Gavin's Bliss

Gavin pulled two fur-lined leather cuffs out of his bag, one for each wrist. “For right now, will you let me put these on you? I just want to fasten your hands to the top of the bed. I’ll let you loose any time you want me to, but will you try for me?”

She took one of the cuffs, and feeling how soft it was, she turned it around and around a few minutes, then handed it back to him and nodded.

Gavin smiled. “Okay, next question, and I know this is hard to talk about, but I need to know some of these things to keep from hurting you. I want to explore a lot of different things with you and want you to enjoy it as much as I do. Okay? I need you to answer honestly and not hold anything back.”

Shelby nodded again wondering what he was going to ask her.

“Have you ever had anal sex or anything put in your bottom?”

Shelby pulled her bottom lip between her teeth and quietly told him, “One of the men I went out with a few times wanted to try, but it hurt too much, I couldn’t stand it.”

“Did he use any lube or try to stretch you with his fingers?”

Shelby shook her head. “He just tried to shove it in.” She shuddered, remembering the experience. “Do you want to do that?”

“Shelby, I don’t want to do that. I would never do anything that would cause you pain or hurt you, but yes, I would like to do some anal play with you. More than what we did earlier, and yes, eventually, I would like to claim you there, but it won’t happen until you are ready and we have done some preparing.”

“Preparing?”

“Yes, there are things we can do to stretch those tissues so it’s not so painful for you.”

“What kind of things?” Shelby was curious but afraid. It had hurt so badly before.

“First I will use lots of lube so that’s everything is slippery. I’ll start with one finger,” he said, holding up his index finger.

It didn’t look too big, Shelby thought, still chewing on her lip.

“And after you’re used to that, then

I’ll add a second one. I’ll scissor them around stretching. If I need to, I’ll add more lube, and we’ll talk, making sure you are comfortable and nothing hurts. Okay?”

Shelby watched him making the scissoring motions with his fingers. It didn’t look too bad. Maybe she could try this. “It won’t hurt?”

“Did what I did this morning hurt?”

“No, it was…nice. It made me tingle.”

“Then we’ll do more of that and just work up to the rest as you are ready. Okay?”

“Okay.”

“Now,” he said, taking the cuffs out of her hands, fitting the cuff around her wrist, and slipping two fingers between her skin and the cuff, “is that too tight?”

“No,” she answered, surprised that it felt very comfortable.

He took her other wrist and did the same. Then he stood her between his legs again. “Arms up.”

She lifted her arms, and he grabbed the hem of the T-shirt and pulled it up over her head. He spent a few seconds just enjoying the view, then trailed his knuckles down her arm to her breasts. He cupped both breasts from underneath running his thumbs over her nipples.

When her knees started to buckle, he said, “Still, I want you to try and stay as still as you can.”

Shelby locked her knees, but she knew it would not be easy to stand still. She took a deep breath. “I’ll try.” What was he going to do to her?

Gavin wanted to explore Shelby, and seeing if she could stand still and try to obey his commands was a test of her willingness and submission.

Gavin reached into his bag, grabbed another set of cuffs, and put them on her ankles. After he had them fastened he slid his hands slowly up her legs to her hips. Placing a hand on each hip, he slowly pulled her toward him. “Keep those knees locked.”

With him sitting and her standing, her breasts were at mouth level. He took first one, then the other, in his mouth, kissing all around and laving her nipples before pulling and tugging them with his teeth until they were taut. Reaching into the bag again he pulled something out, but she couldn’t see what it was. Whatever it was he put in the pocket of his jeans. He continued to lavish attention on her breasts, and it was getting impossible for her to stand still.