My first femdom part 5: the long weekend [MF]

Links to the other parts of the story in my profile!

TL;DR: A friend of mine named Claire owns me sexually. She does whatever she wants with me, but will stop seeing me if I ever use my safe word. I find it too hot to quit, no matter how far she pushes me. These stories take place about 7 years ago, so I’m writing from my memory.

—-

After my third orgasm I was begging Claire to stop. This was by far the most intense orgasm I had ever had (a statement I was getting used to on a regular basis with Claire.)

“Babe, that was intense. I need a break!! Turn off the vibrator please!!”

My legs were still tense from whatever was in my ass. I couldn’t bring myself to let go of the tension for fear that it would slip further into me.

“I can’t stop, we still have 4 more orgasm to go to beat the record. I’m not about to be second best to your hand.”

“When I told you 6 times in one day that was over the span of hours, now pleaseeeee give me a break.”

“Give me 1 more orgasm and I’ll give you a break.”

“I can’t…” I wasn’t kidding. My penis felt raw from 3 orgasms in the span of 15 minutes or so.

Claire turned the vibrator off, slipped it off of my dick and then pulled whatever was in my ass out, which felt like a huge relief but pleasurable at the same time.

I heard her walk back into the closet, but I couldn’t more or see what she was doing. She returned quickly and stood in front of me.

“Mouth open.”

“For what?”

I heard Claire sigh.

Suddenly I felt her grip my balls and squeeze which sent a tremendous amount of pain through my body.

“Mouth open please!”

Fighting through the pain I managed to stop gritting my teeth and open my mouth while she held onto my manhood. Claire slipped a gag into my mouth and then released me from my pain.

“You’re gonna cum once more for me tonight.”

She walked around to the back of the chair and fastened the gag around my head. When she was done, she returned to the front of me and slipped me cock back into the vibrator. I knew what to expect next but was still not prepared to have my ass penetrated again.

Claire turned the vibratory back on while she teased my ass with whatever she had down there. My raw cock was still not ready for another round.

“You’ve been good to me tonight. Lets finish strong…”

Claire turned up the intensity on the vibrator and slowly placed the object in my ass. Entering me slowly felt worse than the sudden way she entered me before. I could feel my hole being stretched out.

Before I knew it, she had reached my prostate. She could probably tell by the moaning sounds coming through the gag.

“Almost there, baby…”

My breathing pace increased and my legs tensed up, another orgasm was coming.

“Just let go, relax for me. I’ll make you cum… just one more orgasm for me.”

Her dirty talk, if that’s what you wanna call it, was hotter than ever. I couldn’t even use my safe word if I wanted to because of the gag.

I began cumming, but I could tell it was mostly dry/semen since she had just emptied me three times prior. I thought I’d have more in the tank since I was in chastity for most of the week, but I was wrong. The pulses of my orgasm felt mostly empty, the orgasm still intense nonetheless.

I began pleading incoherently through the gag for her to stop. Claire let out a little laugh.

“Good boy,” she said, while slipping my cock out of the vibrator and removing the device from my ass. I heard the vibrator turn off and it wasn’t long before Claire removed my gag.

“I don’t know if I can do any more, even with a break. They’re not usually all this intense.”

“I’m not letting you off that easy,” she replied. Climbing back on me, straddling me in the chair. She removed my blindfold and I could see her in all her pale beauty again. “It’s getting late, maybe we’ll end this date a little early.”

I looked over to the clock, it was a little before 9pm, not exactly late for us at our age. A little early, I might even say.

“I can make it up to you.” I couldn’t tell if she was disappointed in me or not, but I took her sending me home early as a bad sign. “I’ll go down on you, or anything. It wouldn’t be very gentlemanly of me not to return the favour.”

Claire placed one arm around the head of the chair and her other hand on my face as she leaned in and kissed me. We continued to kiss passionately for a few minutes. I was turned on again, but my penis simply did not have the stamina.

“You did great tonight, but I think you’re tapped out for the evening. How about I get the last 3 out of you tomorrow?”

“I think I could do that.”

“Great,” Claire replied with excitement. She climbed off of me and went back into her closet and emerged fully dressed. She was wearing very tight blue jeans and a tank top.

“Wanna uncuff me so I can get dressed too?”

“You still owe me 3 orgasms. You’re staying here until I get them.”

“Wh… what?”

Claire bent over and retrieved the gag from the floor and once again grabbed me by the balls, squeezing enough to make my pull against all my restraints while she shoved the gag back into my mouth. Once it was back in my mouth she let go of my balls and fastened the gag once again.

“I’ll be back later, I’m going for drinks with the girls. When I get back we’re gonna finish where we left off. Sound good?”

I didn’t know what to say. I couldn’t say anything with the gag on anyways. I made incoherent moaning sounds.

“Thanks for a lovely dinner and evening,” she whispered into my ear. She then planted a kiss on my cheek, followed by one long lick from my jaw to my eye line, up the entire side of my face. I instinctually wanted to wipe it away, but I couldn’t move.

Claire turned the lights off and a few moments later left her condo, locking the door behind her.

—-

I’ll write part 6 if there’s interest. Let me know!

Source: reddit.com/r/gonewildstories/comments/mgyalb/my_first_femdom_part_5_the_long_weekend_mf