AUTHOR'S NOTE: Reading the previous chapters is mandatory to understand the setting and characters.
SUMMARY: A teenage virgin was asked to have anal sex with his crush. But first, he needs to be comfortable living with hot girls prancing around naked and learn to enjoy regular sex. With enough practice, he became good at it. Until he eventually became known as a sex instructor on campus.
All characters are eighteen and above.
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Chapter 5: The Rooftop
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"Ken, can you do something for me?" Lisa asked as we walked side-by-side on the way to school.
"Hmmm?" A month ago, questions like this would send my mind racing into the proverbial bomb shelter, but I was still swimming in the bliss pool of our morning coitus.
Unlike morning sex with Denise, Lisa even allowed me to come first today, so the uncertainty which tends to arise from such questions didn't bother me at the moment.
Besides, it wasn't like I would ever say no to Lisa.
If there's one thing I learned from my panic attack, it was that I'd never again do anything that would upset Lisa or push her away. I would also do anything to become Lisa's boyfriend. I pined for the day when we would freely confess our love for each other and enjoy the deepest intimacy a real couple could experience.
Everything else was inconsequential.
I looked at her and watched her breasts jiggle with each step. Today, she wore a plain white tank top that revealed ample cleavage. What caused a bulge in my shorts was not her cleavage, though, but the fact that she was braless.
Her nipples stood proud and begged for attention. So I gave my attention to them.
With her top a little too tight, her breasts a little too big, and the fabric a little too thin, she might as well walk to school topless.
Below, Lisa wore light brown shorts that exposed the bottoms of her butt cheeks. She said her body got too hot after sex, but even without that excuse, I knew she enjoyed flaunting her body.
Walking around campus like that was not considered scandalizing. College girls often dressed more revealing, but there was something about the way Lisa behaved that made her so much sexier. She gave off an air of an innocent girl who oozed sexual appeal and didn't know how sexy she was.
At least, that was how she always seemed to me, and perhaps that was why I had never found her intimidating.
Was she wearing panties underneath? That question could keep me occupied for the rest of the day.
We still hadn't had anal sex yet, but I guessed it was only a matter of time before I would stretch her butt with my cock. Seeing her butt cheeks peeking out underneath her shorts made me wonder how her butt would feel once I was inside.
It was less than two months since I lost my virginity. I would have thought that people who had sex often wouldn't think of sex all the time, but that didn't seem to be the case with me. Instead, the more sex I had, the more I craved it.
I wondered if my sex addiction was a coping mechanism for my anxiety and depression. Was being inside a pussy my new refuge? Instead of running away when I felt uncomfortable, I was running toward sex, trading one mental condition for another.
If that was the case, Lisa's new suggestion to have sex with me every morning certainly wasn't helping.
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Only moments after I had opened my eyes in the morning, I heard my room door click open.
Instinctively, my body jolted itself up, and my heart rate revved, sending me into an emotional frenzy.
However, my body rapidly relaxed when I saw Lisa walk into my room carrying two cups of steaming-hot coffee. I wanted to ask what she was doing in my room when I noticed the rest of her body.
She was naked.
I sat up on my bed, back against the headboard, as I watched her walk toward me.
Her hips swayed as she walked, and it seemed like she deliberately walked with her legs open, pleading for me to look at her bare pussy, inspiring a mood for sex.
But she didn't need to do that. Puberty built into me a regular horny state every morning, and sex with Denise every morning made me crave it as soon as I woke up.
I patiently waited for Lisa to sit beside me and pass me the cup. Then she watched as I took a sip... black, just the way I liked it. I turned my eyes to her.
That's when she answered my silent question about why she walked naked into my bedroom.
She wanted to have morning sex with me.
I didn't want to refuse her, but I was worried about a couple of things. I decided to address the most innocent one.
"Um, is there time for it?" I then took another sip, hoping my brain would wake up quickly so I could process what was happening.
"If we skip running, breakfast, and your morning ritual, we have at least two-and-a-half hours before we need to head out the door," she responded.
"I don't think I should skip my morning ritual."
Apart from going to the bathroom, my morning ritual started with journaling. I planned my day and wrote down everything that made me anxious. Pouring all my thoughts onto paper helped to keep my mind from spiraling too much. It was a practice I had maintained since high school. I used to do this at night before I slept, so anxious thoughts didn't keep me awake, but having steamy (and exhausting) sex with Denise turned out to be the best sleeping aid. I didn't even need my sleeping pills anymore.
After journaling, I would meditate -- deep breathing and visualization exercises Dr. Lee taught me. After that, I would do a series of stretching and body movements that helped me to ground myself in reality instead of spending time in my head.
The purpose of my morning ritual was to help me get into an optimal, functional mindset for the rest of the day. Since I started having sex with Lisa and Denise, I had been sloppy with my morning ritual. I suspected that the last anxiety attack was partly due to this sloppiness.
The routine would take me around forty-five minutes, and then I would join Tony for a run. Initially, I ran three or four times a week with him because my body couldn't physically keep up with doing it every morning. However, since my depressive episode, Tony insisted I go with him every day.
Following that episode, it had been five days since I returned to school. Now that I was back to being functional, I was determined to return to being disciplined in my morning ritual.
Apparently, Lisa had other plans.
"We can make this your new morning ritual," she announced with a salacious grin.
"Are you going to wake up early every morning with me?" I challenged.
"I'm already waking up early every morning," she retorted. Lisa would rather sleep in as much as possible when she could. Since the panic attack, however, she had been joining Tony and I for our morning runs.
"Are we not going to run with Tony today?"
"I already told him we're not going with him."
"What about --"
"Ken, I didn't wake up early in the morning to talk." She leaned back against the headboard and opened her legs, inviting me to look.
I looked at her breasts rise and fall with each breath, her smooth tummy, and the space between her legs. She got me where she wanted me.
