Part 3...The Backstory (His Perspective)
I was in Maui on a business trip. As a VP of sales for a midsized family-owned business, I was entertaining my top 50 people who had all reached their sales goals for the year. The owners of our company always believed in rewarding our rainmakers. Afterall they were the lifeblood of our company and what made us successful.
Normally I would be on this trip with my wife, but this was the first year since our bitter divorce was finalized. After 21 years of marriage, I came home early from a business trip as a surprise on our anniversary, only to walk in on her in our bedroom with two other men filling both her holes simultaneously. When I opened the door, I couldn't believe my eyes. I was in total shock, and from the look on her face, so was she. She stammered, "Wait, honey, I can explain..." But there was no explaining this. This couldn't have been a one-time occurrence. She looked too comfortable.
My wife was always the aggressor and a bit on the naughty side. We met at a fraternity party at my college where I was on a baseball scholarship. It was a Pimps N Hoes party. It was wild, but it wasn't really my scene. You see, I was from a small farm town outside of Kentucky. I the second of three children, making me the quiet forgotten middle child. We were raised in a Southern Baptist household by conservative parents that instilled good morals and values in us. I was taught to always treat women with respect and never step out of line.
These parties always made me uncomfortable as I watched everyone's hedonistic desires of full display. Our social chairman was walking around with one girl on each arm. The Pimps N Hoes theme was his brainchild and he saw it as an easy way to coerce girls into wearing skimpy outfits, filling them with alcohol, making it easy to hook up.
I wandered down to the party room, trying to put on my best face and be part of the action, but it was just too much. The DJ was loud, and it looked like everyone was intently making out with a partner on the dance floor. I had a baseball game later that next day, so I decided to try and go back to my room to see if I could somehow get some sleep. I walked up the stairwell from our party room, turned onto the second floor and strode towards my room at the end of the hall. Just then, a group of five Chi Omega sorority girls entered the hallway from the other direction. They had just arrived at our house and were heading for the party room.
Allison, my future ex-wife was leading the pack. They were all dressed to impress and heading down to stir things up in the party room. She was wearing a pair of 5-inch pink strappy heels, a short zebra striped micro minidress that expertly clung to her body, accenting her perky 34C breasts. She clearly wasn't wearing a bra as her nipples poked through the thin lycra material like pencil erasers. They walked with confidence creating a V-Shaped spread.
I heard one of the girls call out from the back of the pack. "Girls, we are gonna get some tonight looking fine like we do. Especially you Allison. I can see the bottom of your ass cheeks peeking out from under that minidress of yours. Are you wearing panties?"
Allison turned around and winked, bringing a single finger to her lips and uttering "Shhh, don't tell. It is our little secret."
As I approached their pack, I stopped to let them pass. They were taking up the entire width of the hallway like they owned the joint. Allison stopped and lightly pushed me against the wall and told the rest of the girls, "You ladies go ahead, I think I am going to take this one right here," as she pressed herself up against me and pressed her lips against mine.
What was happening? Here I was trying to head back to my room to go to bed and all the sudden, the hottest chick in the entire house has me against a wall, forcing her tongue down my throat. We kissed for a moment, and she pulled away. With her hot breath in my face she whispered, "What's your name?"
"Brian," I stammered, still in disbelief about what was happening.
"Where is your room, Brian?" she said seductively.
"It's right at the end of the hall," I told her.
"Is your roommate there?" she asked.
"No, he is back home visiting his girlfriend."
"Good. Lucky us. Take me there."
I took her hand and led her down the hall to my room. One of my other fraternity brothers came out of his room, ready to head back to the party room. "Dude, nice score Bri," he said unabashed.
Allison turned and confidently said, "Oh honey, you have no idea."
I nervously fumbled for my keys, trying to hurry to get in the room. Allison grabbed my hand and pushed me up against the door again, her left hand holding my right are over my head and her right arm softly caressing up my inner thigh toward my dick. "Relax honey, there is nothing to worry about. This is happening. I am a sure thing tonight," she said in a sultry tone as I could feel her hot breath in my ear.
With that, I smiled and reached around and grabbed her ass. I could tell she wasn't wearing underwear as I felt no panty lines as I stroked her behind. I had only been with one other girl before. My long-time high school girlfriend that I had dated for three years. We decided that on our senior prom we would consummate our relationship. It was fantastic. It was both of our first times, but then she moved overseas two months later when her dad, who was in the Army, got transferred to Germany. I headed off to college on my baseball scholarship wondering if a shy, conservative guy like me would have a hard time finding another girl to be intimate with. That's why this was so crazy to me. It was not supposed to be this easy. I was just hoping my inexperience would not get the best of me with someone as forward as Allison.
I finally managed to unlock the door. We entered the room. It was a typical college fraternity house room. We had built a wooden deck to maximize the space. We slept on mattresses underneath the deck, and we had our couch and TV on top of the deck where we would hang out and watch ESPN. We had also built a bar off to the right, creating the ultimate bachelor's pad. The room was equipped with a black light and two lava lamps. We were 18 years old, we thought we were cool to say the least.
Allison surveyed the land. "Nice place," she whispered. Just the way she talked in a low sexy tone made me instantly hard. I was not used to someone this forward. She hopped up and the deck and sat on the edge, dangling her feet in front of her. She grabbed my shirt right under my neck and pulled me closer. She said, "I've had a shitty day today. My boyfriend dumped me for one of my older sorority sisters and I plan to get fucked tonight. Are you up for the task?"
"Yes, sure," I nervously stammered.
She said, "I told you to relax sweetheart. Remember, I am a sure thing."
With that, she began kissing me again, thrusting her tongue in my mouth. Then she gently grabbed the back of my head and eased it down between her legs that she had spread. "I want you to lick my pussy first."
"Whoa. You aren't wearing any panties," I blurted out.
She laughed nonchalantly. "Oh baby. I rarely do. Sometimes you just have to be free. Besides, you can't have panty lines when you are rocking a dress like this."
I wasn't that experienced, so I began licking furiously. She just caressed the back of my head and said, "Brian. That's your name, right? Slow down. Let momma teach you how to please a lady. Just relax and slowly take your tongue and trace the outsides of my pussy lips."
I followed her directions to a T as if my life depended on it. She threw her head back and moaned a little. "Now at the top of my snatch, I want you to take your tongue and circle my clit. Here, I will pull it back so you have easy access."
She reached down and rubbed her clit for a second and then pulled back her skin, exposing it for me to see. I gently circled her clit with my tongue. Apparently, I caught on pretty quickly, judging from the moans coming from Allison as she thrashed her head around like she was in an 80's glam rock music video.
Her wetness built as I kept my head buried in her erotic zone, glazing my face with her juices. She grabbed onto the front of the deck with both her hands and arched her back with her knees gripping the sides of my head as she rocked through her first orgasm of the night. Ironically, it was the first orgasm I had witnessed in my life as I don't believe I was experienced enough to give my high school girlfriend the pleasure at the time.
She pushed me backwards and catapulted herself off the deck onto her knees on the floor. She expertly undid my belt, the button on my jeans and my zipper in what seemed like one motion. She yanked down my boxers freeing my well-kept secret. I was blessed with an oversized penis measuring just over 11 inches. All my life, I went to great lengths to keep it a secret. In high school, I would either get into the locker room early to change into uniform or wait until everyone was done. I always showered at home after games. I didn't want to be known around our small town as the shy guy with the giant cock. My high school sweetheart was the only one that knew, and we had a special relationship which she kept confidential.
"Holy hell," Allison blurted out.
"I'm sorry. You don't have to...we can just...," I stammered.
"It's glorious doll. I have never seen something so magnificent. Oh baby, momma is going to take care of this tonight and worship it like it deserves."
With that, she began to lick up and down my shaft, making sure it was well lubed with her saliva. She grasped it with two hands and performed this fantastic spinning motion swirl, expertly circling the top with her tongue. She was a pro and had all the right moves. I had never experienced this level of pleasure. She was taking me to places I had never thought possible.
Then she put her hands around my buttocks and slowly slid my cock all the way down her throat. My balls dangled at her chin as she just held it in place for a second. I could feel the tip touching the back of her throat.
