So when Dante’s hand slid down to my ass I was a little startled, and I looked up at him curiously. “Will you do something for me, Charlie?” he asked.
“Of course. Anything.”
He grinned at me and said, “Take your clothes off.”
“We can’t mess around, Dante. You’re not well enough.”
“You’re right that we can’t fuck. And we still have to have a very long discussion about how we’re going to have sex once I’m healed. The basic issue still remains – that I don’t want to hurt you, and can’t get off any other way. But I’m not opening that can of worms right now. I’m just asking you to get naked.”
“If that’s what you want,” I said with a smile. I stripped myself quickly for him and lay down on my back, looking up at him. His fingers traced my skin, circling my nipples before meandering down to my navel, and then down my happy trail. My cock was already half-hard, and when he ran a fingertip over my slit, I gasped. He slid his fingers down my shaft and caressed my balls, and I let out a low moan.
Dante smiled and said, “Your best friend and a major player in the art world are right on the other side of that door. You need to be quiet, angel.”
“Then maybe you should stop playing with me,” I whispered with a grin.
He pretended to consider this, then said, “No, I think I’ll keep playing with you. In fact, please bring me the briefcase that’s in the bottom of the closet, Charlie.”
I rolled off the bed and did as he asked. I set the case on the mattress and popped it open, and a nervous laugh burst from me. “And here I’d assumed this was full of paperwork.” What it contained instead was a whole bunch of sex toys. There were dildos and butt plugs and some things I actually couldn’t name. My cock throbbed in anticipation, and I asked, “Are you really feeling up to this, Dante?”
“Yup.”
“You sure?”
“I want to give you pleasure, Charlie. You need more than a daily release in the shower.”
“Oh man. Can you hear me when I play with myself?” I felt the color rising in my cheeks.
“It’s the highlight of my morning,” he said with a smile.
I grinned embarrassedly and said, “Ok, so what do you propose we do with this stuff?”
“Normally, I’d just have you lay back and have all manner of wonderful, dirty things done to you. But since I can only use one hand, and just barely, this is going to have to be much more collaborative.”
“I just have to ask,” I said, peering into the case. “In the past, did you take this portable sex kit with you when you travelled? And did you ever go through airport security with it? Because that had to be entertaining.”
“Nope. It was all selected specifically for you.”
“Wait. You had workers pack up your playroom and put it into storage when you moved out of your house, you weren’t well enough to do it yourself. So who did you send in to put together a sex kit for your boyfriend? And oh my God, if you say it was your pal Dmitri, I’m going to kill myself!”
“God no. Like I’d want Dmitri – and by extension, your ex – involved in any of our private business.”
“Well thank God. But then who packed the case?”
“It wasn’t packed from my playroom. This was all newly purchased at a sex shop.”
“Oh. By who?”
“Christopher.”
I face-planted onto the mattress and moaned.
“Your best friend is a prostitute, angel. And, he was my long-time sex partner. He’s extremely well-versed in what I like sexually, and in fact, in all things sex-related, and was very businesslike in putting this kit together. Also, as your friend, he was very careful to look out for your best interests. He made sure not to select anything too extreme, too large, too hard for you to handle.”
“Nothing totally humiliating about any of that,” I groaned, still burying my face in the mattress.
“It just depends on how you look at it.”
I sat up and pulled a medium-sized blue butt plug out of the case. “My best friend picked this out, knowing it was going to be used on me. How is that not humiliating?”
“Actually,” Dante said, his voice surprisingly soft, “it’s really touching that he included that model. It’s a personal favorite of his. I used to have one just like it in the playroom and I’d use it on him as a reward, after particularly brutal sessions. It always soothed him, made him feel really good.”
“Wow. That’s more than I ever wanted to know about the two of you. And it’s still super weird that Christopher did this shopping for you. For us.”
“I’m really sorry. We can throw all of this out if you want and we can shop for different stuff,” he told me.