My confession involves a teacher. A truly hot teacher. She was one of those teachers you always wanted to get when the timetables were handed out at the start of the academic year.
Every boy wanted to be taught by her, because she had a stunning figure. And she wore clothes that showed it off brilliantly. Plus serious heels.
Every girl wanted to be taught by her because she had a figure to die for. And she wore clothes that showed it off brilliantly. Plus a collection of shoes that were all their envy.
Only I was not one of those pupils. I was a colleague of hers.
My confession starts one cold, drab winter’s lunchtime and as luck would have it I was on duty with her. She was in a long black woollen coat, scarf, leather gloves and long, black stiletto-heeled leather boots.
Sharing a duty with – let’s call her Sally – was a dream. Not only was she gorgeous to look at, she was also fun. Up to now our discussions on our weekly playground duty had ranged from marking and problem pupils, to what we watched on television to what we were cooking for supper. We had talked about our other halves – how we met, how long we’d been together; what we liked about them, what annoyed us about them.
But this lunchtime I happened to bring up the topic of fashion. Sally was very much into fashion: clothes, shoes and make up were her thing. We talked about what was ‘in’ this winter and what was ‘out’. Then she happened to remark that she liked ‘dressing up’.
Now I know I really shouldn’t have said what I did. It wasn’t at all appropriate. And I guess I probably knew it when I asked the question: “Do you have any favourite outfits?”
It was that word ‘outfit’ which was the dodgy one. It has overtones, doesn’t it? It could be taken in two ways. And of course I hoped she would take it the kinky way, but I also felt that I’d given her every opportunity of going down the vanilla route if she wanted.
But bloody hell, am I glad I used that word and took that risk, because she came up close to me, took a look around the playground to check that no colleague or pupil was anywhere near, and replied: “I rather like dressing up as a nurse.”
I have to be honest. That didn’t come as a total surprise. Sally was Sensual, with a capital S. She oozed subtle sexuality and there was a confidence in her high-heeled step that led me to believe that there was something tremendously exciting within her school teacher exterior.
And so we got talking and we found out that we shared so many sexual likes and kinks.
Above all we both adored our kinky, sexual selves and both rather delighted in talking about it. For each of us, it was the first time we had really opened up to anyone other than our partners about this.
In future playground duties, sure we did continue to talk about marking and problem pupils, but we talked about a great deal more, too. Of course, only when we were a long way out of earshot of anyone else.
We talked more about outfits. As well as the nurse she had all the gear for a housemaid and a sexy secretary. She liked playing the roles and one of her favourites was the dominatrix.
Fuck, if only her pupils knew!
And she told me about the gloves, sexy lingerie porn. Stockings and suspenders and basque that she had for this. Plus a whip, handcuffs and all those naughty extras. Not forgetting, over the knee leather boots.
This revelation was almost too hot for me and I have to confess to being desperately jealous of her partner. And it did lead to me daring her to wear the boots to school.
Another thing I found out about Sally was that she liked a challenge. A couple of days later I walked into her classroom and there she was in leggings and those boots. She looked beyond hot.
I’d expected she might wear them under a long skirt which provided some camouflage, or perhaps she might have been a bit risqué and wear a skirt with a slit, revealing the boots. But no – she went for it big time.
Then she challenged me to bring in something that related to my kinks. I opted for an ankle restraint and tied it to my ankle and to the foot of my desk and emailed her to pop round to pick something up. Rest assured – it was in a free lesson so no-one was in the classroom.
Perhaps the hottest topic and hottest moment we enjoyed was the discussion we had about porn. Sally confessed to liking mainstream porn, but particularly sensual lesbian porn. She added that though she was mainly straight – she loved cock too much for that to change fundamentally – she also liked women. I asked her if she’d been with a woman before and she said she had, several times, and that nothing could beat the softness of a woman’s kiss.
The discussion continued and the upshot was that we met up a few days later when we both had a free lesson at her car and we drove to a lane in the countryside far from prying eyes. I’d brought her my favourite porn DVD and a laptop from home.
We got in the back seat and watched a couple of scenes, one of which featured a lesbian orgy with a bit of BDSM spanking, the other a real life FFM threesome porn scene in which one of the delicious Fs gave the lucky M a blow job which included deep throating.
As we watched that scene I said that I didn’t know how she was able to perform such an act, to which Sally replied smartly: “Oh I can do it.”
“Really?” I asked. To which Sally bent over, unzipped my trousers and pulled out my cock. It had been firming up over the last few minutes, and by the time she gripped the base of my shaft it was standing proudly to attention. She prepared herself, opened her mouth and took me in. Initially to where my partner would go with a standard blowjob, but then she seemed to relax her throat and took my whole length in.
I felt I had to pleasure her in return and despite the cramped environment of the car managed to slip my hand into her knickers where a slim line of pubic hair guided my eager fingers to her warm, wet, welcoming pussy.
Sally gave me the blowjob of my life and I just hoped my fingering of her pussy was reward enough. I came just before she did. She took all my come in her mouth, and then kissed me with the spunk on her tongue. Seconds later Sally exploded into her own orgasm of female masturbation.
We never fucked again, but often talk about that time together. We still discuss our kinks and often plan a foursome with our partners, though we both reckon the chances of that are extremely slim.
But most importantly, rather than pushing us apart, as illicit fucks can so often do, or morph into a full blown affair, we remain to this day the very best of friends.
Source: reddit.com/r/gonewildstories/comments/134mydc/my_school_colleague_sally