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Another familiar theme. This is a long story. If you prefer to avoid long tales or simply don't have time right now, please skip this. For those with adequate time and patience to continue, I placed chapter markers in bold for your convenience. Please forgive my preference for not breaking my stories into sequential posts. I will never write a willing cuckold story.
Definition of ambuscade: An ambush... Why use it? I just like the word.
Chapter-1
Once again, it struck me just how much of a loser I am. This seems to be the story of my life. Here I am, in a luxurious multi-million dollar sailboat that is in the process of sinking into the abyss, and I had been left here handcuffed naked to an immovable stainless steel grab bar by my wife and her two friends. Although I'm not the captain, it occurred to me that going down with the ship might be pragmatic considering my brokenhearted state. As I contemplated my next move, my life instantly flashed before my eyes as I strove to think of any reason to remain alive and survive this calamity.
My first injurious relationship that set me on the path to loser-ville was with Susan. As an eighteen year old I'd recently graduated high school and had been set up to go out with her on a blind date. She'd graduated from a different high school so I knew nothing about her until we met through mutual friends. It was a whirlwind romance. I'd experienced six weeks of pure bliss and was head over heels in love with this blonde beauty. She too had expressed words of love and I had begun saving money for a ring. One summer Saturday night, I took Susan to a posh restaurant to celebrate our six-week anniversary. Silly, I know, but we were just kids back then. We weren't dressed for prom, but we were both well-appointed for our fancy date. Halfway through our meal, a handsome young man in a tuxedo suddenly appeared out of nowhere. Obviously, I had no idea who he was as he dropped to one knee beside her in the restaurant and proposed to her with a dozen red roses! To my utter shock and amazement, totally ignoring me, she accepted! I was stunned and went outside to give them some space. I learned that he was her ex-boyfriend about whom I had no knowledge. They were ebullient as they quickly abandoned the restaurant and left me with the bill. It seemed as if I was unknowingly the side character in a rom-com where the lead actress starts dating anew to get over the lead actor before they realize they belonged together by the end of the movie. I felt as though I should have been compensated for my role.
After licking my wounds from Susan's abrupt abandonment, several weeks later, I finally developed the nerve to ask Claudia out and we seemed to gel right from the start. She was BFF with my cousin, Bethany, and, unlike Susan, I'd met her several times before. We dated the remainder of the summer until it was time to head off to college. I was intent on a degree in Chemical Engineering while her focus was on Art Appreciation. Our universities were less than thirty minutes apart, with mine in Raleigh, NC, and hers in Durham, NC, so we managed to get together as often as our schedules permitted. On one of our dates, Claudia informed me that she'd befriended a guy in her art class who was a natural photographer. He was tasked with an important photography class project which would be a significant part of his semester grade. He wanted her to be his model for "tasteful nudes". She was excited at the prospect of being able to provide me with images of her pure natural state. Although I was against it, she reassured me that everything was on the up and up and that there would be nothing sleazy associated with the project, informing me that she had already agreed to be his model. Claudia and I shared a Google Drive, a fact that her photographer friend was unaware of. He uploaded all of his captured images to that drive for her examination. It had slipped Claudia's mind that I had the login and password to the storage account. As I perused the images, well, those 'tasteful' shots turned extremely graphic... fast. I had no idea that it was common practice for photographers to become intimate partners with their models during their photoshoots. Needless to say, our relationship was over shortly. My cousin apologized for her BFFs behavior. I was on the fast train to loser-ville.
Desperately wanting to try a different approach to dating, I used the matchmaking website, Hinge, to find a date or someone to hang out with. Keegan was a force of life. Unsurprisingly, she must have used an image on the dating site from her junior high school days because the woman who met me at the restaurant on our first date looked much older than her profile pic. The date went fine and Keegan was like a breath of fresh air. She was so easy to talk to. A week later, when we first made love, I could tell that she was much more experienced than me but I said nothing. I didn't want anything to spoil our burgeoning relationship. She always met me at our date destinations. We dated for two more months before I finally insisted on picking her up at her place to go on our next date. Reluctantly, she acceded to my request. When I arrived at the address she provided, she quickly ran out the door as soon as I pulled up and jumped in my car. Confused at her urgency to leave, I asked her what was going on. It was then that she confessed that she was still living with her
supposedly
separated but not yet divorced husband at the time and hadn't mentioned any details of this beforehand. As I looked at the house, a big angry guy was staring hatefully at me from the window. I had no idea what was truly going on between them. A few weeks later, some new truths eventually came to light. Our entire friend group knew that Keegan had been cheating on me with other guys. I only found out after one true friend blackmailed her into admitting it to me.
When she finally came clean with the truth, it was the most insincere confession ever. "It's no big deal, Steve," she flatly stated, "Everyone else thinks it's OK." Of course, I broke up with her and lost a lot of friends in the process. The worst part was that she kept a list! I found her numbered list of people she'd slept with, and there were quite a few names listed after mine, some that I'd considered friends. I have a pretty good idea why her husband wanted to be rid of her. At least I dodged that bullet and secured my membership in the loser club.
At this point, I was in my second year of college working toward my degree in Chemical Engineering. I took the remainder of the school year off from dating while focusing on my studies. Due to my abysmal dating history, none of my close friends questioned my social hiatus.
Shortly after the start of the next year of classes, I met Cheryl. We hit it off magnificently and couldn't keep our hands off of each other. I fell in love faster than a hiccup. We swapped dorm mates so she and I could live together in our co-ed dorms. We'd been a solid couple for nine months before I noticed that she would always have her phone on silent or just plain ignore calls from her friend, Elyse. One day, I decided to jot down the number and finally got around to calling it two days later. It wound up being her other boyfriend, who she had never broken up with before she came to college. Neither he nor I knew about each other and she had been visiting him when she went home to see her parents on weekends and breaks from school. Needless to say, after a huge fight, I broke it off with her. A week later, her mom called and chastised me saying that sometimes you just have to accept things and insisted that I owed Cheryl an apology for breaking up with her. To me, that proved the adage that the fruit doesn't fall far from the tree.
At this point, I had sworn off relationships. I dated occasionally but nothing serious ever came of it with my walled-off heart. I felt that I should focus on my Chemical Engineering studies at NC State University. I'd graduated with my bachelor's degree and was now working toward my Master's. I had dated several sorority ladies I'd met through our fraternity parties. It was at one such party that Chet, a Lothario who happened to be my frat brother, approached me.
"Hey, Steve. I need a huge favor. Do this for me and I'll owe you one."
"No thanks, Chet. I don't need you to owe me any favors. Take care of your own problems."
"Okay, butthead, be that way. Don't do it for me, then. Do it for that lovely young lady over there standing by the punchbowl."
I glanced over to see what kind of ugly duckling he was trying to stick me with. "The brown girl with the green top?"
"Yeah, that's her. She's the one. Her name's Kirsty, Kirsty Salinas. She came with her sorority sister, Wanda Hough, the one with the big tits wearing black beside her. I've been trying to hook up with Wanda for months and she's agreed to be with me tonight under one condition, that
you
escort Kirsty safely back to her dorm all the way over on the other side of the campus. She doesn't trust anyone else."
"How could a girl I never met trust me?"
"I don't know, Steve. She says it's some kind of sorority network thing. They have a list of nice guys and I'm not on it, but you are. Look, if the situation was reversed, I'd do it for you. All Wanda's asking is that you give your word that Kirsty will get back to her dorm safely tonight. They arrived together and Wanda won't go with me anywhere without seeing to her sorority sister first."
In all honesty, of the two, Kirsty appealed to me more than Wanda. Despite being Hispanic, which was of no consequence to me, she had that girl-next-door look whereas Wanda was tits on a stick. I had struck out for a date for the night, so I figured I had nothing to lose. Little did I know how wrong I was.
"Alright, Chet. I'll babysit her for Wanda. But, as you said, you owe me one after this."
"Thanks, Steve, but you gotta tell Wanda yourself that you'll get Kirsty back safely. She won't take my word for it. She needs to hear it directly from you."
