*****

My third encounter with Isabella was at the age of sixteen. I was down in the basement and once again I was jerking off. This time I had a pair of her skimpy, silk panties wrapped around my cock as I thrust it through my fist. I imagined it was her pussy wrapped around me. So soft and silky.

When I came, I groaned her name. That’s when I heard the soft gasp. I looked up from my place on the couch in the den and saw she was standing on the stairs watching me. I had no idea how long she had been there; I only knew that her gaze was fixed on my groin. She swallowed hard and then her eyes darted to mine.

That’s when she bolted up the stairs.

*****

My fourth encounter with Isabella was the one that started us on our journey into forbidden territory. Isabella was lying in bed, on her back with her hand between her legs. She was rubbing her clit in hurried strokes and circles, her lips were parted as she moaned softly.

I watched in fascination as she dipped two of her fingers inside her pussy, pumping in and out with a quick rhythm. Her thighs started to tremble and she widened her legs, lifting her hips off the bed.

At the age of seventeen, I’d already had sex several times. What I had never done, however was go down on a girl, and as Isabella’s wetness coated her hand and pussy lips, I knew I needed to taste her.

I moved slowly towards her bed without even thinking of the consequences. Sure Isabella was my stepmother, but she was only fifteen years older than me. She and my dad married when I was twelve, shortly after my mother died. My father joked that her young age made him feel young again.

I never felt like she was a mother to me. Maybe it was because my mother had raised me for so long. Maybe it was because she wasn’t much older than me. But as I watched her pleasure herself, all I felt was the urge to touch her. Taste her. Fuck her.

Standing beside her bed, I tentatively reached out and ran my finger up her inner thigh. She froze and looked at me in horror. She had one hand up her shirt massaging her breasts, while the other remained between her legs with her fingers still embedded inside her. Her underwear was around her ankles, as were her pants. This had to have been just a quick interlude in her day.

“Please,” I whispered, as my fingers moved higher, and I hesitantly touched her most intimate place. She was so soft and wet. I closed my eyes and groaned.

I circled her clit with my finger, just as she had been doing. At first she held herself stiffly, her wide eyes locked onto what I was doing. Within a few minutes though, her head fell back and her fingers started moving inside her again.

And then she was coming. Oh good God, she was coming. As she bit her lip and convulsed on the bed, I thought it was the sexiest fucking thing I had ever seen. Still is, whenever I think about it.

Knowing I did that to her made me puff out my chest and stand up straighter. I had made a hot woman come. She was no girl like the ones I had been with before her. She had practice and skill behind her, and yet, I was good enough to make her come.

I brought my wet fingers to my mouth and sucked on them, tasting her salty flavor. My cock ached in my jeans as the zipper dug into my skin. What I wouldn’t give to take it out and have her touch me.

“Fuck,” she hissed when the realization of what had just happened hit her. She scrambled to pull up her pants. “That should never have happened. I love your father. Truly.”

I didn’t know what to say. My pride was wounded at her words. I wasn’t sure what I had expected. Vows of love? No. A request to fuck her? Possibly. But her telling me it was a mistake sucked. Never once in my fantasies did she turn me down.

I turned and walked out. At that point I vowed to focus on Heather, my latest girlfriend, and forget about Isabella.

But things didn’t exactly go as planned. You see, Isabella didn’t forget about me. No, she sought me out. And I gladly did whatever she wanted.

TWO

Four years earlier…

“Bill, I don’t think you should be letting Collin stay out until all hours of the night,” Isabella argued with my father in the next room.

Ever since our sexy encounter, she’d had a stick up her ass about me hanging out with Heather and our friends. She always found a reason for me to be home or convinced my dad that I should stick to a curfew like other kids.

“It’s his last weekend before finals and then graduation. I think camping with his buddies is perfectly fine,” my dad replied, and I pumped my fist. Give her hell, Dad.

“There’ll be drinking and sex, Bill. Maybe even drugs. There will be no adult supervision, and they’ll be running wild. Is that what you want for your son?”

“No, I don’t want him doing drugs, but I have no problem with him getting laid. It’s what every seventeen-year old boy wants. Don’t tell me you weren’t having sex when you were that young. As long as he’s responsible and wraps his dick, I’m okay with it.”

She made a disgusted sound and replied, “Fine. Let him do whatever he wants. You’re good at that. I guess I’ll just enjoy having the house to myself while you’re out of town and he’s away.”

“Don’t be like that, baby,” my dad murmured. “Why don’t you go to the spa this weekend? You always enjoy that.”

“I guess,” she grumbled in reply. Then I heard them kissing. Gross.

*****

The next night, I dropped Heather off at home after she’d gotten sick from some pot brownies she ate. With her not feeling well, we decided to call it a night and return to town two days early.

Pulling into the driveway of our house, I was surprised to find all the inside lights off when it was only nine o’clock. Figuring Isabella must’ve been out with friends, I walked into the house, dropped my bags, and headed to the kitchen to grab a drink before heading up to my room for the night.

I stopped dead in the kitchen doorway when I saw Isabella sitting at the table with a glass in front of her. Her head was propped in her hands as she looked down at the wooden surface. When she heard me enter, she raised her head and locked her eyes with mine. It was dark in the kitchen, the only light being from the lamp above the stove, but I could still make out the lust and heat swimming in them. I sucked in my breath, unsure of what to say or do.

“Collin,” she whispered before picking up her drink to take a sip.

“Why are you sitting in the dark?” I queried.

“What else is there to do?” she asked in response. “You left me. Your father left me.”

I shook my head, not quite understanding what she meant. Her mood seemed strange to me.

“Are you drunk?” I asked her.

“No, but I wish I were. Maybe then I could forget.”

“Forget what, Isabella?”

“Forget you,” she muttered bitterly, making me flinch at her words. I tried not to let her harsh words hurt me, but they still did. I couldn’t believe she felt that way after all these years.

“Well let me just get the fuck out of here then,” I snapped angrily. “Maybe then you can forget I even exist.”

“Wait!” she cried out in desperation as I turned to leave. “You don’t get it, do you?”

I just stared at her, waiting for her to explain. If she didn’t, I was going to leave the house and not come back until my dad was home. I was too angry and too hurt to do anything else.

“I can’t stop thinking about you, Collin. I can’t stop thinking about how good your fingers felt that day. About how long and thick your cock is. And worst of all, I can’t stop imagining what it would be like to feel you inside me.”

She had been thinking about me? This was almost too good to be true. Her words had my cock leaping to attention. Within seconds I was painfully hard.