(All characters in this story are 18+ and consenting adults.)
This going out and partying on Friday nights thing was new to me. Then again, working was new to me.
I wasn't even working fully yet, just a 21-year-old intern, barely a month into my first ever job. I already hated working, and I hadn't even graduated yet, that would be in 4 months or so, if I passed my exams. But I could get used to these Friday nights, because I never paid. I only got drunk and tried to hook up with women (unsuccessfully).
Not that I was brave or anything, I just stared at women and hoped that I could speak to them in a drunken state (yes, I know now it's creepy). But today we were at my college hangout bar and I actually knew a few of the girls here so maybe I would get lucky, at least that was the plan.
Around my colleagues, it was proving to be near impossible. But they would all leave soon if the patterns of last few Fridays followed and then maybe I could go join some of my cute juniors sitting at another table.
In about an hour my assumption was proving correct and when they were all gone, I went to the bar to get a fresh drink, the plan was to grab it and ask if I could sit with them while I grabbed a couple more drinks. That was until someone tapped me on my shoulder.
When I turned around I saw this gorgeous woman, and she was smiling at me.
'Heey, do you remember me?'
She had beautiful eyes that twinkled, full lips that curved into a smile, long wavy black hair with a few streaks of grey that flowed onto her boobs. They were quite big under the red (wine coloured?) dress she wore. The dress had no sleeves, it began at her boobs and finished mid thigh. It accentuated her hips and boobs.
As much as I had wished I knew this woman, there were no bells ringing in my head.
'Umm, sorry, I'd love to buy you a drink but I can't place you.'
'Oh, is your name Glen Coelho?'
'Yeah! That's me! Do I know you?
Then she reached over to my ear, she grabbed it and twisted it while saying, 'Show me your knuckles Glen or I'll give you a spanking!'
a
'OH MY GOD! Miss Sanjana? I didn't recognise you, I'm so sorry!'
How was this my school teacher? Did I not realise back then that she was a babe or did she have some sort of a transformation?
'Phew! I'm so glad I didn't assault a stranger.'
I laughed and said, 'Looking like that, most strangers might welcome it ma'am'
'Thanks', she said, as she blushed.
I spread my arms wide going for a hug and she obliged. I think I might have pressed her closer than I would have otherwise but I was 3-4 drinks down and I wanted to feel her boobs.
When I stepped back I said, 'Let me buy you a drink, to make up for not recognising you.'
'Sure', she said, as she looked to the left and signalled to her table that she would take 10 minutes. I looked over and I hadn't noticed it before but they were all older women on the table.
'Your friends?'
'Yeah, we're having a bit of a reunion, we all used to go to St. Keaton's together.'
'Oh me too! When did you go?'
She reached over and gave me a little slap as she said, 'A long time before you.. we graduated in '93'
She paused for a second looking unsure, then continued.
'You'll still buy an old lady a drink, no?'
'Of course, I'll buy a hot lady a drink, you look very beautiful Sanjana ma'am'
'You're so sweet. Thank you'
We ordered our drinks and stood at the bar and spoke to each other for a while (more than 10 minutes). She told me how she was now in a different school and that her husband and she had a divorce 2 years ago and she didn't wan to work at that school anymore.
I told her all about my new internship and that I was due for graduation in 4 months or so.
We then reminisced about old times and spoke about my classmates from school and where they were. Which sparked a question in my mind.
'How did you even recognise me, ma'am?'
She blushed.
'My friends have been checking you out since you came in and after a while I realised that it was you... I told them to put it out of their minds and that you were too young for them...'
I looked over at them once again and now that I'd heard this from Miss Sanjana, I could see them stealing glances.
'Too young? I'm a 21 year old man, ma'am'
She put her hand on my shoulder and leaned in.
'I said for them.'
I smiled, met her halfway and kissed her on the cheek and then we both looked towards her friends. They seemed to be in various states of celebrations and smiles. We laughed.
I looked at Miss Sanjana who was flashing me a broad smile. I leaned in close to her ear and asked 'Care to turn this into a date?'
She was already nodding when I withdrew, 'I thought we were already on one.'
We then spent most of the night just catching each other up on the many years that had passed since we last met. Turns out we didn't live too far away from each other and I found out that my former teacher was a trained dancer. When I asked her to show me some moves she said she put up some of her dance videos on Instagram. I made a mental note to go check them out later.
Some time after a few drinks she asked, 'Do you like older women?'
'I don't know really, I'm attracted to you though, I don't know if age makes that much of a difference to me.'
'I think I must be twice your age though... How old are you?'
'Just turned 21 this year. But...'
'Gosh! I'm nearly 50, I mean I'm not but I'm over twice your age!', she exclaimed, as she put her hands over her face and laid her elbows on the table.
'Ma'am, relax...
I extended an arm to lay on her knee to comfort her. She was sitting to my right, so I couldn't really see it and had to guess. I landed on her thigh, which was bare, the dress must've pulled up a bit when she sat because I could feel the hem of it.
'...I think you're really pretty and I haven't thought about your age at all this evening.'
'Really?' she said as she took the hands off her face. I nodded, and she put her hand over my hand which was on her thigh and gently pressed it.
'You're really sweet, Glen', she said before she kissed me on the cheek. As she did, she had to slightly rise from her chair. When she sat down my hand had slid slightly under her dress. I pulled away and put my hand back on the table. She held it in hers and put it back under the table... Was that her pussy? Definitely, it felt moist and I was feeling it through her panties. She definitely had hair down there so it must be her pussy. She let a couple of seconds pass and said, 'Should we get out of here?'