Please read chapter 01 before reading this so you know the characters. Like chapter one, this is a domination/submission story not a bondage story. At least not yet.
I didn't sleep much that night for several reasons. Jimmy's requirement that I masturbate every two hours would have made getting any rest difficult enough, but knowing that Christine had busted me coming out of his room and thinking about what she would do with that information meant I couldn't really fall asleep between the two hour alarms. The best I could do is lay back with my eyes closed and try to control my breathing allowing me some rest.
As I am sure you guessed, my masturbation sessions were brief. Jimmy's requirement that I stop as soon as I thought I would orgasm meant I could only touch myself for a couple of minutes. Then I would have to quit or risk failing his task. Then I would think about Christine. Christine had always been friendly toward me, but I didn't have a good read about what she was into. Jimmy, by contrast, presented as a typical 18 year old horn dog. Christine was out with friends frequently, but we never really talked a lot.
After my 6am masturbation session, I decided to get up and shower. Jimmy's dried, crusty cum had been an irritant all night and I obviously needed to wash my hair. I knew I only had until 7 to make myself presentable and I wanted to do a little breakfast prep before I woke him up. That meant I had to rush, but as I looked at myself post shower, post makeup and wearing just a robe as ordered, I have to say I looked fuckable. At least I hoped I was fuckable. I was desperate to cum and would prefer that it happened impaled on Jimmy's cock. I tried to be quiet heading down to the kitchen so I wouldn't wake Christine. I didn't need her snooping outside Jimmy's door.
I mixed up some pancake batter and broke a few extra eggs in a bowl to scramble later. I also put some bread in the toaster, although I didn't turn it on. I was almost late getting back upstairs, but I was on-time according to my phone. Jimmy had not specified which clock would determine if I was late, so I figured my phone was accurate enough. Was he faking that he was asleep? I don't know. But as I peeled back his blanket, I was elated to see he was sleeping commando and even soft, his cock was impressive and yummy looking.
I couldn't kneel in front of him and reach it, so I laid down in the bed and began what would become my normal morning routine. As is the case with most young men, it didn't take long for his cock to stiffen in my mouth. It was a wonderful feeling. Soon after that, I felt his hand possessively on the back of my head. I hoped that meant I was a good girl and he would reward me with another fuck.
Jimmy didn't say anything. He simply held my head and let me blow him. I was so focused on making him cum, I didn't even think to pause and ask him to fuck me. I also didn't reach between my legs or play with my nipples, although I considered both. I knew pleasuring myself, while not strictly forbidden, would have been against the spirit of how I was supposed to wake him. He lasted about 15 minutes before giving me a mouthful of tasty cum. Then, much like last night, he simply dismissed me to fix breakfast while he showered. While I luxuriated to the taste of his cum in my mouth while I finished making breakfast, I must admit I was disappointed that he didn't touch me or at least allow me to touch myself.
While in the kitchen, I was surprised that Christine was the first downstairs to join me. I had been dreading the conversation she warned me we would have and hoped Jimmy would join us quickly so my talk with her could be delayed. Fortunately that is exactly what happened.
Breakfast was surreal. Christine didn't find my making breakfast for them weird at all. At least if she did she didn't mention it. She also didn't comment that my robe was fairly short and try as I might, showed some cleavage. It was a robe I had bought in anticipation of Charles enjoying it when we traveled together. Christine also never mentioned she knew Jimmy and I had played last night. For his part, Jimmy didn't say anything inappropriate in front of his sister. He did pin me from behind against the counter when she wasn't looking. He also whispered in my ear that he would, "Take care of me," later when he got home from work. That made me gushy.
Jimmy left the kitchen soon after and headed upstairs. Christine stayed behind. I was nervous, but still wet from what Jimmy said. He came back downstairs a few minutes later and waved goodbye to us. As soon as he was out the door, Christine told me she knew I had played with him.
"I know dad lets you fuck around, but do you really think it is a good idea that you screw around with Jimmy?" she asked.
"I didn't exactly plan it," I tried to explain. "He sort of seduced me yesterday." That was my nice way of saying her dad told him my kryptonite and he used it to get into my pussy.
"He fucked my college roommate," she told me. "I know he has a big dick."
That comment surprised me. I didn't expect his sister to be commenting on his anatomy. I was trying to formulate a response when my phone chirped. Looking at the text message, my face must have given away my surprise. Christine immediately asked what was up. I didn't want to tell her, but she badgered me until I finally admitted it was from Jimmy.
"Ooo, let me see it," she exclaimed. I guess her roommate had not shared his rather neanderthal techniques. I also didn't want to admit I was getting excited again.
"Come on," she continued. "Your nipples just hardened when you read the message. Let me see."
I had not realized my hard point showed through my robe and I was desperate to get out of this conversation.
"I don't think showing you is a good idea," I replied.
"If you show me, I'll share a secret about my mother," she countered. Then my phone chirped again.
As you know, I don't think rationally when I'm aroused and after a few more back and forths in the conversation, I found myself sitting next to her on the couch and handing her my phone. Jimmy's instruction seemed dirtier having her read them out loud instead of my just reading them.
"Slut, you were good this morning and if you're good the rest of the day, I'll fuck the daylights out of you after dinner," she read without commentary. Why did it turn me on more to have her read his message out loud?
"I want you to edge again every hour on the hour. I want you so horny that you'll cum as soon as I stick my cock in you." I desperately wanted to still my fingers in my cunt and make myself cum even if I was sitting in front of Christine.
"After Christine leaves, I want you to drop your robe and spend the day naked. Each time you edge, I want you to do it in a different room in the house. Do it on the kitchen table, the dining room table, on Christine's bed, on the wash machine, etc. Don't bother with the living room couch. You already befouled that."
Christine looked at me after reading that text. She had a sly grin on her face and then looked at the couch working out in her mind how her brother and I fucked on it.
"If you understand these instructions, reply, Yes Sir."
I watched as Christine replied to the message. She then, looking at my phone said, "You have 45 minutes until you have to edge. Let's talk."
We sat together, talked and learned about each other. If it wasn't for the subject matter, you would think it was just a step-mom learning about her step-daughter. Mostly I did the talking as she was very interested in my promiscuous life. She said she had a couple of boyfriends and had sex with her female roommate a few times (typical college experimentation she claimed), but beyond that, didn't give me much detail. I thought perhaps after fucking her brother, her roommate didn't want Christine any more, but I didn't ask. Of course we talked about why her brother was texting me instructions and I told her details of what we had done. It was a weird conversation. She wasn't judgemental at all. She seemed genuinely interested in my exploits. Then she announced it was the top of the hour. I half expected her to pull open my robe and masturbate me, but she announced she was going up to her room to give me privacy.
I still felt weird about completing my task for Jimmy while Christine was in the house, so I went downstairs. The basement was nicely finished on one side in early American man-cave style. Big TV, poker table, bar, foosball, pool and darts. The unfinished side had the laundry room, mechanicals, a tool bench and lots of chrome storage shelves on casters. They had always been neatly arranged along the walls. Charles was nothing if not fastidious about keeping everything neat and tidy. I thought about sitting at the bar and masturbating pretending I was at some club waiting for a date, but since I was in a robe and had been playing step-mom to the kids, I decided to sit on top of the wash machine and be a naughty housewife.
I dropped my robe and moved a step stool in front of the washer after confirming the top would support my weight. After I sat and spread my legs, it didn't take me long to feel the pangs of arousal and to worry about being able to stop. I wanted to prolong what pleasure (or was it agony) I received so I slowed down long enough to let my arousal wane, at least a bit, and then sped up to get close again. This was madness, of course, but I started to enjoy how Jimmy was ordering me to make myself incredibly horny. In the past, if I didn't have a partner, I might tease myself a bit, but I always made myself cum fairly quickly. Stopping and starting now, knowing I would fail the challenge if I came made my masturbation even more exciting. Thinking about Jimmy fucking me that night was a good motivator, although if he changed his mind I would be taking care of myself in short order. I probably lasted maybe 15 minutes teasing myself through three cycles before I had to stop or risk losing control.
Panting, I hopped off the washer and put my robe back on tying the sash belt around my waist. I anticipated this would be the end of the story, at least for 45 minutes until I had to do this again, but I noticed one of the chrome racks seemed to be slightly out of place. Curiosity led me to explore the reason. It seemed to have been pulled out and when it was moved back into place, one of the casters got stuck against the shelf next to it. Jimmy or Christine must have moved the shelf to grab something and didn't pay attention when pushing it back, I reasoned. I took one of the upright bars in my hand to move it back where it belonged, when I noticed a door behind it. Now I was really curious. I pulled the shelf all the way out. The door was labeled, "business storage" and had a deadbolt. I tried to open it, but as I expected, it was locked. It made sense that Charles would store things at home, I guess, but why the deadbolt? Oh well. I will ask him about it when he gets home from this trip. I moved the shelf back into position and went upstairs.