Continued from Two Nights With Mistress Tracy (Part 7)
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Pam crawled between my legs and, with zero hesitation, dove in to pleasure my pussy. I looked to Mistress Tracy who was watching intently.
“She’s obedient,” I said softly, running my hand through Pam’s short brown hair.
“Of course she is,” replied Mistress Tracy. “What would you expect?”
I laid back and enjoyed the licking. I’m wholly against using the word ‘indescribable’ to describe something, because that seems… well, stupid. But fuck. It felt really, really amazing.
And it all went way too fast.
I cried out loudly as I shuddered through one of the most massive orgasms of my life. Pam sat up and looked pleased with herself as she wiped my juices off her face.
My estimation was that I had thirty-eight minutes left to dominate Pam. I honestly didn’t really want to fuck her butt with the strap-on. I’d never been on the giving end of strap-on use before, I’m not that into assholes, and I didn’t want to hurt Pam. But, what Mistress Tracy wants, Mistress Tracy gets. She helped me slip into the harness thing while Pam knelt by our sides and watched. When I looked down at the black dildo that was sticking out just like a hard cock, I felt oddly powerful. I grabbed it and stroked it a few times, somehow thinking that I’d feel pleasure from that action.
But no, the cock was not wired to my clit. I giggled and Mistress Tracy grinned.
“I’ve never done this before,” I told her.
“I know.” She sat back down on the couch, not uttering even one word of advice.
I looked down at Pam who was staring up at me. She looked cute, waiting for me to decide how I’d go about fucking her.
“Um, OK,” I said, dropping to my knees. “Will you get on your hands and knees?”
“Tell her what to do, Sadey,” Mistress Tracy said. “Don’t ask. Tell.”
I took a deep breath. “Get on your hands and knees!” I said loudly, but I didn’t need to. Pam was already putting herself into position beside me.
I slid a finger inside of her pussy—she was wet. I found her clit and circled it with my index finger a few times, making her moan and arch her back.
“Maybe I’ll do her pussy first?” I asked hesitantly, looking over to the couch for support.
“Maybe you will,” said Mistress Tracy.
Pam spread her knees apart a little, and arched her back even more, displaying herself for me. I think she was trying to help move things along. I slid the tip of the dildo inside of her. When there was no resistance, I moved forward until the entire fake cock was buried inside.
I felt triumphant at this point. I grabbed Pam’s hips and held them as I rocked in and out of her and was delighted when she moaned with pleasure.
Mistress Tracy stood up and walked around us. She waved her phone in the air teasingly before snapping a photo.
“For Nate,” she said with a smile. She tossed the phone aside and knelt down behind me. Placing her hands on my hands, she made me tighten my grip on Pam’s thighs. Then, she moved with me, helping me develop a rhythm.
“There you go, just like that,” she said in an uncharacteristically kind tone. She got up and moved back to the couch.
I fucked Pam like that for awhile until her moans told me she was close to climax. Then, pulling out, I smacked her butt, making her yelp.
“I should use lube for her butt, shouldn’t I?” I said, looking to Mistress Tracy.
“Where is it?”
She shrugged again. Then, rolling her eyes, she said, “I can think of someone who can fetch it for you. Someone who might be motivated to help you find it.”
“Pam, go get me some lube,” I said. As an afterthought, I added, “Crawl.”
So Pam scampered away on all fours to fetch the lube.
“I’m terrible at this, aren’t I?” I asked.
“You aren’t a natural, but you’re doing OK.” Mistress Tracy appeared to be enjoying herself immensely.
Pam reappeared with a small bottle of lube in her mouth. I took it from her and she put herself back into position in front of me.
Trying to act assertive, I dribbled a little bit of the lube onto Pam’s asshole and slid my pinkie inside. Just like that–no hesitation on my part. And Pam’s ass easily took my finger.
It felt tight, though. If I’d been in Pam’s place, I would have hoped for some help stretching me out before sticking the dildo in my butt. So, I pulled out my pinkie and replaced it with my index finger.
Pam moaned, and Mistress Tracy smiled.
Then, my index finger and middle finger. I fucked her slowly with two fingers, letting her adjust to the feeling. Pam sort of backed up at that point, trying to get me to fuck her deeper. I’m not sure if she did that consciously or not, but I felt like it was a good sign she was ready.
I coated the dildo with lube and dribbled even more on her anus. Then, taking a deep breath, I placed the tip of the dildo on her butthole and tried to press it inside.
It didn’t go in. Instead, with all that lube, it kept slipping around.
On my third attempt, the head of the dildo entered the target and Pam moaned loudly and winced a little.
I pressed harder, holding her hip with one hand to keep her from moving forward and holding the cock with my other hand.
Pam was taking deep breaths and I know she was trying to relax. Little by little I got the dildo inside of her. When it was a third of the way in, I felt confident it wouldn’t slide out of place, and I put both hands on her hips, pulling her toward me.
Finally, I pushed it all the way inside of her.
“We did it!” I exclaimed, looking to Mistress Tracy for approval.
She shook her head at me. “Fuck her,” she said firmly.
So, I fucked. Somewhat awkwardly, I fucked Pam’s ass with that dildo. I have to say I’m not a strap-on natural, and I was terrified of the damn thing sliding out. I know Pam’s butt would have probably stretched enough to easily take it inside again, but I didn’t want to test those waters.
Pam was moaning, part from pain and I think mostly from pleasure. When I was ‘balls deep’ at one point I paused and reached under her to feel her pussy. She was dripping wet.
When I felt she’d been sufficiently fucked in the ass, I looked to Mistress Tracy for approval to move on to other activities. She shrugged again, and was generally set on not being helpful.
I pulled out of Pam’s butt. “Help me out of this thing,” I said.
She got on her knees beside me. Her face and chest were flushed with her arousal. It took her almost no time at all to help me out of the harness.
“How much time have I got?” I asked Mistress Tracy.
She checked her phone. “Twelve minutes.”
That was nothing!
“Would you like her to lick you while I spank her?”
She smiled. “That sounds nice.”
“Pam, go take off your Mistress’s pants,” I said. My voice was getting… sterner. Nate, you would have been amused.
Mistress Tracy let Pam take off her pants and shoes and she sat on the couch with her legs spread wide.
“Go on, Pam,” I said. “Lick.”
So Pam got in between her legs and began licking. Mistress Tracy placed her hands on Pam’s head and pressed down hard. This caused Pam to make a muffled noise into Mistress Tracy’s cunt which was incredibly sexy.
I got on my knees beside Pam and rubbed her ass for a moment, slipping my hand in between her legs to rub her cunt. She moaned even louder and Mistress Tracy sighed happily.
Then, I spanked Pam. Lightly at first. My gaze went from Mistress Tracy’s face, who was watching me, and Pam’s butt, which was getting to be a nice shade of pink.
Finally, Mistress Tracy got impatient with me and took back her control. “Spank her harder, Sadey,” she said.
I gripped Pam’s waist, holding her body against mine, and smacked her butt hard. Pam groaned into Mistress Tracy’s pussy, and I smacked her again.
In between each spank I looked back to Mistress Tracy who was clearly close to cumming. She looked like she was fighting orgasm, wanting to prolong the moment. I kept spanking Pam, harder and harder, until Mistress Tracy started trembling with pleasure. She was climaxing hard.
On a whim, I pushed three fingers into Pam’s cunt and felt her tighten around me. She came, too, screaming into Mistress Tracy’s pussy.
I don’t normally climax without clitoral stimulation, so the fact that Pam came was very surprising. I sort of backed away in surprise.
Mistress Tracy was stroking Pam’s hair, and Pam rested her head against Mistress Tracy’s thigh.
Finally, Mistress Tracy turned to me. “Good job,” she said with a smile.
Relief. “Thank you.”
“Let’s clean up,” she said, getting up and helping Pam to her feet. “Then eat. I’m starving.”
… to be continued …