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Author: Alexa Land

Category: LGBT

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  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.

  “I don’t think about it much,” I said, pulling a pillow onto my lap and hugging it, “the fact that you and my best friend had sex like, a hundred times. I kind of can’t really give it much thought. Because if I do, it just sort of freaks me out.”

  “For him, it was business. For me…well, this’ll sound awful, but he was just a way of getting off. I never loved him. We never had a relationship. We just fucked. And it all happened before I met you, Charlie.”

  “I know. He told me you cancelled on him the night you met me.” I grinned a little at that. “Little did you know you wouldn’t be getting any for weeks after that.”

  He grinned too. “From the first night I met you, I never wanted anyone else.”

  I turned the blue toy over in my hand and was quiet for a while, mulling over my boyfriend’s and my best friend’s history. It was only weird if I let it be. The two of them were dealing with it, after all, managing to live cordially as roommates without letting the past cloud the present. I too could choose to just accept it and move on, like they had. Eventually I said, “I don’t get why this would be a favorite. It looks like any other plug.”

  “I could show you what makes it special, if you like.”

  I handed him the plug, and made a decision. I wasn’t going to let the past throw me off, and I wasn’t going to let Christopher’s involvement in packing this case freak me out. I was just going to enjoy my first sexual encounter with Dante in weeks, and not ruin it with misplaced jealousy and insecurity. I tossed the pillow I was holding aside and laid back and spread my legs, and said, “Ok. Show me.”

  “Oh. In you?” Dante looked surprised.

  “Yeah. I’m done being weird about it. Show me what it does. In fact, show me what everything in that case does. Use it all on me.”

  He smiled at that, and said, “It’ll take me days to use all of that on you. But we can certainly start with this.”

  He took a sealed package of lube from the case and said, “Ok, as I said earlier, this needs to be a collaborative effort. Please get a couple towels from the bathroom for me, Charlie.” I did as he asked and was back a moment later, my cock already starting to sit up and take notice. “Spread one towel out on the mattress and tear open this package. Then put a lot of lube on the index and middle finger of your left hand. Coat them thoroughly on all sides.”

  “Oh God,” I gasped as I realized what was happening. My cock throbbed in response.

  “Lay on your back, angel, and spread your legs wide. And then slowly and carefully work one finger into your little hole for me.”

  There was something so fucking hot about being directed like that, about the quiet, confident way Dante was assuming control. I complied immediately with a murmured, “Yes sir.” I rocked back so my butt was in the air, knees on my chest, and reached around to my ass. He liked that, his lips parting slightly, his hand going to his cock, stroking it lightly through his clothes as I rubbed my tight little opening with a slick finger and then pushed it inside me.

  I had never fingered myself before, and was surprised at just how tight I was. I couldn’t imagine how Dante’s big, thick cock would ever fit inside me. But now wasn’t the time for random musings, and I pushed deeper into myself. I guess I did it too fast because I gasped at a sudden jolt of discomfort, and Dante soothed me and coached me to go more slowly.

  Eventually I took all of my finger inside me, the rest of my hand cupping my ass. I moaned quietly and rocked on my hand, fucking myself as Dante reached over and caressed my cock and balls. Embarrassingly, I made a sound that was not unlike a purr.

  He rubbed his thumb over my leaking slit, and then took hold of the hand that I was using to finger myself. He couldn’t make a fist with the cast on, but he could grasp with his thumb and fingers, and he held my hand firmly as he instructed, “Work the second finger in, angel.”

  “Yes sir.” I was way too aroused to be gentle with myself, and shoved the second finger inside me along with the first, biting my lip to stop myself from crying out. And then I got why Dante was holding onto me. He began to use my hand like a dildo, fucking my ass with my own fingers. “Oh God yes,” I whispered, rocking up off the mattress, grabbing a fistful of sheets with my free hand.

  A knock on the bedroom door froze us both like an erotic statue. The door opened an inch and Christopher called, “Don’t worry, I’m not coming in. Ian’s outside bringing his car around. He and I are going for coffee, or you know, bottled water in my case. So you can give up on the terrible job you’re doing of not making any noise. Did ya’all not see the gags I packed in that case? Now what do you suppose those are for, people?” He chuckled and added, “I’ll be gone at least a couple hours. Have fun!” And he closed the door again.

  Dante and I both burst out laughing, and then he slowly started working my ass again. Within a minute we were right back where we had been, but this time with plenty of moaning. “Want to cum this way, angel?” Dante asked me.

  I shook my head no. “I want that plug. I want everything in that briefcase. Please!”

  Dante grinned and slid my hand out of me, and gave me the second towel. As I wiped my hand he squirted some lube on the plug and rubbed it around with his fingers, then picked it up and pushed it into me. I was already so loosened up that it popped right in, even the wide, flared section. “Mmmmm,” I purred, wiggling my ass on it. “Feels good. So nice and full.”

  “It does more than just fill you up,” he said. “Much more.” I couldn’t begin to guess what that meant, until he picked up a little remote control and held it where I could see it. “It has a surprisingly powerful motor. There are ten settings. One through three are the nice, soothing settings I mentioned earlier. Four through six will make you cum violently.”

  “What about seven plus?”

  “No idea. You’ll never make it past six without cumming.”

  “Sounds like a challenge. What else is in that case?” I asked, propping myself up on my elbows and grinning broadly.

  “These,” he said with a smile, tossing the manacles that had joined Christopher and me onto the bed.

  “You know, I never did figure out how to open those.”

  “Good,” he said cheerfully. “Then I can keep using them on you.”

  I glanced over my shoulder and smiled. “It never occurred to me that this wrought iron headboard would be perfect for chaining me up. But I suppose that occurred to you.”

  “No. It’s a total coincidence,” he said with a straight face. And then he beamed at me. “Oh, and by the way.” He placed the little controller on the bed and tapped it with one finger.

  I arched up off the matt
ress as the plug in my ass started to vibrate and stimulate my pleasure spot, moaning appreciatively. “Man that feels good. What number is that?”

  “Two.”

  “Mmmmmm.” I relaxed back against the mattress and enjoyed the waves of pleasure that were pulsating through my body, my eyes sliding shut as I squeezed my butt tightly around the plug. I reached down and began stroking my cock without even thinking about it.

  After a while I rolled over onto my stomach, wantonly rubbing my cock on the bed as the plug worked its magic in my ass. I reached out and caressed Dante’s uninjured thigh and said, “Right now, I’m having all the fun. What in that case is going to bring you the most pleasure?”

  “Oh believe me, the sight of your sweet ass gyrating like that while you get yourself off is bringing me all sorts of pleasure.”

  “Is there anything in there to beat me with?”

  He hesitated, then said, “There are a couple little floggers. But you know how I feel about hurting you.”

  I sighed and said, “You wouldn’t be hurting me. You’d be getting us both off.”

  “Do something for me, Charlie.”

  “Anything.”

  He grinned at me. “Roll onto your back and chain yourself to the headboard.”

  I did as I was told, snapping one of the quite familiar cuffs on my left wrist, running the chain through the bars of the headboard, and then fastening the remaining cuff to my other wrist. Dante moaned appreciatively and ran his fingertips down my torso, then came back up to play with my nipples. He smiled at me as he tapped the remote control again.

  I gasped and arched up off the bed again as the waves of pleasure magnified, each pulse inside me answered with a throb of my cock. “That feels so good,” I murmured. “What number is it?”

  “Four.”

  “Damn it! You’re trying to finish me off so I’ll end the discussion about getting you off!”

  He was still smiling. “Maybe.”

  Dante tapped the remote again and I cried out, thrusting my rock hard, leaking cock up into the air. He slid his fingertips down my body and between my spread legs, and stroked the soft, sensitive skin right beneath my balls. “Oh fuck,” I ground out, trying to fight back my pending orgasm. “What number?”

  “Five.” He leaned forward and took one of my hard pink nipples between his lips and suckled me, hard, as he caressed the underside of my balls.

  “Mmmmm.” I threw my head back and closed my eyes, rational thought crowded out by blinding pleasure.

  He released my nipple, the cool air making it contract and tingle since it was wet from his mouth. “And this, angel,” he said, “is six.” He took the tip of my cock between his lips as he tapped the remote, and the orgasm tore from my body. I yelled incoherently, my hips coming up off the bed, and Dante followed, sucking my cock as I shot into his mouth again and again, thrusting reflexively.

  The orgasm was incredibly, shatteringly intense, and as I came down from it, he ran a fingertip over the remote, dialing back the vibration. He didn’t turn it off, though. He left it set to a low, pleasant hum inside me, and released my cock from his mouth.

  I was sweaty, shaking, panting as he stretched out on his side, rested his head on my chest and draped an arm over me. “Holy shit,” I murmured when I could speak again. He looked up at me, and I bent my head to kiss him. “Ok, that was totally unfair – I got to have all the fun. We can’t keep being so one-sided when it comes to sex. We have to take this to a place that’s going to make you feel good, too.”

  “That made me feel incredibly good. Seeing you like that, distilled down to pure sex, lost to the pleasure – I loved every minute of that.”

  “It was still all for me.”

  “No, the chains were for me,” he argued, and kissed my chest. My arms were still bound, stretched above my head, and neither of us were in a hurry to do anything about it. He finally turned the toy off and eased it out of my body.

  “They were for both of us. I love being tied up.” I felt a little tremor go through him at that. “Please Dante. Please let me get you off. I need to make you cum.”

  “This was a lot for our first time out after my injury. Just rest, angel. We’re both tired.”

  I sighed and said, “I know you’re just saying that to get me to drop the subject of bringing you to orgasm.” He grinned at me. “We have to figure this out, Dante. And soon. Never cumming again because you can’t let yourself whip me is just not an option.”

  He was quiet for a while, his head still on my chest, his right arm in its cast slung over me. And then he said softly, “I’m sorry I’m so fucked up, that I only get off on inflicting pain. I don’t know what the fuck is wrong with me.”

  “Nothing! So you have needs that aren’t totally vanilla. So what? That’s just how you’re wired. And it turns out, I’m wired to get off on receiving pain. Which actually means we’re perfect for each other.”

  “I don’t want to hurt you.”

  “But you wouldn’t be! Don’t you see? The one time you spanked me, it brought me so much pleasure. That’s not hurting me, it’s making me feel good. It’s giving me what I need.”

  “You didn’t even know you wanted that before you met me.” He reached up and did something to one of the cuffs around my wrist, then the other. The mechanism sprang open and I rolled onto my side, taking Dante in my arms.

  “Before I met you, I was a mess when it came to sex. The reason Jamie and I never got farther than oral in all those years together was totally because of me, because of my fear, my hang-ups,” I told him. “And it’s so different with you, Dante. I stopped being afraid. Part of it has to do with the way you take charge and guide me. And a huge part of it has to do with how totally right this feels.”

  He was quiet for a while before saying, “Sometimes, I wonder what you’re doing with me.”

  “Seriously?”

  He nodded, and I said, “You’re perfect for me, and not just in terms of sex. You make me feel safe, and happy, and loved. You make me feel secure, which is kind of huge, since I’ve always felt insecure about pretty much everything,” I told him. “And it’s more than how you make me feel. I love who you are. I fell for you on our first date, fell for the guy in the expensive suit that was willing to climb over fences and pick locks and fight off smelly dogs, and keep a sense of humor throughout it. The guy that then turned around and held me while I cried.”

  “You had me at Hello Kitty.”

  I burst out laughing. “Really?”

  Dante smiled at me. “No, not really. You had me the very first time you turned to face me in the bar, and I looked into those big green eyes. You’re such an incredibly beautiful boy, Charlie – perfect face, perfect body. I would have expected you to be cocky and arrogant, but you weren’t at all. Instead, you were so sweet and humble,” he said, running his fingertips over my cheek. “I could tell you were going through some stuff, there was such sadness in your eyes. And one of my very first thoughts when I looked at you was that I wanted to take that sadness away, that I would do anything to see those eyes sparkle with happiness.”

  “Well, you’ve always done an excellent job of making me happy.”

  “That’s not true,” he said. “I was enough of an ass to break up with you.”

  “You thought that was for my own good.”

  “And then I chained you to a person and left the country! Why you haven’t punched me in the face for that one, I’ll never know.”

  “You chained me to Christopher. I ended up getting a best friend out of the deal.”

  He grinned and rolled his eyes. “Everything I say, you make into a positive.”

  “Yep. Really happy people have a tendency to do that.”

  Chapter Nineteen

  Three weeks later, both of Dante’s casts had come off, and I’d returned to work. Nolan’s was the hot new lunch destination, apparently, and I’d been pulling in great tips.

  His hands had been weak from lack of use, but Dante
worked his physical therapy like a job, doing his exercises religiously, and was finally to the point where he could actually hold things in a closed fist with each hand.

  He also busied himself by taking an active role in a couple of his investment properties. One was a restaurant in the Marina district. He’d completely gutted the building, and would be redecorating, hiring a new staff, and designing the menu from the ground up. I came home from work one day to find blueprints spread all over our bed and Dante sitting cross-legged in the midst of them, making notes on a yellow legal pad. He had an endearing habit of wearing my clothes around the house, and was dressed in a pair of my gym shorts and an old Stanford t-shirt.

  “Hi angel.” His face lit up in a bright smile, and I leaned over to kiss him.

  “Hi sweetheart. Whatcha doing?”

  “I got the revised blueprints for the restaurant today, so I’m doing a little fine tuning.”

  I tilted my head to look at the big sheets of paper. “I can barely make sense of them.”

  “I’ve always been fascinated by architectural drawings,” he told me. “In another life, I would have loved to study architecture.”

  “Why not in this life?”

  “Well, you know,” he said, setting the legal pad aside. “I went into the family business right out of high school. What I was going to do for a living had long since been decided. College is a luxury for those without eight generations of tradition resting on their shoulders.”

  “So now that you’re retired, why not go back to school and pursue a degree in architecture?”

  “That’d be kind of awkward, wouldn’t it? Going back to school at twenty nine? I’d be the oldest one in all my classes.”

  “So?”

  “I don’t know. It’d be weird.”

  “No it wouldn’t. To start with, why don’t you just try a course or two though U.C. extension? See if architecture really is where your passion lies.”

  “That’s actually a really good idea. The students would probably be closer to my age there, too.” Dante gathered up the blueprints and set them on the floor beside the bed, and I climbed onto the mattress and straddled his lap, kissing him.

 

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