This happened nearly a decade ago, but I've never actually told anyone, as it may be upsetting to a few people. On the first day of class of my 11th grade year, I had a new teacher who was incredibly hot. She was a short and petite 23 year old goddess who had a great pair of tits, but it was her ass that was the head turner. Holy shit, that butt of hers was so amazing. She wore a lot of skirts that hugged it well. But what I really loved is when she wore blue jeans because it really made her ass pop. Anyhow, early on in the school year, I come to learn that she is the cousin of a really good friend of mine. This then lead to her being way cooler with me than any of my other classmates. Granted during class time, she was strict on me like the others, but once class was over, it was more like back to being friends rather than teacher/student. Naturally, as an incredibly horny teenager, I fantasized about her a lot, but I never actually intended on making any attempts at her. In my mind, she was my friend's cousin/my TEACHER, and there would never be any chance in hell of that happening. Shit like that only happens in movies. Well fast forward 2 years, and I'm a high school grad. I spend the remaining summer months in my hometown before I leave away to college. One night she gives me a call and asks if I'd like to come and hang out with her. (somewhere along the line we did exchange phone numbers. I can't remember exactly when or why, but it wasn't like we called or texted each other regularly, we just had each other's phone number.) Of course I wasn't going to say no to this! So then I head on over to her place and she had a bottle of wine for her, and few beers for me. She lived on a nice property off a lake, and had a really cool patio deck over the water. We sat out there drinking and joking around for a good while. I really don’t remember the topic of conversation, but at a certain point, something triggered for her to sit up a bit, and arch her back and toss her head back a bit and ask, “And what do you think Djonesj? Do you think I’m beautiful?” God, the way she was posing, I couldn’t even process my thoughts. She was wearing a little skirt and a spaghetti strap top that was a little low cut. Her boobs just seemed to glow in the moonlight. And the way they moved with every little breath she took. I’m sure she noticed how I didn’t really expect that and I’m entranced by her tits, but I managed to say to her “Of course you’re beautiful.” She laughed and then said “Good! Now let’s go jump on the trampoline!” (She had a 3 year old nephew that lived with her) So we go over to the trampoline, and we bounce away. Her boobs looked so good going up and down. And every now and then I got a nice look up that skirt of hers. We got tired and just rolled around and wrestled on the trampoline after a while. Doing this ended up giving me a raging hard on, and I thought “oh fuck, she’s gonna notice.” You just might think that this lead to us having sex that night, right? Well as much as I REALLY wanted that, my thought process of her being my (former) teacher still lingered and I just ended up going back home that night. Essentially, I wussed out. Stupid, huh? Well a few nights later, there was a party I was heading to, and I couldn’t stop thinking of what happened with her since that night. So I decided I would call her and invite her. She was down, so I picked her up and we headed out. The party was a good time, and everyone is getting all nice and drunk, and then she comes up to me and tells me she needs to go to the bathroom, and asks me if I can stand in the doorway so no one can come in. Sure, why not? I follow her to the bathroom and she walks right in. I stop at the doorway to stand guard for her, but she pulls me in and closes the door. She said to me that I could guard the door from the inside. Perfect! Of course I will! So she sits to do her business, and we’re just casually talking away. In my head though I’m thinking “oh my fucking god, I can’t believe this moment is even happening!” So after just a few minutes, I realize that I didn’t hear her going to the bathroom. “So are you gonna actually use that thing?” I ask her. “I guess I didn’t need to go after all.” She tells me. She starts to stand up and pull up her panties, and that’s when I get a great view of that beautifully shaved pussy of hers. I was stunned. I couldn’t believe I was looking at my teacher’s pussy. She saw me looking straight down at it, and she teased me with a “Hey what the fuck are you looking at?” I told her “Well I just never thought I would be looking at one of my teachers half naked.” She laughed and said “Well I’m not your teacher anymore.” This is when she leans in for a kiss. HOLY SHIT!!! We kiss each other real softly, almost hesitantly at first, but we let go of it real quick. As she’s kissing me I reached my hand down between her thighs and start playing with her pussy. Her jeans are half way up her legs, so I pull them down and prop her up on the sink. I spread her legs and let my fingers work it for her. I can feel her getting incredibly wet. At this point I want a taste of it, and I nuzzle my face into her. She squeezed my head with her thighs so hard I thought my fucking skull was gonna get crushed. Not long after that she brings me up to kiss her, and she whispers to me “I want you to fuck me. But first…” and then she reaches down to undo my jeans. She grabs my cock and gave it a few strokes. She then brought my cock right up against her pussy, and I thought “Yes, here we go!” but instead she rubbed my cock all over her wet pussy. She was moaning softly, and I was losing it as I had never been teased so badly before. She was sure to get my cock all nice and wet with her juices, and then got on her knees and started to suck my cock. I had blowjobs before then, but the fact that it was her, I thought I was gonna just bust it all right there. I felt like my body was shaking as she took me in her mouth. She was so good at it too. Of course at that time, the girls I had been with before were all high school aged like myself, and made me realize the wonders of a woman with experience. I don’t even know how long she sucked me off, but it felt like forever. I don’t even know how I managed to not fucking come already. After that amazing blowjob, she stood right back up and turned around to face the bathroom mirror. She put her hand up on the sink and bent over for me. At this moment I realized, this if my first really good view, of that amazing BARE bubble butt of hers. She sees my face in the reflection of the mirror and tells me “I used to catch you staring at it.” Oddly enough I was a bit embarrassed by that comment, as I thought I was always being careful to stare at it and not get caught. “You did?” I asked. “Oh, all the fucking time. Now get it!” she reaches back with one hand to spread one of her ass cheeks. At the tender age of 18, that was the hottest fucking thing I ever heard. I couldn’t let another second go by, I grabbed my cock and slid it right in to the tiny wet hole of hers. That initial insertion was so incredibly good. I start giving it to her, and she backing her hips onto me pretty hard. I loved the way her ass looked every time I thrusted into her. As I’m thrusting away, a part of my brain is still focused on the “no fucking way this happening right now”, but I didn’t let it distract me. She told me to pull the back of her hair, so I did. I was nervous because this was the first time this was requested of me. I must have not been pulling hard enough because she then tells me “Pull of my fucking hair!” That when I really tugged on it. I brought her head back so she could look into my eyes as I’m fucking her from behind. Her mouth is open and she’s breathing and moaning heavily. So finally I’m getting to the point where I’m ready to come. I whisper in hear that I’m getting there. She tells me to let her know when. At the time, I thought it was all for the sake of pulling out. I tell her now, and she turns around and drops to her knees. As I start to come, she took me into her mouth and suck out every last bit of come I had in me. This made my orgasm so much more intense, as that was also very new and incredibly hot to me. We catch our breath for a moment, and I’m waiting for there to be an awkward “what did we just do?” moment. But that didn’t happen. She looked at me and told me that she was happy that this just happened. This was a surprise to me. I told her then that I always fantasized about her, she laughed at me and told me that she was rather certain of it. She knew all they boys liked to look at her. She then tells me that she too fantasized about it, but wasn’t going to ever actually sleep with me before I was 18. More shocking news to me. I told her how some of what we did was really new for me, but that it was incredibly hot and I liked it a lot. This then lead to a summer of sexual awakening. Before I left for school, we wound up having a lot of sex, and she showed me some things I had never done before. She wound up being my first anal, and taught me how to be comfortable when it comes to eating out ass. It was almost like she became my personal sex teacher for the summer. Not a bad thing for a guy who was heading to college soon. Naturally, when I came home during my school breaks, I came around looking for her, and we would have sex. After my second year in college though, she settled down and got married and had a kid. I was a bit sad about it, but she left me with some incredible memories. Read more »