Brad's First Ass Whoopin

I found Brad on a hookup app. His profile said that he was looking for a fun summer. So was I. He was 32. I was 47. He liked the age difference and so did I. While chatting he referred to me as "daddy' and "sir" multiple times – which I really liked. We were in the same part of town according to the app, so we decided to meet. Maybe we would hit it off. We picked an IHOP. I got there first and sat at a table, watching for him to come in. I sipped coffee, a little pensive about this meeting...but then, there he was."

He was a cute little guy; about 5'8" with a tight body. He ass and calves were round and gave a great finish to his profile. He had a fresh haircut and a trimmed beard. He wore soccer shorts and a t-shirt. I was excited just looking at him. He glanced around to find me and I gave him a small wave and a smile. He returned the smile, walked over and had a seat.

Conversation came easily for both of us. There was an instant familiarity. It was an obvious good match from the start. Within the first five minutes he said, "I really want to call you daddy"

"If you do, you will likely get spanked", was my reply.

He smiled. He was a naughty boy, I could tell already. By the time the waitress arrived with his coffee all she found was a few bills on the table. We were already gone.

I kept my word and Brad got spanked. It was all spanking in fun. Mostly I spanked him while we did other things that men do together. He really liked to feel my palm slap his cute butt cheeks and sometimes I gave him really good hard swats which were always met with enthusiastic grunts and yelps. He really liked it when I would just slap his ass in the "atta boy" way that a coach would do. We began working out together the day after we met and he loved it when I'd give him a smack after a good set. He'd smile proudly and say "Thank you sir".

After three or four days of working out, hanging out, and playing around together I noticed that his ass was showing some wear and tear from all the attention. There was some color and subtle marks. I asked him how he felt about it and his enthusiasm was uncontained. He got up and looked at his butt in the mirror and told me how much he liked the marks. "I remember the swat where I can still see your fingerprints on this side, and the bruise in the middle of this cheek is from that swat at the gym". His excitement made him even more adorable.

"Is it sore?" I asked.

"Not really. Just a little bit here and there. I like the soreness and the marks. It makes me feel bonded to you. It makes me feel like I'm your boy. I could use more marks. I think it would be hot if it was noticeable when I shower and change in the locker room. Also I like the warmth and the soreness."

He paused and came back to bed. "I'd like more of it daddy. More, and harder too."

I am not one to disappoint. That very moment I pulled him over my lap and gave him a good long session. It was still not what I would call a real spanking but it left his ass very red all over. It also got him jacked up on endorphins which added to the fun we had the rest of that afternoon. It was still spanking in fun. It was rough, but it was playful.

Two days later he got his first ass whippin from me.

I live very close to the gym and I walked over for the workout. I had been busy the day before and didn't get a chance to see Brad. My schedule was still pretty full but I made time to work out with my boy. He got to the gym late. He had a lousy attitude too. I had not seen this side of him before. He was whiny and grumpy. He gave half ass efforts on the work out and half ass responses when I tried to talk with him. When I gave his ass a nice pop he would turn away and shrug me off. I got sick of it and instead of an encouraging swat, he got a hard, full swing, uppercut slap to his right butt cheek. The sound rocked through the gym, but only one guy looked over. Everyone else was lost in his or her own earbuds.

Brad spun around and both hands went to his ass, cupping his cheek where I had just spanked him.

"What the hell is wrong with you today boy?" I demanded.

"I'm sorry daddy. I just want to play and I didn't get to see you yesterday, and all I get today is a workout. The summer will be gone soon. I just like the time we spend together and I will have to go back to work in a just a few weeks"

The thing is that Brad worked for a contractor overseas. He would work for 6 weeks then travel and recover for a week, and finally have 5 weeks off. I work as a teacher and coach. By the time he finished his next rotation school would be back in session and I would have very rare availability. He was right, our time together was limited and precious. He stood there rubbing his round butt with a sad look on his face. He was so adorable. "Sir, can't we please play today?"

"I'll make a phone call and cancel the stuff I was going to do today."

His face lit up. "Thank you daddy!"

"But I didn't drive here. I'll need to ride with you and you'll have to drop me off again later."

We finished our workout, showered and changed. Brad had fun showing off the faded redness from the spanking he got a couple days ago. Then we got into Brad's jeep and headed off to his place which was just about 5 minute drive away. It was a horrid ride. He pulled out in front of traffic, squealed his tires, took turns recklessly, and about every other ridiculous adolescent thing he could think of doing. He pulled into his garage and stopped the jeep. He looked over at me with a stupid smile on his face. He thought I enjoyed it. His smile faded quickly when he realized I was not happy, I was pissed off. "What the hell was that? You drive like a 16 year old redneck!"

"Daddy, I was just having fun, I thought you'd have fun too."

I chewed him out. I went on and on about how he offended every driver on the road, that he could have caused an accident, even killed us and others. He just sat there like he didn't understand. Then he said, "Sir, it's no big deal, I drive like that all the time and nothing ever happens. It's really okay."

That's when I knew it was time. I was about to change our relationship. This playful, rough and tumble daddy was about to become his disciplinarian. He needed an ass whuppin and he needed it right at that moment.

"Get out of the jeep boy. Right now. Get out of the jeep and come over here to my side."

He hesitated. He had a look of trepidation on his face. But Brad loved to follow orders. Obedience was in his nature. So he unbuckled the seatbelt, stepped out of the jeep and walked around to my side of the vehicle. I opened the jeep door and he stood there, waiting for his next order. I grabbed the remote and closed the garage door.

"Drop your shorts Brad."

He looked at me while he unfastened the button opened his fly. His shorts fell to his ankles. He stood there in his tighty whities. In an instant I grabbed the back of his neck and pulled him over my lap, his head and shoulders were in the driver's seat, his legs dangling over the side of the jeep. His shorts fell further off his ankles and onto the floor. His plump ass cheeks were round under the white cotton of his briefs.

I started spanking, very hard from the first swat, and fast too. Right away he knew this was not play and he shouted out. No words, just some yelps and muffled cries. I was tanning his ass hard and he started kicking his feet. He wanted to cover his butt with his hands, however the position of the steering wheel kept him from reaching back at all. His ass was in perfect position and there was nothing he could do but take his ass whippin. I kept it up. My thick hand cupping his roundness as I slapped him. I thought to pull down his underwear and spank his bare cheeks, but I didn't. Brad loved the bare ass spanking I gave him during our sex play. To me it seemed that spanking him in his underwear added the humiliation of the punishment. A small boy might be spanked this way. Instead of pulling down his underwear I pulled them up between his ass cheeks, baring his buns wedgie style. He protested. "No daddy it hurts too much! I won't drive like that again Sir!"

I stopped for a minute. He thought his spanking was over and tried to get up. I pushed him down and said "You stay right there. Don't move. You have much more coming and if you move then I'll just make it harder on you."

I pulled out my phone and took some pics of his ass turning red. I already had pics of Brad's ass on my phone. He had posted several of the pics I had taken on his profile. I was not going to miss this opportunity even if it embarrassed him. "Sir, are you taking pics of this?"

"Yes I am. You're always going to remember this young man AND you will post your punished butt on your profile too!"

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As I took the pics, his ass was up high and round, his red cheeks framed by the white wedgie. His knees were bent and his feet up high. So I grabbed one of his flip-flops from his foot and turned it into a paddle. The first implement Brad would feel me use on him, was his own foot wear. I took it to him hard. He yelped out with each swat. I spanked more slowly now, with very deliberate smacks, alternating on his bare cheeks. I held him in place by the waistband of his underpants which intensified the wedgie. He was starting to learn. He grunted as I paddled him with the thong and he started to apologize too. He promised to be a better driver over and over again. His body was losing its fight and he was submitting totally to the spanking.

I stopped spanking him and pulled him by his t-shirt collar back onto his feet. His eyes were wet and his face showed his complete vulnerability. As he stood there I told him how disappointed I was in his driving, that I never thought he would be that irresponsible and that I was going to be sure he remembered this forever so he'd never do it again. Brad stood there, rubbing his ass, "Daddy I promise I will remember this for the rest of my life."

"Yes you will boy. I'm going to make sure of it."

I stepped out of the jeep and told him to bend down and put his elbows on the seat I had just vacated. He obeyed. Then I took off my belt. It was at that moment that I realized I was wearing a riveted belt – unlucky for Brad. I doubled it and started laying licks onto his butt. He shouted out with each one. I didn't count them, I really don't know how many I gave him. I watched him between each lash and waited for the pain to leave his body. When he would settle back onto his elbows I would take aim and give him another. I stopped on occasion to get a pic of him assuming the position. This boy would never forget this lesson. Ever.

Brad began to shed real tears and I knew he was close to really learning this lesson. After I heard the tears I landed five or six more licks to his bubble butt. Then I told him to stand up. He moved slow and looked at me with shame and remorse in his face. "Now get your ass inside, go to your bedroom"

He walked awkwardly due to the pain and that he was wearing just one flip flop. I followed him and had him stand in a corner of his bedroom for a long enough time to collect himself. While he stood there I made the calls I needed to clear my afternoon. Then I called him over to me. He sat on my lap. One thing led to the next and that day we had crazy, wild sex. I pounded his butt so hard his bones rattled. We fucked to exhaustion. Then we headed back to the gym.. He drove like a perfect gentleman. We swam some laps to cool off and then Brad enjoyed a cold shower, showing off his freshly damaged butt.

Everything from that moment forward changed between us. It was now more intense. There was more meaning in the time we spent together that summer . It wasn't his only ass whupping that summer – just the first one. I'll share more in a later story.

EPILOGUE –
For fans of Men At Play videos, Brad could be a doppelganger for Ben Brown, a British boy who models for them. I can't possibly convey how cute and handsome he is. I had a great summer with him. I saw him only once more after his next rotation. He changed his US location to Florida to be closer to family.