Standing on two trembling legs was difficult at first. But, once I got my balance and saw Jake's smile my legs stopped shaking and I started calming down. At least my spanking, if it was going to happen, was put off for a while and I could breathe easier. I just stood there, naked as a jay bird, with my _c_o_c_k_ pointing straight out and feeling rather awkward.
Jake went to get us both another beer and left me standing in the middle of the room. Instinctively, both my hands found their way to my freshly spanked cheeks. There was no immediate pain to rub away, it had been replaced with a warm tingling sensation that was actually quite pleasant. I craned my head around to see the damage Jake's hand had done and was surprised to see two angry red spots on either side of my ass. Oddly enough, I was somehow proud of the marks. I'd taken the spanking and seeing the results displayed on my butt gave me a strange sense of accomplishment. A fresh surge of excitement found it's way to my engorged mid-section, leaving it bouncing up and down slightly as it throbbed, protesting for relief.
"At least one part of you enjoyed being spanked," Jake teased as he came back into the room and saw my erection jutting out before me.
I took the beer he held out to me and quickly sat down. My newly spanked ass objected slightly to the rough fabric on the couch and I had to fight the urge to stand back up. Jake's comment caused the blood to surface in my face and within seconds, it looked as red as my butt. Thankfully, my erection began to subside as I sipped the cold liquid and forced my emotions into control. Jake broke the uneasy silence and in moments we were both talking lightheartedly about something totally unrelated to what we had just done.
Ten minutes later Jake abruptly changed the subject and asked, "Are you ready to continue?"
In an instant my palms started sweating and this queasy feeling appeared in the pit of my stomach. It was decision time and I knew I couldn't put it off any longer. Either I agreed, and get the spanking I'd been dreaming about, or chicken out and put my clothes back on. Jake was waiting for an answer.
"Well, Sport," he said. "What's it going to be?"
"I. . . uh," I managed to say, stumbling on the words. "I ...."
"Maybe you'd better put your clothes back on and go home," Jake said, sounding disappointed. "I can see that you don't really want to do this."
"Jake," I said. "I want to do it, I'm just scared, that's all. I've never been spanked before."
"I understand that," he said. "But, I don't want to force you into anything. It's strictly your decision, this time."
"This time?" I squeaked. "What do you mean by that?"
"Look," he said. "I like spanking guy's and I think you'll like being spanked if you ever let yourself go and try it. If you like it as much as I think you will, we will do it again. Only then, it will be my decision and not yours. You will be spanked just like any little boy that needs a spanking. When I choose and how I choose. This time, since it is your first try at it, I'm giving you the option of deciding if you want the spanking or not. Next time, there won't be an option for you."
Swallowing hard, I said, "I see."
"So," he said, staring right at me. "If you want it, say you do. If not, get dressed and go home. But, I'm not going to play any more games with you. Make your decision."
I wanted, no, dreamed for this to happen for such a long time. Something told me I had to go through with it. Taking a deep breath and mustering my courage, I said, "Ok, let's do it."
The smile slowly spread across Jake's face before he spoke, "I knew you'd do it. I'm proud of you."
Knowing that my fate had been sealed, I just wanted it to be over and immediately stood up, ready to get across his knee. "I'm as ready as I'll ever be," I said with more calmness than I actually felt.
"Go into the bathroom and bring me my hair brush," he said, looking up at me.
The thought of him using something other than his hand to spank me wasn't something I'd even considered. "A hair brush?" I gasped. "You're not going to use a hair brush on me are you?"
"I certainly am," he said firmly. "And if you don't get moving, I'll give you a little something extra with my belt to get you properly motivated."
"Oh _s_h_i_t_!" I thought as I made a mad dash for his bathroom. The spanking he had planned for me would probably be bad enough, I didn't need to add anything to it through stupidity.
Moments later, I was standing before him with the brush in my hand. "Here," I said, handing it towards him. Once again, my knees were trembling and my _c_o_c_k_ was hard as a rock.
Without saying a word, he calmly took the brush and motioned for me to get across his knees. I hesitated long enough for him to take my arm and gently pull me over his lap. Seconds later, I was staring at the floor waiting for the event to begin. Strangely enough, I didn't feel the fear that I did the last time I was in this position. It had been replaced with something I couldn't describe.
"Now," he said. "I'm going to give you about twenty-five hard swats with this. It will be the real thing and will hurt. But, I want you to know what a spanking really is so you'll know the risk you will be under from now on."
I took a deep breath expecting the worse. An instant later, the hair-brush made contact with the right side of my ass and a sharp burning sensation shot through my brain. It hurt more than anything I'd imagined and I let out a loud, "Ahhhh!" The second blow landed in exactly the same place and sent another rush of pain up my spine. This time, I couldn't help but try and wriggle away from his grasp.
"Lay still!" Jake demanded, giving me three more hard swats in a quick series.
"Awrllll!" I screamed.
SMACK! SMACK!
The pain was unbearable and I was really struggling to get away from him. Suddenly though, the pain lessened and I started feeling this pressure building up in my balls. Unbelievably, I realized that I was now raising my butt up to meet the hair-brush even as my legs pumped wildly in the air. Jake never slowed or stopped the action. No matter what my reaction was, he was going to give me a spanking to remember and continued to bring that brush down onto my ass.
All of a sudden, I felt this violent spasm in my nuts and shot a ribbon of cum onto the floor below me. "Argghhh!" I shuddered, as another hard spasm forced more of my seed onto the floor.
Jake stopped spanking me and let the hair-brush fall to the floor. My resolve to not cry evaporated after the third time the brush made contact with my ass, and by the fifth time, tears were streaming down my face. His big hands slowly caressed my burning skin as he let me lay there to cry it out. "There, there," he cooed. "It's over now."
My first spanking was over.
He let me lay there for ten more minutes until I regained my composure. Once he helped me up and saw the pool of fluid on the floor, he started giggling. "I see you enjoyed that, didn't you?"
I still couldn't believe that I'd actually cum during the spanking. I'd never felt anything as intense or as enjoyable as the orgasm I'd just had. Right then and there, I knew I'd be over Jake's knee again and again.
Without saying a word, Jake unzipped his trousers and let loose his massive hard-on. It was even bigger than I remembered. He gave it several quick strokes with his right hand and a big glob of cum spurted out onto his fist only to be followed by three more forceful spasms of the hot liquid.
For a few moments, we basked quietly in the after-glow of _s_e_x_ual release. I was the first to speak, saying, "Wow!"
Jake looked up at me with his blue eye's and started laughing. "Does that mean you liked your first spanking?" He asked.
Grinning back, I said, "Did I ever. When can we do it again?"