It had been about a week and a half since Crystal and I talked with our principal, Gary Pudwell. We had gone out to dinner several times in public and to the movies, and she would come out with me when I had recess duty.
On Tuesday morning, Christina Howard, a forty-five-year-old second-grade teacher, stopped me in the hallway before school. “Can I ask you a personal question?” she asked. Without a pause, she continued, “Are you dating Crystal? I heard from a teacher at another school that she saw you two out to a nice dinner Saturday.”
“Well, Tina, yes, we are dating. We spoke to Gary almost two weeks ago. And, just to set the record straight, I’m ten years older than her.”
I don’t think she expected me to be truthful. The look on her face was priceless. “Oh, ok,” she said. “Some of the women in the lunchroom thought something was up.”
Laughing, I said, “Some women? You mean every woman, right?”
“Brett, nothing gets past you,” she said as she turned and walked down the hall.
**
A couple of weeks later it was going to be my birthday, and I suggested that we go away for the weekend. After some brief discussion, we settled on Half Moon Bay, just south of San Francisco on the Pacific Ocean. It was a beautiful small beach town that had experienced explosive growth over the past twenty-five years due to the DotCom millionaires from nearby Silicon Valley. HMB has a big, beautiful Ritz Carlton hotel with two golf courses, but, HMB is best known for the world-famous surfing competition, Mavericks. The world's best surfers fly in on one- or two-days’ notice to surf some of the biggest, most dangerous, waves in the world.
That Friday we were packed and ready to leave Oak Valley as soon as school was over. We had no real plans for the weekend, but we did reserve two e-bikes for Saturday afternoon. We arrived in town and checked into our modest Marriott Courtyard hotel just in time to see the sunset and catch the green flash as the sun drops below the horizon. As we finished our first glass of wine, Crystal excused herself to use the restroom. I sat on the third-floor balcony, looking out over the pool area and the distant Pacific Ocean.
“Brett, why don’t you come inside,” I heard Crystal say.
I stood up, turned around, and as I took a couple of steps toward the door threshold, I could not believe my eyes. On the bed, there lay Crystal wearing one of the sexiest lingerie outfits I have ever seen on a woman in person. Her legs were spread wide, and her knees bent.
While fairly simple, it showed off all of Crystal’s sexy curves. She wore a black lace push-up bra with a matching thong, sheer black stockings with a back seam, and three-inch black stilettos. Her one hand was cupping a breast while the other was in her panties playing with her pussy.
With a mischievous grin, she asked, “Are you going to stand there and stare, or are you going to fuck my brains out?”
I quickly sat in the armchair, took off my shoes, and removed all my clothes. My cock was throbbing and erect as I stood next to the bed admiring my young Latina nympho.
“What did you have in mind,” I asked. “Anything specific?”
“Maybe,” Crystal replied. “But we’ll see how it goes.”
I dove onto the bed and we quickly began making out. My hands caressed her breasts over the lace bra before I soon removed it. We were intertwined like a pretzel as she stroked my manhood and I fingered her hot, wet, pussy.
After about twenty minutes of giving and receiving oral in foreplay, I had Crystal mount me in cowgirl. This had become our “go-to” position since she loved the angle of my cock as I simultaneously sucked on her milk melons. This always resulted in an orgasm for her.
“I’m cumming!” she cried as she rocked back and forth on my cock. “Ohhhh, your cock feels so good in me!”
As we slowed down, I said, “I want you in doggy. Head down, ass up.”
As Crystal moved around, she reached into her black bag of goodies. This was her sex bag, filled with toys, lube, etc. She pulled out the lube and then a buttplug. “Lube my ass and the plug, then slowing push it in,” she directed me.
This was something new for us in our two-month relationship, but I was all for it. We’ve used several of her vibrators, jelly dongs, bullets, etc, but a buttplug was something I didn’t even know she owned.
I flipped open the lube cap and squeezed a cherry-sized glob of lube on her browneye. I smeared it around and then tried to penetrate her back door with an all-too-soft push. After another squeeze of lube on her asshole, and one on the plug, I positioned the point of the plug at her sphincter.
“Have you ever done this before?” I genuinely asked.
“Never. But I’ve wanted to for about a year. I’ve fingered my ass a little,” she whispered. “Go ahead. Push it in.”
I gently pushed the buttplug in her ass. There was resistance, but once I was past a certain point, her ass swallowed the medium-sized plug. “How does that feel?”
“Mmmm, I like it. I can’t wait to see what it feels like when you fuck me,” she softly moaned.
“Well, let’s find out!” I exclaimed.
My cock slid easily into Crystal’s pink love tunnel. She was super wet, but also the plug added some tightness.
“I love it,” she said. “You’re filling me up so much. Go faster and pound me.”
I grabbed her hips and proceeded to thrust harder and faster, harder and faster. The sound of my balls slapping against her pussy filled the hotel room. I looked down to see if the plug was still in place and it had not moved one millimeter.
I figured if she loved the plug maybe we should try something else. I dumped her goodie bag contents out on the bed and grabbed her six-inch pink jelly dong. Next, I added lube.
“What are you doing?” she asked. She could not see what I was doing.
“Don’t worry,” I said.
I stopped thrusting and quickly pulled out the buttplug. Her ass was gaped a teeny tiny bit, so the dong slid in easily.
“Oh my God!” she yelled. “Is that your cock?”
I laughed, “In two holes at once? No, it's your pink dong.”
As I would slowly thrust, I would guide the dong deep into her ass. In and out, in and out. I could feel the dong with my cock in her kitty, and, it felt amazing.
“My first anal fuck and my first DP,” Crystal mumbled, the side of her face pressed into the bedspread. “God, it feels so good.”
After another minute I knew I was about to cum. The erotic hotness of a new sexual experience added something special to this romp in the sheets. “Babe, I’m close,” I told her.
“Oh shit,” she said, sounding disappointed. “Put your cock in my ass and cum in my ass. Fuck me hard!”
I couldn’t believe my ears. We hadn’t even talked about anal sex. I didn’t have any condoms, so I was a little reluctant based on the stuff I’ve read over the years. A split second later I pulled out the dong and quickly replaced it with my cock.
“Oh fuck,” I stammered. “You’re so tight.”
I slowly went in and out a few times before I remembered that Crystal wanted me to fuck her hard, so I sped up. My balls were bouncing off her pussy, and then I felt her fingers rubbing my balls.
“Cum in my ass, Brett!” she said. “Give me your jizz!” And then her hand squeezed my balls extremely hard.
“YES!” I yelled. I felt my cum race from my balls, up my shaft, and as it shot out of my mushroom head, I screamed, “FUCK YES!” I shot four or five nice ropes of my spunk deep into Crystal’s pooper.
As my cock shrunk, and exited my first trip down the Hershey Highway, I watched her starfish twitch several times, and then there it was, a slow river of my cum down her inner thigh.
“C’mon, shower time,” she said as she moved toward the bathroom.
The End - Chapter Two
