Warning....NSFW material ahead. By reading this, you certify that you are not a minor and legally an adult. (18 years of age or older), and consent to viewing adult-themed material on your own accord . All characters depicted herein are adults aged 18 years and older.
True Confession Friday #8
Hot For Teacher
(TW:: Alcohol, Oral, Public Sex, Age gap, Intercourse, M/F ejaculation)
Sophomore year in high school, I really fucked off. I was in a weird and transitional stage in my life. I was doing bad things, with a bad girl, and shirked all responsibility. My grades plummeted and I failed miserably. So bad, that I had to repeat my sophomore year again the following year. Seeing as I had always been a really good student, I was given an opportunity. If I took some extra credit classes and had no study halls, provided that I pass them all, I would earn enough credits to get double promoted. I would skip completely over Junior year and be able to graduate with my regular graduating class.
Luckily, flunking so badly had snapped me out of my funk, and I accepted the school's gracious offer. I took the extra classes, studied my ass off, did homework etc. I passed my second sophomore year sensationally. With mostly A’s, and a B or two. The opportunity came to fruition, and I jumped right over Junior year and was back where I belonged. That being said.
Because I had earned enough credits for senior year, when I was picking my classes, I found out that in addition to the required classes (math, language, and history) I would have four study halls. I figured that would make the day drag by, so I chose an elective. Culinary Arts, (cooking).
Senior year came, and all my classes went well. Even the cooking class. I really enjoyed it, and learned a lot of great recipes that I still make to this day. The teacher's name was Janet Lombard (not her real name). She was young by teaching standards. Seemingly, just a few years older, maybe 26 years old or so. She had a quick wit and was very fun and cool. The best part about her class that she was HOT. Like smoke and fire...Hot. She was a Tall, Thin, Brunette, long sexy legs, nice firm tits, and a gorgeous face. It made the class so much better. I would sometimes spend the entire class daydreaming about how she looked naked, or what it would be like to fuck her. Over the course of the school year, she and I developed a great rapport, and we actually became almost like…friends. Often, she would reveal things about her private life, things dealing with her marriage and her kids etc.
Eventually Graduation came, and I was truly sad that I would no longer be seeing Janet. She even signed my yearbook..
“To my favorite, ever student and friend. I will miss you very much. You are destined for great things. If I can help you achieve those things in any way. Call me. Janet Lombard 555-1234. (Of course she gave her real number)
Fast forward seven years.
I was 24 years old. I stopped into a bar to have a beer one Summer night. This particular bar was known to be a “singles bar" and the clientele was mostly an older crowd. The men were most cheating married guys, players and “Lounge lizard” type guys and the women, Divorcees, Widows and Cougars or even Double Cougar women. On this particular evening, I think I was the youngest person in the entire establishment. At the time, I was a singer in a band, and I was looking for a place to just have a beer or two, and work on some lyrics
I sat at the bar with my notebook and pen. I hadn't even ordered my beer yet, when the bartender came over and said “A woman would like to buy you a drink"
With it being my very first time in that bar, I was initially surprised. A woman. “What woman?" I asked.
The male bartender pointed down the bar to the woman.
It was Janet. Staring back at me and smiling. She raised her glass and waved hello. I waved back and then walked over to where she was. It was great to see her, and we embraced tightly. Naturally, I took the open seat next to her at the bar. We got to talking and caught up on what we had been doing with ourselves. I filled her in on what I had been up to since graduation, and she was very happy to hear I was doing well.
Janet's story however, was less than impressive. She was going through a nasty divorce. Had taken a leave from the school. She had physical custody of their kids. She was sad, anxiety ridden, and just needed a friend to talk to. She said it was a “blessing" to see me on that particular evening.
Once she got to talking, the floodgates opened. She told me in great detail about her divorce and what had led to it, and what it would mean going forward. My heart broke for her. Several times she began to cry and several times I comforted her with a great, big hug.
The night wore on. We sank drink after drink. So much so, neither one of us were ok to drive by the end of the evening. By the time the bartender called “last call”, Janet and I were already pretty buzzed. She was even staggering a bit.
Thankfully, smarter heads prevailed, and we both agreed that neither one of us were in any condition to drive. Thankfully, We did not attempt to get behind the wheel. Instead, Janet and I went to my truck and decided to just hang out and chat, until we sobered up.
“So apparently we have some time to kill, what do ya wanna talk about" I asked.
“How about we talked about why you haven't made a move on me yet ?” Janet giggled. “I've been flirting with you all night… but nothing! Do you not like me?”
I was kind of dumbfounded. She had been flirting? Other than a few compliments here or there I didn't notice anything that could be considered flirting. “Well, first off, I had absolutely no idea you were flirting. Also, I know you have the Divorce stuff going on.” I replied.
"Yes exactly. I'm soon to be paroled from my prison. I wanna live it up. So..Get over here and kiss me!!" Janet demanded.
I didn't even speak. I slid across the bench seat of my truck and followed her wishes. This was something I had dreamed and fantasized about so many times back in the day. I wouldn't miss this opportunity. I took her face into my hands and kissed her softly. Sweetly. Gently. She kissed so well. Our tongues slowly rolled over each other's. Janet's lips were soft, and she worked her tongue in ways I'd never experienced before. Things like licking my lips, or my teeth, or the roof of my mouth. The kissing was so hot, and I was getting so turned on.
After kissing for a while, things began to heat up. The kissing got faster, sloppier, lots of heavy breathing. The windows in my truck got all fogged up granting us some privacy to anyone that might peek in. Of course, everyone had gone and our two cars were the only ones left in the parking lot by that time.
Hands began to explore and fondle. Clothes began to come off. Janet pulled off my T-shirt and began kissing and licking down my chest. Stopping at my nipples to lick, suck, and bite them gently. The whole time she was doing this, her hand was rubbing my cock through my jeans. My dick was as hard as it had ever been, and maybe even since. Janet could feel how hard it was, and decided to set it free. She unbuttoned the clasp on my jeans and pulled down my pants and underwear in one quick motion. Naturally, my cock stood up staring her in the face. It was already, very wet with my precum from the hot make out session we were having.
“Mmm”, Janet cooed as she examined my dick. “You have a nice cock.”
“I'm glad you like it" I responded.
“Mmmm but now I wanna suck it" She giggled looking up at me from my lap with the head of my cock only inches from her face.
“Janet.. you have no idea how many times I've dreamed about EXACTLY that !" I confessed.
Janet let out a full laugh. "Really? Did you fantasize about me Jay?" She slurred.
"So many times,” I admitted. “Masturbating to you got me through senior year" I chuckled.
“That's so Hot." Janet said as she lowered her lead and began to lick the head of my cock. Her tongue rolling around it, encircling the mushroom shaped head. Her tongue flickered and licked up all of the precum, before she opened her mouth and took it all inside of her mouth.
I groaned out in pleasure. “Ohhhhh". Her mouth felt so good sliding up and down my shaft. I could hardly believe this was happening. Mrs Lombard, the inspiration for so many masturbation fantasies and responsible for millions of my unborn children, was actually sucking my dick. How was this even possible? Well, It WAS possible and actively happening. In fact, not only was she sucking my cock, she was taking it all the way down to the base and into her throat.
As Janet deep-throated and bobbed up and down on my cock, I reached between her thighs and began to rub her pussy through her panties. She still had her skirt on, but her pussy was easily accessible. Her panties were already very wet, and as I rubbed them my fingers got slick and sluppery with her arousal. Janet let out small moans, signalling that she enjoyed my touch. Pulling her panties to the side, I slipped a finger inside of her very wet, very needy cunt. Gently, I slipped it in and out of her, Finger fucking her pussy slowly.
Before long, Janet and I both got excited to the point where we wanted to take this to the next level.
“Let's get into the back seat. There's more room back there" Janet suggested.
I agreed. Janet removed my cock from her mouth and exited the truck. She walked around to my side and met me outside, where we started to kiss again. The parking lot was empty and pitch Black. I was still naked from head to toe, and the night air felt good upon my cock, that was still wet with Janet's saliva. Janet, was just topless, her breasts completely exposed, but she didn't seem at all bothered by our public nakedness, in fact as I opened the back door, she wiggled out of her skirt and panties and let them slidely slowly down her long taut legs and drop to the ground. It was dark, but even in the dimmest of light, I could make out the silhouette of her naked frame, and it looked sensational. Every bit as sexy as she looked all those years ago.
Just as Janet was stepping up to get into my truck, I grabbed her by the hips and pulled her to me. Roughly. I was so into this, and was taking what I wanted. Consent had already been declared, and I was finally about to live out a fantasy of my youth. I pushed her forward so that she was in a standing, but bent over position. My cock hard and dripping, immediately sought out Janet's very sloppy pussy. I plugged right in and started to thrust.
“Oh Godddd" Janet cried out as she felt my cock pierce into her.
“It feels so good" I responded.
It did feel good. Her pussy, even though she had two children was exceptionally tight and enveloped my cock. Wrapping around it like shrinkwrap. Immediately, I started to pump in and out. Fast. Hard. I was 24 years old. Young, dumb, and full of cum. It was still about my selfish pleasures. It would be years later, that I would really learn to concentrate on the woman's pleasure. However, judging by Janet's moans, and whimpers I felt that she was enjoying it just fine. Thankfully, there was no one in earshot or they may have called the police.
I continued fucking Janet in this doggie style fashion for what seemed like a while, but turned out to just be a short time. I could feel myself edging closer and closer to climax. It would not be long. To be honest, I didn't even try to hold out. Not at all actually. In fact, I kept pumping away. Driving my cock in and out of her at a blistering pace. Janet's hips bounced backwards meeting my every savage thrust.
“Jay Don't cum yet.. I'm so close” Janet begged. I slowed my pace. Not removing my cock, I reached up and pulled Janet into a standing position. Her pussy constricted around my cock tightly. Virtually “Trapping" me inside of her pussy. I kissed her neck and reached around to grope and caress her breasts. With my free hand I began to diddle her clit. Rubbing it, tickling it. Flicking it back and forth.
“I'm cummingggggg" Janet shouted. Her orgasm crashed hard. Her pussy flooded with her juices making my cock slick enough to slip out. What happened next blew my mind. A waterfall spewed and gushed out of her. I had never experienced a female ejaculation before, and I mistakenly thought she was pissing. I just assumed her orgasm caused her full bladder to let go. I stepped back so that it wouldn't get all over my sneakers and watched the liquid spray in streams from Janet's cunt. The amount that was pouring out of her was amazing. So much, that it formed a small puddle on the ground beneath her. From a safe distance away, I watched the show until it concluded. Then stepped back in behind her. Taking her in my arms.
“Feel better?" I whispered into her ear.
I could tell Janet was embarrassed. “I guess… I ugh… .should've warned you about that”. She responded shyly.
"Just couldn't hold it?" I asked
“Oh sweetheart, that wasn't Pee. That was female ejaculate. Sometimes when I have a really intense orgasm the glands inside my vagina release a fluid. If the orgasm, is powerful enough it will spray that way. It happens every time I cum hard. Don't be freaked out…It's a compliment to you baby”.
To be honest, and I'm almost ashamed to admit it, but I really had no understanding of what she was talking about. It wasn't until years later, when the internet came around that I truly understood the whole “squirting" phenomenon. Janet, being a female, sounded like she knew what she was talking about and that was good enough for me.
“Let's take care of you now” Janet said kneeling down. She wrapped her hand around my cock and guided it into her mouth. Moving her head back and forth, Janet's lips glided back and forth over my cock. Her hand jerked and twisted as well. It felt so much better than the blowjobs I had received previously from the girls my own age. So good, at one point my knees got weak and buckled.
Sensing this, Janet pushed me back into a seated position in my truck, and then continued to blow me. She went to town sucking, twisted and jerking. Her head was a blur bobbing up and down so fast at times. Janet was really into it. She let out little moans at times, and would make slurping sounds when she slobbered my dick. This was first class head and maybe the best I have ever had. It certainly was at that point in my life.
As she was sucking my cock, Janet did something I had never experienced before. She put her finger in my ass!! What?!? Whoa whoa whoa wait… oh hey… that kinda feels good….hmm I kinda like that. Yeah at first I was not sure about it. Her finger just played on the outside kinda tickling and prodding. It was pleasurable and kinda kinky. It turned me on and I was like ok… this can continue. It wasn't until she pushed inside that things got weird. I had never had anything going INTO my ass before. I didn't like it at first. It was uncomfortable and not too pleasurable. When I tried to protest, Janet just said “Trust me" and continued. Eventually, it did feel good and definitely enhanced the Janet blow job experience.
The head being so good it was only natural that I was ready to cum relatively quickly. Which was a bummer because it felt so good and I didn't want it to end. But all good things must come to an end and as Janet worked my cock I could feel myself reaching the point of no return. My balls were tingling and with every suck of Janet's amazing mouth, I was falling more over the edge.
“I'm going to cum Janet" I warned.
“Mmhmm" is all she responded and sped up her tempo. I took that as a sign to go ahead and cum in her mouth. Which I did.
Just moments later my body kinda locked up and I moaned out loud. I exploded in Janet's mouth. She kept sucking and jerking as my cum filled her mouth. She swallowed my cum down hungrily. I could feel my cock pulsating in her mouth as I shot out my warm sperm.
Eventually, my orgasm subsided. Janet wiped off her mouth, and I helped her to her feet. She looked me in the eyes before leaning on and kissing me. Deeply. Passionately. Yes, I could taste the flavor of my own cum in her kiss. It disgusted me but I could tell that Janet was getting off on it.
The sky was starting to lighten. Turning from a jet black to a dark purple. Daylight was coming. Dawn was starting to break. We were both still naked and we dressed quickly. We both agreed that it had been fun but it was time to go. We exchanged numbers and talked about seeing each other again. We even made plans for the following week… but it never happened. I heard through the grapevine years later that her divorce had gotten so ugly that Janet had a nervous breakdown and had developed a bad drug habit. Even, trying to kill herself at one point.
I don't know where or even IF she is today, but I'll always cherish the memory of my wonderful experience with Janet. She was a night of many firsts.
A Original True Confession by Kiddmandu1
