This story is long, apologies in advance. Like the experience I will share, good things come to those who wait so I hope you’ll read it all. Enjoy!
I got to know Katie through my best friend Robert. Katie was his younger cousin in a very large extended family. We lived about 30 minutes apart but we knew each other pretty well as I’d tag along with Robert pretty much anywhere he went and vice versa for a number of years. We were all pretty religious at the time, pre marital sex and most of the steps leading up to those joys were not on the table, we were the typical church people who take virginity oaths and that jazz.
To paint the physical picture of Katie… the first impression anyone would have was that she was tall. She was about 6’ tall, Small waist, medium hips and perky c-cups (I loved giving her hugs!) An absolutely perfect white smile and beautiful blue eyes and long hair that she would alternate between different natural colours. She rarely wore makeup or much makeup, but she really didn’t need to.
We saw a lot of each other. At least once or twice a week. Katie was about 18 months younger than me but she seemed like she always had a boyfriend or I had a girlfriend so although she was (and is) beautiful nothing happened with us for a long time as I never really had a chance to make a move.
I had a pretty good idea that Katie’s older sister had a crush on me, she was about my age (now 19 at the time) Still a pretty girl, but not quite as tall as Katie and (if we are being honest) not as big of boobs either.
I (now 19) had just broken up with my girlfriend. It was a mutual thing, but I was a little sad. Katie (18) had just broken up with her boyfriend as well. And Katie’s sister (19) who was also newly single had written me a letter basically confessing her love to me. She was planning to give this letter to me at an event we were all attending together in hopes that we would become a thing. I had no idea this was all transpiring until years later but both sisters were about to make an attempt at me and they both knew it.
So I showed up at this event and immediately Katie corners me in this hall surrounded by people. She wasted no time gave me one of my favourite hugs and whispers in my ear “blueberry”.
To give the backstory “Blueberry” had turned into a bit of a long standing joke with us, this was the code word we came up with when you just wanted to make out with someone, no commitment just a fun little makeout. Of course we had always just joked about its use…so when I heard it I was a little confused at the context at the suddenness of it all. Katie didn’t want big sister to have a chance and she played her cards perfectly.
“Blueberry?” I asked shocked and puzzled. “Blueberry.” She quickly responded, eyes locked on mine. I wasn’t about to argue with that, so I grabbed her hand, led her down a secret hallway I knew about in this building and we shared our first kiss and several kisses after with our tongues dancing. She was a great kisser.
It wasn’t long after that that me and Katie were officially a couple. We would make out almost constantly, but since we were both in the virgin club it never went past that…for a couple of months anyways.
Then one day we were in her basement bedroom, her parents were out of town and we were making out. I was on top of her and she had her hand on my chest… Despite my religious upbringing my urges started to get the best of me. “You know it’s not fair you get to have your hand there and I can’t have my hand on your chest” I scolded her.
“Oh sorry, do you want me to stop?” She cutely responded.
“Of course not…I’m just teasing you” I coyly said and went back in for a long deep kiss.
I pulled back, she bit her lip seductively and said “you can touch me there if you want…I still have 2 layers (shirt and a bra) on…you have two (shirt and a hoodie) so it’s only fair”.
My cock was already hard, but I felt it really strain against my jeans as I cupped her perky breast over her shirt and squeezed as she let out a little sigh and we continued to makeout. At this point this was the furthest either of us had gone, so it was a big deal.
We made out like that for maybe another 15 minutes, me moving back and forth between her breasts over her clothes and starting to dry hump her leg. I was getting hot, so I took my sweater off and her hands went right back to my chest. “Uh oh” I said “…that’s not fair, you’re at one layer. I’m still at two, you’re really winning”. She grabbed my hand and put it under her shirt but over her bra. At this point I realized that she was really into this, she had started to grind her crotch up against my leg as well and her breathing was becoming less like breaths and more like moans. She started kissing my neck and moved to my ear and said “you can go for zero layers if you want”.
Didn’t have to ask me twice, I slid my hand under her bra and for the first time felt her nipple in my palm. It quickly hardened with its first ever touch. I was in heaven for a few brief minutes as we continued to makeout and grind our bodies on each other.
Unfortunately for you dear reader, as well as for her and me. We all get cockblocked here. Her grandparents walked in the front door above her room loudly announcing their arrival. We quickly scrambled off each other, straightened our clothes out, tried to casually say goodbye (likely with very flushed faces and me with the remnants of a semi chub) at the front door and I went home to jerk off over my first boob grab.
We continued to date for several months. boob grabs turned into boob sucking, dry humping turned into fingering & handjobs which turned into oral. Most of our dating life had turned into fooling around and it wasn’t uncommon for us to spend 4 hours taking turns getting each other off. Katie was extremely sexually repressed. It took her weeks before she would take her shirt off and let me see her breasts (they didn’t disappoint) she had never had an orgasm before me and even giving me A handjob was initially more a tutor lesson than a sexy event. However we truly did enjoy each other’s company and the years of sexual energy that had been pent up between the two of us (both together and apart) was getting released, and released and released. Although we had not had sex, it seemed like we were on the road where it would eventually happen…until it didn’t.
Basically Katie’s older sister became jealous. So she shared with her very religious parents that she had heard me and Katie fooling around. She told them that Katie had been sneaking out in the night to my house, and that I had snuck into her bedroom at night. All of these things are true, so although she’s an adult, she was still living at home. They made her choose between moving out and dumping me. She didn’t have the money to move out and I couldn’t help her with moving into my house (roommate issue) so I found myself single again.
Occasionally she would still sneak over to my house, or we would go out of town “accidentally” to the same place and rekindle our exploration, but over time things burned out. There was no ugly end, it just slowly stopped. I wound up having other relationships and moving to a different city for a job. She would get married and also moved away to a different city and our contact just stopped entirely. It appeared we would never complete our trip around the bases together…or so I thought.
Fast forward 10 years. Different city, I was out of my religious phase and working at a bar part time when I saw Katie who was at the bar with some friends. We quickly got caught up. I found out she was recently divorced, had moved to my city, she had a couple of kids but was still looking great. Shorter hair a couple new piercings and also out of her religious phase. It was getting to the end of the night and since I was working and sober I offered her a drive home.
On the drive home we continued to get caught up as friends. It honestly felt like we had never spent time apart. She’s giving me the directions to her home, but I find we are in an industrial area so I’m getting a little confused, she asks me to pull over into a parking lot (I assume she’s just lost). So I pull over, and put it into park. She looks at me and says “blueberry”. I don’t think twice and pull her towards me.
We had a lot of good times when we were 18 and 19, but this was a different animal. 10 years of shitty relationships, a failed marriage, children and a lot more sexual experience made this feel like I was with a different person and I felt like a different person myself. The time between encounters had made this feeling so incredible, she felt so familiar but we were both now so raw with each other. There was no casual dance trying to find the line with the other, we had a thirst for each other that was evident from the moment our lips touched.
I immediately slid her seat back and climbed on her briefly before switching so she was on top. Barely taking a break from the kissing I pulled her shirt clumsily off over her head hitting the car ceiling and she opened up the buttons on my shirt. I kissed her collarbone as she grinded on my quickly stiffening cock. I reached around and unhooked her bra as those breasts I had first touched 10 years ago were now swinging in front of me. They were about the same size, albeit with darker nipples and not as perky as I had remembered, but they were still wonderful. I grabbed her left breast in my left hand and lowered my mouth to suck on her nipple. Surprisingly she had an orgasm just from that after only a few seconds.
She started to really bounce on my cock as she grinded on it through our clothes and she whispered in my ear “ I want to suck your cock and show you how much better I am now”. I moved back to my seat and unbuckled my jeans and slid them to my knees and leaned my chair back, keeping my underwear on. She leaned over on her knees on her seat, breasts covered in sweat being kissed by the moonlight as she slowly moved towards me…pulling my cock free as it fully sprung up to meet her. She kissed the tip and slowly started to stroke it, “mmmmmm…I’ve missed this” she said under her breath before inhaling it half way down my shaft. After a few strong suck strokes she pulled herself up and continued her verbal thoughts “it’s not fair to make this big thick cock the first a girl sees in her life…my ex husband was small and I would just think about how I wanted you to be the one fucking me”. I could have filled her mouth with my seed right there but I had more things I needed to do with her first. I reached over to try and pull her pants down so I could rub her clit, only to find her pants already off and she was already working it herself. Simultaneously bobbing up and down on my cock and swiping her fingers across herself. I noticed for the first time she had a shaved pussy, she always had a full muff when we were young. She was so wet, I could feel it dripping off her hand like a light spring rain as she rubbed herself.
I put my fingers inside her, turning my hand over so I could stroke her g spot trying to give her the space to take care of her outside and trying not to come. This girl went from being afraid to touch a cock, to 10 years later running a master class in fellatio. She was fully taking it all in, sloppy but in control and just the right amount of pressure and tempo to where I was close to bursting. She had another orgasm with my fingers in her and I knew I was close, so I had to beg her to stop. “Katie…I need to fuck you…I need to feel myself inside you”. She pulled her mouth off my cock with a wet noise that I will never forget. “I thought you’d never ask” she said with a cheeky grin.
Suddenly I remembered, I don’t have condoms…I wasn’t expecting to see Katie tonight, I wasn’t expecting any of this even an hour ago, I wasn’t supposed to get laid! I told her my little conundrum. “It’s okay, my tubes are tied now… but if you prefer you can cum anywhere you want in me or on me”. She climbed on top of me and lowered herself to the tip of my cock. I grabbed my shaft and painted the head back and forth along her slit, spreading our wetness around but not sliding it in…yet.
She moaned again. 10 years ago we should have been each other’s first… but this was the moment. I thrusted up as she lowered down and a decade of missed opportunity was met with her absolutely exploding on my cock. She screamed in pleasure and squirted more than I have ever seen in my life, to that date or since. Absolutely drenching my stomach, groin and started to form a puddle on my seat below me.
Like it was my first time having sex, I didn’t last very long. I pumped her fast and hard for about 2 minutes, her tits bouncing in my face and feeling my cock twitch and spasm as rope after rope of cum filled her up, leading to another explosion from her and a scream that if we weren’t in a random parking lot at 3am the neighbours definitely would have heard.
I gathered up my thoughts and our clothes, she went back to her seat and started trying to pull her pants up over her ass and said “mmmm, Ive missed you…but that was definitely worth the wait”.
I couldn’t argue with her. I’d have loved to have fucked her when she was 18, when we were both naïve and clumsy. Instead I got to experience a woman so fully confident in her sexuality that it literally exploded out of her. It was night and day to who she was before and I wouldn’t have traded it for anything to get to experience her as a fully realized sexual woman.
Source: reddit.com/r/gonewildstories/comments/w888xm/finishing_what_we_mf_started