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Virgin’s First Was A Cougar

After an hour or so of chatting, she asked what I was doing that night. Didn’t have plans, so I told her I didn’t have anything going on. We talked on Snapchat briefly to confirm we were who we said we were and she continued by asking if I wanted to come over. Of course I agreed pretty quick. I was still really innocent, so I didn’t really know what I was getting in to. Looking back now, she on the other hand, already knew where we were going.

She had me stop and get a couple of bottles of wine. I pull up, heart pounding and find her apartment. I go to the door and knock. Not sure what to expect, I watched as the door opened. The pictures did not do her justice. As she opens the door, I see this beautiful goddess. 5’8 with a perfect figure. She was wearing booty shorts that were ready to give and the tightest tank top her big breasts could fit in that hugged her body perfectly.

I know she had to have caught me immediately staring at her breasts, but I couldn’t help it. Nervous out of my mind, she invites me in. Me being innocent still, I was completely oblivious. She pours us some wine and we sit on her couch talking for a bit. During the conversation, she what I thought about her age and if I had any problem with it. Nervously I told her I didn’t have any issues at all with her age.

A couple glasses of wine in, she asks if I’d ever given a woman a massage. I told her I hadn’t, and without hesitation, she turned around, pulled her tank top off, and laid down on the couch, facedown. She talked me through what to do, and by that point while my hands are rubbing down her soft, smooth skin, I couldn’t help but notice I was harder than I could ever remember and my gym shorts were doing nothing to hide it. My heart was pounding. She told me if I sat on her thighs, it would be easier and more comfortable for me. So as I straddle her legs on my knees, I didn’t dare sit on them because I was afraid she’d feel me. She gets up and gets some baby oil and we continued.

This time when I was on my knees straddling over her legs, she tells me to sit on her thighs and make myself more comfortable. I listened and as I sat, I tried to keep my throbbing dick off of her. She tells me to get her shoulders and as I lean forward, my dick slid evenly along her shorts between both cheaks. Eventually she gives me a massage and after 15 minutes later, we were both slippery and covered in baby oil.

I could feel the inside of my underwear damp with cum from the experience. As I sit up, she asks me if I’ve ever gone down on a woman, I told her I hadn’t, but was very curious. She laid back on the couch, pulled her shorts off, and as she opened her legs for me, I saw what had to be the most beautiful pussy in the world. She looked like she had just got a wax and was ready to go. She guides my head between her legs and tells me what to do. The taste of her pussy was sweet and better than I expected. After about 5 minutes and what I assumed were two orgasms, she leans toward me and pulls me up to her. She kisses me and orders me to slide myself inside her. As we are kissing, before I could even grab myself, she takes my dick in her hand, rubs it along her pussy and pulls my body to hers, forcing my young dick inside of her mature, wet pussy. The biggest thing I could think of at the time was she was so warm wrapped around my dick. She was really tight and I remember thinking how easily I slid inside her. Overcome with how amazing she felt, as I started thrusting, my upper body immediately collapsed as a continued thrusting inside her. The sensation and sounds of us moaning was more than I could handle. She told me to cum, and of course without hesitation or control, I had the most intense orgasm of my life inside her. As I continued thrusting, I could feel her getting even warmer suddenly. We pulled eachither tight as my thrusts began slowing down.

After a few minutes, I began getting my stuff and going home processing how fast the whole incident went from not knowing eachother to her taking my virginity. I sat in my car processing everything and it hit me she had no intentions of an innocent night, confusingly at the time, I was curiously turned on about the fact that she knew before I got there what she wanted. She had it planned out from the wine to relax me, to the clothes she picked out, to the baby oil she had already taken out of the bathroom. She knew she was going to seduce a virgin and quite frankly, that’s one of the biggest turn on moments of my life.