Read Story: SEASON 1 EPISODE 50

"David And I Have Some DP Fun".

A night out turns into a night of double penetration fun.

“A Night of Double Penetration”

I have been asked both about whether Cindy is into anal sex, and whether I have been involved in any double penetration with her. I initially wasn’t going to document the following event, simply because it involves our friend David and I have written about a couple of our times with him, but I will share this to satisfy those who requested.



It was a fun night for us all the way around. It began with Cindy, David and I going to see a trio of metal bands at a local venue. We were really enjoying the show and David had been very generous with buying drinks. I had to keep a fairly clear head as I was driving, however both he and Cindy were getting hammered. The following day was the start of a holiday weekend and the mood was right for fun.

Cindy, of course, had dressed to kill with a tight leather mini and a black tank top that, once stretched over her boobs, became very thin and in the lights from the stage; you could make out the shape of her tits. She had on a pair of stay-up thigh high stockings and her black dominatrix heels. I call them that because they had all sorts of buckles and zippers on them and looked like something a woman with a whip would have on.

I loved standing behind her as she moved her body to the music. It was always fun to have her shake her ass and rub it against the front of my pants. I was having a great time and started to get a little stiff. I know all the guys around us, and even the guys on stage were checking her out. At one point the singer for Armored Saint pointed to her and mimicked raising a shirt. She shook her head but he kept it up and she relented. She pulled the tank top up and flashed him and everyone around us.

I was really enjoying this and took the opportunity to reach around and grab a couple of handfuls. She pressed back into me, so I knew she enjoyed the attention as well. After the show we three piled into the car and headed for home. As you know, after a great concert everyone’s adrenaline is pumping making us all excited. David kept teasing Cindy about flashing but said that he was off to her side and behind her, so he didn’t get the chance to see them very well. He continued to mess with her until she finally got on her knees in the front seat and turned towards the back, raising her top again.

David and I started whooping and hollering and I reached out to pinch her nipple. He saw this and tried to do the same but she shrieked and pulled away. We continued on home, with me trying to get her to flash people on the way. It didn’t happen, but it kept the mood to an elevated sexual level.

When we got back to our place, I cranked up the music and we all continued our party. I was ready as I couldn’t drink too much earlier. Cindy had slumped down onto the couch and I could tell the drinks had really gotten to her. She had that glassy far off look to her. When she began to relax, she started to let her legs fall open some. David and I had a great view up her skirt and could see the tops of her stockings and the smooth creamy flesh above them. I told her that she was giving us a nice show and she smiled and parted her thighs even more before closing them.

I could tell she was in a playful mood and kept up the sexual banter, sometimes getting a mischievous smile from her in return and a little peek for both David and I. David decided to mess with her, so he jumped off his chair and sat down onto the floor about two feet in front of her. She just laughed and teased him with by opening and closing her legs a time or two. I grabbed us all another beer and then sat down next to her on the couch. She leaned over onto me and sort of slid down a little, surrendering to the alcohol I suppose.

We continued to talk and I began to rub her thigh with my hand. I watched as David’s eyes followed my fingers as they stroked up and down her thigh. Every so often I would pull it up further and mover her skirt up slightly. After several minutes I had her skirt up and over the tops of the stockings. She leaned in to me even more and I heard a moan escape from her lips. I asked her if those shoes she was wearing bothered her and maybe she wanted to take them off. She just said yeah, that would be great and started to lean over to take them off.

I pulled her back against me and told her to hold on. Then I told David to go ahead and pull them off for her. She sat back and stuck one leg out, putting the shoe right in front of him. He undid the buckles and removed the straps. He then pulled the shoe off her foot and began to rub her stocking clad feet a little.

“MMMMMM that feels good” she said, “now do the other one.” With that she switched feet and stuck the other out for him to pull off that shoe. While he was doing that, I slid my hand further up her leg until I was stroking her bare skin above the stocking tops. As David began to stroke her foot, she leaned back even more and started to sigh. I watched as David moved from her foot onto her calf and continued to massage it.