I grabbed the base of his cock and started rubbing my thumb down his perineum. I had been slowly working my way toward his hole over the last few weeks, and he had finally stopped tensing up every time and had even started to enjoy it the last couple of times. This time, he did tense up again, but only for a second, before he relaxed again. I increased the pressure, heard him groan, and felt him pushing against me.
I quickly uncapped the lube and spread a little on my fingers.
“You can tell me to stop at any time,” I told him, and I started to suck him again before he could respond. Then, very gently, I started to rub one finger up and down the crack of his ass. Light pressure, no penetration, just slowly rubbing from his balls down past his hole and then back again. At first, he started to tense up again. I kept moving up and down, up and down, still sucking at the same time, just letting repetition soften him up. After a few passes, he relaxed again. A couple more passes, and I heard his breathing start to change, and soon after that, the rhythm of my finger rubbing him had him moaning and moving his hips a little to prolong the contact to the best spots. “Doing okay?” I asked quietly.
“Yeeeesssss.” It came out a long moan.
I started circling my finger around his rim and then applied the slightest bit of pressure against his hole. He responded beautifully, moaning and pushing down against my hand. I slipped one finger inside of him and heard his breath hiss out between his teeth. Very slowly, I moved in and out, in and out. He was making soft whimpering sounds now, pushing toward me, his fingers tight in my hair. I reached just a bit and brushed my finger on the bunch of nerves I had been carefully avoiding so far.
His reaction was almost enough to make me come. He bucked underneath me, his hands pulling hard on my hair, and gasped out, “Holy fuck!”
I pulled back away from it again. “You didn’t know about that?”
“No.” And that, too, was a moan. I reached and touched it again, just barely, just to see him writhing at the unexpected pleasure of it, just to hear the low whimper in his voice. Then I continued with the gentle in and out, in and out.
“Do you want more?” I asked. I didn’t look up at him, just went back to sucking him as soon as the question was out of my mouth.
“No.” It was sort of a whimper. I kept sucking, kept my finger moving slowly in and out, and then a second later, in barely a whisper, he said, “Yes.”
I slid a second finger in, and he moaned again, pushing against me so that my fingers went in faster than before. Two or three strokes, in and out, and then I reached up for his prostate. I felt him jump, heard him gasp out, “Jesus Christ, that’s amazing.” And then suddenly he was pushing me away, pushing me hard onto my back on the floor, pulling my sweats and boxers off of me frantically. He lay down on top of me, and I felt his hand between my legs, his fingers pushing against me.
“Tell me how. I want to do it to you.”
“Lube!” I managed to squeak out, just as he started to push in.
He laughed shakily, sat up and put some on his fingers, and then was back on top of me, his eyes intense on mine. “Tell me.”
“It kind of feels like a lump on the front wall. You’ll know.” And then his fingers were sliding into me, and I couldn’t talk any more. My hips rose to meet him. My back arched, my eyes closed. His fingers were moving torturously slow, in and out. After all of that time sucking him and teasing him, I was ready to explode.
I started to stroke my own erection with one hand and his with the other, but he pulled away. “Too close,” he whispered, and then his fingers found what they had been searching for. That incredible shock of pleasure hit me. I groaned and arched against him and heard him groan in response. I opened my eyes and looked up at him. His eyes looked greener than usual, heavy-lidded, sensual and unbelievably sexy, and he was smiling at me a little.
“God, I love to watch you,” he said, and then he touched it again.
“Is this what you feel,” he whispered as he touched it a third time. “Is this what you feel when I’m inside of you?”
I couldn’t possibly formulate a rational response at that moment. All I managed was some kind of whimper. He didn’t seem to mind.
“Jared.” His cheeks were bright red, but he still said, “I really want to fuck you right now.”
Just hearing him say those words was almost enough to make me come. I managed to say, “I thought you’d never ask.” He smiled, sat up, and started digging through the drawer in the coffee table, looking for a condom. Funny how we seemed to have them stashed all over the house now. I started to turn over, but he stopped me.
“I want to see you.”
He hooked one of my knees in his elbow. I felt the pressure of his cock against me, and then slowly, very slowly, he pushed in deep, watching my face the entire time. The intensity of his gaze always unnerved me. I closed my eyes and relaxed into that tight, full feeling of having him crammed into me. That gentle friction, moving in and out. He was going so slow, but I was peaking fast. Part of me wanted him to tease forever, but part of me felt like I had to come soon or I’d lose my mind. He pushed my leg up onto his shoulder and then used that hand to start stroking my cock while he thrust in and out. Jesus, when did he get so good at this?
“Jared,” he said softly, “I want to be where you are.” He was still thrusting, still stroking. “I want to know what you’re feeling right now. I want to know what it’s like to have you inside of me.” His words were definitely pushing me over the edge. I was trying to find something to hang onto, and my hands found the legs of the coffee table. His thrusting and the stroking were both speeding up. “Oh Jesus, Jared.” I opened my eyes then, looked into his, and saw surprise and confusion and a whole lot of raw desire there. “I think I really want you to fuck me.”
The thought of him on his hands and knees in front of me popped into my mind, and that was it. Everything exploded. I was coming, and so was he, and before the quaking had even stopped, his arms were around me, and he was kissing me. “Well,” he said quietly, his lips brushing mine, “maybe next time.”
“NEXT time” turned out to be the next night. I was dozing on the couch when he got home from work.
He smiled down at me. “Bed time,” he said before pulling me off of the couch and pushing me toward the bedroom. I was still half asleep. I got undressed, got into bed. But instead of getting in behind me and wrapping around me like he normally did, he got into bed on the other side and slid over so that his back was against my stomach.
I drowsily wrapped my arm around him, slid my hand down, and discovered that he was completely naked. I started to wake up a little more then.
“Hope you’re not too tired,” he said lightly, and then he took my hand and placed a little jar of scented massage oil into it.
Suddenly I was wide awake, and my cock was about to explode just at the thought of what his words meant.
“Are you sure? You don’t have to.”
“Shut up, Jared.” He rolled onto his stomach. “I’m sure. I’m still nervous as hell, but I’m sure.”
“Maybe you should be on top. Then you’ll have more control.”
He thought about it for a second but then shook his head.
“Okay.” I wiggled out of my boxers and then sat across his ass. He immediately tensed underneath me. “Just relax. I’m not going to do anything yet.”