"Go ahead and struggle Charlie," a voice in the dark said. "You're not escaping."
I recognized the voice as Julie. Again it wasn't the good Julie the waitress either. Luna continued to narrate her roleplay, but the action was very real for me. Technically you could say I was being raped, but I enjoyed it too much to ever press charges. Julie was just the proper amount of rough for me. She finger fucked me hard and when she let go of her panties, leaving them over but not pressed down on my nose, and started abusing my nipples, I went into orbit.
You know how I sounded like I was complaining my last two Luna orgasms were not strong enough? Well that wasn't an issue here. Luna kept my brain spinning with her voice while Julie did the same for my body with her fingers. It was scary how easily Julie manipulated me until I was on the edge and begging Luna for permission to cum. She replied that I "needed to ask my new Mistress." I definitely had not expected that, but of course in my shattered state begging Julie to make me cum was easy. Her giving that permission, not so much.
"I want to see just how much a slut like you can take," she told me. I was moaning continually and repeated my pleading for permission to cum. She continued to deny me that, preferring to see if she could break me and make me cum without permission. It became a battle of wills. She continued to debase me while stimulating my body and making me pledge to serve her. Luna chirped in that I was going to serve both of them. My mind was spinning. I was fighting to win this challenge.
Naturally I did pledge myself to Julie, but I didn't give her the satisfaction of cumming without permission. I figured she would get tired eventually figuring she had gotten her revenge on me and let me cum. It took a while, but eventually after begging and sounding convincing that I would do whatever she wanted as a thank you, she said the magic words. I came immediately just as I did for Luna. I was left panting on the bed and by the time I calmed down, uncuffed myself and took off the blindfold, Julie was gone. I went to her bedroom, but it was dark. Then I had a bad feeling and went to the office to look down on the pool house. Julie was sitting on Luna's bed and they were talking. I bet I could guess the subject. I watched for a while to see if they would get it on, but they didn't. Luna probably knew I was watching which meant Julie probably did too. I went back to bed and fell asleep quickly this time.
When I woke, I found another trashy outfit folded on my dresser along with the next size up butt plug. I remember Luna saying after this one I would be ready for her to fuck me up the ass. This outfit wasn't a maids costume, but I still would be embarrassed to wear it anywhere except in front of Luna. I suppose now I had to add Julie to the list of people that would see me.
When I reached the kitchen, Luna and Julie were already sitting at the table chatting like old friends. That worried me, but I said nothing and began making their breakfast. I was glad Julie was leaving for Spring Break and wouldn't be around next week. Of course, if she told her dad about me, I wouldn't be around either. But hopefully last night changed her mind. After I served them breakfast, I was ordered under the table for my own breakfast. They were sitting face to face and both were bottomless. I chose to service Luna first, kneeling on my hands and knees between her thighs. I hope that didn't make Julie jealous. Shortly after I started eating Luna, I felt Julie's toes probing the plug filling my ass.
Any sounds I might have made were muffled by Luna's pussy. Julie surprised me by talking about having anal sex with her boyfriend Thomas. She also commented that based on the side of the plug, he was smaller in stature than Luna's strap-on. Luna asked if she would like to try it.
"Giving or receiving?" Julie replied.
"Why not both," was Luna's answer.
"I don't know," Julie continued. "If you're better than him it might be awkward on our trip."
"Oh, I'm better than he is," Luna boasted. Then she grabbed my hair and lifted my face away from her pussy. "Isn't that right, Pet?"
"Yes, Mistress," I answered quickly. "Nobody has ever fucked me like you do."
"Perhaps I will just help you fuck my slutty mom instead," Julie said. That was the first time she called me mom. It sounded nasty to me. And exciting.
Luna pulled me back to her pussy. "Get us off and maybe we will spit roast you," she told me. I redoubled my efforts to get her off. I couldn't see her, but it sounded like Julie may have been rubbing her own pussy in anticipation. Perhaps she wanted to speed her own orgasm once I got to her so they could move on to fucking me. And fuck me they did. Once again in my marital bed. That was Julie's idea. And once again on camera. That was Luna's idea. So much for crossing off another room this morning.
Luna had gone back to her room to get the strap-on and lube. Julie stripped down, basically removing a t-shirt and took all my pillows to form a backrest on the bed. She seemed pleased to be taking my place in her dad's bed. She then spread her legs and told me to dive in again. That was a command I was happy to execute. Luna returned a few minutes later. I heard her putting on the strap-on and then felt her removing the butt plug. It was time. Either my fears would be real or I'd learned that they were imagined. The cool gel of the lube heralded the formal disappearance of my anal cherry.
Luna's strap-on still felt wider than the big plug I had been wearing, but since she had been training me to stretch my ass, it wasn't too painful and I quickly accommodated it. The primary difference was my ass didn't get a chance to snap shut around the base of a plug. The dildo forced me to stay open. That was definitely a new experience and not one I enjoyed. At least at first. But as Luna had promised, I discovered nerve impulses I had never experienced before and as she started fucking me with a deliberate cadence, it started to feel really good. Of course Julie's pussy leaking her juices into my mouth helped too as they were a welcome distraction.
Every time Luna thrusted, my head was pressured against Julie. I quickly figured out why the women in the porn movies I watched liked threesomes. I even thought about what it would be like for me to blow Rudy while Luna fucked me. OK, that wasn't likely to happen, but I thought about it. Julie seemed to be enjoying having me thrust against her too based on her guttural sounds. She hadn't made those when I ate her in the kitchen.
All too soon, I felt the early pangs of a building orgasm. Just like she had not lied about the nerve endings up my butt, Luna's prediction that it would be easier to cum that way was about to be proven true. I reached my hands around Julie's butt in an effort to keep my mouth plastered to her pussy. I needed to make her cum before Luna took me over the cliff. Although I had made both my Mistress' cum in the kitchen, I didn't want to risk orgasming before them since we just started another encounter. Fortunately Julie was a quick cummer. She was easy to get off in the kitchen and she was quick to cum in my bed. What a turn of events this was. I never thought I would be happy that my step-daughter, rival from the beginning, would be climaxing in my bed and I would be proud of it. I thought back to last night when she basically raped me until I came on her fingers. Now I was eagerly lapping at her wet, soft, folds while being fucked in the ass. And loving it. And building toward what was sure to be a loud orgasm. I almost said sloppy as I was sure my pussy, soaking as it was, would start leaking all over the place. But I didn't really know if that was true for an anal orgasm. I knew I would scream as soon as my mouth was released from its current service.
With stars exploding in my head, I howled into Julie's pussy. She pulled my head back so both my Mistresses could hear me. Luna buried her cock deep inside me and slapped both my ass cheeks. "That's it slut," she hissed. "Show us that you're an anal queen now."