How I Became A Sex Guru : 6

 

     Work tended to be a bit tedious at times. But having a writer for a girlfriend was a great way to beat the ennui. Jane was working on her first novel: a high fantasy about a young power-hungry wizard. She also wrote smu... er... erotica on the side. She sexted me at work whenever she wanted some inspiration or just some fun. The thought that everyone around me was oblivious to the things going on around inside my head was such a turn on. I often had to hide a raging hard-on by strapping my erect dick to my abs with the elastic of my underwear. 

     One day Jane went a step further and asked me conceal something more tangible than thought. She presented me with a smooth polished steel butt-plug. The egg shaped dome lodged itself pretty snug inside me.

     

     The ride on the bus felt good with all the vibrations, although, I must admit that I was really worried about bumps on the road. The morning went well enough - I was sequestered at my desk doing a bit of paper work for a consignment. But around noon things got a bit uncomfortable. The plug made me feel like I was at the verge and I had to skip lunch. And then post noon, I had to endure the sensation that it was about to slip out; it made me anxious. 

     I was so lost in my world that I didn't consider that I might be acting weird. There was a meeting to attend later on and I definitely needed to get it out of my butt. So I waddled to the privacy of restroom. Just as I was about to get in, an older colleague caught up with me.

'How long?' His tone was sympathetic.

'Er...'

'Nothin' to be shy about.'

'Since..um ..this morning. Was it that obvious?' I was mildly surprised that he took it calmly.

'Been there.'

'Oh...wow! Really? I would have never guessed.'

'Yup. The stress gets ta you after a while. Here take this.'

'What's this? Lube?'

'Nah. It's a local anesthetic gel. What do ya need a lube for?'

'What's the local for?'

'The hemorrhoids of course.'

'Um... Yeah.. The hemorrhoids.. Yes...Thank you.'

'Anytime. And visit a doctor before it develops inta piles. Nasty thing.'

'Sure. Will do.' And that was the last time I went to work with a butt plug. Cock rings were a different matter though. 

(to be continued..) 

How I Became a Sex Guru : 5

College education came at a steep price for me, my dad's disapproval. But Donna made sure I got into college and I wasn't gonna throw that away on cheap thrills. I had my eyes on the prize, a career in the burgeoning pharma industry. So I sequestered myself in the library for the better part of my college life, pouring over books and jotting down notes. 

It was there I met her, Jane, a English major who frequented the library just as much as I did. She wanted to be a writer. High fantasy was her genre. But she also had a secret stash of erotic stories written. They weren't half bad but she felt they lacked a certain authenticity since she was technically a virgin at that time. She had never got past the making out and petting stage with her boyfriends. I on the other hand was more than qualified in straight sexual encounters. So I offered to fill in the portions which she felt were lacking.  

Any spare time I got, I spent it with her. We mostly talked about her sex stories, thinking up elaborate scenarios, fleshing out the sex scenes and stuff. All that talk about sex was just us flirting around that point, spiralling slowly but inevitably towards it. And it finally happened.

Our sex talk soon turned to scenarios involving real people. She would point out to a random person either guy or a gal and ask me to come up with a strategy to seduce them. And she actually took notes, serious notes in really neat handwriting. 

One day we were alone in the library and so we were bit louder than usual. She challenged me to think of a scenario involving the librarian. I was in full swing when...  

'What is it that you'd do to me?' The librarian was right behind us and she snatched Jane's little note book and began to read out aloud the portion involving her. 

My heart stopped. The chill that rose up from my spine froze my entire body.

Bye bye college. Good bye career. It was nice knowing you both even if it were only for a short while.

Jane on the other hand was shivering like a leaf in a storm. 

'Hmm... Really? Show me.'

'I..I'm so..sor... Wait, what?' 

I turned around to see a devious smirk on the forty something spinster's face.

'Show me!'

How I Became a Sex Guru : 4

The best part of my teenage was dominated by puberty - pimples and growth spurts. It wasn’t pretty. So I withdrew from the social scene and immersed myself in books. Actually I fell in love with them. So for the best part of four years, I had limited social contact. Gwen was one of the few girls who kept in touch with me. I was a bit envious of her. When her puberty hit, she lost her virginity as soon as possible. I was still a virgin, well technically a virgin. So once all the acne and the residual scars cleared up and my lean frame took shape, I got my confidence back.

I was discussing the issue of my virginity with Gwen one day -

‘I could help you with that’, she answered immediately.

‘Really? Who do you’ve in mind?’

‘Me, duh!’

‘What’s the catch?’ As happy as I was I had learned to be wary around her a long time ago.

‘No, catch. I’ll pop ‘ur cherry.’

Somehow I always knew that Gwen would be the one to initiate me. We fixed that Sunday for the date. My house was the obvious choice; her second brother still intimidated me a little.

Sunday came and I nearly did too. I woke up with an extra hard morning board. I had to use all my willpower to keep my hands away from myself. In retrospect though, I should have jerked off once, or maybe twice.

Gwen arrived shortly after breakfast. My dad was already out with his friends. So it was just me, Donna and Lucy, my baby step-sister. After enduring some sly looks from Donna and dodging few of Lucy’s very innocent questions, the both of us made it upstairs to my room. My heart was hammering so hard by that time that I was sure that she could hear it.

One of Gwen’s strong points was that she was bossy. So she immediately took control and told me to strip. I fumbled out of my tee and jeans and stood with just my underwear on. She relieved me off the last bit of clothing with a smooth, practised tug. She then discarded her clothes, except for her bra and panties. I drank in her perfect from while she studied mine.

‘So, do we kick this off with some foreplay?’

‘Nah, lets do the penetration first.’

I wasn’t sure about that but, ‘Ok, you’re the boss.’

‘Yup, I’m the boss. Now bend over!’

And true to her word she took my virginity, both of them.

***
(to be cont.)

How I Became a Sex Guru : 3

When I was in my early teens, I went through a gay phase. Gwen, on the other hand was dating older boys. We were still friends though, chatting all the way to school and meeting up at lunch and stuff.

There was this kid, Alan, a couple of years older than I was. We got to know each other through Gwen then boyfriend.

Alan knew tricks that made me seem like a toddler feeling his privates for the first time. There was this thing he did - he'd take my semi-hard dick (I was yet to encounter full blown puberty) in between his thumb and index just below the head, along with the foreskin and twirled it right and left. Man, that got me off in seconds. I was still having dry orgasms at that point. No pre cum to lubricate or gooey cum to clean up afterwards. Just the tingling sensation that suffused the general pelvic region and the lower abdomen. It left my body utterly relaxed. So anyway, Alan kept badgering me about having oral. It felt deliciously naughty but the thought of putting in my mouth the part that he uses to pee seemed gross at that time. So I decided to consult Donna.

Donna had quit her job at the stripping club a couple of years ago, about the time she married dad. And she got pregnant too. Luckily dad's trucking business peaked, after they laid that new highway.

I sprung the question on her one day when dad was away. She looked at me for a whole minute, her right hand supporting her late trimester belly.

'If you're gonna do oral, make sure that the other kid's clean and not smelly. Else you could get a throat infection', she croaked.

***
(to be cont.)

How I Became a Sex Guru - 1

My first encounter with sex was when I was five.

'Dad? What is sex?'

'Sex? Well um... It's um.. Hang on a sec. DONNA.'

'YEAH?'

'COULD YOU COME HERE FOR A SEC?'

My step-mom, then my dad's girlfriend, came into the living room, her hands powdered with flour. 

'Whatsup?'

'Junior just asked me 'bout sex.'

She giggled. 'What did ya tell 'im?'

'You kno' I'm not big on words. So I thought we oughta show 'im.'

And so dad undid his zipper. 

'Careful, suga'. I ain't wet.' 

'K hon.' He pulled out something long and hairy from his pants. He then lifted Donna's skirt and pointed. 

'See that. That there's called a pussy and this here's my junk. And I stick it in like this and start humpin' and that's sex.' 

I was hooked by then. I nodded my head slowly but only out of duty. In fact I was way more confused than before. I mean how was I supposed to fit all that into a small check box in the cub scouts' application form?

***
(to be cont.)