Matched with my 7th grade teacher on Bumble

First off, this actually happened almost 10 years ago now. I've never shared anything about it online and only a few close friends know about it in real life. This is the first time I'm writing it all down from memory. When I was 26 I matched with my old middle school teacher on Bumble - she was 54. At first I didn't know it was her because her pics didn't show a lot of her face, which makes sense because she was still a teacher at the time (she's now retired so I feel more comfortable sharing the story).

I had fantasized about sleeping with an older woman for a long time and her pictures on her profile were very sexy (amazing body, especially for her age) so naturally I was pretty excited when we matched and started talking. We had really good chemistry through text, making each other laugh and talking about what we wanted to do to each other if we were to meet in person. Eventually she asked me where I went to middle school and I told her. She confessed that she was my middle school teacher back then and said that she had recognized me from my profile pictures.

After saying that she sent me a clear picture of her face and I recognized her immediately. I hadn't seen or thought about her for many years but was amazed that she was still in the area and on top of that, had matched with me on Bumble. She asked me what I thought about the age gap and her being my old teacher. I gave her an unfiltered, honest reply. I told her that I have a thing for older women and the fact that she was my teacher made me feel like busting one out right then and there.

She responded by sending me her address, telling me that I should come by and she'd help me take care of the buldge in my pants (I had sent her a pic). I was actually at work at the time but told her that I'd come by after if she was still interested and she said of course. We continued to message each other for the rest of my shift and she sent a few sexy pictures, keeping me up to date with what she was wearing (or not wearing) and what she wanted to do with me when I got there.

We talked about kinks and previous partners, life in general and also what our expectations were for this encounter and afterwards. We were very much on the same page with what we wanted, which was essentially a fuck buddy, no strings attached (at least in the beginning). She also mentioned that she had kids, 3 of them, with the oldest being close to my age. She asked if I was bothered by that and I told her it just turned me on even more.

When I got to her house after work she had a few candles lit and some music playing. She greeted me at the front door in sweatpants and a baggy t-shirt, saying something along the lines of "glad you could make it" and then we leaned towards each other and kissed. It was a slow, passionate kiss, as if we were lovers, tongues brushing against one another. My hands moved from her hips to her ass, and then to her chest, squeezing and feeling and getting familiar with her body. Her hands traced the outline of my shoulders and then my chest and stomach. After making out for a minute or so she took my hand and said, "shall we go to the bedroom".

Her room was organized, as if she had cleaned it before I arrived, but little bits of clothing and work stuff were still scattered here and there. She climbed onto the bed and then turned around and motioned me to follow her. I did, positioning my torso in between her legs as I leaned forward and started kissing her again. She took off my shirt and then I took off hers. Then her bra. My lips moved from her mouth to her nipples and I sucked on them while thinking dirty thoughts about our age difference. At 54, she was over twice my current age of 26. When I was 18, she was 46, still married and already had three children.

As my tongue did circles around her nipples she put her hand down my pants and felt my cock for the first time. She unbuttoned my pants and then took off my boxers. She held my cock in her hand for a few moments, moving it around a bit as she studied it and made a comment about how beautiful it was. Then she put it in her mouth. She moved up and down, sucking on it while massaging my balls with one hand, the other hand resting on my thigh. I couldn't see it but I could feel her tongue moving around my cock as she bobbed her head. After a few minutes of this she stopped for a moment and I took the opportunity to sit up and kiss her again, swapping spit as she continued to stroke my dick with her hands.

I then pushed her onto her back and took off her sweatpants and thong. I'd never seen a milf's pussy before in real life. It looked just like any other, but knowing that three children had come out of there made my balls swell. It was completely smooth and the outer lips were small and sealed, hiding everything from view on the outside. I later learned that she had gotten some sort of laser treatment at one point in her life to make shaving less frequent. I leaned in close and then used my tongue to spread her pussy apart, sucking on her labia and clit. I ate her out for what must have been 10 or 15 minutes and I loved every moment of it as she pulled my hair with her hands. Hearing her moan and feeling her body quiver turned me on like crazy. Eventually I recognized the rhythm she needed and her breathing got heavier and heavier until she came. Her hips shook and her pussy slid all over my nose and mouth.

She took a few moments to recover and then gently placed her hands on my face and slowly brought me up to her and kissed me. I felt like I was making out with a girlfriend the way she slowly and passionately pressed her lips to mine, softly biting me and exploring the inside of my mouth with her tongue. As we kissed she reached down and touched my cock again and then put it inside of her.

Her pussy felt amazing, intensely warm and super wet (partly from my saliva). As I moved my hips, my cock slid in and out of her and she made a comment about how she couldn't believe it was so hard. I played with her boobs and her ass, moving my hands all over her body as I fucked her. At one point I softly caressed her face and told her she was beautiful while I stared into her greenish blue eyes. I felt like I was immediately falling for this older woman who I barely knew but I didn't care, I was having the best time of my life.

We did a few other positions, cowgirl, doggy, ect. Her ass was crazy from behind. She angled her hips as she burried her face in the bedsheets, giving me a view I still think about. She knew what she was doing. Aparently age does bring experience. I played with her asshole with my thumb, rubbing it and pushing into it. Then I used my mouth to wet my index finger and put it in. Just a little at first, and then nearly all the way down to my knuckle. I didn't even ask, I just did it. She moaned as she bounced back on me with my finger in her ass and my cock in her pussy.

The whole time I couldn't stop thinking about how I'd probably be friends with her son if I grew up in the same neighborhood. What would he think if he knew I was fucking his mom right now. What would her ex-husband think if he knew his ex-wife was letting some college kid use her pussy. What would our families think if they found out about this. What would her coworkers think. All these dirty thoughts filled my head as my cock went in and out of her, and I loved every second of it.

Eventually I got up the courage to talk a little dirty. I asked her if she liked feeling my young cock deep inside her. I asked her if she liked fucking a guy half her age. She said yes to both. I later learned that I was the youngest partner she'd ever had (by far), a 28 year age difference. Her last partner was her ex-husband who she had recently divorced and he was only four years younger than her. She had downloaded Bumble just to see what was out there but never expected something like this. Never thought that one of her middle school students would be fucking her years later. I told her she was the hottest milf I'd ever seen and she called me her b.i.l.f. (boy I'd love to fuck). I told her that I wanted to fuck her every day, that I didn't care about what other people thought and that I'd fill her up every morning and night so that she'd always have my cum inside her. Apparently this really turned her on because she came quickly soon after I said that. As she came her pussy continuously tightened and loosened around my dick, convulsing as if it was trying to squeeze all the cum out of me. I actually had to completely stop moving to keep myself from cumming while this was happening.

After she regained composure she said it was my turn to cum and that she wanted me to cum inside her. At this point in my life, I had never actually cum inside a woman before (except when using a condom). When I told her this she almost didn't believe me and then said something about how girls these days are stupid or unfair or something along those lines, lol. She again reached out towards me, gently holding my face in her hands, and then brought me up close to her and kissed me. She looked at me, full of excitement and anticipation, and told me that she wanted to feel my young cock explode inside her. I started to slowly move in her, not wanting it to end too fast. We made out while fucking slowly like this until my dick calmed down a bit. Eventually I picked up the pace, pounding her fast and hard from above as she lay on her back in missionary. Her small natural boobs bounced up and down as my cock slammed into her. I could feel the urge to cum building up inside me as my dick went in and out.

It felt like all of my senses were being reduced to just my penis. I could feel the walls of her insides being pushed apart as my cock went into her and I swear, I felt my cock getting bigger as the feeling intensified. It was probably all in my head but it seriously felt like I grew an extra inch just for those next few moments. Of course, I made sure she felt every bit of it, going balls deep on every thrust.

As the point of no return quickly approached I told her that I was about to cum. When I said that, she put her arms around my head and pulled me in close to her and then wrapped her legs around my waist, crossing her ankles. Her arms were crossed behind my neck in a similar way, her hands gripping the muscles on my back. She was holding me in this way so strongly I couldn't have pulled out even if I wanted to. I wasn't able to move my hips as much anymore but it didn't matter. I was fully inside her.

Instead of trying to slide my cock in and out, I put my arms around her head and behind her back and pulled her in towards me, pushing my cock forward as far as I could, my groin into her groin. The head of my penis was in constant contact with her cervix, pressing into it with every push and humping motion. I felt her fingernails cutting my skin. My head was right next to her head, my chin resting on her shoulder as I breathed heavily on her neck and felt the sweat in her hair on my face. Her mouth was pressed up against my cheek and left ear, and I could hear her every moan and whimper, even the barely audible ones. It was like music. Just as it happened I softly told her "I'm cumming", almost whispering it to her, but still loud enough that she could hear it. She whispered back "breed me". I think she had been holding back for a while because she also came right as she said that. Her soft moans and heavy breathing filled my eardrums and I filled her insides with what felt like the biggest load I've ever released.

As I came inside her, I felt a heavy weight being drained from my balls, as if they had previously been weighed down with cum. My cock twitched vigorously, almost like the result of electric stimulation, shooting my semen deep into her uterus with every uncontrollable spasm that followed. She felt this and moaned in sync with each twitch, still holding me tightly as I lay on top of her. As I filled her up, she continued to cum on my dick, her vagina squeezing my penis tightly with every contraction, forcing more and more cum out of me. Our orgasms lasted for what felt like half a minute at least. Everything was super sensitive and slight movements brought intense sensation. We decided to lay there for a while, my cock deep in her pussy, cum slowly getting past and leaking out onto the bedsheets beneath us, her arms and legs around me and my arms around her.

We laid there together like this for maybe five minutes, not saying anything, just breathing heavily and feeling our bodies on one another. I remember being able to feel her heart beat on my chest and I'm sure she could feel mine. Eventually my cock reduced in size and she got up and grabbed a towel as the rest of my cum came pouring out of her. There was a lot. We hung out in bed talking about what we had experienced and felt. We agreed that it was probably best not to tell anyone about what had happened. Even though we were both adults, she was still my middle school teacher at one point in time. And her kids were another factor. Despite this we both wanted to see each other again and immediately agreed to being exclusive.

We fucked three or four more times that evening and I came inside her every time. I've always had a pretty high sex drive and yet, her libido seemed even higher than mine. She kept asking for more, wanting to see how many rounds I could go before the night was over. Maybe the fact that she was letting a kid half her age cum inside her had something to do with it. After the second time, she didn't even bother to get the towel. The bed was soaked and our bodies were wet and sticky with sweat and cum. After I'd finish, she'd toy with my dick or finger herself as she waited for me to recharge. She'd scoop out my cum from inside her pussy and then rub it on her clit as she put on a show for me. We both slept very well that night. When I awoke the next morning, she had breakfast ready for me. We fucked a few more times before I showered and left for work. We continued to see each other for about half a year, fucking almost every day her kids weren't at home. A couple times she wanted to taste me or see me cum on her stomach, but everything else was always a creampie.

About a week or two in, we ended up realizing that we both had a breeding kink. She was already postmenopause so pregnancy wasn't possible, but that didn't stop us from pretending like it was. As I'd get close to finishing, she would always make a raunchy comment about me cumming inside her. Things along the lines of "make me a mommy again", "knock me up", or "breed my milf pussy with your young cock". Fun fact, she had heard the word milf before but didn't know what it meant until I called her one during our first hookup and explained the meaning. After that, she seemed to really like being called a milf during sex.

She was also really into the age gap, as was I. Sometimes she'd ask me to call her mommy or mom and she'd refer to me as her little boy or her bilf (her own version of the milf thing for me). We'd often say crazy things during sex. We'd talk about what we might do in another life. She talked about how cute I was back in middle school and how she always knew I'd grow up to be a "stud" (her words haha). Anytime she mentioned it, she didn't just say "your cock" she said, "your young cock".

We both constantly made references to her being twice my age or me being half hers. When she had her first child at 34 years old, I was 6 years old. She once said that in an alternate universe, she'd leave her ex-husband before the children came and wait for me. She talked about how she wished I could have given her the three kids instead. We fantasized about running away together to where no one would ever find us. In every alternative universe, me cumming inside of her was always a common theme, telling me how hot it'd be if I got her pregnant, how she would need it every day, even after her belly started to swell.

Despite all our lustful encounters fuelled by forbidden desires and taboo thoughts, we shared a really special connection as we continued to see each other. At one point we even seriously considered a future together. Ultimately we knew there were too many complications for our relationship to continue and although hiding from everyone was exciting, it was also taxing. We decided to eventually go our separate ways but that woman will always have a special place in my heart and I'd like to think she would say the same about me. Who knows, maybe we'll find each other again some day, even if we're both not so young anymore.