Did you pick up Plain Jane/Joe?

[phil1955]

When I traveled for business, I always looked for the older and plainer women. First off, it was a better chance for me not being a serious ladies man and second you would sometimes get some really good sex from a woman who wanted and needed it.

 

[lily_wall_]

Angie Dickerson said " I dress for women and undress for men", damn she was the bee's knees.

You gonna take fashion advice from a woman who dicks-her-son?

 

[HampshireBoy]

I remember a female friend saying that she always paid attention to what guys were buying in the supermarket, she reckoned that she could pick out the married guys from single and can cook or single and live on takeaway/ready meals with a high percentage of accuracy - but as I don't think she spoke to anyone other than "single and can cook" I'm not sure she could really claim this.

 

[tnnikon]

So often I see in the supermarket other shops the women that don't walk around on high heels or with a lot of cleavage, nice but plain women that go about their every day life.
Not in a bar or at a party, but in everyday situations.
Many of these ladies look great even though they feel no need to flaunt that.
I find these women exciting and often thought about picking one up.
Sure there must be some that could use or would like some distraction from their everyday life.
Sure they are not all married or monogamous.
I would love to read the story of how you picked up a Plain Jane/Joe.
It might inspire me...

I had a friend that worked at a supermarket after he graduated high school and he said he got more than he could handle.

 

[Leaderoft5b]

I dated a 'Plain Jane' for four and a half years. We met in a nightclub, around 1997. She was 13 years younger than me - I was late 30s at the time.
My friend who I was with at the club had been pursuing her all evening and he was getting nowhere but wouldn't give up. I later found out that she still hung around with us because she was more interested in me. Coincidentally her real name was actually Jayne!
She was with another girlfriend that night and the four of us ended up sharing a taxi home. Jayne and her friend lived fairly close to me, and my friend's car was at my house so we were all going in roughly the same direction.
During the taxi ride home Jayne turned to me and we began spontaneously kissing. When we arrived at her house she invited me in and I never went home that night. I immediately began to realise that plain or not, this girl was amazing and I could see a future for us together.
She had long straw-coloured hair, a pretty but not drop-dead gorgeous face, a fantastic personality and although she kept them under wraps, amazingly large well shaped tits. She wore hardly any make up at all and although well dressed she didn't wear anything that showed off her curves. I later discovered that she was one of those girls who refreshingly got ready really quickly for a night out. Although not at all unhygienic she never spent hours in the bathroom but simply showered, got dressed and was good to go. I also found out that she had sadly lost her previous boyfriend because he'd suddenly died quite young due to natural causes. She said that I was just the man she was looking for to help her get back on track with her life.
Sex with Jayne was regular and never disappointing for either of us. As I mentioned, her tits were worthy of any glamour model and as soon as I had them out in front of me I would be rock hard and inside her. She loved sex and neither of us never wanted to be especially kinky, just regular sex of a regular nature but we both loved it.
When we became intimate and I was close to her naked body she always smelled simply just clean - she never showered herself with expensive beauty products, it just wasn't her.
She used to straddle into my lap and wank me off, sometimes with her tits out and sometimes with her bra still on. I could never decide which I preferred because she always wore nice lingerie and her panty preference was just a tiny thong.
I never ever hesitated to go down on her pussy and she loved for me to do that before penetration. She kept it closely shaven with a tiny amount of short stubble and like the rest of her always tasted newly bathed.
We both had a love of cars, driving and motorsport and she would often take me by surprise and unzip me to start fondling my cock during a car journey, sometimes with me driving and sometimes her.
As you can tell, my memories of Jayne are precious memories and to this day I don't know how and still regret how I let her slip away. I haven't seen or heard from her since the early 2000s and I know that she's now with someone else and has been for quite a few years. I genuinely hope she's happy as I'm sure she is.
Although I'm also with someone else now I still think of Jayne and her gorgeous curvy figure almost daily and she is still a regular subject of my quiet-time masturbation fantasies.

 

[AnthonyT0715]

Actually yes and I found out they are animals in bed lol