confessionsofacougar
Confessions of a Cougar
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Stories and thoughts from a self confessed cougar
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confessionsofacougar · 1 year ago
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Best sex ever!!
The other night I saw one of my FWB’s. I see him every time he flies in from his FIFO swing. We spend that night together. We never sleep. The sex lasts anything from 8-11 hours. This time it was about 11 hours. And about 9 1/2 of that would have involved penetration. The rest of the time one of us was giving the other oral or we were having a quick refreshing shower. We did a couple of role plays as well.
But the part that was the best sex ever - was like nothing I have ever experienced before - and neither had he! I’m not one of those women who can orgasm from penetration. The only time I orgasm while being penetrated is with this particular guy when I rub my clit while he’s inside me. It only works for him for some reason. Anyway, we had been going for about 9 hours by this time and he hadn’t cum yet. I was on my back, he was between my legs, kneeling on his knees. He had my legs pushed right back. The position he was in meant that his dick was rubbing right against my g-spot. There was an enormous pressure and I wanted to squirt so bad, but I couldn’t cause his dick was in there haha. I bore down to try and squirt but because I couldn’t, I ended up having a massive orgasm. That was a first - no clitoral stimulation. A few minutes later I had another one. And then another one. And then another. Each one was more intense than the last. Each one created more pressure and more of a desire to squirt. He was relentless. He kept going. Another orgasm. And another. By this time I was almost crying. It hurt and there was so much pressure - but at the same time it felt soooooo damn good!. I must have had 12+ orgasms. He told me he was going to cum. As he said that, I had another orgasm. I could feel his cock pulsing, but nothing was coming out. He was moaning so loud. Then suddenly he cried out “OH FUCK!!!” and I could feel his cock pulsing. Normally when a guy cums, I feel his cock pulse and it’s like a heartbeat type rhythm. This felt like his cock was vibrating. The pulses were coming so hard and fast it honestly felt like a vibrator inside me. The cum shot out of him and I could feel the pressure of it as it filled me. His cock continued vibrating like that for god knows how long. When it finally stopped, we were both shaking all over. He couldn’t even pull out - he just collapsed on top of me. Eventually, his cock just slid out of me and he rolled over next to me. 
It was definitely the most intense orgasm I have experienced personally, and the most intense orgasm I’ve felt from a guy. He said he’d never experienced anything like that either. He said that when he first said he was cumming, he had a dry orgasm. And then he kept going a bit, and then when he cried out, he said he felt it through his entire body and he described the same thing I’d felt - the continuous pulsing. Both of us were absolutely mindblown by the experience. 
Oh and the cum was literally dripping from me... there was soo much!!
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confessionsofacougar · 1 year ago
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Absolutely love your stories. I write erotic stuff myself but have never published or sent them to anyone. Do you think this is the place to do it or is there a better format? Thanks for what you do!!😊
I think this is a good place to start off with. I've also got a website where I publish. I would eventually like to expand and publish more but not sure how to go about that at the moment. I'd love to read your stories so if you decide to publish let me know!!!!
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confessionsofacougar · 1 year ago
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Welcome back. It’s been a while since you’ve posted!!!
Thanks! Yes it has been a while. Been busy unfortunately but planning on posting much more from now on :)
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confessionsofacougar · 1 year ago
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Your stories are so hot I can't stop jerking off every time I read one 🥵🥵🥵
I'm glad you enjoy my stories. Do you have a favourite?
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confessionsofacougar · 1 year ago
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Love you page. I'm Jake 30. Do you ever chat or roleplay with followers?
Thanks Jake. I'm glad you enjoy my page. Happy to chat if you like :)
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confessionsofacougar · 1 year ago
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Watching mum in the shower
This is a role-play I did with my 31-year-old friend with benefits a few days ago... It was soooo damn hot I had to write about it :) Love to know what you think!
As Ben walked in the door, he could hear the shower running in the main bedroom. His mum must be in the shower again. He walked towards the main bedroom hoping the door would be open as it had been the past few days. It was. He quickly got undressed and snuck into the main room. The ensuite was off to the right and the door was open as usual. If he stood against the wall just near the door, he could see the mirror which gave him a full view of the shower. The shower screen was glass so he could see his mum clearly. She was using a loofah and soaping up her body. Ben started stroking himself as he watched the soap slide off his mum’s breasts and stomach. She turned and bent over and he watched as she lathered up her legs. He loved her round ass. She turned again and his heart skipped a beat as he saw the loofah brush against her pussy. He had been surprised to find that she was clean shaven. He loved it. He continued stroking his now hard cock as he watched her. He was watching his mum soap up her breasts again and he inadvertently stepped forward. As he did so, his mum glanced over at the mirror and saw him just beyond the door frame. She turned the shower off, opened the shower door and grabbed a towel. She held it in front of her as she stepped out of the shower.
“What the hell are you doing?” she asked him.
“I’m sorry mum. I just got home from work and was coming to let you know I was home when I saw you in there. You looked so sexy I couldn’t help myself.”
“You think I look sexy?”
“Absolutely! I love your body.”
“Thanks Ben.”
“I really am sorry mum. I’m usually gone before you get out.”
“Usually?? You’ve done this before??”
Ben went bright red as he nodded. “Yes. I’ve been doing it for a while now.”
“Really. I don’t know what to think about this.”
“I’m sorry mum.”
As he spoke, his mum noticed that he was still stroking himself. She allowed herself to look at him properly. He was naked, and he actually had a really nice body. Not skinny, but well proportioned. He’d been doing physical work lately and his muscles were becoming more defined. His cock was rock hard. It must be 7 inches long and it was quite thick too.
“Well if you are going to watch me, I guess it’s only fair that I get to watch you too.”
Ben looked at her. “Huh? You want to watch me shower?”
“No. I have something else in mind.” Mum dropped her towel and walked over to the end of the bed and sat down. She patted the mattress in front of her. “Come on. Sit down.”
Ben walked over to the bed and sat cross legged opposite his mum.
“I want to watch you masturbate.”
He spread his legs slightly and leant back against the headboard. He looked at his mum, unsure of what to do next.
“Go on…” said mum.
 Ben proceeded to stroke his cock again. Every now and then he’d run his hand down over his testicles and give them a squeeze. He was looking at his mum’s body as he did so. She could see the desire in his eyes and to her surprise, she was feeling quite turned on.
She adjusted her position so that her legs were slightly apart and she started to rub her pussy. Ben’s breath caught in his throat.
“Mum, what are you doing?”
“You seem to be enjoying yourself. I am enjoying watching you, so I thought I’d join in. Is that okay?”
“Um yeah of course”
Ben couldn’t take his eyes off his mum’s pussy as she rubbed her clit and slid her fingers in and out of her bald pussy. He could feel his cock throb as he watched her.
“You know what? I’ve got an idea.” His mum said.
“Yeah?”
Mum spread her legs wider and patted the mattress between them. “I want you to sit here.” She said. Ben shuffled closer to her. “Get on your knees,” she said. Ben did so. “Now, I want you to keep masturbating, but you can touch me. You can rub your cock on my pussy, you can press it against me… anything you want, but you cannot go inside me.”
“Oh my god. Really? You sure?”
“Yes”
Ben shuffled even closer. He continued stroking his cock but seemed hesitant to touch her even though he couldn’t take his eyes off her.
“Touch me” she said.
He rubbed the head of his cock along the length of her pussy. They both held their breath for a moment. He held his shaft and hit her clit with the head of his cock a few times. Her pussy lips were slightly open and he pressed the head of his cock between them. Mum lifted her hips and pushed against him slightly. He rubbed the head up and down between the lips. She was so wet his cock slid easily between them. Mum pushed against him again.
“Fuck me” she said
Ben looked at her. “What?”
“Fuck me”
“Mum… are you sure???”
“Yes.”
Mum lay back on the bed with her legs wide apart. Ben held her hips and pulled her closer to him. He positioned himself and pressed his cock against her. He hesitated slightly and mum lifted her hips, pushing against him. He pushed his cock between her lips and slowly entered her. They both moaned. He because she was so tight and so wet. He’d never dreamt she would feel so good. Her because his cock was so hard and so thick. She could feel him stretch her as he pushed deeper inside her. He started fucking her slowly at first. Almost as though he were afraid he’d hurt her. Mum wrapped her legs around him and her hands raked down his back. Her enthusiasm encouraged him to go faster and harder. He lifted her legs and placed them on his shoulders. He was so deep inside her he could feel her cervix. Mum clenched her pussy tight around him and the pressure drove him wild. With a final thrust he pushed deep inside her and mum could feel his cock throb as he filled her with his warm cum. After a few seconds, he withdrew and lay beside her. They were both breathless.
“Well, we will definitely be doing that again” Mum said and Ben smiled.
“Absolutely” he replied.
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confessionsofacougar · 2 years ago
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Love your stories. Hopefully more mom/son stories are in the future
Glad you like them. Yes there will be more coming soon :)
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confessionsofacougar · 2 years ago
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Are you Australian
Yes I am
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confessionsofacougar · 2 years ago
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You said he was a bit older than you like. What's your age range or limit?
He told me he was 27. i reckon he was at least 5 years older than that and thats being generous, At the time i was really into guys that were 20-25. Now i prefer around the 30-35 age
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confessionsofacougar · 2 years ago
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Open or not?
I’m curious. I always thought I was a one man woman. Brought up to believe that monogamy was the key to a relationship. I tried it and it really didn’t work for me. And yes my ex was 9 years older than me as well which didn’t help matters. But since my divorce, I’ve been seeing younger men and there are 4 that I have been seeing for about 6 years. Friends with benefits I guess they are. Truth is they are all in relationships with other women - I didn’t always know that to start with. Anyway, my thoughts now are that there are at least 2 of these guys that I would never give up. Even if I got into another relationship. I love these guys and I dont ever see a time where that would change. What are your thoughts? I’d love to know what you think about polyamory/open relationships. Or are you more of a monogamous type? What are your experiences? 
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confessionsofacougar · 2 years ago
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The worst sex ever
I hooked up with a guy, Steven, years ago. He’d sent me pics (as most guys do) and his dick was huge. I’m talking 11 inches. This thing was massive. He was a bit older than I liked, but he promised me a good time so I decided to go for it. I was living down south at the time and I was up in Perth for the weekend staying in a hotel. Steven came to the hotel to see me. I didn’t really like what I saw - I think the face pics he had sent were at least 5 years old haha. Anyway, we got into it. We went to the bed and started to undress, both of us on opposite sides of the bed. I glanced at the clock as I took off my bra. It was 8:36pm. Steven was undressed in seconds and he was already hard. And yes, it was massive! He got onto the bed on his knees, and sort of crawled across to my side, while wanking. By this time, I was also naked. He sucked on my breasts for a few seconds while still wanking. I lay on the bed. He got on top of me, and entered me. No foreplay. Nothing. I don’t think more than 3 inches entered me. Literally 1 or 2 pumps and he cum. He withdrew, slapped my thigh, got out of bed and went to have a shower. I glanced over at the clock - it was 8:40pm. So the whole thing, from getting undressed to him getting out of bed lasted 4 minutes! So much for the ‘good time’ he had promised me. Needless to say, I did not see him again, despite him texting me telling me what a great time he’d had and begging to see me again.
Don’t get me wrong. While I specified the times, that wasn’t that much of an issue. I’ve had numerous sexual encounters that last only a few minutes. But usually, there’s something in it for me. Some kissing, touching... something. But this guy was all about him. And it was cold. Distant. I’ve had sex with one guy in a public bathroom where in the space of 15 minutes he’s been in all my holes and we’ve kissed heaps as well. He made my knees weak. I’ve had sex with a guy where he was in my room for less than 5 minutes, but the sex was soooo good.
Side note: He spent 12 minutes in the shower!!!
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confessionsofacougar · 2 years ago
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confessionsofacougar · 2 years ago
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So where do you live? And whats it take to see what you look like?
I live in Perth, Western Australia. As for what I look like, isn't it best to leave it to your imagination? I used to have vids on Pornhub, but they brought in all those rules for amateur vids and because most of the guys I see are married or in relationships, I couldn't ask them to give their identification. I have a dropbox that contains some of my bj vids, a couple of sex vids, and some pics. They aren't very long, but I've been told they're good. I sell access to it for $15 AUD which is payable to my PayPal account. Whenever I get a new vid, I put it in the Dropbox so it is regularly updated. I can be contacted via message on Tumblr or by email at [email protected]
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confessionsofacougar · 2 years ago
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Sprung
Today I went to see Alan, my fwb that I have been seeing for… must be 7 years now! We meet up in public places and always have such a good time together. (If you’ve read any of my other stories, Alan is the guy in the He Cum Twice, and Public Bathroom Fun). I was really looking forward to seeing him today. We’ve been chatting quite a bit recently about having him take Viagra and the fun we’d have with the resulting 48 hours or so of very hard cock. We’ve also been talking about other stuff… but that’s for another time.
Anyway, we met up today at our usual spot. There were some people playing with their dog in front of the male bathroom, so we decided to use the female bathroom. We’ve used both in the past. We went into one of the cubicles, Alan pulled the door shut and latched it (I watched him do it – this is important). We started kissing. Alan’s kisses make me weak at the knees. I took my top off and he took his off. As we kissed some more, he expertly undid my bra. With E-cup breasts, my bras aren’t that easy to undo, but he manages it very expertly and very swiftly. He took my bra off and I pressed my breasts against him as we kissed some more. He said he loves the feel of my breasts against his chest. I told him to imagine me on top of him, swinging my breasts over him. He loves that idea. Its his dream. He started sucking and licking my nipples. My god it felt good. I reached down and started rubbing his cock through his pants. He was already semi-hard, but my hand soon had him getting harder and harder. He took his pants off and I sat down in front of him. I took his cock in my mouth and started to suck. He always tastes soooo good. I love it when he moans too. And he always moans when I’m sucking him. I’m sucking his hard young cock and we are really getting into it. He’s filming and playing with my boobs with his spare hand. Then we hear someone come into the bathroom. That’s not unusual. It’s a public bathroom. It’s happened before. What has not happened before however, is the cubicle door opening. Alan falls backwards slightly. He turns. I heard a voice say “Oh shit! Sorry!!” Alan pulled the door closed and relatched it. We look at each other and laugh. I’m wanking him as I cover my mouth with my other hand and stifle a laugh. Once I regain my composure, I return to sucking his cock. Not surprisingly, it’s gone down a little from all the excitement but didn’t take me long to get it back to life. I kept on sucking and Alan moaned quietly. After a few more minutes, Alan wanked for a little while as I sucked on his balls. Then I took him in my mouth again. I felt him get harder and harder. I could feel his cock thicken and I knew he was getting close. He said he wanted to cum on my boobs. He loves them haha. So I stopped sucking, and he started wanking. I held my large boobs up and he cum all over them. He wiped the head of his cock over my boobs and then I sucked him clean. The bj was amazing – as always. I hope he enjoyed it as much as I did. But on top of that – it was a time we won’t forget. As Alan said, something always happens. It’s never dull for us. I love that.
* When our unexpected visitor opened the door, she would have seen Alan standing there, back to her, naked with his pants down around his ankles, me sitting on the toilet in front of him with his cock in my mouth, and Alan holding the phone and videoing what was happening. Yes we got it all on vid. I guess we aren’t the only ones with a story to tell. :D
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confessionsofacougar · 2 years ago
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He cum twice!
One time I met one of my fwb’s in our favourite public bathroom in a shopping centre. We had met there a few times previously for bj’s and he had bent me over the basin once and fucked me from behind. This time I was a little more prepared. I had a large bag with me in which I carried a beach towel. When we first entered the bathroom, we kissed. His kiss always makes my knees go weak. He is such a good kisser. He took my top and bra off and sucked on my boobs and played with them for a bit. Then he undid his pants and I knelt in front of him. I took his already hard cock in my mouth and started sucking. After a while, I stopped sucking and lay the beach towel on the floor. I lay back on the towel and he lay next to me. He kissed me and as he did, he slid his hand up under my skirt. I wasn’t wearing any underwear. He moaned when he felt my wet pussy and he slid a finger inside me. As we continued to kiss, he slid another inside me. By this time my pussy was throbbing and so wet. I wanted him inside me so bad. Finally, he got on top of me and pressed his cock against my pussy. He pushed a little and it slid inside me. It felt soooo damn good. We both moaned as he went balls deep inside me. I wrapped my legs around him and my fingers raked along his back as he started to fuck me. Before too long, I could feel his cock pulsing and he pushed deep as he exploded inside me. I expected him to withdraw, but he started fucking me again. After a few more pumps, he cum again!!! Two full loads emptied deep inside me. His whole body was shaking. Neither of us could believe what had just happened. I sucked him clean after he withdrew from me and then we both got dressed. We kissed and then left the bathroom and went our separate ways. Unfortunately, we didn’t think to record the sex. I wish we had though. Would make excellent viewing.
He's cum twice a couple of times with me now. The second time was at my place, in my bed. But that’s another story. I’m pretty sure that I’m the only one who he’s cum twice with. He’s certainly the only guy that I’ve been with that has done that. It’s really fuckin hot.
Side note: after that first time, I was meant to go shopping afterwards. I had so much cum running out of me and into my underwear that I decided to go home instead. I was worried it would run down my leg in the middle of the shopping centre! Was definitely one of my favourite experiences.
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confessionsofacougar · 3 years ago
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Taboo or Not Taboo?
About 3 years ago, I was in a singles group on Facebook. One night I got a message request from a young guy I’ll call David. I had a quick look at his profile pic and he was cute, so I messaged him back. Messages soon turned sexual and we swapped nudes. A few days later, we were talking about meeting up. I decided to have a better look at his profile and when I opened it up, the first thing I noticed was that we had a mutual friend… my son. My heart skipped a beat as I looked at the profile a bit closer. I saw a close up of his face and my heart sank. David had been my son’s best friend from the time they were 8 till they were about 16. They had always hung out together and David had stayed with us several times. He was like a son to me. On top of that, I had been David’s teacher when he was in Year 5. I messaged him saying “Do you realise who I am?” I was expecting him to say he didn’t. I was wrong. He then proceeded to tell me that when he was about 10, he’d developed a major crush on me. He told me that he would watch me when I was teaching him, and that he liked it when I bent over in front of him so he could see my cleavage. He also told me that when he stayed at our house, he spent so much time in the bathroom because he was wanking over me. He said he’d wank 4-5 times a day – minimum. At the time, I was married and my husband was working away during the week. Apparently, when he was away, David would watch me sleep, and he even snuck in and watched me shower a few times. I was completely clueless. I’d had no idea at all. He had fantasised about me for years and so when he saw me in the singles group, he decided to take a chance. He said he was surprised that I’d responded to him in the manner I had. I was shocked, but flattered. We continued to chat and after a few weeks, we decided to meet. I was really worried that it would be awkward when we saw each other, but when I opened the door, he stepped inside and hugged me. He was a lot taller than I remembered and he had grown into a very good looking, muscular, sexy young man. I’d last seen him when he was about 16 and he was now 24. We went into my bedroom and sat on my bed. We chatted for a few minutes and then he leant forward and kissed me. It made my heart beat faster. We undressed each other as we kept kissing. By now I was throbbing. He lay me on my back and he kissed and sucked my breasts. He then positioned himself between my legs and started licking me. God he was good. Within minutes, he had me cumming. After making me cum 3 or 4 times, I told him to lay back and I started to give him a bj. He told me to stop after a few minutes because he didn’t want to cum too soon. He got on top of me and kissed me again. I raked my hands over his back and grabbed his ass. He slowly entered me and as he did so, he moaned loudly. Almost instantly, he said “oh my god, you’re so tight I wanna cum already”. He then pulled out and started to lick me again. He made me cum twice then he entered me again. This happened three or four times. Each time he got close to cumming, he would stop and lick me, making me cum a couple of times at least. My pussy was throbbing and my clit was so sensitive. As he thrust deep inside me, he’d press against it and I would tremble. Finally, he couldn’t hold back anymore. He kissed me and I held him as he started going harder and faster. We both moaned as he pushed deep inside me and cum. He lay on top of me and left his cock inside me. We continued kissing and as we did, he gradually grew soft and slid out of me. He lay next to me and we relaxed and caught our breath. After chatting for a while longer, he got dressed and left. That wouldn’t be the last time I would see him. We just have to make sure my son doesn’t find out. I’d never thought about him in that way before. He was just my student – and my son’s best friend. I always liked him. He was a great kid and he always made me laugh. Now, I still like him. He still makes me laugh. We have a great time together.
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confessionsofacougar · 3 years ago
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If you could be fucked and bred by a family member would you if so who? And if not why?
The closest I've come to being fucked by a family member was when I fucked my sons best friend. They grew up together and he spent a lot of time at my place over the years. He is like a son to me. I had no idea that he had a crush on me as he was growing up, but if I had, I might have done something about it earlier.
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