Jessica Part 2 Exploring Bondage

Jessica Explores Bondage

After spending an night and morning exploring the sexuality of my best friend’s wife, Jessica, she had expressed an interest in exploring bondage. I decided that I would put together some things to have with me, just in case I got a chance to spend another night with her while her husband was out of town. I was certain that a fair amount of rope would be necessary, several pieces of varying lengths were readily available, since my wife and I had sometimes explored some bondage scenarios. Since I had held her forearms together behind her back while taking her anally I was certain that a variation of that would be a good place to start. But how much more, and how hard should I push the first time was the real question. There was the sex in the shower too. A bit rough seemed to really enhance her orgasm there, so I thought about how much more. I decided to add a head collar that could be used to secure her head back. Then I thought about what to do with her legs. I decided on a spreader bar, wooden for the first experience, and more ropes to allow me to use it in more than one way, especially since Jess is so small and flexible, that opened some fun options.

I put all that in a bag in the trunk of my car over the weekend, then thought about what toys I might add to the mix. After some consideration I decided to go with just two. A medium sized vibrating butt plug that I really enjoyed using and a medium strong vibrator for her clit, A bottle of lube for the butt plug and I was ready to travel. The weather forecast made it seem like my trip to the office would be uneventful, so it was a nasty surprise when, halfway home, I ran in to heavy snow, high winds, and enough ice on the highway to turn my knuckles white. After managing not to become involved with a jack-knifing semi, I saw the lights of the exit to Tim and Jess’ house coming up and decided I’d see if I was welcome.

I pulled off the interstate and dug out my cell phone. First I called Jess, and she was happy to hear that I was safe, close, and interested in staying the night again. Then I called home and told my wife that I was going to stay over on Jess’ couch “again”. Arrangements made I headed the car into town and parked in front of their garage. I got my “emergency” bag out of the backseat and the “special” bag out of the trunk and went inside.

Jessica greeted me warmly, made me eat some dinner with her, and we settled in and played with their son until it was bedtime. She got him ready for bed, then I read a story while Jess disappeared upstairs for a little while. By the time she came back down in her robe the little guy was fast asleep and we tucked him in for the night. We sat down on the couch and talked for a few minutes, since I wanted to be sure she was comfortable, both with what we’d done the week before, and with what we might do that evening. She clearly had no regrets, as she stroked my cock through my pants.

“I see you want me again.” I said.

“Yes.”

“How about the other things we talked about last week?”

“You mean bondage things?”

“That’s exactly what I mean.”

“Is that what’s in the other bag?”

“Yes.”

“Can I see?”

“When I get them out to use, yes.”

“What’s in there?”

“Mostly rope, but a couple of surprises to make the experience more interesting for you.”

“But I can’t see until I decide to let you use them on me?”

“That’s about it.”

“Will it hurt?”

“More than last week, I’m pretty sure, but likely not a lot.” I admitted.

Jess bit her bottom lip. “I’ve thought about what we did, and what we might do. I even researched bondage on the internet a bit to see what you might want. It can get pretty extreme.”

“Yes, it can. Does that frighten you?”

“No. I’m not afraid of you hurting me. I think I even like that a little.” Jess giggled. “I suppose that sounds bad?”

“Not at all. The line between pleasure and pain is very fine. Finer for some than others, I think you are one for whom the line is very fine. In fact, I think you may find that one overlaps the other. That’s part of what I hope to explore tonight.”

Jess blushed. “I’m so turned on already, just thinking about it.” She admitted.

“Stand up and take off the robe.” I ordered. Jess glanced at their son’s bedroom door, and bit her lip. Then she seemed to make a decision. She stood, untying the robe as she did. It hit the floor almost as soon as she was standing. She faced me and I was pleasantly surprised to see that she’d shaved the remainder of her pubic hair off. I reached out and slipped my fingers into her slit and rubbed along it with my thumb on her clit. She was dripping wet and she flinched and shook as I rubbed her. She spread her legs and closed her eyes so I kept rubbing until she moaned with a small orgasm.

“Oh god. I needed that so much. Thanks!”

I pulled my fingers from her pussy and held them to her lips. She took the hint and took my hand in hers and licked my fingers. The feeling of her licking her cum off my fingers further stiffened my cock in my pants. I took my hand away from her, and she looked slightly disappointed. “You like the taste of pussy?”

“I think I really do.”

“That’s good.” I stood and kissed her lips. I pushed hard against her body and pushed my tongue into her mouth. When I pulled back she was panting.

I took a small step back and reached for the bag on the floor. “Turn around.” I ordered. Jess spun so she was facing away from me. She tensed a little.

“Relax and put your arms behind your back.” She complied, but clasped her hands as I pulled two lengths of rope out of the bag. “No, I want you to hold the inside of each elbow with the opposite hand.” I took one hand and lifted it to the opposite elbow, she did the same with the other. “Good, now hold that.”

I tied one length of rope around each of her biceps, then slowly wound it around her arms so that her forearms were securely bound together. I knotted the ropes together and stepped back. “Flex your arms.”

Jess flexed but stayed securely tied. I pressed my body against her back, pushing my erection against her tight ass and locking her arms between our bodies. I nibbled her neck and ears until she moaned again. “Are you ready for more?”

“Oh god! Yes. Please?” She begged.

“Okay then.” I reached for the bag and her robe and picked them up. “To the bedroom.” I commanded.

It was awkward for Jess to walk up stairs with her arms bound but I let her take her time and I was pleasantly surprised when we entered. She had turned down the bed and lit several candles, the light glistening off her pale body, accenting the curve of her back and the rise of her ass. I set the bag on the floor and hung up her robe. She had walked near the foot of the bed and stopped there, which was perfect for me. “Turn and look at me.”

Jess turned and watched as I undressed. When I was also nude I walked over to her and held her against me, my cock pushed into her belly between us. I kissed her gently, then looked into her eyes. “Jess, we’re going to try some things that I think you’ll like. It isn’t real extreme bondage, but it’s a lot further than I would take you if I wasn’t fairly sure you’ll enjoy it. Do you remember when we talked about a ‘safe word’?”

She nodded. “Okay, if you say it once I will stop and untie you. Twice and I’ll hurry. Three times and I’ll cut the ropes off to set you free as fast as I can safely. Understand?”

Jess nodded again. “No love. Say it. Do you understand?”

“Yes. I understand. I trust you not to hurt me and make me afraid so that I want to stop.”

I let her go and went back to the bag. I got out the spreader bar with its ropes and the ankle cuffs. I went behind her and wrapped the cuffs around her ankles and velcroed them in place while I explained. “These cuffs are to protect your ankles so I don’t bruise you.