I [M]38 finally fucked a lifelong friend [F]38

So, as the title says, I finally fucked (and fucked and fucked) a lifelong friend after years of desperately wanting to do so. I’m writing this out because it happened a few weeks ago and I’m dying to talk about it, but don’t want to do so with anyone I know. I apologize for the novel but I have to get this off my chest.

Before getting to the fun stuff, there’s some background that I want to mention regarding how things got to this point. I’m a middle aged guy in my late 30s, average across the board (height, weight, size) who’s been living in my current city for 20 years now. I also have a gf that I’ve been dating for a few years in a mostly-happy relationship. I’ve never cheated and never really wanted to, except when it comes to “A”. A lives in my hometown and I’ve known her since we were about 5. We lived on the same street and were best friends until her and her family moved away, around the age of 11. After that, we lost touch until about 10-11 years ago, when she reached out to me after bumping into my mom and getting my contact info. Since then, we’ve seen each other a few times when I’ve been in town, and have never lost touch even if our communication waxes and wanes. One constant over that time is that I’ve wanted to fuck her brains out since that first time we reconnected in person, and I always suspected she felt the same way but had no proof. Just always got that vibe. Nothing physical ever happened until a few weeks ago as one of us was always unavailable but that didn’t stop us this time. 

The thing about A is she’s gorgeous. 5’9″ and beautiful, great smile and an amazing personality. She’s a true fitness buff and has a phenomenal physique, having competed in some fitness model competitions over the years. Her ass is incredible and she has small, natural, perky (and pierced) tits that I love and would constantly think about playing with.

Nothing had ever happened between us, period, until about a month into quarantine last year. One Saturday night, my gf was dead asleep in the bedroom, and I was bored, stoned, and playing video games when I decided to shoot A a text. She replied almost immediately and we began bantering back and forth before reminiscing about growing up together. As kids, we had bathed together, slept together, and were generally inseparable. Then she made one comment that changed everything – “all that, and we’ve never even had sex”. I saw that and knew I had a decision. Do I play it off as a joke or do I see how deep the rabbit hole goes??? I’m sure it’s obvious which option I chose. I responded by saying I’d be lying if I said I hadn’t thought about it. A lot. And she said it was the same for her. What followed was the longest, most explicit sext session I’ve ever had. Lots of talking about what we wanted to do with and to each other. Her emphasizing she had little to no sexual boundaries. Several nudes were sent to each other. Things ended with me sending her a short video of myself stroking to climax and her telling me she was going to get herself off with a waterproof toy in the shower. To say it was intense and exciting is an understatement. I still get horny when I read those texts and look at those pics.

I admit, I was thrilled with what had happened. I did feel guilty too, though. It was completely unexpected and definitely inappropriate for me. The thing is, it’s something that I’ve always felt I’ve needed to get out of my system so I went with it. Despite that, I decided to say something about the situation to A, basically apologizing for my behavior given I was in a relationship. The reason though wasn’t solely out of the goodness of my heart if I’m being honest – I was up front because if it happened again, I wanted it to be because A was down with it knowing the full situation. As time has passed and I read and reread those old texts, I’ve come to the conclusion that her reply was more performative than anything. She apologized and said she didn’t know about my girlfriend, that she didn’t want to be that person, and yadda yadda yadda. The thing is, A DID know I had a gf because she had asked about her several times in the past. I’m pretty sure if I hadn’t mentioned my gf, she would’ve been fine keeping up the sexting while simply ignoring the elephant in the room. And I would have been happy doing it as well, but A choosing to tease me about her desire to fuck, and showing me her ass, tits and pussy while knowing I was in a relationship was a HUGE turn-on. 

However, it wasn’t like much changed after that anyway. We still texted regularly, there were lots of I miss you’s and wish you were here’s and thinking about you’s, we still talked about sex (both with one another and other people), we still had an occasional sext session (though nothing near that first time), and she still sent very occasional nudes. One night that sticks out is from last fall. A was out with a gf whom it was made clear was a regular playmate of hers, and began texting me after admittedly having a couple of drinks. She was telling me how badly she wished I was out with them and how much fun the 3 of us would have together, and when I asked what would happen, A’s response was “whatever you want”. I really wished I was there too. And that’s how it went for about the next year and a half up to a couple of weeks ago.
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Without going into too much detail, several weeks ago a golden opportunity came up for me to go back to my hometown for a few days without my girlfriend. I took it without thinking twice. After getting my travel plans set A was the first, and only, non-familial person I reached out to. When she saw my message, her response had lots of smiley face emojis and exclamation points. Naturally, A asked about my gf joining me. After explaining the situation, I told her that I completely understood if she was uncomfortable meeting up under the circumstances. Her reply was, “you’re an adult and can make your own decisions. If you want to meet up, I’m not going to say no.” That was about as clear a green light as I could have hoped.

We ended up deciding that I would go over to her place that Friday evening (her idea, not mine). We could hang out, have some drinks and order some food, maybe smoke a little weed, and catch up. There’s a hot tub in her backyard, which came up. She confirmed it was indeed clothing optional. The excitement began to build up in a big way, and over the 3 weeks between making plans with A and actually seeing her, I was constantly horny. I had sex with my gf while fantasizing about A, and jerked off seemingly all the time to those same fantasies. A shift occured with A too. Things still weren’t as explicit between us, but we were texting more often and edging up to acknowledging what was going to go down. Finally, 2 or 3 nights before our meet up, I asked her to send me a pic of what I had to look forward too. What I got in return was a shot of her immaculately shaved pussy spread open, absolutely glistening with a thick, long strand of clear grool extending from her cunt to her middle finger. “Was just thinking about you” it said. Can’t wait to have that covering both my face and cock, was my reply. The next few days were some of the longest of my life. 

Friday FINALLY rolled around, and I was absolutely amped all day. The evening couldn’t arrive fast enough as it seemed like time had slowed down. After what seemed like an eternity, I stood at her front door with a bottle of wine. My heart was beating like crazy, and I had that mix of anticipation, excitement and even a little fear that hits when you’re about to see someone you’re into, and you know something big is going to happen. After a couple deep breaths, I knocked.

A answered the door and, holy shit, she looked amazing. Very light makeup, with her long, blonde hair pulled back into a pair of french braids. She had on a super light, midriff-baring summer sweatshirt that wasn’t quite see through, but thin enough to make it clear she wasn’t wearing a bra. The outline of her nipple bars was unmistakable. Topping it off were the ripped daisy dukes she was wearing. I wondered what, if anything, she had on underneath them. We looked at each other, and both broke out into big smiles. She told me to come in, and a moment later we were embraced in a monster hug. The perfume she had on was just light enough to smell and I don’t know what it was but it drove me nuts. The feeling of my arms on her lower back was electric. I could feel my cock starting to stir so I pulled away and told her how happy I was to see here and how great she looked. 

“You too! I can’t tell you how much I’ve wanted to see you and how excited I am you’re actually here. Let’s crack this bottle open and have a drink!”

I followed her into the kitchen and could see the bottom of her ass cheeks hanging out. That was it for me. My cock was at full attention and all I could think about was touching her. In that moment, I wished I had several sets of hands to touch her all over at once. In the kitchen, the dam easily broke. She started reaching up into a cabinet to grab some glasses, and I just stared at her ass hanging out of her shorts and midrfiff that had become even more exposed as her sweatshirt rode up several inches. I couldn’t hold out any longer and made my move. I walked up behind her, pressed my rock hard dick into her, reached my hands under her shirt and started kissing her neck. She stopped reaching up and, placing her hands on the counter, tilted her head, silently giving me permission to continue. Her breathing picked up and she let out a moan as I kissed her neck and played with her nipples. She finally turned around and we started kissing. It was a deep, intense, sloppy kiss with our tongues intermingling and our breaths coming out at a rapid pace. I reached my hands down the back of her shorts. I didn’t feel any panties but did feel a rock hard ass that I knew I wouldn’t get enough of. 

After several minutes of this, she reached her hand down my pants, gripped my erect dick and started gently stroking it. It was clear she knew exactly what to do and the sensation was incredible. I would sometimes watch erotic handjob videos and wish I could find a woman to work my dick like that – I became certain she was that woman. Whispering into my ear that she couldn’t wait to touch me, to, feel me, to fuck me, her hands undid my pants and pulled them down. Kneeling in front of me on her kitchen floor, she took me in her mouth. Her tongue cris crossed my head, teasing it, tasting it. The she started sucking and it was like my dick was getting vacuum sealed. I thought I might faint it felt so amazing. As her mouth worked it’s way around my cock, her right hand stroked my shaft while her left one caressed my balls. It wasn’t long before I came to the conclusion this was the best blowjob of my life.

I didn’t want it to stop but knew I had a pussy to slide into, so I grabbed her hair, pulled my dick out of her mouth, and told her to kiss me like a good little slut. She complied with my command, and as we stood there kissing, I slid out of my clothes. Off came her shirt and I finally had access to her beautiful b cups. I pulled her close and started sucking her tits like my life depended on it. As I did that, I took a couple of fingers and slid them inside the crotch of her shorts. Her cunt was absolutely drenched. She spread her legs a little bit to give me easier access, and I started teasing her pussy. Running my fingers between her lips, playing with her clit, she was panting like a dog. I pulled my fingers out and they were covered in grool. I told A to clean them off, and she took them in her mouth and licked off her juices. This got me going even more. 

“Where do you want to continue this?” I asked.

“In my bedroom.”

Once there, we started kissing some more as I undid her shorts and slid them off. I told her to lay on her back, I wanted to eat her slut pussy. She did as told, and I opened her legs to see a beautiful pussy that was absolutely covered in juice. 

“Tell me how you like it” I said as dove in. 

“Just lick my clit. It’s not going to take much right now”.

I buried my head in her slot and my tongue began exploring every inch of it. It wasn’t long before my face was covered in her juices. They were thick and sweet, and I loved it. She started grinding her pelvis against my mouth, as I teased her engorged clit. I could hear her panting as I worked her pussy over with my tongue. “Holy shit, holy shit, HOLY SHITTTT” she cried out as her back arched, her thighs tightened and her hands pressed the entirety of my face into her crotch. Moments later she released her grip and went limp. Still on her back and breathing heavy, she looked at me and asked “You gonna fuck me now or what?”

I was still rock hard, so I scooted up to her and stared in amazement for a moment at what I was looking at. It was a gorgeous pussy, completely covered in pussy juice, that was spread wide open and waiting for me. I grabbed my shaft and manuevered my tip into position. I felt just how warm and wet she was immediately, as her lips parted and took me in with little resistance. A couple of strokes was all it took for my cock to be completely covered by her juice and to slide in and out of her with ease.

The thing was, I didn’t just want to just FUCK fuck her. It was something we’d both wanted for a long time, so I wanted to take my my time.

We were in missionary (and honestly didn’t even change positions this round) and I took it slow. Long, slow, full strokes, feeling every single bit of one another. Her wetness and warmth surrounded my shaft with every pump. Everytime I pulled out then went back in, the feeling of her tight lips grabbing me and taking me in was like heaven. I grabbed her hands and held them above her head, as I Iooked her in her eyes with every stroke. We kissed deeply. Neither of us made much noise, but our rapid breaths and deep groans were all we needed to hear from each other. 

“How do you want me to fuck you?” I asked.

“Just (uhh-uhh) like this (uhhhh).”

I obliged and felt like I lost track of time. Our chests were pressed together, our breathing was in synch, our eyes locked. Years and years of attraction and longing were coming out in the best possible way. 

I fucked her slowly, edged, pulled back, then fucked her some more. Occasionally, I would stop fucking to go down on her for a bit, loving the taste of her gapped cunt. Finally, I knew I couldn’t hold out much longer. I told her I was going to cum soon, and she kissed me. As I got closer and closer to finishing, her arms and legs wrapped around me, not letting me escape. Finally, I exploded deep in her pussy. It was a massive full-body orgasm that had my cock pulsating uncontrollably as it pumped my seed into her. I tried to keep going but had to stop as the sensitivity was unlike any I had ever experienced. We just laid there, wrapped up in each other, as my orgasm passed. 

After it was over, I rolled over onto my back, completely drained. I looked over at A and she was looking at me with a smile on her face.

“I can’t tell you how many times I’ve fantasized about that,” I said. “And it was even better than I ever imagined.”

“Same here, and I agree. It was incredible.”

A proceeded to climb on me, straddling me with her still-wet pussy rubbing my spent dick. She leaned over me and we started kissing. A few moments later, I felt my cum drip out of her pussy and on to my crotch, a reminder, or maybe proof, that I really had just slept with the woman I had wanted to fuck for a over decade. I silently acknowledged how lucky I was that the real thing had surpassed the fantasy.

I ended up spending both Saturday and Sunday nights at A’s house as well, and we fucked the weekend away. It got more wild as the weekend progressed. Anal, facials, rimming, toys, pics, video, we did it all. She truly had few, if any boundaries. It was all awesome but nothing was quite as good as that first time.

When it was all over, we talked about it a little bit and agreed that it was best for both of us to leave it at what happened, happened. I don’t know of it will ever happen again, but if it doesn’t, I’m ok with that. I got what I needed to out of my system, and I think A did as well. 

Source: reddit.com/r/gonewildstories/comments/oxg7rs/i_m38_finally_fucked_a_lifelong_friend_f38