Teacher’s Anal Panty Guy Pt. 01 – Fetish – Sex Story


Years ago in my youth back in Florida I met a very mature school english teacher, Ms. White. This is the story of how I wore panties for her and what we did. Or should I say what she made me do and what she did to me!

The Prologue:

At 19 years old I first put on a pair of satin and lace hi cut bikini panties that I’d gotten from an older neighbor ladies house I was house sitting during the summer. From there I was hooked on secretly wearing panties as much as I could. Mostly just to jack off into as I wore them. It had become my secret fetish.

I had joined the army and just turned 20 when I came home on leave. I wondered it would be cool to visit my old friends while I showed off how I was an army man now. As I was making my rounds I happen to stopped by a McDonalds for a quick sandwich. I came upon an older lady who I found out later was an english teacher at the nearby junior school. Ms. White was her name.

Ms. White was maybe early to mid 60’s. About 5’7″ and slim. She didn’t have alot of curves. She had a small kinda flat butt and almost a flat chest. Her hair was a dark brown and she had deep brown eyes. She dressed in slacks and a blouse. She looked every bit her age and even a bit older but she was attractive looking in her face. Thats all I really wondered at the time.

So there I was getting my sandwich. I felt like she was sort of checking me out. She would look my way and smile. A kind of cat who swallowed the canary smile. I thought why a woman her age would be looking my way. Then suddenly she walked right up to me so boldly and said hello. I must have looked a bit surprised to see a mature lady doing that to me but I just replied hello. She told me she hadn’t seen me around here before. I told her I was in the army and just home on leave. Her eyes lit up like a Xmas tree!

Right away Ms. White told me I needed to come visit her apartment. When I say told me, it was not like asking. Pleasant yes but more of a told then ask. It was Friday so she said I could come over and swim the next day. The funny thing was she kept insisting that I bring and wear a swim suit. Over and over she kept saying don’t forget your swim suit. I figured what the hell and took her address and phone number she wrote down on a scrap of paper. I asked her what time and she told me 11:00 am would be fine and that we could lay out by the pool and maybe swim. I bid her goodbye and went on my way.

I was young and naïve at 20 but still a horny young guy. When I was home that night I remember thinking about the rumors that were said about some older ladies. How they liked younger men. Why not see I wondered. In truth I was a bit of a wanna be exhibitionist.

At that time guys went to the beach wearing what we called baggies. Surfer shorts. Almost like basketball shorts. Of course the European type guys wore speedos. Which showed off alot more skin. American guys really didn’t wear them. Most of the school girls wore two piece bikinis in one form or the other.

Taking into consideration the rumors and wanting to be an exhibitionist naughty guy I came up with an idea. At the time I secretly had four pairs of panties I would wear and masturbate in. A lavender satin and lace string bikini, a yellow sheer lace trimmed bikini, a blue hi cut micro fiber bikini with lace trim on the waist band and thighs and a white cotton bikini with lots of lacy trim, hi cut bikinis. All of them very pretty, very feminine looking panties except the blue bikinis.

At a distance the blue ones looked like they could maybe pass for a speedo if not for the hint of small lace trim around the waist band and thighs. Up close it was a different matter.

At the time I was in pretty good shape. Six foot tall, one hundred seventy five pounds. Definitely had the six pack abs with a smooth body. A nice tight, round, firm bottom and a six inch hard cut cock. So I came up with an idea to flirt a little. Seemed pretty innocent at the time. Just show off a little and see if it shocked Ms. White.

Saturday morning I slipped into the blue panties and wore a beach towel over my shoulders and some flip flop sandals. That was it. My uniform for the day! I pulled up the panties and standing in front of my wall mirror wondered to myself that this will give the old lady something to look at. They fit just tight enough and showed the outline of my cock even as it was soft. Silly me thinking she wouldn’t notice but secretly hoping she would that they were really panties instead of just some new sort of swim suit the younger guys wore now.

When I arrived at her apartment door and knocked she opened the door to let me in. Her eyes went right to my crotch as the door opened. She smiled as she told me to come it. I looked at her. She was wearing a tight skimpy white two piece string bikini swim suit.

Her skin was very tanned like she spent alot of time sunbathing. Ms. White was in fact very flat chested but her stomach was slim and very firm looking for her age. I followed her into her apartment. I also noticed that she really didn’t have much of an ass either. Her swim suit did fit tight and swayed from side to side on her tiny butt as she walked.

Her apartment was well furnished and clean. We got to the living room and she turned around to face me. She told me she was happy I decided to visit her. When I said thank you Ms. White she didn’t correct me calling her Ms. White or ask me to call her by her first name. So Ms. White it would be.

Ms. White then offered me a drink. She told me I was old enough to enjoy one more being above the legal drinking age in Florida and that I was a soldier. She stepped over to her bar and asked what I liked. I told her to surprise me. Popular last words! She gave me a glass full of what I believe was vodka on ice. As I stood there she told me we could go to the pool later and swim. I said that I’d really just prefer to get some sun.

Her apartment was on the second floor and she had a nice private balcony that overlooked a courtyard. I could sun myself there I told her. As we drank we had some small talk. The weather, army life, her teaching job, that sort of stuff. When I’d gotten to the bottom of my glass of vodka Ms. White quickly poured me another. I’m sure the liquor started gonna my head as I became a bit bolder.

Ms. White sat down on the sofa right at the edge. She sat with her legs aside so as I stood there right in front of her it was easy to look down to see straight at the crotch of her swimsuit. I told her that if I was in her school class I’d probably not be the best student in your class. That I wouldn’t all the time behave myself.

Then I said something to her that was part of me trying to be naughty and partly because of the liquor. I asked Ms. White if she ever gave corporal punishment to her school students.

So out of the blue I just said to Ms. White that she probably would end up keeping a guy like me after class and give me a little spanking for misbehaving. When the words left my mouth I could feel my cock start to stir and grow in my swim suit panties. She then said to me that it might just happen.

I couldn’t believe my ears. Did she just say she might spank me? She said that I was misbehaving now. She told me she noticed I was wearing panties and not a regular swimsuit to her apartment. She did not seem to mind. In fact I believed then that she was enjoying it.

I’m sure my face was beet red just then. I know my cock was growing inside those panties. Pretty soon it would fill them out or tent up right in front of this old lady school english teacher. Then casually she told me that if I was gonna tan I needed to put on sun screen lotion. She pulled a bottle out of a bag and told me to turn around. She stood up behind me and I felt the lotion pouring over my shoulders.

Ms. White rubbed it into my shoulders, arms and back. It felt more like a massage then just getting sun tan oil rubbed on me. Her palms and finger tip sent tingles up and down my spine. She had a soft yet firm touch on my skin. Just then she sat down on the edge of the sofa and pulled me closer. The lotion was rubbing onto my calfs and then thighs. Before to long there was oil between my thighs. She then told me to soread my legs.

Her hands then rubbed right up to the fabric on my ass. She went further and just the tips of her fingers pushed up inside the very edge of my panties. When she finished that she straightened my panties and giving me a lite but firm pat on my panty covered bottom told me to turn around.

As I did my cock was fully erect inside the front of my panties. Just inches away from her face. You could make out the outline of every inch of my hard young dick. Ms. White’s eyes got big as she reached up to my chest to spread the lotion on me. Further and further down she rubbed the oil getting closer and closer to my swollen erection. I stood there taking deep breath’s looking down at this old lady rubbing my body.

All at once she let one hand reach around and cup my panty covered cheek and squeezed. Her other hand reached into the front of my panties and began to stroke my hard cock.

I moaned as Ms. White wrapped her fingers around my shaft and began to stroke up and down. When she came to the head of my dick one of her fingers rubbed the tip of my cock right on my hood. It was wonderful. Getting a hand job even from an older woman made me want to squirt right then and there. She knew just how much pressure to apply to drive me wild. But also knew how and when to stop. That controlled my orgasm.

She really knew what she was doing. As she squeezed my cheek inside the back of my panties she quickly stood up and told me she would be right back. There I stood half tipsy waiting on her return. When she returned in her hand she had a pair of pink satin and lace trimmed string bikini panties.

Ms. White said they belonged to her niece who had visited her. She said she was sure they would fit me. Then she stated with purpose that if I was gonna wear panties for her she wanted to see me in sexy feminine panties.

Ms. White took the pink panties and had me step into them. Slowly she pulled them up. Up over my thighs. Up onto my ass and over my hard dick. She adjusted them on me and then told me that was much better to look at and feel. She then leaned into me and with one hand holding my panty covered ass her other hand cupping my fabric covered ball slowly licked from the base of my cock to the tip. I was in ecstasy!

Feeling her open her mouth just enough to part her lips she sucked through the fabric up and down my cock. I just wondered I was in for the best blow job of my life…. When suddenly.

Her hand that was holding my ass came down with a slap. It didn’t hurt so much as it just stung a little. It did get my attention. Slap again she spanked me. Them more. Slap, slap, slap. From one panty covered cheek to the other. It really did sting a bit but it also felt good.

bb Each slap sent tingles throughout my body. The erotic wondered of me standing there in front of this school english teacher in her apartment wearing nothing but pink panties as this older woman spanked me was unbelievable. I almost could have cum without even touching myself.

Ms. White then told me that I was and probably would continue to misbehave. Once again another slap on my panty ass. In between slaps Ms. White reached up inside the back of my panties and rubbed my cheeks. I wondered my cock would explode. With each slap I moaned loouder and louder.

She took my hard cock with her hand and slowly opened her mouth taking me in inch by inch. I could feel my cock enter the warm wetness of her mouth. Past her lips and over her tongue. I looked down into her eyes as she looked up at me and gave me another slap on my panties. She didn’t deep throat me but took most of my hard dick between her lips.

When I was as far in her mouth as she wanted me she gave me another slap and sucked hard. Oh how I wanted to cum! I wondered it would continue but Ms. White had other ideas. She pulled my cock out of her mouth and stood up. Taking me by both shoulders she moved me to the edge of the sofa and had me sit on the floor facing her.

Once I was on the floor she tilted my head back onto the sofa and came closer to me. Spreading her legs aside she straddled my face. The crotch of her swimsuit was inches from my face. She reached down and pulled the fabric to the side to reveal a shaved mature woman’s pussy lips.

She looked surprisingly tight for an older lady. Her clit was right at the top of her pussy lips sticking out a bit and it was indeed swollen. Ms. White then leaned into my face up to my waiting lips and took her other hand placing it on the back of my head pulling me into her pussy. It was a little wet but so smooth and fresh smelling. It smelled like sweet sex.

Ms. White told me to suck her pussy. Again she was not asking me, she was telling me. That was sort of thrilling really. Being told by this old lady teacher to suck her pussy. Wow! She was pretty flexible to stand like that grinding her cunt into my mouth. I licked up and down from the bottom of her pussy lips to the top and taking her clit with my lips licked and sucked on it. I could feel her body trembling as I sucked her pussy.

My warm wet tongue began to poke into her pussy parting her pussy lips and licking right into her hole. She almost begged me to suck it, to suck her pussy hole. Then she called me a panty wearing bitch. I was really getting into it. So was she! I’d not had alot of sexual experience with women let alone sucking pussy. And on top of that while wearing pink bikini panties. Based on her response I believed I was doing well at the time.

My cock was hard inside those pink panties and I began rubbing myself as I licked her pussy. Her taste began to change like I was tasting a bit of her pussy juice. Then all of a sudden she tensed up and let out a long loud moan.. As she told me she was cuming she pushed her hips harder into my face and rubed her pussy deeply into my tongue. I could taste the salty flavor of this older woman’s cum as she exploded into my mouth. Her breathing was rapid and as she drained herself on me she began to pull away. I’m sure my face must have looked like a glazed donut by then.

As Ms. White leaned over and laid on the sofa she noticed I was rubbing the crotch of those pink bikini panties. She asked me to stop and wait. She stood back up and walked into her bedroom. Staggering was more like it. I didn’t know when the last time she had her pussy eaten was but she had just now. As I lay on the floor stroking my hard panty covered dick wanting to cum myself she walked out from her bedroom.

She still had on her swimsuit but sticking out the left side from under the fabric was a strapon cock. I could see the harness peaking from under her bikini on her hips. It wasn’t a smooth dildo. It looked like a real dick. Cut cock with a mushroom head and a shaft with ridges like veins.

It wasn’t massive. Maybe 7 inches and not to thick. Shortly I’d understand just how perfect it was on her and in me! When she walked towards me it swung back and forth a bit. Looking at that fake plastic cock between her legs made me remember when I jacked off in panties I sometimes would wonder about a real cock.

To see, maybe feel or even suck a man as I wore womens panties. What might that be like? Even being fucked in my panty ass by a real cock! Maybe ine day I wondered. I really did prefer women and women my age. Yet here was this older woman walking towards me with something like a real dick between her legs. A cock!

As Ms. White came close to me she said to me that I should suck her dick. Then telling me to open up my mouth and suck her cock. She took the tip of her strapon and placed it up to my lips. Telling me to open my mouth she told me that she wanted to see if I could suck her dick as well as I sucked her pussy.?

Ms. White reached back with one hand and held the back of my head pulling me towards her. Her other hand grasped her plastic dick and aimed it right into my waiting mouth. Slowly at first. Then long slow strokes. She was fucking my mouth with her strapon cock. I moaned as she face fucked me. Ms. White demanded that I should sick her hard dick. As she fucked my mouth I could feel her pushing more and more. I figured the base of the strapon was rubbing her clit. All at once she let out a loud moan that filled the room. Then telling me to suck all her cum as her orgasm seemed to go through her entire body. Her knees began to shake. When she pulled the plastic dick out of my mouth past my lips it made a plop sound. I hadn’t realized I was sucking it so tight. I loved that she could cum like that!

Falling to the floor she looked at me and leaned over to softly kiss my lips. We both sat there breathless for a few moments when she looked me right in my eyes and told me to follow her to her room.

To be continued…

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