Underestimated (Underestimated, #1)

I felt Dawson tense beneath me, but he didn’t stop me as I let my mind drift back in time, once again.

“You know you’re not allowed in my office without me telling you to be there, don’t you?”

“Yes, Drew.”

“And you also know that I am going to spank you now, right?”

“Yes, Drew.”

I didn’t even wait for him to tell me what to do next. I slid out of my panties and my nightshirt and lay across the bed and his lap. He rubbed my ass a couple of times as he always did and began his ritual. He slapped me hard and then rubbed the sting away, purposely moving between my legs as he did. I could feel his erection on my hip, and he would ever so often, pull me toward it to so that he could grind into me. I tried to make myself not get wet. I would think about any and everything under the sun except for the orgasm that I wasn’t going to be allowed to have.

Once he was finished with his routine he told me to lay down and spread my legs. I did of course, and he rubbed my conspiring juices into me.

“You want it up the ass don’t you?” he asked, knowing that I would say yes, regardless of my true answer.

“Yes,” I whispered, and he flipped me to my stomach, roughly.

“Get on your knees,” he demanded and I did.

I felt his head touch my entrance.

“You want it, you take it,” he said, wanting me to push back into him.

I slowly moved back, trying to relax and press his erection into me.

“Awe, yeah, baby, take me in your ass,” he said.

He always said perverted things to me which should have repulsed me, but didn’t. It made me wetter, and I wanted him even more. I knew that it was a mind game and away for him to control me even more, knowing that he would be the only one to acquire any pleasure.

“Move me in and out now,” he demanded once I had him buried inside of me.

I did as I was told and rocked back and forth on his dick. I was fine until he brought his fingers around and started circling my clitoris.

“Drew,” I begged.

“No. You were a bad girl. You came into my office. You are not coming,” he assured me as he tried even harder to bring me to bliss.

I clinched the comforter in both fists, willing myself not to come. I counted to one hundred by twos and then did it backwards. I wasn’t going to give him the pleasure of knowing that I failed, again.

He finally gave up and pulled out of me. He lay down and told me to straddle him. I did, and he helped guide me over his shaft. I knew he only did it because he wanted to see the struggle on my face as he masturbated me to orgasm.

“Fuck my dick with your ass,” he said as his fingers frantically rubbed my throbbing nub. “Harder,” he demanded when I wasn’t moving fast enough for him.

“Drew, I can’t,” I begged for him to let me orgasm.

“You don’t want to disobey me Morgan,” he warned as he rubbed even harder.

He clicked his tongue and shook his head as I quivered above him, uncontrollably letting go.

“You just insist on defying me, don’t you?” he asked, and moved me off of him.

He got up, went into my bathroom and cleaned himself up. He walked out still wearing his erection and clicked his tongue again as he left my room. I knew he would be right back. I just didn’t know what he would be back with.

He came back with a new toy with two ends. I knew that both of my orifices would be taking it. One end was a pretty good size and the other had knobs all the way down. He waved it at me, telling me to lie down and take my position. I did what I knew he wanted, and lay down, pulling my knees up and opened. He guided the new object into my vagina first and then moved the knobby twin into my ass. He then turned the knob, causing a light vibration that I knew was going to make me come again. He massaged my clit with his thumb and then made me suck my essences from it. He continued this for a few minutes while he moved the foreign object in and out of me.

I was glad that he left my aching core to stroke himself off. The faster he stroked, the faster he moved the two sided dildo in and out of me. I was hoping that he was going to come soon so that I didn’t have to disobey him again.

All of a sudden he moved up to me and shoved himself deep into my throat and then pulled out. He jerked himself, telling me to open my mouth. I did, and he let go as I swallowed him once again. He always made me lick and suck him clean, and then he removed the toy.

I hadn’t seen the other one that he had brought in.

He turned it on and told me to lie down on top of the covers. I did, and he placed it inside of me with just enough vibration for me to want more. He gave me the e-reader, and told me not to come and not to touch myself or the new vibrator. He said that he would be watching, and I wasn’t to move until he came back to remove it.

Jettie Woodruff's books