our kiss I felt that spark, I felt that moment where I was surprised in a good way. I’m not sure how long I paused for, but eventually I thought fuck it. I leant in and kissed him back.
It felt exactly how I wanted it to feel, what I was looking for on these tinder dates. It felt natural and it felt good. I was swept off my feet and I felt good. We made out, our hands explored and clothes starting getting taken off. It wasn’t long until we were both down to our underwear. I had a nice matching lacey set on. I had put it on for my date with David, I wasn’t expecting to actually have it on for John instead. John just had a pair of black boxers on, but I could see his very obvious buldge.
He started to kiss my neck, and his hands went around my back and he unclipped my bra. As the straps fell down my arms, his mouth moved from my neck to my chest and he started to suck my tits. Everything just felt so good, so right, it was like it was natural for both of us. My hands wandered and slipped beneath the waistband of his boxers. I got a firm grip around his dick with my hand and gave it a small slow stroke, with my other hand I pulled back the front of his boxers and released his dick from the restraints of his underwear. I looked down, I took a good long look at his cock. It wasn’t the biggest I’ve had, but i could already tell from having my hand around it that it was girthy. With one hand still gripped to it, I used my other hand to lift his head to mine and kissed him again before I lowered myself to come face to face with his penis.
I laid him down and started to suck him off, I’d like to think im good at giving head, and I could hear John moaning. I was ready to keep going, but John stopped me earlier than I was expecting, I thought he was going to cum. He told me that he wanted to give, not receive. I wasn’t going to say no. I stood up and slipped off my panties. I was clean shaven, again in anticipation of what might have happened with David, but here was John getting an eyeful of my pussy. I laid on my bed and John got on all fours below me and started to eat me out. It was obvious he knew what he was doing, it felt good, but he wasn’t quite hitting the spot. I told him I was ready for him and he stopped giving me oral.
John asked if I wanted him to wrap up, I told him I was clean and on birth control, so he didn’t have to. He told me he was clean too and immediately I felt the head of his dick rub up my pussy. I was wet after being eaten out and he slowly entered me. It felt really good, he was girthy and by starting slow it let me really feel him. We started in missionary and whilst he slowly fucked me we kissed. He started to pick up the pace, and with a bit of help from me, he really started hitting all my spots. Just as he was getting into a rhythm he slowed down and told me get on all fours.
I did as he said and I perched my ass up towards his cock, ready for him to enter me in doggy. In this position, I could really feel him a lot better and deeper. He got into his element a lot quicker like this. I’ve never orgasmed from sex, and I wasn’t going to here either, it felt great and I loved it, but eventually I was waiting for him to cum. He told me he was getting close and asked me where he wanted me to finish. I’ve had people finish all over me before. My back, my stomach, my tits, my face, inside my mouth and pussy. It didn’t really bother me where he wanted to cum.
I told him he could finish wherever he wanted, he really picked up the pace and I could feel this was it. He pulled out and fired his cum over my back. I felt it hit me, he pumped what felt like 4 or 5 loads over me. I turned around and did what I always do, I sucked his cock to get rid of all the leftover cum that was over it. I could tell it took him by surprise, and I liked that. He cleaned up my back and I went to get redressed. He asked if I came and I laughed and said not quite, he looked at me puzzled and asked if why I was getting redressed then. It had been so long since I had been with someone where it wasn’t just about sex, I didn’t even think about myself.
He made me lay back down and started to eat me out again. I’m not sure if it was the excitement of the idea of being looked after, if he had calmed down and got back into a groove, but he was a lot better this time. I got close twice, but not quite over the hill. I told John he could stop if he wanted to, but he said he didn’t want to until I came. He asked me what I liked and what he could do differently, I’ve never been eaten out and talked so much before, but I helped him and told him what felt good and eventually, he got me to orgasm. As I was in my o state he laid down next to me and held me. We cuddled for a while before he got up to leave.
We joked that it was going to be awkward at work on Monday, but it wasn’t, we fooled around a few more times before he asked me if I wanted to be more serious with him, and now we’re a couple! Thats the story so far with me and John, but I have some older stories still to share. I hope you guys that made it this far enjoyed and please let me know how I can write any better. I’ll see you soon with a new story!
Source: reddit.com/r/gonewildstories/comments/ru7gxr/mf_how_my_boyfriend_and_i_got_together_and_fucked
Love the happy ending