Okay childrens, let gramps take a seat and I’ll tell you a story. This will be long so grab a cup. It happened pretty much this way with a little added flair. I hope you don’t mind.
With the modern era even dominating us forty-somethings now, getting laid was a little more difficult back in the day. Even porn wasn’t as easy to get to. This all happened when I was 18.
I graduated H.S. only 5 months prior. I had, had a few sexual conquests, but let’s all be honest, they were usually awkward and clumsy if you weren’t practicing enough, and I wasn’t. That all changed.
I was living in Los Angeles, moving from home in the PNW. I had been there just over a month. My folks had put on my “grad night lock in” the year before which was a huge success. Meaning we drank before going to it and partied all week after. They had been asked to set up the new senior class’ one. The advisor that year happened to be my favorite english teacher Ms. Stone.
Before you get all excited, Riverdale TV show, or Famke Jannsen style, that wasn’t, Moira. She was in her late thirties and was more of Stevie Nicks, out of place hippie, frosted hair style divorcée. She was quite lovely, but wasn’t the star of my teenage lustful fantasies.
Somehow it had been arranged, via letters and phone calls that I would spend the holidays with her and her family in the Brentwood area. (OJ’s Brentwood. A few blocks away.)
The day had come and Moira picked me up. There was a change in her. She wasn’t the giant knit cardigan wearing, clumpy mascara teacher I remembered from just a few months ago. California suited her well. She was shapely, and curvy, but not overweight and seeing her outside of the fluorescent lights of highschool, she was truly a beauty. She gave me a hug, her massive breasts pressing firmly against me and a kiss on my cheek. She asked if I had seen much of Southern California, and I said I hadn’t. I had been to a club in Hollywood once with some friends and that was the extent of my California experience.
Since we had plenty of time to spend together and Christmas eve dinner was 3 days away. She became my tour guide. We reconnected and laughed. That first day she told me how many times she both adored me, and wanted to kill me, and I was probably the most outlandish, fun loving, and handsomest student she had ever known. As the day went on we became more and more flirtatious. We ate an early dinner in Santa Monica at a little cafe and then it happened. I excused myself to use the restroom.
Dick in hand I heard the door open. “Somebody’s in here.” I said as I turned my head. Moira stood there, turned the lock and said “I’m in the right one then.”
She came at me with ferocity, her mouth against mine. Wet, hungry, powerful and I couldn’t do a thing to stop it. I just sunk into it. We stumbled our way over to the tiny sink as she feverishly fought with the button on my pants releasing my cock fully. She was amazed by it, and thanked me or someone and went to her knees and masterfully worked it hungrily. I told her I was going to cum. It was building and building and she didn’t stop and I exploded what seemed liked gallons of cum into my former english teacher’s mouth and down her throat. “Fuck that made me cum a little.” She said and she stood up, and kissed me again. I could taste the saltiness of my leftover cum in her mouth and I was begining to get firm again.
We left the cafe and got in her car. It seemed a little awkward, but became easier as the drive went on. We began talking and laughing again and we finally reached her parents house. I didn’t know what to expect, but I hardly expected this. It was huge. We would be staying in the guest house of all places. Me on the couch supposedly, her in the bedroom. When we got there her parents were already headed up to bed. We made our quick introductions, got the lay of the land and they wished us good night, and were happy I could spend the holidays there. Moira grabbed a bottle of wine, some glasses and the linnens I was supposed to use. I settled myself in and she disappeared into the bathroom. She came out in a robe and told me to meet her at the hot tub. I agreed and being the naive one, I had put on a pair of trunks followed by the robe.
She had 2 glasses of wine set out and we drank them quickly. She disrobed and she was naked. I understood what true beauty and the glory of the female form was as I looked upon her. Not to be outdone I removed my trunks first and then my robe. My cock jutting out with no means of softening anytime soon. My mind raced back to Chaucer for some reason and the Canterbury tales she forced me to read only earlier that year. Which I still never quite got a grasp of. We made out and rubbed against each other in the hot tub for a bit and she moved over to my lap, her back facing me as she guided my cock inside her. She moaned and whimpered as she sunk herself onto me. She guided my hands to her large breasts and showed me how she wanted my hands and thumbs to rub her nipples while she fucked me. I was hard, but had a difficult time cumming because of the water and the heat, although I know she had more than once, and she wasn’t prepared on stopping that from happening for the rest of the evening.
We retired to the guest house. Rinsed off and laid in bed together. She taught me how to explore her pussy with my mouth and hands. How to tease her asshole and we fucked in nearly every way we could. We fell asleep exhausted and spent around 4 a.m.
I was up by 1030. My english teacher was giving me a private course of instruction, I wasn’t about to fail, and in the last 24 hours I had fucked this woman at least 10 times in one way or another. My morning wood was throbbing and painfully engorged to my surprise, and I was ready for whatever the day had planned for us.
It was December 23rd and I found another level of kink to lust after. I got up and showered quickly. In H.S. I was often late to Ms. Stone’s 1st period class, but would get out of a tardy by bringing her a coffee. This became routine so much that she even knew the way I took mine. She had come back to the house and called to me in the shower that she had brought me coffee, and we were going to the mall for some last minute gifts, and if that was okay. I had turned off the water and said that was fine. I would like to find her and her folks something. I walk out and she was on her knees on the bed with her ass in the air and her pussy in full bloom. She still had on a t-shirt from my H.S. which made me laugh a little on the inside.
My cock knew where its place was and I was inside her wet pussy in an instant. My hands on her hips as she moaned and swore, begging me to fuck her harder and harder. I did as instructed with what seemed like no intention of stopping. It was like a reset when I finally came inside her. My cock was throbbing and bouncing pulling everything I had stored in those few hours of rest back out again. I watched the little bit of milky white goo drip from her, and she informed me she wasn’t going to wear any panties on our trip.
She wore a yellow sundress with little purple flowers that barely contained her breasts, and a thin short lavender cashmere cardigan with one button hooked across them. Her hair was pulled back in a ponytail and this all drove me wild. As we shopped around the mall my eyes darted down to her dress in the hopes I could peak at what wasn’t being hidden underneath.
We seperated briefly to pick up some things, and met back at the Structure men’s store. She helped me pick out an outfit for dinner the next night. It was typically a dressy event. Moira paid for it and this is where things get interesting. The cashier made some comment about her being my mom. Now I hadn’t looked at Moira as an older woman, or at least in that way since before our dinner the night before. She however took it and ran with it. Apparently I had just come home from college for the holiday, and we were having a big family get together, and she was so proud of her big man. I figured it was easier than saying “I’m his former english teacher and I’m fucking him raw for the weekend.”
We left the store and made our way to the parking lot. The santa annas blew just enough to expose her naked ass and I got my tiny little wish. As we drove she placed her hand in my lap, as if magically calling my hardened dick to her. She said I have something to ask you when we get home. After that we went on joking about the mom thing and other stuff that went on that afternoon. She asked me about role play and that it was another form of sex where partners act out a scenario and if I thought it would be fun. I agreed to it happily.
When we got to the main house her folks had asked if we got everything we needed and we talked briefly. We both decided we needed to take our bags to the guest house and that’s when it began.
As I sat the bags and boxes down she took off her sweater, then reached into the Structure bag, pulled out the pants and said “Mommy wants you to try these on to see if they fit right. I hate it when you don’t try on clothes at the store.” I knew what this was in an instant. “Okay ma, fine.” The devious grin and the excitemnet I could see in her was something new. Well at least as far as I could tell, given our short time together.
I pulled off my pants and put on the new ones. She dutifully checked my waist and then got on her knees and checked my inseam and said “Okay lets get them off so they don’t get ruined.”
I did as I was told and she helped taking my boxers off with the new pants. “I love it when you’re such a good boy for me in the store.” She began sucking my cock and teasing my ass. She knew how to work me up and my excitement of her throughout the day sent me spinning in ecstasy. “I’m gonna cum.” She stopped and said “what do you say” and she began again i thought for a moment, “Mom, I’m gonna…” My semen shot from my cock and drippled on her chin and breasts. “That’s my good boy. Now I want you to clean up the mess you made in mommy’s pussy.” I nodded dumbly and and licked and flicked and sucked her just how she taught me and her moans and sounds got me harder and harder only after a little moment. I slowly slid into her as her legs wraped me in tight. We continued our roleplay as we swapped positions multiple times and she couldn’t or wouldn’t stop cumming.
We continued throughout the night and first thing Christmas eve when we woke. We didn’t have many get aways that day with family and all, and fucked one last time before she dropped me off. She left the day after Christmas and we continued with some letter writing and met up once when I came home for some vacation.
I have never forgotten Moira or our time together. She created or at the very least unlocked my sexual desires and my enjoyment of it. My love for older women hasn’t changed, but it seems at my age, I’m being lusted after by the young women occasionally, but few if any women have compared to the lessons I received from my beloved teacher.
I do thank you all reading. And I hope I’ve found some like minded individuals.
Source: reddit.com/r/gonewildstories/comments/bokgpk/mf_the_reeducation_of_her_former_student_my
DAMN! That was insanely Hot! I got some serious wood from that.