Helping Grandma - Sex Stories

Helping Grandma

... grandmother would be a lingerie store together." She responded. "Plus, I want your input on some things."

I reluctantly agreed to join her. After we had finished lunch, we got up and made our way to Victoria's Secret. To my surprise, we didn't get any looks thrown our way. Everyone was helpful and really happy to see an older lady like Linda shopping there. I also got many compliments and even some winks about being able to satisfy such an older woman. In the end, she bought a white lace teddy, a white and black lace bra, and g strip set. And she both another lace bra, garter belt, g string, and stockings set, this time in white. She paid for the items and we left. We went to the car and she insisted on driving. I was hoping she wasn't thinking about what I thought she was thinking. My suspicions were confirmed we she pulled into the Lion's Den at the edge of town.

"Come on baby, it's no different than Victoria's Secret." She pleaded.

"Ok, I'll join you," I said reluctantly.

Watching Linda was like watching a kid in a candy shop. She looked at everything and was so surprised by their selection of goods.

"What does this do?" She asked, holding up a butt plug.

"That stimulates the nerve endings in your asshole. It's called a butt plug. Some people also use it to prepare for anal sex. Did you and Harry ever do anal?"

"No, we never did. I didn't want to be in pain and he didn't want to stick it up my "dirty" hole." She answered.

"Would you like to try?" ...

... I asked.

'Sure why not," she answered. "We've already done so much."

"Sounds great" I responded, "I'll get the lube"

I went around looking for anything else that we might want to further our sexual adventures. My eyes landed on handcuffs, a whip, a rope, and a paddle. Linda came up from behind me and asked what I was thinking.

"I was thinking of getting these to punish you when you behave poorly," I said seductively.

"That sounds interesting," She said puzzled. "People get off from pain?"

"Yes, they do. Pain can cause them pleasure. Would you like to see if you are one of those people?" I asked.

"Of course I would!" She said delightedly. "I want to try it all!"

We made one more loop around the store before she asked me a question.

"Can I ask you something, John?"

I was shocked, this was the first time I'd heard her say my actual name.

"What is it, Linda?"

"I was wondering since you are getting to do all these new things to me? Can do something new for you?"

"What are you talking about?"

"If you are going to fuck my ass, would you be ok with me fucking your ass as well?"

It was at this moment that I realized that we were right in front of the strap-on harnesses.

'Wow, I don't know Linda. I've never been ass fucked before" I responded.

"That's exactly it. Neither of us have been fucked in the ass, so why don't we experience it together?" She assured me.

"I'll do it, grandma. I trust you and I know you trust me." I told her, ...