I was 22 years old, the restaurant manager of a local spot. My best waitress was Susan, a 38 year old struggling single mother. She worked as much and as hard as she could to give herself a decent life, but she always needed help. She was raised by an abusive father and absent mother, she never learned to do math or drive a car etc. She didn’t need to do much math here so that was okay, and I was happy to give her a ride home everyday in return for how hard she worked, not to mention she lived on my route home so it added maybe 2 minutes to my drive.
Susan wasn’t drop dead gorgeous, but she did have a pretty face, beautiful straight, dark brown hair and very light freckles. I can’t forget to mention her abnormally large ass and thighs, it honestly could’ve been a medical condition. It wasn’t off putting at all, but it definitely didn’t fit her shorter, thin torso and C cup tits. Susan flirted with me quite a bit, but I always brushed it off, I wasn’t super into older ladies. I did fantasize about her a few times when I was particularly horny though. So the night she offered for me to come inside, I did exactly that.
4:30pm, we closed early on Sundays and Wednesdays because the restaurant owners were religious. I pull into Susan’s aprking space to let her out of the car, but she hesitates. She looks at me like she’s about to cry, she always cried, always so stressed out. I was immediately sort of irritated, but I was nice enough to listen to another rant. That’s not what I got at all. She reached her hand across my stomach and hugged me, I tensed up a bit but slid my arm over her shoulder and told her she’ll be alright. She looks right into my eyes with her bright green eyes, her hands slowly falls to my crotch that she gently massages. She whispers “I would love for you to come inside with me, my parents have the kids this week”. My heart immediately jumps into my throat, my dick is already solid and dripping precum. I had never wanted to fuck anyone this badly before. I stutter out an “o..okay”. I follow behind her, watching her huge tight thighs and ass seductively sway back and fourth as she slowly walks to her doorstep. I’m nearly bursting out of my jeans at this point, I know for a fact we’re going to fuck at this point, I can’t believe it.
She cracks her door open, the nice cool breeze from her air conditioning and the smell of a candle blown out this morning instantly makes me feel comfortable and slightly relaxed. She slams the door shut and twirls around and almost runs to me. We immediately connect with our lips and tongues, the making out is so violently sloppy that my heart starts pounding so hard that it’s literally hurting me, almost scared me enough to stop, but I kept going because I couldn’t imagine the mind numbing work this old slut was about to lay down on me. She begins taking her clothes off, shoes, socks, pants, shirt. The making out slows a bit while I fumble around and undo her bra and slide her panties off. She pulls my boxer briefs down and reaches to my more than throbbing cock when she screams, yes screams, “FUCK ME, FUCK ME ON THE FLOOR”. I’m literally about to pass out at this point. I hadn’t had sex in several months at this time so I was genuinely losing control of my body.
I wrap my arms around her and fall to the floor with her, she fell in perfect position too. She moved her hips up a few inches and instantly I slipped into the absolute wettest, warmest pussy I have ever and probably will ever feel in my entire life. I feel like screaming and remember we’re totally alone, so I let it out. Everytime my dick thrusts back into her I let out an uncontrollable grunt or yell. She’s crying out of pure pleasure, who knows when the last time she got a good dick was. Even above her crying and moaning, I can hear her sopping wet pussy suction on and off me, it sounded like I was stomping in a mud puddle. I scream that I’m about to come and she tenses up and begins to cum herself, which makes me shoot my load even harder, it actually hurt a bit how fast and hard I was shooting. My back is arched so hard I’m hardly touching the ground, I’m so tense I can’t even make noise, all my body can do is cum a massive, 15 seconds load into this lonely mom. My back slams to the ground and she falls backwards and after a second of rest she up and over, face to face with me and rests her head on my shoulder while stroking my chest hair. She reaches down to my already dry and sticky dick and strokes it a bit, not even sexually, just sort of playful like my dick and balls were a set of fidget toys. “Youre welcome to spend the night with me if you want”. My horny 22 year old brain thinks I’m in love at this point and imagines if I can have even a 1/4th of the orgasm I just had one more time tonight, I’ll never need to fuck again. I agree to stay the night.
After a few minutes, we help each other get up and she tells me I can sit on the couch, it’s super comfy and I begin to really relax. She walks back in with two glasses and a bottle of cranberry juice and a fifth of vodka and starts pouring drinks. She sets the stuff aside pulls up a warm wet washcloth, gets on her hands and knees and cleans my penis and scrotum off. I surprisingly get hard again, basically right away and she laughs. She’s finishes cleaning me off and begins to suck my cock. Gently, slowly, perfectly. She goes for a while and builds up a mouthful of saliva that she spits into her cupped hands and proceeds to give me the best handhob physically possible. I cum in about 35 seconds. She wipes me down one more time and sits on my lap, ass and pussy right above my cock, head and back relaxed against the wall that the couch is pressed up against. We start watching a movie and drinking drinks.
About half way through the movie I’m regaining the ability to get my dick hard and she notices, so wiggles her ass, which by the way is far superior to anything I ever imagined it being. Behind those pants she wore, so tight and perfect, not fake looking, just not almost 40 year old woman looking. She wiggles around on me until I’m fully hard again and does the smoothes spin, when she stops my dick slides right into her like matching puzzle pieces. She slowly fucks me in reverse cowgirl for several minutes while I spread her huge firm but supple ass cheeks apart, gently massaging her asshole with the pad of my thumb. This clearly made her hot as she started riding harder and moaning louder, when she suddenly jumps off me and runs into her hallway. “Great, I fucked this one up” I thought. But she runs just as quickly back with a small realistic dildo and bottle of lube and tells me to fuck her ass with it while she rides my cock, so I do. I teases her with the tip, not fully inserted into her yet. She sternly reaches back and says “put it in me, now” and I do. She starts growling at me basically, “yesss, oh fuck yesss” she steps her speed up as I moan Im going to cum. I have the second best orgasm of my life, and the third of the night. It’s only been a few hours at this point, it’s just barely 7pm. She gets back into her servant position as I’m now calling it in my head and wipes my cock and balls of with a freshly warmed and wetted washcloth. I think there is absolutely no way that’ll happen again, but boy was I wrong.
She tells me to come take a shower with her, so I do. Wasn’t an utterly sexy shower seeing as I had just cum three times in the last two hours, but it was still hot seeing her whole body dripping wet. Freshly showered and dried, we got back to the couch and resume our position.
We stay up until almost midnight. A total of around 8 hours together, and we repeat that process several more times. She sits on my crotch, we relax and watch TV, she notices I start getting hard, and we fuck. Now I’m struggling to cum at this point. I’m lasting for 45 minutes to an hour where as I was only lasting a few minutes at best before. But it’s still so sexy feeling her wet and now lubed up pussy on me, watching her tits bounce as we fuck in multiple positions per round and it surprisingly still feels pretty good every time I came. I think out of those 8 hours, we fucked for a total of five hours, possibly even six. We’re both so drunk at this point, and are now smoking on a joint every once in a while.
We weren’t even talking or moaning, just soft whispers or total silence as we both enjoy being physically and emotionally connected to each other in the most primal way humanly possible. The last two hours of sex, broken up into three sessions, weren’t even for pleasure anymore, it felt like a spiritual ritual we were required to do. I know we were extremely high and drunk but we both agreed several weeks later that it felt like we were no longer humans having sex, but non physically beings worshipping each other. Sort of cringe way to put it but it is what it is.
I woke up the next morning to Susan cooking breakfast. She told me to join her. It was a very soothing breakfast, the sounds of countryside wildlife outside the open window, warm summer morning sun shining on our naked bodies. Sweet french toast, over easy eggs and a glass of cold orange juice. As we finished our food she started playing footsie with me, then playful stuck her foot near my balls and felt that I was hard again. She giggled and questioned how I could be hard right now. I didn’t know myself, but it felt similar to the last part of the night, I don’t want to “fuck the shit out of this slut”, I want to make love. Thats what I tell her, that I want to make love to her one more time before I leave. The giggle slowly fades as she dramatically tiptoes over to me. I scoot my kitchen chair out and she straddles me and fits perfectly in my lap. She slowly, very, very slowly, begins to rock her hips up and down, back and fourth. We ended up on the floor and made love in every position I could think of at the time. I don’t know exactly how long we were at it, but I woke up at 7:30am and ate breakfast right away and as I got dressed after that session it was slightly past 10am. So made love for almost three hours with nearly no stops aside from repositioning or to give each other oral.
Overall, this one was not only the best sexual experience of my life, but one of the most memorable of my life in general. Susan and I routinely hooked up after that, three or four days a week. But it was never that mind blowing again, I don’t think I’ll ever experience it again and I can’t even be upset over that, it was amazing.
I ended up quitting that job after around four months of us hooking up and we slowly fell apart, just stopped talking. I would pop in occasionally but it started to become a greedy thing on my part, I would ignore her messages for days until I was horny, then I’d reply and see if she wanted to “hang out”. It’s been around four years now since I’ve talked to her, but I still make brief eye contact everyone in a while around town and I regularly jerk off to that memory of the first night we had together. I’m happily married now so feel sort of guilty about even writing this down, not to mention jerking off to it, but it’s such a core memory of my younger adult life and can’t be any worse than looking at porn, right?
Anyway, I’m heading to bed after I jerk off lmao, thanks for reading.
