(F44) + (M26)
Before I get started, three points:
1. Yes, this is real and using an obvious throw-away account. Events detailed happened over a year ago. This will be the first and only post im making (long-time lurker of this sub, first time poster!)
2. Obviously I changed names, locations and what not. I am sincerely trying to avoid giving any identifiable information here.
3. I realize this post is long, feel free to jump to the action, I marked where it starts.
This starts before I ever started my new job. Just like every other young 20-year-old, I’ve always had a serious cougar fantasy. I dated a girl that was a little bit older than me during my master’s degree, which was amazing. And not just sexually, she really helped me grow as a person and sexual adult, something I had made a point to mention and thank her for. All things end though: at the end of my education I was moving back home and our time was simply over; never any hard feelings between the two. Still, I had never really had a true cougar experience. At that point I moved home and took a place-holder type job while I readied for another run through graduate school (different degree this time). While I prepped for the entrance test, I worked at a financial firm that would not only look good on a resume but get some income in while I got myself ready.
And that’s where this starts. Literally, my first day. Everyone has been there- you get taken around to meet the rest of the staff and its awkward as hell. For my job it was critical to know all the departments and (relatively) the people within them. Basically I needed to know the chains of command and social-layouts.
When I first met Fiona she was in her cubicle. Our HR woman introduced us and all I could think was “….***fuck***. This woman is STUNNING.” She has an incredibly nice and chill personality, insane curves, an ass that would make [r/pawg](https://www.reddit.com/r/pawg) go insane, cute face, amazing tits – literally everything I had ever fantasized. Of course Im not (totally) socially inept, I said “hi” and exchanged the usual introduction pleasantries and we moved on. Still, two immediate thoughts: 1) Holy fuck is she hot, 2) she must be married.
As I settled into the job, I found that everyone was really nice and supportive, though very busy. It wasn’t hard for people to get frustrated when things got chaotic, which isn’t unusual in this field. Still, Fiona in particular was always helpful and always had a cute smile on her face when we spoke. She quickly became my go-to for asking questions or just shooting the shit. It wasn’t long and we were talking daily, all the time in fact. I quickly learned that, no, she is not married. Which, frankly, still stuns me as I type this. But that said, at the time, I wasn’t about to make any first move. I wanted this to be a really professional step-up and I didn’t want to risk making unwanted advances.
Then one day, over 6 months into my job, I knew the smiles and constant talking weren’t for nothing. I happened to be in our mailing room the day that Fiona had come back from a vacation in Cali. The tan she got was stunning. While she was talking to her friend at table in the mailroom, I was coping. She starts to joke about how her friends call her the “cougar queen”, and how her friends wanted her to hookup with some guy (she didn’t, apparently). My ears perk up. When Fiona’s friend left the mailroom, I turned around and we started talking. All im focused on is that nickname, obviously. “You must have done a lot to earn that nickname” I said at one point, and she bites her lip while shes holding back a nervous laugh, simply saying “I mean….” Then I tell her about my own “cougar” – aka the past relationship in grad school. Now Fiona perks up. “Oh? And how old was she?” When I mentioned that she was a few years older, Fiona rolls her eyes, “That’s no cougar. That’s a puma. A baby puma! You need at least a decade in between. You need a real cougar”
At this point, im starting to get hard just thinking about her. She leaves the mailroom but im thinking “fuck it, ask her to lunch”. After about 5 minutes, I muster the courage to go to her cubicle. While walking back, I find her at my cubicle and she asks “wanna grab lunch?” At lunch, it was nothing but flirting. But no physical contact, just heavy flirting.
Lunches now became a regular thing though – usually like two or three times a week. We would find each other in the hall or mailroom and it was on for that day. We’d spend the entire time flirting or talking about sex. Finally, after a few weeks, while flirting in her car, I was rock hard. I said, “you know, with those tits, I bet you never have a hard time sinking your claws into a young guy.” She looked over with a seductive smile, “You can touch them if you want.” I lifted my hand and rubbed her tits above her shirt, grabbing a handful. You’ll just have to take my word, Reddit, her tits were fucking amazing. Easily the biggest I’ve gotten to touch up to this point. I moved my hand up more to reach under and grab her bare breast, I leaned in to give her a kiss, and that’s when she stopped me. “Nope.” She said. “Ive gotten fucked over in the past with this. We can flirt, but only in private, any touching is above the clothes. Never anything in public. Got it? You’ll get a chance after one of us leaves the firm” I wasn’t about to argue (I was still rock hard, tbh), but truth be told I could have quit my job that second.
Still, by this point our lunches were a regular thing. And each time, we played with each other. Sometimes I’d play with her tits, other times give her thick ass a slap or pinch when she got out of the car. Meanwhile, she started to tease me more and more during work. She knew how crazy I went looking at her in a slim dress, hugging her curves. One day, she came bra-less and made it a point to stand extra close when we were talking. I didn’t even try to hide my staring at her incredible body in that dress and right at her tits- that dress wasn’t hiding a thing. She obviously caught me staring right at those full, amazing tits and give me a smile and a laugh, before walking away. She was insatiable and driving me wild on a daily basis. I fantasized about her nearly constantly. She was always wearing a tight dress or a slim fit of jeans, always asking for feedback at lunch.
After I passed my entrance exam, I was getting ready to leave. I knew it and the company knew it. But one evening we had a large company outing on a cruise for the night. It was an annual event, and a big one at the company. I was dressed up, but Fiona? – good fucking lord. That woman wore easily the sexiest white dress that I had seen her in yet. It hugged every damn curve. The company hired a professional party-type buss to take us to the cruise (it was about a 40 minute drive). Fiona sat directly across from me. The ride down was great – everyone had a drink in hand and we were all joking. At one point, though, I look across and lock eyes with Fiona. She can tell im checking her out. While everyone is focused on a story another employee was telling, I start to look down at her legs. She glanced over at the rest of the party, looked back at me, and spread her legs slightly. The panties underneath were fighting a losing battle, and I could see her perfect camel toe pressed against them. I couldn’t help it, my mouth dropped, and she smiled, quickly closing the little bit her legs had opened. It all happened so quick, but it was the first public move she ever made and it went perfectly- so quick no one noticed. Later that night, I saw her across the front of the boat. Again, we lock eyes, but now we’ve been drinking. I move to go to the back, and without even looking I know shes following. When we got to the back of the boat, we were alone. Now it was my turn. I put my drink down on a ledge, moved behind her and for the first time got two handfuls of her amazing ass. “You’re driving me crazy here” I whispered. “I know” she said back. We moved down to the main floor, still alone but now at the very front of the boat against the side. I was getting rock hard when she pressed up against me. She moved slightly from side to side, pushing back against me as she did, her thick ass rubbing against my hard cock. I whispered “Christ, I want to fuck your ass in that dress. I want to fuck your brains out”. She laughed, but this time she said “So do I.” We weren’t trying to be obvious, but the alcohol wasn’t helping. We spent the night exchanging flirts and looks.
The following Monday, though, Fiona wasn’t at work because she was taking a personal day. I was getting hard all day just thinking about that cruise, so I texted her saying “I have to be honest, I had some naughty thoughts”.
I get an immediate response, “Oh? Do tell”.
“I saw up your dress on that buss. And honestly, I haven’t been able to think of much else since.” I said back.
This time, the response was the one I had been building too for a year now, “So when are you coming over?”
Fast-forward a little bit. I had left the firm to start school in August. It had been just over a year now. After a few hiccups with my schedule, Fiona and I were finally getting dinner and drinks. As we were eating, the usual non-stop flirting. But this time the check comes and I look up after putting my tip and shes all smiles. “Well” she says, “If you ever wanna watch some Netflix, come on by.” This was it. “I think I can do a solid night of Netflix.” I responded.
——————————————————————–ACTION STARTS HERE—————————————————————————–
We were cuddling on the couch at first. We put on the second season of Stranger Things and actually made it through the first episode without tearing into each other.
Roll credits for episode one and I reach my hand down her shirt. I’m finally getting to feel those amazing tits I had fantasized about for a year. She laughs and starts to sit up. At this point, I stand up and say “Ok, I’ve been waiting to do this for over a year now”. She smiled with curiosity as I took her by the hand into her dining room. I bent her over the dining room table and gave that thick ass a hard slap, with a deep rub of her ass after. She let out a sexy moan and spread her legs, looking back at me with a seductive smile. I must have spanked that woman at least 5 times. She stood up, took my hand and lead me back into the living room. She pushed me down on the couch and started to undress in front of me. It was like something out of an 80s movie (her favorite genre btw). First her top- she had a black lace bra on under. My mouth dropped seeing those massive, amazing tits in her bra. She smiled at me and turned around. Seeing her pants pull away into that thick, sexy ass is something I’ll have in my spankbank till the day I die. She had a small black thong on that was failing miserably at its job ( [r/AssholeBehindThong](https://www.reddit.com/r/AssholeBehindThong) would have gone nuts… ) All this time and this absolute goddess of a woman is finally in front of me, underwear only.
I stood up and we started making out. All the pent-up flirts and advances were finally coming out. Now I pushed her to the couch. “I’m gonna take your panties off with my teeth. Fair warning, im going to eat you after we’re done, too” I put her legs over my shoulder and gave her thong a kiss. Gently, I bit onto her thong and slid it off, kissing her leg after. Small side note, I also have another kink – I love women with a larger labia. I dont know why, but I fucking love it when a woman has a meaty pussy- more to eat ;) Fiona had just that – a sexy, meaty little pussy that was already so wet I could see it just looking at her. Finally, I buried my face in her pussy. Her pussy was soaking and tasted amazing. I licked and sucked every part of her meaty pussy as she moaned and rubbed my hair. This was, very literally, better than I ever imagined. I pulled her forward and pushed her legs as far back as they could go – I wanted my entire face in her pussy. “mmmmm……suck my goddamn clit” she moaned, as I buried my face in her.
Now, the shit that still blows my mind…I rubbed two fingers down her pussy to tease her. As I slid my fingers inside her, she moaned. But holy FUCK was she tight. Easily the tightest woman I’ve been with literally since my first time at 16. And I told her that: “I seriously think this is the tightest pussy I’ve felt since high school. Jesus Christ [Fiona]” She smiled and looked up with a nervous kind of laugh. “What can I say, I like to feel everything.” I played with her for a little bit more before she looked down at me and said “Now lets see what you’re working with.”
I stood up and dropped my jeans like they were on fire. She got on her knees, grabbed my cock and worked her magic. As I moaned, I held her face, slowly thrusting my cock in and out of her mouth. After a few minutes, I said “fuck this, lets do this”
She sat in the corner of the couch, legs spread. Honestly, I was amazed I hadn’t blown my load by this point. I got on top of her and slid my cock inn her tight, meaty little pussy. It took a moment, on account of just how tight she is. As I did, she sunk her nails into my arms with a satisfied “mmmmm” As soon as I started pounding her, she melted and moaned. Fiona, it turns out, likes to be loud. “Fuck me! Fuck me like a goddamn slut!” she yelled as I pushed deeper into her.
As I pounded her, the slapping of our bodies turned into splashing. Her pussy was absolutely soaking wet now. After a few minutes, she pushed me back to change positions and my wet cock slid out of her for a moment. “Jesus Christ you’re soaking wet.” I told her. “Funny how that happens” she said, still catching her breath.
I had her over the end of the couch, legs spread. Honestly, she would have fucking killed me, thrown me out naked and never said a word to me again if I had, but all I could think was “fuck I need a picture of this woman from behind.” But non-consentual pictures are a really terrible thing to do to a partner or FWB, and I wasnt about to start here. Mental images would have to do. I put my cock in her tight pussy again, and we started up. I must have fucked that woman from behind for at least 20 minutes straight. I put my hands around her thick ass and hips and went as hard as I could. Pounding and pounding her tight wet pussy. She moaned and gasped throughout. “fuck me!” she’d yell through her moans and gasps. Her dirty talk made it even better. “Yea, you like taking my young cock don’t you?” I said. (I had been fantasizing about saying that line for awhile). She looked back biting her lip. Before she could get a word out, I pushed harder and deeper.
Next, the dining room. This time, after bending her over and spanking her, I put her on the table face-up and spread her legs to my shoulders. I grabbed her legs and started thrusting. Now she was moaning and holding the table. Maybe it was the angle, but she was splashing with every thrust. It drove me wild hearing her wet pussy get pounded. This time I was going into her fast. She was holding the table with her right arm, and bit into her arm as I fucked her faster and faster. She was turning beat-red as she moaned and panted. After a while, I paused to catch my breath. She looked up at me, her face beat-red catching her breath, and in a commanding voice told me “Sit down”.
I obeyed.
Sitting down in a dining chair, I said “You’re starting to drip down my legs..” As she straddled me, I grabbed the most my hands could handle of her tits and started sucking. She let out a sexy little laugh and turned around with a smile: “That’ll happen, hope you don’t mind.” As she grabbed my cock to sit on, I looked up at her and said “Are you kidding? I fucking love it.”
It wasn’t hard for her to slide down my cock. I have to give credit to whoever built that chair – the thing held up. That woman rode me like I was a brand new saddle. She twerked, moved back and forth, up and down. It was incredible. Not to mention, getting to spank her thick ass throughout. I had leaned back and let my legs out. She grabbed my legs at the knees, bent over and rode me. It was the deepest my cock had been in her yet and…holy fuck..that woman was incredible. She pressed her wet pussy against my cock and rubbed back and forth, at first slowly with a deep, pleasured moan. Then faster. Finally, she was jerking back and forth so hard I thought the chair would break, moaning loudly throughout. When she stood up, there was a string of grool from the tip of my cock to her pussy. I gave her ass another hard spank. This time she jumped a little and looked back with a smile. “You really like spanking me, huh?” she said. “Sorry, ive been building those up for a year. Gotta get it out of my system.” I replied. She smiled, took my hand, and led me to her bedroom.
The bedroom was more of the same, really. Wet fucking, with Fiona moaning and saying sexy tid-bits in between my thrusts and her panting. Her bed was at just about the perfect angle (but not quite) for her to just sit back and let me do my work. After a little bit, it was my turn. This time, she had my flat on my back and straddled me. She pushed her hands into my shoulders and started grinding.
Not too long after, we ended up back on the couch, her facing towards me riding my cock while I sucked her tits. She was grinding on me again, her wet pussy splashing and slurping all along. Now she really started screaming- “Fuck! Fuck! Ahhhhhhh!!” and finally, with one last deep press against my hard cock, she came. I could feel her pussy dripping down my balls. She sank into me, catching her breath. After a moment, she looked up, her hair ruined and her face red. She gave me a deep kiss and said “thanks for that” with a sexy, seductive smile. I looked back at her, “Are you fucking kidding me?! – Thank *YOU*. Do you know how long I’ve fantasized about this?!” I said, which made her laugh.
If you think this is fake, you’ll probably not believe me now, but the craziest part of all this?- When I looked at the TV after we were done fucking, Stranger Things was still on – well over half way through episode three. Remember, we started right as episode two was about to begin. That’s right, we fucked for an hour and a half. Still to this day I haven’t gone that long or hard as I did that night.
“By the way” I said, “Im not finished with you yet. I told you I was going to suck your pussy after, too.” She laughed a little and said “That’s right, you did.” She climbed off me and threw herself back into the couch. As promised, I wasted no time getting down and sucking her soaking wet pussy. Just like before, she put her head back, eyes closed with a small moan and rubbed my hair as I ate her pussy. After sometime, she pushed me back. By now it was very late. Fiona looked at me, and in that same sexy commanding voice said “Alright, I got shit to do tomorrow, hate to do this but you gotta go hun. You calling an uber or a cab?”. We made out a little, but that was that. After over a year of flirting, fantasizing and teasing, we finally made it happen.
We hooked up a few more times after this, and we still talk and go out. But that night will forever live on in my memory whenever I get hard or self-conscious. It also re-enforced a lesson I have continually learned in life: be patient. Don’t try to force this kind of stuff, let it happen naturally. Stay positive and above all else, love yourself. Trust me, if I can last an hour and a half getting to live out my fantasy, you can too. You just need to be patient and let it happen naturally.
Thanks again Fiona ;)
Source: reddit.com/r/gonewildstories/comments/a0yswt/taking_fiona_my_cougar_fantasy_come_true_long
https://thumbs.gfycat.com/LittleTangibleIndigowingedparrot-mobile.mp4