He spanked me til I cried

"We need a safeword."

"Ok. Pick one."

"I can't think of anything! I'm nervous."

"Well, you need to pick so you'll remember it."

"Ok." My heart was pounding. I'd never picked a safeword for myself. I don't allow myself to be vulnerable like that. But I had asked for this, and I wanted it.

Safeword chosen, I stripped and laid face down on the bed. I peeked up at him.

He had the riding crop in his hand. Oh. So not open palm like we've tried before. Instead of widespread pain like I had only experienced one other time, this was to be a series of sharp, stinging, small painful hits. I hadn't thought about this.

"Relax." Yeah, like that was going to happen. I tried not to tense my body. I held my face in my hands and waited.

He knelt on the bed beside me, crop in hand. There was no warning, just a light swish of air as the crop hit my right butt cheek. My body flinched. He hadn't hit very hard, but hard enough to cross the line to a little bit of pain. He didn't wait too long before the next hit on my left cheek. He alternated between hits and watched my body do little flinches of surprised, painful response.

I hoped he wouldn't tell me not to flinch. I wasn't ready for that yet.

The hits started to come harder. Most of the time he alternated cheeks, but randomly he would strike the same cheek, in what felt like the same spot, and it would hurt. A lot. I let my whimpers and moans be heard. But I knew this only spurred him on.

The slaps of the crop stung and left my skin with this warming feeling. I was no longer worrying about whether or not to control my flinching. It was out of the question. He wasn't waiting for me to settle down or prepare for the next. It was already happening before the sting of the first stopped.

He paused a moment to kiss my red cheeks. "So beautiful," he breathed against my skin. "So warm." My breath shuddered. He resumed spanking me with the crop. 

My hands gripped my head, pulling slightly at my hair. I bit my lip and tried to breath through the pain. He made my spread my legs and hit my ass near my inner upper thigh. I howled with pain after two sharp hits. I pulled my legs shut, so happy I hadn't suggested restraints. I couldn't handle many blows like that.

With my legs closed, he returned to my ass and started hitting three sharp whacks to the same spot, and then changing. It hurt so bad my whole body started twisting away from him in pain. Tears started falling down my cheeks; I've never started crying so fast.

I heard him jerking off with his free hand. He liked it so much. In a frenzy of emotions, I tried to process how I was letting this happen, why I had asked for this, how he could be turned on by it, and just how I knew that my cries and tears (definitely audible to him) would all turn him on more than I probably wanted to know.

He made me spin away from him several more times. He didn't always let me get back to laying on my stomach before he hit me again. I cried and yelled my pain. The tears helped me through it.

Finally, he stopped and I was happy. I'd almost used the safeword, but now that it was over I was happy I had endured. Happy despite the pain and falling tears.

I'd never felt so vulnerable. I laid there as he put the crop away and I continued crying. So many emotions that I couldn't understand were washing through me.

He returned to the bed and laid beside me, one hand stroking my hair and the other holding my hands in his. He was so gentle. I was so raw and tender and he looked on me with such love. I don't remember what he said. He comforted me, held me, and supported me.

He let me cry my tears. He soothed me and held me as the emotions slowly evaporated away. I ended up laying on his chest, resting. Eventually, I asked about how much he had enjoyed spanking me and hearing me cry. He hadn't come, but his continued boner told me how much he was still turned on.

I laid on his chest as he jerked off. He held my head against him and told me how beautiful I was and how he wanted to do it again.

Taken after he had jacked off. Still  a little pink.

He returned the favor

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His first crop spanking

Note, this is part 2 of a 3 part story. Read part 1 here.

He flinched slightly at my little flicks with the crop against his butt. I gently ran my free hand over his cheeks, feeling him lightly. More little flicks. It felt like just the right weight in my hand - enough to get a good swoosh and land a slightly stinging hit, but not too heavy where the motion would feel too repetitive. Perfect.

I started spanking him more with it, alternating between cheeks. The head of the crop is a rectangle, about 3 inches long but only an inch wide. It gives a very direct hit which very quickly turns the skin a light blush red. I made sure both of his cheeks were turning a nice pink glow before I touched his cock for the first time.

I touch it, it was growing hard, but nowhere near hard yet. I was tempted to keep spanking him until he was hard, but it was nearly 2am and I did want to play with him a lot. My free hand reached around and started lightly running my fingers up and down his cock while my other hand was flicking his ass with the crop. I varied the strength of the hits - no need to make it repetitive quite yet. He flinched at the heavier blows, and relaxed with the lighter ones.

I paused to apply lube to his cock. We are running low on our good lube, so we bought some emergency back-up at the sex shop to make sure the good stuff lasted. It was runny and half dribbled onto the bed when I turned my hand over to apply to his cock. He tensed at its coolness. He had been growing harder still before I applied the lube, now he was almost rock hard with my hand gliding on him. He moaned into the bed, eyes closing.

I turned my attention back to his ass. I hit him with the crop, making random choices on which side and where to hit him, sometimes moving on, other times hitting him in the same spot over and over. It started to grow painful and he was flinching. With each flinch I watched his balls swing freely between his legs. I took the crop and gently, lovingly spanked him.

His eyes popped open in surprise. "Gentle!" he urged, almost panicked. I hit him again.

"Aren't I being gentle?"

"Well, yeah..." I hit his balls again and again. Then without warning, a hard SMACK to his ass. He moaned again. I dropped the crop and smacked him with my hand. I left an outline of my hand on one cheek, then the other. His ass was still pink from the crop, and now it was turning a brighter red. I hit him hard, making my hand sting. He moaned loud.

I stopped moving my hand on his cock, holding it still, and I spanked him with  my hand again. His body flinched forward with my blows, forcing his cock to move slightly in my hand. Each blow was a mix of pain and pleasure for him and his moans betrayed which side was winning.

"Are you a naughty boy?" I asked.

"Yes... oh yes I'm naughty!" was the eager reply.

I hit him hard again. Again. Again. "Why are you naughty? Tell me reasons."

He didn't say a word. I hit him hard, as hard as my hand could. His eyes pinched in pain. I ordered him to tell me why he was naughty. I removed my hand from his hard cock again. More smacks. "Tell me, or I'll just spank you and let your dick go limp." He whimpered. My hand was stinging.

"I like boys." He almost whispered.

I picked up the crop and hit him very hard with it. He cried out. "Naughty! You shouldn't like boys!" Again and again I landed stinging blows on him. "You're so naughty. I bet you wish I was a boy jerking you off." I grabbed his dick in my hand and started jacking him off again.

He moaned into his pillow. When he didn't answer I spanked his balls lightly again. "Answer me."

"Yes! Yes!" he conceded. I spanked him for his answer. Then I dropped his cock again and spread his ass cheeks apart.

"I bet you wish he would eat your asshole, too."

He moaned again, and I applied fresh lube to my hand and went back to jerking him off. I spanked him with my hand again, focusing on one cheek while I bit his other ass cheek. "Naughty" I said in between bites. I kissed him a couple of times, then bit again. I watched my hand land blows on his red cheek. His dick felt very hard in my hand.

His ass was high in the air, perfect for receiving that cock or tongue I knew he was thinking about. I took up the crop again, used my dick-hand to spread his cheeks again, and spanked his asshole with the crop. "Naughty, naughty, naughty boy thinking about other men!" He moaned into his pillow again. "I know you want them to lick you there!" And then I was smacking his cheeks again, hard and my hand was on his dick jerking rough and fast.

"I am... I do... I'm so naughty...." he breathed into his pillow with shut eyes.

More blows with the crop and all of his ass was a nice red hue. I dropped the crop and used my hand again. "You're a fag," I said harshly. His eyes opened in surprised - I've never used that term before, only he has. But I spanked and jerked him hard, he moaned into his pillow more. I could tell he was getting close to orgasm, so I held his dick, hand not moving again. I squeezed him gently.

"Thinking about those boys you like? I bet you wish they would do this," and I shoved my face into his ass, licking his asshole with fast rapid strokes. His whole body tensed and his moans became loud and high pitched. He begged me to not stop, keep going, lick that asshole...

I stopped. I spanked him for enjoying it too much. His moans became almost squeals of pleasure, I hit him with my hand as hard as I could. He twitched when his cock moved in my still hand. Yes, he was too close to orgasm still. I picked up the crop and made blows that I'm sure would sting. I had to make sure his ass stayed a bright red color.

Then I removed my hand from his very hard dick, and continued to lick his asshole again. I licked and tongued him, spreading his cheeks, forcing them apart. His squeals turned into the highest pitch sound he could make, disappearing into silence as I ate him out. I licked and kissed him as fast as I could. I attacked his asshole with my tongue.

Then I stopped again. More lube on my hands, then very strong jerking motions. His head rose off the pillow, eyes pinched shut. My other hand started smacking him very hard, pushing his body forward with the force of each blow. His cock was so hard in my hand it made my fingers hurt. I didn't relieve my grip, I jerked him faster. I spanked him with my flat palm pushing his body with each blow.

His head looked down towards his cock and I knew he was close. He always watches himself cum. I spanked as fast as I could without losing any strength in my blows to his very red cheek. "Don't you stop, don't you dare stop!" He started to yell at me.

I didn't stop. I hit him over and over, arm swinging back while my other one held onto him, leaning forward with the blows so he didn't wrench his cock from my grip. He yelled it more, his body now pushing forward and my blows kept pushing him. "Don't you DARE STOOOO....." and the word was lost in his growl. I didn't stop. I spanked and jerked him while his body tried to get away from me. I pursued him.

He trembled and lost his strength, collapsing onto the bed and rolling onto his side. I looked at him, smiling. He was curled into a ball, moaning slightly.

I got up and washed the lube off my hands and rinsed out my mouth. I returned to the bed and lightly kissed his face; he jumped awake. His eyes opened briefly to look at me. "I love you," I said.

"I love you," he was barely speaking. "Oh baby. Oh my goodness."

"Yeah?" I said, grinning. He hadn't moved again.

"You are perfect. Just... perfect."

"Oh I am?"

"Yes. So... perfect. Oh my goodness...."

I crawled next to him and cuddled him. A few minutes passed and I replayed his orgasm in my head while I spooned him.

"Honey..." it was said with a tone I knew. "I don't think I can eat you out tonight..."

"I know," I said. "Tomorrow."

"Ok... thank you." And then, after a pause, "Honey...." in the same tone.

"Hmm?"

"I hate to ask you... but I'm really hungry... could you get me something to eat?"

"Now?"

"I'm so hungry... please?"

"Ok..."

"And something to drink, too?"

"Yes, dear."

I went to the kitchen. The clock read 2:58am. I had played with him for a lot longer than I realized. I made him a quesadilla, brought him a drink, and put on some cartoons as we cuddled in bed snacking. He ate leaning on his side; sitting up seemed like too much effort. He called me the best girlfriend and the perfect woman.

Finally, it was time for sleep. His cum spot which took up a good 3x6 inch square right in the middle of his normal sleeping spot. I moved him over closer to me, and held him as we went to sleep.

The next morning, he repaid the orgasm in some very excellent ways...

to be continued...

Date night our way, pt 1

We decided to go out and have an actual date night. It had been several weeks since we've actually gone out to dinner and enjoyed our time together. It was a much needed break. First, a quick review of the day: Wake up. Cuddle. Sex. Cuddle. Video games. Movie on the couch. Video games. A typical Saturday for us, actually.

So we headed out to dinner to our favorite restaurant - Chili's. It was the place of our first "date" (I'm putting that in quotes because it happened after we met online and then slept together after our first meeting, detailed in a 2-part entry here and here). The first time we ate there, we were both so shy and nervous. Conversation was difficult and and our shy natures made it a quiet meal. (The irony of the first "date" being awkward even after all the talking and skyping and in-person sex we'd had is not lost on us!)

Dinner was fun. We were seated in a far, empty corner of the restaurant away from the crowds which I appreciated. Eventually another couple was sat in our section, but it remained quiet. We laughed and giggled and had a great time just enjoying each other's company.

After dinner, I remembered I had a Groupon to a local sex toy store. We decided to head there next. We wandered and wandered, unsure what to get. I found out they have a very nice selection of all things lingerie - shoes, gloves, stockings, bras, panties, oh my! What I was disappointed to find is they stock of lot of jelly toys and most of their lube contains glycerin - a big no no for us. We checked out their video section - they rent and sell. I've never rented an adult DVD before, maybe we'll go back and try some DVDs out. (Like the gay stud one the BF pointed at and grinned).

We made our purchases and headed home. We had lingered a long time in the store, but how could we not? We got home and hopped onto our computers - more video gaming was needed! Finally, around 1am or so we decided it was time to log off and head to the bedroom for our fun.

First, we showered together. Then, we got ready for bed and I prepped one of new purchases for us: a Spartacus leather riding crop. We gave each other some trial smacks with it, and we both liked the sensation. It had a nice snap to it; not too sharp where it stung but enough of a whip to actually enjoy it. I knew it had exciting prospects for me - I can't take him spanking me, but perhaps I could take a spanking from this!

His turn first. We had talked earlier in the day that it had been much too long (like two weeks) since I had given him a proper spanking. That talk had inspired the purchase of the crop. I had him assume the position we normally take for this: on his hands and knees, ass in the air and head on the bed. I sat around him at the back, one leg straight out toward his face, the other around his legs. I had easy access to his ass and dick now.

I gave him some preliminary spanks, testing the range and feel of the crop. It was long, but I liked the movement it required of me. The swoosh in the air made a very slight sound. Yes, this was going to be very fun...

To be continued.