NOT Your Grandma's Book of Progressive Erotica: Vol 6

Yarn

She stood there in her usual black leather outfit. Full body piece, which I've seen her undress out of on the odd occasion, down to her high-heeled boots, which I've had to lick once or twice as she found ways to punish me. Her bright red hair was clearly not natural for a woman her age, but she pulled off the look flawlessly.

Laying on my back was a typical beginning position for me as I laid in the sweater she knit me. It was itchy as hell, but I wasn't allowed to say no to her. She was in charge and whatever she said, was what I had to do. She knitted many things for me over the years like someone's grandmother would do for them as a young child, but our relationship only mimicked that, as she was someone else's grandmother, not mine.

We had met on a fetish site and immediately clicked for some reason. There was something about being with an older woman that caught my attention like a woman grabbing me by the balls and twisting. I was willing to do anything and everything so she would be gentle and let go at some point.

We rarely had sex though; our relationship was mainly spanking and submission. She would invite me over for tea and whatever she baked that day, then afterward we would go to her chamber where she would instruct me to strip down to my boxer briefs so she could inspect the colour and address any issues she had with my figure. Most times she would match my underwear colour to a sweater and have me wear only those two articles of clothing. Then I would spin around for her to see how my gym progress and diet was going. She wanted me to put on a bit of muscle, which I thought was due to her secretly wanting me to dominate her one day.

Today was like any other day with her, or at least that's how it started off. As I laid on my back on her bed, she walked over to me and dragged the leather whip along my bare legs. Once she got to my face, she cracked it on the floor and then set it down. Pulling my boxer briefs off, she then put her face right in my crotch and took a deep breath in. She rubbed her nose on my cock and then it began to throb. I could never control it when she would tease me like that, but thankfully she never punished me for it.

Lifting her head up, she then stuck out her tongue and began to suck my cock. She didn't use her hands at all during the entire process and her long red hair dangled down onto my thighs. The feeling of her hair against my legs tickled a bit, but I remained silent in hopes that she wouldn't punish me as much as last time.

She then had me roll over and began to eat my ass. Spreading my cheeks, she jammed her tongue right into my asshole with no hesitation. Spitting on my ass, she went around the rim of it with her tongue for what seemed like a really long time. She then reached under me and pulled my cock downward as I lifted up so she could jerk me and continue to lick my ass at the same time.

Getting off the bed, she left me in the awkward stance with my hard cock dangling with her saliva all over it. She returned with a buttplug that had leather tassels on it and slowly inserted it into my ass. Putting her head in between my legs, she then jerked my cock and sucked it. I remained still during this whole process, even when she stopped to exchange the buttplug with a long dildo. I rarely ever saw what was going into my butt as it happened, but sometimes I would sneak a peek out of curiosity.

I was then getting my cock sucked as she fucked my ass with a dildo. It felt good the way she did it, but it wasn't always like this. Today she seemed to be pleasuring me more than normal, but I wasn't going to complain.

After making me cum into her mouth and presumably swallowing my load, she stuck the buttplug back in my ass and then got the wooden paddle out. She spanked me several times on each cheek, progressively getting harder and harder with each hit.

"Are you a bad boy?" she asked.

"Yes," I replied.

"Why are you a bad boy?"

"Because I like it when you punish me," I mumbled.

"You're a good boy, don't ever stop being bad."