“That’s right, now suck one into your mouth and rub it with your tongue” he said.
I sucked one of his balls into my mouth and held it there while I traced it with the tip of my tongue. I’d had this done to me many times so I knew what to do and how good it must have felt for him.
“Now do the other one.” He said. I found his other ball and softly sucked it into my mouth and began rubbing it with my tongue the same way.
“Now suck my dick like you did last night.” Bill ordered.
I released his ball and when I opened my mouth, he directed his cock into it with one hand and guided my head down onto him with the other. He was very vocal, giving me specific instructions the whole time. He told me when to suck it, when to lick his balls, when to lick his slit, when to use my hand, when to suck just the head, and when to take the entire length in my mouth. My mouth and jaw were beginning to hurt when he finally told me to lay on the bed for my turn.
As I laid back, he took hold of my cock and started sucking me. The guilt I felt getting sucked by a man for the first-time last night was slowly being replaced with a strange taboo arousal. I’d never had anyone as orally skilled as Bill and I knew this would be the last time I saw him so it wouldn’t matter. Besides that, no one else would ever know I got sucked off by a man and I wasn’t the one who’d initiated it. I laid back in ecstasy knowing it wouldn’t be long until he’d sucked an orgasm out of me. I hadn’t cum yet when Bill got up and told me not to move as he grabbed a small bottle from his nightstand drawer and squeezed some oil onto his hand. When he stopped sucking me, all I could think about was having his mouth back on my cock and when he resumed, I felt a wave of gratitude and relief. At that moment, I realized that I was not letting him suck me, I wanted him sucking me. I felt his finger probing for my ass but before I could stop him, he pushed the tip into my hole. My body immediately tightened from the surprise, and I laid there squeezing everything as tight as I could.
“You’re gonna like this.” Bill said.
“Please don’t” I replied.
“I know what I’m doing.” Bill said, ignoring my plea to stop.
I could tell from his response he wasn’t stopping, and I felt powerless to make him, so I did nothing. He told me to relax which was not easy with his fingertip in me, but I finally did. I remained relaxed for about four seconds until he moved his finger a bit causing me to instinctively tighten back up. As I clinched, I actually pulled his finger in a bit deeper.
“Keep doing that, you’ll pull it in.” Bill explained. I did it a second time and felt it move in even deeper. Bill told me to keep doing that until I’d swallowed his whole finger. Once his finger was all the way inside me, he held it there for a bit and then began moving it slowly in and out. After five or six times the pain went away and continued sucking me. As he sucked me, he’d pull his finger all the way out and tease my hole for a bit before pushing it all the way back in. In a short time, my initial reluctance was gone, and I began craving his finger in me and feeling empty when he pulled it out. It didn’t take long before I told him I was getting close. He quickly stopped sucking, pulled his finger out, and told me to roll over on my stomach. He told me I couldn’t cum yet and he grabbed a big, tube-shaped pillow and told me to put it under my stomach. The pillow appeared to be about a foot in diameter which made the position a bit awkward. My head and shoulders were “downhill”, driven into the bed while my hips we raised several inches off the bed. He added more lube to his hand and came back over to me.
“You like this, don’t you?” Bill asked as he slid his finger back inside me.
“A little.” I answered, which was a lie. When he stopped and told me to turn over I was disappointed, I didn’t want him to stop what he was doing. And now, the pillow under my stomach put me in a more open position making it easier for him to push in even deeper. I was completely lost in the moment when without warning Bill added a second finger. I immediately tightened back up, but he didn’t stop pushing until it was all the way in.
“You have a very tight ass.” Bill said as he knelt behind me. It was hard for me to relax with the second finger inside me, but he continued. The initial shock had worn off and the pain had gone away, but I was not enjoying this as much as I did when he had just one finger in me. I assumed he sensed this because he told me to get on my hands and knees and it would feel better, and he reached under me with his free hand to direct me up without taking his fingers out of me. Once I was in position, he told me to start rocking back and forth and take a little more each time.
I began slowly rocking back and forth, pushing back a bit deeper each time. It wasn’t long until I’d found a good rhythm giving me a sensation like nothing I had ever experienced.
“Good boy, keep fucking daddy’s fingers.” he said.
My eyes were closed, and I did my best to clear my mind as I continued. After a few minutes I felt myself getting closer to an orgasm and was surprised thinking that I could actually cum this way without anyone touching my cock. Again, Bill pulled his fingers out and told me not to move as he grabbed for some more lube. “You’re doing good, just one more finger and then you’ll be done.” He told me if I’d had trouble taking two fingers, three would be worse so I needed to spread my legs more as pushed against the inside of my left leg with his knee until I was in a much wider stance. In this position I felt much more exposed and because he’d put his legs between mine, I couldn’t do much about it. He began rubbing his fingers back and forth over my hole, telling me he’d go slower this time.
“I’m going to push them in a bit, stop me when in hurts.” Bill said. I felt my opening expand as he started to push them in. I don’t think I took an inch before I told him to stop. Surprisingly he pulled them out and told me we’d do this a few times until I’m more relaxed. He pushed them back in, to the same depth as before, but before I could tell him to stop, he had already pulled them back out. He repeated this three or four more times until he could sense I was able to take his fingertips without pain. He told me I was ready for him to push in a bit deeper, and that he’ll stop and hold them in for a bit before he pulls them back out. I felt him push in deeper and I tightened and squeezed his fingers with my ass.
“Good, now relax and squeeze a few more times.” Bill said.
I fought hard to relax, and as soon as I did, my body naturally squeezed his fingers again. I did this several more times as Bill was moaning in approval. He then started pulling them out and driving them back in as before. It took me longer but eventually I was able to take it without pain.
He put his hand on top of my back and pushed down on me as he told me to lay down. As I relaxed my arms and lowered myself to the bed, his body came down with me and his fingers stayed inside me. I felt his arms go under my upper body and grab ahold of each of my shoulders. A wave of panic instantly ran through me as I realized it wasn’t his fingers in me as he added more pressure pushing his cock in a little deeper.