This happened summer of 2021. This is pretty long, so I tried to separate the good part down below for the people who don’t like backstory, but I always find backstory hot so I’ve tried to include a good amount here. Also I typed this all out in my notes app so sorry for bad formatting.
I met Daisy through my friend, and she is one of the most beautiful 40 year olds I’ve ever laid my eyes on. She’s 40 years old, but she works out often, so her ass and body have held up amazingly. She’s about 5’6, brunette, slim facial features, dark brown eyes, curvy in all the right places, her boobs were a little more than a handful and for having 2 kids amazingly perky, her ass isn’t the biggest but because she works out it’s firm and tight, her hips were wide and gave her ass an appearance of being bigger than it actually is. Well the city had just lifted some of the Covid restrictions, and allowed bars to open up. I was bored at home and saw some friends had posted they were drinking at a bar. I replied to one of their IG stories “TFTI!” Well a minute later he replies and tells me to “pull up.” So I drive over and we only have a drink when 2 of them decide to leave because they had already been there for a while. My buddy G and I stay because he was down to keep drinking and I had only had a beer so far. Well as we’re sitting there, he scrolls through IG and sees that his cousin, who is about late 30s, early 40s is at another bar with her cougar/milf friends. Turns out he had been fucking one of them on the side.
Well he asks if I wanted to go and meet up with them, and I decided “fuck it, why not?” I wanted to keep drinking and having fun because I’m an extrovert and didn’t feel like going home after only a few beers. So we pick up 2 of our other friends on our way there and meet up with G’s cousin and her friends. We get there and the drinks start flowing, so much so that I was border line blacked out. Well as we’re hanging out, the cougar that G was fucking looks over at me and says “I’d love to hook you up with my daughter, she’s 21!” I reply “Idk” I felt awkward because it was his cougar’s daughter and I didn’t want to throw off his game or make the dynamic weird. She replies “let me show you what she looks like!” And proceeds to pull up her IG and whoa, she’s hot af, looks just like the mom, the mom is curvy af but the daughter has those DSLs and she’s got this grunge/alternative look. So I give G’s cougar my IG.
Well a few minutes later, I’m still pounding drinks, and laughing and kind of being obnoxious from how drunk I was. Well as I’m sitting there, one of the other cougars whom I’d barely said a word too, reaches under the table and starts stroking my thigh. Boom! I’ve had this happen before(not with a cougar, but it’s the universal sign for, I want your dick later.) anyways, I already know how this night is going to go now. So as the night progresses, I let my 2 friends we picked up drive my car back home and I hop in the car with my cougar. I hop in the back seat with her and she immediately grabs my dick and we start making out.
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Well G and I go back home with the two cougars and he disappeared into some room while Daisy and I stayed in the living room. We waste almost no time, she gives me a playful but forceful push backwards onto the couch and sits on my lap. We start making out and my hands are all over her nice and firm ass. We only pull our lips away for her to forcefully rip my shirt over my head. She then moves from kissing me, to kissing my neck, which always drives me crazy. I’m starting to get incredibly hard at this point. She starts kissing down my torso, and stops to lick my nipple, which honestly isn’t my thing but fuck it I just let her. She keeps going and gets to my pants and pulls out my hard cock, which is only around 6.5 inches and about the size of a normal banana in circumference. She then proceeds to give me some of the best head I’ve ever had.
She starts by holding it in her hand, and looking up at me while she licks from the base all the way to the tip. She gives me a sexy smile, and then proceeds to start making out with it. Kissing all over the base, taking each ball and sucking on them gently, and then as I’m about to tell her to start sucking it already she puts it in her mouth and like vacuum seals it. The pressure was amazing, it’s not something most girls know to do so it sent me crazy. My legs stiffened up, and you know when you stretch in the morning and your leg shakes uncontrollably? Yeah that happened to my leg which actually made her stop and laugh. But then she just gave me another devilish smile and kept going. I can’t normally cum from head because I kind of got traumatized by my first gf who hated cum in her mouth so after about 10 minutes I pulled her off and told her to get on the couch in reverse so her ass was facing towards me.
I proceeded to spank her ass as hard as I could swing, and she loved it. She let out a small moan and gave me another devilish smile. So I reach over and started pulling her shirt off, and you could just see the definition in her back from all the working out she did. I reach around her and undo her jeans and she stands back up, but bent over at the waist so I can pull them down. I give her ass another smack, and she gets back on the couch. I then start eating her out from behind which she later told me caught her by surprise bcs “guys your age don’t normally eat a lady out.” After about 5 minutes she says “I’m going to cum” and she proceeds to fall on the couch in pure ecstasy. I give her a few seconds to enjoy it, and then motion her body so she’s laying on her side, facing away from the backrest, and put her legs up so she’s almost in a fetal position. I like this position because it’s not a normal position so you hit some spots that she’s not accustomed to feeling. She starts moaning loud but I really didn’t care because my buddy and his girl were somewhere else doing the same exact thing.
As I’m pounding her, I pick up some speed, and place my hand around her neck and lightly choke the sides of her throat. She lets out a moan and closes her eyes and just tilts her head back to give me even more access. After a few minutes, I stop and reposition her so she’s up against the arm rest and continue to fuck her like my life depended on it. Mostly because she was the second cougar I’ve fucked and I didn’t want this to be the last time so I felt like I needed to make a lasting impression if I wanted it to happen again.
So I keep fucking her and just grab a handful of her amazing tits, and with my other hand pull on the back of her hair. She starts moaning even louder and turns her head slightly so we make eye contact and she closes her eyes and starts fucking me back. She’s moving her ass in sync with my thrusts and I’m getting way deeper than I should be. I then let go of her hair and tit and move both hands to her neck, and pull her head/neck up and she loses it.
She stops thrusting backwards and just collapses on the arm rest and let’s me go as hard as I want. After a few minutes like this I finally start to get tired and she pushes me off of her and proceeds to sit on my lap and just grind on my dick which felt amazing. She’s clenching her pussy around my dick and it’s one of the best feelings ive ever felt. She’s riding me, I’ve got her beautiful tits in my face and this beautiful cougar in my lap moaning and pleasing herself with my dick. I reach around and slap her ass and then grab it to help her with the grinding.
She fucked me like that for a while. By the time she stopped we were both a sweaty mess. Once she stopped she climbed off and we got some water from the kitchen to help with our dry mouthes. In the kitchen she gets on her knees and starts sucking my dick. Once again after I’ve had enough I pull her up by her hair and grab her hand and lead her back to the couch. I throw her on the couch, facing the back rest of the couch and get behind her in a sort of doggy style position and proceed to fuck her. I can finally feel myself getting close, so I grab her neck and pull her head back so I can whisper in her ear and I tell her I’m going to cum, to which she replies “cum for me, cum in me.” So I do and then fall on the couch from exhaustion. She goes and grabs 2 more glasses of water and brings them back and we laid on the couch naked for a while just cuddling and making out. We eventually went for round 2, and knocked out on the couch after
Source: reddit.com/r/gonewildstories/comments/tu9jq2/the_time_im26_fucked_a_cougar40_i_had_just_met_mf
This is awesome. I’m sure you’re Aussie and maybe from melb?