No Regrets Bowl Pt 02

Please rate and comment. Your input helps writers improve. Thanks!

The next morning Carly woke first, got out of bed gently and slipped on a skimpy nightgown. She closed the bedroom door behind her and used the guest bathroom to pee, so the flush wouldn't wake me.

The aroma of coffee brewing finally roused me. I got up, peed, and pulled on just my boxers. I found Carly in the breakfast nook, sipping coffee and cutting the paper she'd shown me last night into individual strips and dropping them into a decorative bowl I thought I'd seen in her living room.

"Morning, babe," I said as I leaned down to kiss her.

"Good morning, sexy. Thank you for last night. Thinking about it, I decided we need to define what I meant by 'positions'. Actually, with a couple of exceptions from erotica I've read I really don't know what I mean. So any time we pull positions out of the bowl it will be up to you to try something new, like you did last night. Is that okay?" she said.

"Sure, I can do that," I replied as I poured myself a cup of coffee.

"And I made several copies of the positions strip so it can be pulled a number of times. I don't want to try one position and then have to wait until we finish the first bowl and start on the second to try another."

"Can I try a new to you position even on days we don't pull from the bowl?" I asked her.

"Hmmmm," she went, thinking. "I don't see anything wrong with that. Good idea."

"Great," I said as I pulled her up to a standing position. I leaned her over the kitchen island and dropped my boxers. She had no panties on under her nightie so we were nearly ready to go. My cock was stiffening nicely and when I knelt down and started eating her pussy she became wet very quickly. Before I stood back up I took a chance and licked up from her opening and over her perineum to her rosebud. The flat of my tongue grazed over it and the tip flicked over it quickly before I stood up.

She hadn't resisted or complained when I tongued her asshole, and she did let out a moan when she felt me there. I filed that away for future inspection.

Standing behind her my fully erect cock pressed against her opening. I rubbed my head against her to lube it up and then pressed into her. Carly moaned loudly this time, followed by a pleased 'mmmmmm'. I began pumping in and out of her. In this position the head of my cock brushed against her cervix when I inserted fully. "Oh!" she squealed. "What was that?"

"Did it hurt, hon?" I said.

"Not at all but I've never felt that before. What was it?"

I was initially surprised at her naiveté until I reflected on her overall limited sexual experience. She'd never had kids and I was now sure she'd never used a cervical cap for birth control, so there wasn't any real reason for her to know the details of her inner self.

"That was the head of my cock brushing against your cervix. It's very painful for some women but apparently not for you, which is good. I'll still be careful though, hon."

"Not too careful, please. I want to feel it again, probably many times. It made me tingle deep inside," she told me.

"Okay, we'll experiment and see what you like. But right now I'm busy fucking you from behind," I said as I reached around and started making circles across her clit with two fingertips.

"Oh jeeze! God, hon, you're going to make me cum!"

"Mmmm hmmm," I said as I started pumping faster and deeper. Each time I brushed her cervix she moaned and I thought I felt the tingle she'd mentioned.

Minutes later her body started trembling and she pushed her clit against my fingers and her ass against my groin. I knew she was going to cum any moment and didn't care that I wasn't close yet. I wanted her to have a great orgasm. In no time she did and her pussy clenched my cock time and time again.

"Stop, please stop! I can't take any more, hon!" she cried out. I immediately stopped pumping and took my hand away from her clit, but remained inside her. She was panting and gasping for breath so I eased out of her. I grabbed a paper towel and patted her pussy to keep her from dripping on the floor. I started to use the paper towel on my cock but she said "No! Don't you dare!."

Carly dropped to her knees and took my cock in her mouth. She began to suck, lick, and stroke me in and out of it. She put her lips right below my ridge and teased my cumhole with her tongue. She used her hand and her mouth to stroke my shaft. Her other hand cupped my sac and fondled my balls.

"Babe, I'm going to cum," I warned her to no effect. She kept up her actions until I did just that, bathing her mouth and throat with my cum. Careful not to touch my head, she held me until I started to soften, then released me. She swallowed and opened her mouth to show me she had. I smiled at her.

"I love the taste of your cum, hon. The couple others I've had were okay, but your's has a unique, interesting flavor I can't put my finger on. But, you don't seem to cum very much, do you?"

"Symptom of age, babe. Volume and force both decline as a guy gets older, I'm afraid. I can live with it since I've dodged the ED bullet so far."

"It makes it easier when you cum in my mouth. A bigger load can be hard to contain. And since we're never going to try to have kids, it makes no difference," she said.

"Wouldn't matter anyway. I got snipped twenty years ago," I told her.

"Maybe that explains your taste. No little tadpoles swimming around in your cum," she guessed.

"Could be, I suppose. Never gave it much thought," I said.

Later that afternoon Carly announced that it was time to pull a slip from the bowl. She reached in and grabbed one. She opened it and read, then passed it to me. 'Paddling'.

"We haven't ordered any toys yet. No paddling without a paddle. What now?" she said.

"Don't give up so easy," I said as I walked into the kitchen. A moment later I returned, slapping a plastic spatula against my open palm. "Bedroom, now."

Carly gave me a surprised look but then a sly smile. She stood up and led the way to the the bedroom. I told her to lie on the bed, face down. She started to take off her nightie but I stopped her. "Just get on the bed."

Once she was lying down I pushed the bottom of the nightie up above the small of her back. Her gorgeous ass was displayed perfectly in front of me. I stepped beside the bed and raised the spatula. I swung it down at a light-medium speed.

"Smack!' Carly flinched and yelped and a red mark appeared on her right cheek. The next strike was a bit harder, on the left cheek. "Count them out loud," I instructed. When I smacked her again she cried out "Owww!" then "Three". I continued alternating cheeks and kept slightly increasing the force with each stroke. After Carly choked out a weak "Nine" I struck her left cheek with the most force yet and she yelled "Fuck!" but then whispered "Ten".

I leaned over her and very gently rubbed the flat of my hand over her cheeks. They were warm, no, hot, and bright red. "Don't move, I'll be right back," I ordered her and then rushed to the other room for my phone. I took several pictures of her enflamed butt then rummaged in her bathroom until I found some cream. I tenderly rubbed it onto her cheeks and then laid down next to her.

Carly turned her face towards mine and I saw that she had actually been crying. I wiped a few stray tears off her cheeks and asked "Are you okay?"

She smiled at me, nodding yes. "Can we talk later? I just want to lie here for a little while and recover."

"Of course, babe, Do you need anything?"

"Some ice water, please."

I went into the kitchen and filled a tall glass with ice from the maker, then poured in bottled water from the fridge. I brought the bottle with me as I delivered the glass to her. Going back into the bathroom I found a clean wash cloth and poured the cold water onto it. Back in the bedroom I laid it gently on her ass. She turned her head to me and smiled, "Thank you."

I laid down next to Carly and softly caressed her back as she dozed off. She woke about an hour later and I was still there and still rubbing her back when she did. She reached down and tossed the warm, wet washcloth to the floor then rubbed her hand over her ass.

"Still hurts," she said.

"Was it too much?"

She smiled and said, "Not at all. Next time you need to do fifteen or twenty."

"Are you sure? You were crying, babe."

"I know. It's going to take a while for me to process this but I think I have more than a little submissive in me. I hated the pain, but it felt good to have no control. I wasn't tied down, this time, so I could have stopped it any time. But I didn't. I felt like I deserved it, although for what I couldn't say. Maybe we should watch Fifty Shades of Grey sometime."

I laughed. "Believe it or not, I've never seen it or read the book. All the women I knew at the time devoured the book, including the one I was living with then."

"I saw it in the theater, but that was ten years ago. We can stream it now. Okay, time to see if I can even stand."

Carly eased over to the side of the bed, staying on her stomach to avoid putting any pressure on her butt. She swung her legs to the floor and I helped her stand up. "Are you okay?" I asked.

"Yes, I can stand and walk, I think. Not so sure about sitting though," she laughed.

When we got to the kitchen, I uncorked and poured her a glass of chilled white wine and fixed myself a scotch. She tentatively tried sitting on a chair from the breakfast set but the hard wooden seat was more than she could take. In the living room she carefully sat down on the sofa.

"How is it," I asked.

"Tender, but if I don't move too much or wiggle around I think I'll be okay. Now, where do we go to order the toys we need?" she said. "I want to feel a real paddle next time, not some kitchen utensil!"

I grabbed my laptop and decided to start with Adam and Eve, a fairly mild adult toy store. There were others I'd seen once or twice that specialized in devices for more hard core devotees but I didn't think we were there yet and likely never would be.

An hour later I hit the 'purchase' button. Our order included a paddle, bondage restraints, a blindfold, O gag, spreader bar, a G-spot rabbit vibrator, a butt plug, silicone anal beads, water based lube, anal desensitizing lube, anal douche, toy cleaner, a Peek-A-Boo mini dress and a cupless bra. The O gag, spreader bar, and anal beads were her idea, the rest I suggested. We had also made a list of several more items we might want to add to our collection at some point in the future.

Carly had discovered that it was best for her to lie on her side rather than sit on her sore ass. While we were shopping she had her head on my lap while my MacBook was balanced on my legs. Once we finished I closed the laptop and set it aside, but she kept her head where it was. Before long she was rubbing my cock through my boxers. We'd never gotten dressed that day.

Carly pulled the front waistband of my boxers over my cock and hooked it under my balls. Then she took me into her mouth and proceeded to give me a second blowjob of the day. The very first time she had blown me was good. Not earth shattering, but good. I mean, is there ever a bad blowjob? Since then I was definitely seeing signs of improvement and wondered what was going on.

Once she had gotten me off and I recovered, I said, "That was great, babe. Can I ask you something?"

"Anything, anytime. You never need to ask permission first, hon. What do you want to know?" she said.

"I hope you don't take this the wrong way but I am certain you've gotten better at oral since we've been together."

She laughed and clapped her hands together. "Good! It's working."

"What is?"

"The first time I sucked your cock I could tell you thought it was just okay, but were too polite to say anything. Since I've only been with two guys before you, I figured they probably didn't have much experience either so none of us learned anything. Whenever I could, like when you were in the shower, or working outside, I googled oral sex, watched porn videos, read articles about 'how to please your man', and so on. I've been trying everything that I learned to see what works. I want to satisfy you, hon. I want to be the best sexual partner you've ever had."

"Well, it's working, hon. Is that why you put deep throat on the bowl list and ordered the O ring gag?"

"Yes. They had those other clamp things to keep a person's mouth open but the O ring gag looks like the most comfortable. And it will work as a gag even when we're doing other things besides oral, without totally blocking me using a safe word if I ever need one or need to use it. Ball gags don't make sense to me since I wouldn't be able to say a safe word with one on."

"Besides," she continued, "I'm starting to really enjoy sucking your cock. It's the opposite of this afternoon's paddling. I had no control then, but when I have your cock in my mouth I'm in charge. I have the power to make you feel exquisite or totally disappointed. Guess I'm part sub and part dom."

"I expect most good lovers are. Sometimes you want to be in control and others you want to put yourself in your partner's hands, and other places," I said.

Carly's ass was still too tender for us to do anything more, so we ordered a pizza and ate it while watching a movie. Afterwards I cleaned up and once Carly had peed and brushed her teeth I applied more lotion to her ass. She thanked and kissed me then pushed me onto my side so she could spoon me from behind. I usually spooned her but she didn't want me pressed up against her sore ass. She reached over my hip and took my cock in her hand, holding it loosely until we both fell asleep.