My first experience with an older women [M20/F46] [UK] | 2016

Ok so I finally thought I’d share a story on here, after all I have plenty of them. It’s a weird thing, from fantasising about being with an older woman to it actually happening, it was almost like loosing my virginity all over again. Haha.

At the age of 20 I’d slept with exactly 16 girls, the oldest girl I had slept with was 25. My sex life has always been quite healthy and adventurous; I’ve been fortunate enough to be with some very open-minded girls. Even if I were with a girl who was shy, I’d help her become a bit more brave and experimental.

However a few hours before meeting the women in question (we’ll call her Kate), the same sort of questions and feelings of anxiety were filling my head and stomach as if I were a 16 year old kid again who was just about to show his long-term girlfriend his manhood for the first time… what will she think? Will she be impressed? Will she have second thoughts and jump out the window? Will this all be some weird fucked up prank and all my friends and family burst out of the wardrobe and laugh in my face? Yeah, just some of the weird paranoid kind of shit that fills my head sometimes, haha.

I first started talking to Kate (46) through a dating site, I’d only been on there for about a week. I saw Kate had viewed my profile so I dropped her a message. We got chatting and after a few days she asked me if I was looking to meet up with anyone, I answered yes and we then proceeded to talk about meeting up, where we should meet and what day. I then finally asked her the question I’d wanted to know from the start, what was she looking for out of this? That’s when I found out how kinky she really was, she loves ‘corrupting’ young men so she says; she wants to use them for her own pleasure and all the whilst keeping it all a big secret. I’m not going to lie; this was my fantasy for as long as I can remember, I’m sure I’m not alone here.

So we finally met up in a café in my city centre, I was so nervous and thought about bailing constantly. I had never felt this way about meeting a woman before, must have been something to do with her being around the same age as my Mother, I’ve got to say that was a bit weird you know, what would my Mother think if she found out? Oh man, I can’t do this! How about if I’m being set up? I could be on YouTube tomorrow running down the high street away from a camera crew like some fucked up pervy kid whose just been found fucking the families hoover.

So yeah, I walked in to the café, looked around trying not to make eye contact with anyone as I casually strolled through, trying to look chilled and hoping to god that I didn’t spot any of my Uni mates. Then I spotted her, sipping an orange juice and looking around, she then spotted me and smiled, I walked over and we had had a friendly hug.

She was dark haired, a little on the plump side and had nice big tits, pleasantly perky for her age as well. She had that homely housewife vibe to her but you could tell from the way she spoke and mannerisms she was a businesswomen type. Perfect and exactly what I was after.

We talked for around an hour about random stuff, our interests, how life was going, family life, work life and other mundane shit but it was nice and relaxed. We then started talking about more kinky stuff. This is when she dropped a bomb shell on me, she was married and had kids who were now both at uni and around my age (both daughters so I could of met them out somewhere or you know, shagged either of them). I was quite concerned about the husband thing though, I’d never been in this situation before so had no idea what to do. They had been married for 20 years, they hadn’t had sex in 6 of them years, he had lost interest, she tried to introduce more kink in to their lives but he was just not interested. Fuck it then, I thought. She’s only a human being and we all need sex, if you don’t fuck your wife for 6 years what do you seriously expect? Harsh maybe, but this was my fantasy and I’m going to live it.

Anyway, we chatted about things we wanted to do, fetishes we had and role playing ideas. Finally we wrapped things up. We were walking out of the café that was located inside a shopping centre and as we walked past the toilets she grabbed my sleeve and pretty much dragged me in to the disabled toilet. She threw me up against the wall and started kissing me, well I say kiss, she was practically eating my face! It was hot though and this could be leading somewhere.

“I’ve wanted to do that from the moment you arrived” She said.

I then looked around the place we were in, it was a weird looking toilet, in fact I couldn’t see a toilet, it had curtains in it and a white table… oh… this is a baby changing room…

“Oh I’m ever so sorry” Kate Said…

“Huh? What?” I said.

I now notice that she’s looking to our right side, I turn around and there is a woman sat on a seat dressed in a burka feeding her child…. I froze up… I wanted to run but couldn’t. All I could see were those big judging eyes and no facial expressions to read. We respectively left with our heads hung low. The shame!

We laughed about it on our way out, said our goodbyes and went our separate ways.

We kept on texting each other, sending each other questionable pictures and what not. We were both eager to meet each other again and talked relentlessly of what we wanted to do, playing out different role playing scenarios such as teacher and student, boss and employee, step mum and step son and amongst other sordid fantasies.

So we arranged another meet; we wanted to get a hotel room but the times we were both available to meet would of been hard to get one (12pm). So we met in a nice park not far from where I live. I was about half an hour late and she wasn't happy. She told me to meet her in the car park. I arrived and immediately saw her step out of this people carrier so I walked over to her smiling and making apologies but she wasn't smiling.

She looked at me coldly and said "Just get in the fucking car". I didn't argue, I was confused, was she for real? She got in after me.

"Why are you late? Do you enjoy making me look like an idiot waiting for you"

I tried to explain but she just carried on glaring at me.

"Well I'm going to teach you lesson.”

She grabbed the back of my head and flung me over her lap. She pulled down my trousers and underwear and started spanking me hard, telling me how I should not treat women like that and she'll show me how to please a woman. I was rock hard, I could feel my cock throbbing against her tights. It was an exhilarating experience, I'd never been dominated to that level before and it felt like I was actually being humiliated, I never knew that I would enjoy it so much.

She pushed me off her lap and swung her left leg over the back of the seat and lay down facing me, I was now staring at her pussy and she was wearing suspender tights and a skirt with no pants. She looked at me and said:

"You are going to do exactly what I tell you to do, ok?" and I nodded.

"Bury your face in my pussy" I eagerly complied.

The one thing I was conscious of when planning on meeting Kate was what her pussy would be like. I'd never been with a women older than 25 or performed sweet sweet cunninglingus on a pussy that had delivered two human beings (as far as I know). However it was gorgeous, sure it was a bit different than what I’m used to, had more ‘flappage’ than usual, but it was clean and tasted good.

She didn't need to tell me what to do; I know I'm good at oral. She cum really hard, it was an amazing feeling to give a 46 year old a women an orgasm with my mouth, fucking epic.

Anyway, after she had got her breath back she stopped talking dirty and just grabbed my cock which was already rock hard as I'd been wanking whilst licking her out.

She spat on my cock and on her hand and then started stroking my cock and licking my balls. She then started sucking my cock unrelentlessly. It was one of the best blow jobs I’d ever had, so wet and the sound was turning me on more! It was taking me ages to cum but she looked like she was loving just having my cock in her mouth. Then all of a sudden I felt her rubbing my asshole with her finger, it felt fucking great and with a quick spit on her finger she slid her finger tip inside me whilst shoving my cock into the back of her throat and I exploded almost immediately. Jeez. That was fucking epic.

We both sat there for a minute, I raised my head and looked out my window, it was a bright sunny day and I realised we were in a car park; it wasn't exactly a deserted car park either. There were dog walkers (not doggers) dotted around, doing their usual thing whilst I was in this people carrier having my ass fingered and cock sucked by a women who was 26 years older than me. I felt a weird mixture of achievement and shame. Like I'd just face fucked my Auntie Brenda (she's not actually my real auntie don't worry).

We had a small chat saying how great it was and basic small talk but it was clear the fun had been had and it was home time. She offered me a lift home so I accepted.

She dropped me off just outside my corner shop and we shared a kiss and parted ways. That was the last time we met up. We still chat occasionally and sometimes talk about possibly meeting up again, this time in a hotel, it probably won't happen though. It was just a bit of fun and like I said before, it was FUCKING EPIC FUN.

So all in all, a great experience. What did I learn from this though? Well I learnt three things:

1. Dating sites can be awesome

2. Read toilet door signs

3. Older women give amazing head

Oh and there is going to always be an element of shame to public sex. I’m not sure I’ll ever go dogging.

EDIT: Spelling and Formatting