Babysitting

The houses were all quiet, bathed in the moonlight. I shut the curtain and paced back across the living room. It was already past two o’clock. I was bored, there was nothing on televisions, all the stations had signed off over an hour ago. My eyes were to tired to continue reading. This was going to be a longer night than I had bargained for. I laid back down on the sofa, just to rest for a little bit.

I knew I would be out late when I agreed to baby-sit for Brandy. She had recently divorced her husband, and now was back into the singles scene. I knew she was a wild woman. The way she ran around in the tightest cut-off jeans and bikini top. A complete and total tease. I could never imagine her as being married. I often wondered if she married him just to have the double moniker; Brandy Brande. At least tomorrow I could sleep in, a little. My Dad was fanatical about cutting the grass first thing Saturday morning.

“Dale?”

I felt a hand gently pressing on my chest.

“Dale, wake up,” I heard a soft voice say.

“Huh,” I opened my eyes. Brandy was sitting on the side of the sofa, gently rubbing my chest. “I’m awake.”

“Dreaming huh,” Brandy smiled softly.

“Yeah,” I answered and stretched.

“I like dreams,” Brandy smiled. I almost missed it. But I saw Brandy glance down.

“Really?” I suddenly knew I had to wake up. Something was wrong. I shook my mind awake. Blinking hard I realized I was erect! I gasped, half sitting up.

“Don’t get up too quickly,” Brandy said quietly pressing me back down. She still had that knowing smirk on her face. “Wake up first before you get up. So was it a good dream?”

I tried to gather my senses. What should I do. I knew my erection would be plainly visible through my sweat pants. I propped myself up on my elbows and brought my knee up. I glanced down and saw that doing that camouflaged my erection, somewhat.

“Well, was it?” Brandy glanced down and smiled. She knew what I was trying to hide.

“Was what ‘what?'” I asked. I tried to shift my hips to further cover my embarrassment. Brandy kept her small hand pressed against my chest.

“Your dream?” Brandy patted my chest. “was it a good one?”

“Yeah,” I stammered. I wanted to sit up. But doing so would force me to push Brandy off the sofa. Brandy was sitting on the edge of the sofa, her left arm resting on me. She had me trapped. “I guess.”

“Yeah,” Brandy glanced down again. “I guess.”

My face flushed when she looked me in the eyes. She was teasing me. Making me lie there with this raging erection, and unable to escape. I knew Brandy could feel my heart racing. She smiled at me again and slowly patted my chest. We existed in this awkward situation.

“Well,” I stammered, trying to think of something to say.

“Well,” Brandy drew a deep breath. “Why don’t you tell me about your dream.”

“What?” I said. I wanted to get up and run.

“What was your dream about?” Brandy asked again. She adjusted herself on the sofa. I quickly ran my eyes over her. She was wearing a button down shirt that was tied up, exposing her stomach. Only the bottom two buttons were done. Her tight jeans were low on her waist.

“Um, I don’t know,” I answered. Looking her in the eyes, I noticed she had carefully watched me check her out.

“A good dream like that,” Brandy overtly glanced down. “And you don’t remember what it was about.”

I squirmed uncomfortably. My erection wasn’t going down. In fact Brandy’s teasing was making me harder. My attempt to cover up was failing. I felt myself blushing even harder.

“Do you remember who was in it?” Brandy asked. She was slowly sliding her hand down my chest towards my stomach.

“No,” I answered quickly.

“Really,” Brandy smiled. “Are you sure.”

“Pretty sure,” I answered, tensing as Brandy’s hand moved across my stomach.

“Was I in it?” Brandy asked.

“What?!” I was startled by her question.

“Well, was I in your dream,” Brandy looked directly into my eyes.

“No,” I blurted out quickly, a little too quickly.

“No!” Brandy smiled. “Why not?”

“I don’t know,” I stammered.

Brandy smiled, “That’s too bad. Don’t you want me in your dream?”

“I don’t know,” I answered.

“You don’t know?” Brandy giggled. Her elbow bumped into my erection. Her eyes widened. I tried to pull my hips deeper into the sofa. “I’m not worthy of being in your dreams?”

“No,” I didn’t know what to say. “You’re worthy, it’s just, well, I don’t know.”

“I understand,” Brandy patted my chest.

Brandy was teasing me, obviously aware of my erection. She was sitting here teasing me. She wouldn’t be doing this unless she was interested. I gathered my strength, “Why did you think I was dreaming about you?”

“Well,” Brandy smirked. She was a little surprised by my sudden bolder move. But at the same time I saw that she liked it. “Usually people will dream about what they did that day. Since you are here babysitting, I thought maybe I was in it.”

“Oh,” I said. Brandy’s had slowly worked her hand down to my stomach.

“You know you were in one of my dreams,” Brandy confessed.

“I was?” I swallowed hard. Brandy’s arm bumped my erection again.

“Yeah,” Brandy smiled. “Do you want to hear about it?”

“I guess,” I answered.

“Well, I was locked out of my house, and couldn’t get in,” Brandy said. She readjusted herself on the sofa. As she did her arm came down squarely on my erection. Brandy smirked and left her arm there. I tried to pull my hips back into the sofa, but doing that actually made my erection press against her arm harder. “Are you uncomfortable?”

“A little bit,” I answered, hoping Brandy would let me up.

“Don’t be uncomfortable just because I had a dream about you,” Brandy teased. She knew full well that wasn’t the type of discomfort I had in mind. She had no intention of letting me escape from this predicament. She patted and rubbed my stomach, in doing so her arm rubbed against my erection.

“OK,” I answered. Her arm rubbing against my erection was driving me crazy.

“So, anyway, I ran over to your house to get some help,” Brandy continued. “You were home alone. So you let me in.”

I tried to shift on the sofa… She was starting to get me really excited by ‘accidentally’ rubbing her arm against my erection. Brandy allowed me to shift, then readjust her arm so it again was brushing against my erection. She was really going to tease me.

“Yeah, so anyway, you let me in and didn’t seem to interested in helping me.” Brandy continued. “I was standing there begging for you to help me and you just sat there and looked at me.”

“I did? Why would I do that?” I asked.

“Probably because I was naked,” Brandy said, making sure she was watching my reaction.

“Oh really?” I tried to act nonchalant.

“Oh really,” Brandy mocked me. She rubbed her arm against my erection harder for effect. “Wouldn’t you like to see me naked?”

“I don’t know,” I stammered. I felt like my head was going to explode. I had no idea what to say. I couldn’t believe this was happening to me..

“I don’t think you would mind,” Brandy said. She rubbed her arm straight up and down on my erection. She looked down, for a second I thought she was going to grab me.

“Really?” I tried to play dumb.

“You know,” Brandy slid her hand under my shirt. Her delicate fingers running circles around my belly button. I tensed at her touch. “Relax.”

“I’ll try,” I answered. My erection screamed in my sweatpants.

“So, in my dream, you made me pose naked for you,” Brandy ran her hand farther up under my shirt to my chest. “Then do you know what happened?”

“No,” I almost groaned my answer. Brandy smiled, she was liking driving me crazy.

“I made you get naked,” Brandy ran her hand down my stomach, brushing my erection.

“Really,” I didn’t know how much more of this I could take.

“Are you a virgin?” Brandy asked.

“What?!” I answered.

“Are you a virgin?” Brandy repeated as she finally put her hand on my sweatpants and wrapped her fingers around my erection. I jumped. Brandy smiled and started stroking my through my sweatpants. I looked down to make sure this was really happening. My sweatpants had a small stain from my leaking erection.

“You are,” Brandy answered her own question. She was right. I had never been with a woman, in fact I had never even been kissed.

“Well,” I didn’t know what to say.

“Don’t be embarrassed,” Brandy smiled. “How old are you? Eighteen?”

“Yes,” I answered. “My birthday was last month.”

“Really?’,” Brandy paused. I thought she was about to quit rubbing me.

“Yup, on the third,” I answered.

“Good,” Brandy teased. She started rubbing my erection again. “You know you can never tell anyone about this.”

“I won’t,” I promised earnestly.

“Oh yes you will,” Brandy said. “I bet all of your friends will hear the story by noon tomorrow.”

“No they won’t,” I promise.

Brandy eyed me carefully. “If I ever hear any stories.”

“You won’t,” I was practically begging.

“Hmm,” Brandy paused. She continued stroking my erection through my sweatpants. For the first time I arched my hips to give her a better angle. Brandy grabbed my erection harder.

“Well,” I questioned pleadingly.

“Well,” Brandy mocked me. “I suppose if this is going to happen I should examine the package.” Brandy deftly grabbed my sweatpants and pulled them down to expose my erection. I gasped as she touched my erection with her hand. Bare skin on bare skin. “Nice cock.”

“Oh yeah,” I moaned. I didn’t know you much longer hold out. “Its OK?”

“What’s OK?” Brandy said as she wiped leaking fluid from my cock. I didn’t care that she wiped it on my sweatpants.

“My, uh,” I stammered. “My erection.”

“Your erection?!” Brandy laughed, she grabbed my erection and held it up. “My dear boy, this isn’t an erection. This is a cock.”

“A cock,” I said in agreement.

“A nice big fat cock,” Brandy stroked it hard. “I know I’m going to be sore in the morning.”

I smiled as Brandy expertly stroked my hard cock. I felt myself building towards an orgasm.

“We better not do it here,” Brandy said. “I don’t want the kids walking out on us.”

“OK,” I said. Brandy had stopped just moments before I was about to come.

“Let’s go downstairs,” Brandy pulled my sweatpants back over my cock. She stood up allowing me to look over her firm petite body. I quickly sat up. “Are you OK?”