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Sex Stories As Told By a Self-Proclaimed Cougar

I was so tired of being horny all the time. After I turned 40, a switch turned on in me and I couldn't stop thinking about sleeping with a younger guy. I certainly didn't feel old, so why should I be stuck fucking old men? One night after a long day managing my office, I came home to my vibrator, just like always.

brunette in sexy lingerie on a couch

However, this night I decided I didn't want to settle for just imagining a young man yelling out "Annabelle" while he screwed me sideways. So, I got online and started looking for someone mid-20s that perked my interested. I found Adam in just minutes. He was an architect at just 26, had blond hair, and looked amazing in his pictures. We chatted for a few days discussing how cougar dating was supposed to work, but ultimately we both agreed on pure casual sex without any strings. A couple of weeks later we met at his house for a sensual massage. As he applied the warm lotion to my naked back while I lied on his bed I felt the hairs on my entire body rise. His hands were strong, big, and the perfect size to put all over my body.

My Weekend of Hot Sex

Wow. Men in their 20's have a lot of energy. While Adam gave me my massage, I noticed how he would tease me with his fingers, barely touching my breasts and working his way down to the middle of my thighs. Once he noticed how my body was responding, he moved my legs apart and worked his fingers to my clit. As he rubbed it gently I felt myself getting wet and started screaming out for more. Wanting to please me, Adam climbed up on his bed and pressed his body on top of my back. I could feel his rock-hard dick on my ass and told him I wanted to feel him inside me. He slipped on a condom on right away, then entered me softly but deep. I'd never had a dick as big as his, but it felt amazing. He started out slow but as I screamed for him to fuck me harder, he obliged. I grabbed his headboard trying to remain somewhat postured, but the pleasure was so strong I let go and had 3 orgasms in the 30 minutes he fucked me. Once he was finished, I turned around and asked him when he wanted to meet for some fun next.

Making My Fantasy a Reality

Adam and I have sex on a regular basis. It's always great and it helps me release a lot of stress. However, since I was so in-tune with my sexuality right now, I wanted to explore with more. I really wanted to fuck a man who liked cougar dating and to try new positions. I once again went online and posted something about myself. I said that my name is Annabelle, I'm 5'4", have nice curves, brown hair, am 40, and want to try an entire book of sex positions. Sure a lot of guys replied, but Dillon in particular stood out. He was soft but very handsome and only 24 years old. I invited him to my house where we had a glass of wine before opening page one of the sex position book I had purchased in anticipation. We decided on the "wheelbarrow" and immediately started making out, excited for what was to come. He had soft lips and a gentle tongue, and when he touched my breasts he gently played with the nipples, which made me ready for more. He got into position by standing up on the floor. I got on my hands and feet in front of him, where he picked me up by the ass and put my pussy right to his dick. It definitely looked like a wheelbarrow, which made us both laugh. However, once he slid his dick into me, this felt incredible. He was able to get deep inside me, making the position very pleasing..

Exploring Positions Without Feeling Old

Dillon made me feel good, despite the age difference between us. He explained that cougar dating was always something he had been interested, even though he didn't necessarily refer to older women as "cougars". I told him that I was new to cougar dating as well and would prefer to just call it an "exploration", which he agreed. Since the "wheelbarrow" had been so much fun, we decided to try "the x". I laid on the bed with my legs spread apart. Although not part of the position, Dillon started out my licking deep into my vagina. He moved my clit just right with his slippery tongue, making me cum before our sex position even started. Ready for more, he moved inside me in the typical missionary position before he twisted his torso to create the "x" shape. Although a small change, it made a huge difference in the way he felt inside me. As he warmed up and started fucking me harder as he grasped the side of the bed, we both came hard. We plan on exploring even more positions in the future and genuinely like each others company. Without having explored cougar dating, I wouldn't have these two wonderful men who make me feel young again and give me a new appreciation for my body.

Read about other cougar experiences

Image sourcesVia Flickr | Yaiza Martinez | CC BY 2.0