CH 1
My name is Mike and I've been married to Cindy for almost 15 years. We started as high school sweethearts and dated for 4 years and then broke up one year into our college experience. Cindy went to a local university, and I was at one about an hour's drive away.
Cindy was sorting out her life and wanted to be on her own for a while. Honestly, I think she just wanted to experience college life as a single 21-year-old girl. Her friends were having too much fun, and she felt tied down in our relationship. She thought she was missing out.
A year later, we met up again at a mutual friend's party and she eventually asked me out on a date. That led to us getting back together. Up until that point, we were both virgins, a decision we made mutually but really it was because of her religious upbringing. As fate would have it, we both lost our virginity during our breakup. We talked about our experiences. I would always try and get her to tell me about the guy and how it happened, but she was hesitant.
"Was he bigger than me?"
"Was it better?"
"Why did you break up?"
She avoided giving me direct answers. Instead, she just talked about how I was perfect for her where things between her and the guy would never have worked out. She referred to it as a 'mistake'.
I admit I am very self-conscious. I know I'm below average and at 4 inches in length, I know I'm not impressive between the sheets and to top it off, I tend to get so worked up easily, it doesn't take long to for me to orgasm. The girl I lost my virginity started to ask me to get her off first before we had sex, if that tells you anything.
Over time I started getting obsessed with asking about her time with Steve, the guy she dated and gave her virginity. At first, she skirted the topic but once in a while she would open up and talk about him. One day she must have heard my breathing change and asked, "Are you jerking off?"
"Ummm. Yes," I confessed.
She was silent for a minute and then asked, "Are you turned on by Steve?"
"No," I quickly answered.
"Then what?"
Now it was my turn to stay silent and she asked again, "What?"
"I don't know. I get turned on picturing you and him. Even though I don't know what he looks like, I picture someone other than me doing those things with you."
She couldn't wrap her head around the whole thing, but she started to open up and share more details about those times. Cindy would talk about him while we were having sex and not surprisingly I would cum in 10 seconds. It was 'cute and funny' she would say.
Steve was her 'bad-boy' phase. He showed no interest in Cindy other than when he was horny. He was extremely assertive and aggressive with everything from how he talked to her to how he fucked her. She told me she could never be with someone like that, but it was new and fun.
"Why did you stay with him for six months if you didn't like him?" was my question.
"I had never been with anyone else, and I wasn't sure if this was how things were supposed to be," was her honest answer.
As time passed, I started to feel more comfortable, bringing him up while we were intimate. Instead of her telling me the scenarios, I would recreate the moment between them in as much detail as possible. I would have her fantasize and pretend she was with him. It was incredibly hot to see how aroused she would get.
When I brought him up, her moans were loud, her orgasms were intense, and she would beg for another. Sometimes I would avoid bringing him up just to compare the reactions between when it was just about us and when he was put in the mix.
Then I started to talk about him while we were at dinner or out shopping, wait a little while, and slip my hand up her skirt or down her shorts. She would be unbelievably wet. When it was just 'me' trying to get her aroused, I would have to work on her for a while before getting wet. The odd thing is that I was getting more turned on knowing it wasn't me that was getting her so excited.
Cindy and I were now engaged. We were in the middle of building a house and expected it to be ready by our wedding. We finished college and were starting our careers. We were ready to start our life together as Mr. and Mrs.
Everything changed at Cindy's sister's (Cassie) 19
th
birthday. She was having a get-together at a local billiards hall, and she invited all her friends. There were about 30 people, and everyone was spread out over several billiard tables: eating, drinking and smoking. Suddenly Cassie grabbed us by the arm and started apologizing.
"Sorry Cindy. I didn't know Amanda invited Steve."
She gestured to one of the couches where Steve was sitting. It took me a minute to realize which one was Steve by process of elimination. I know Cassie and Steve were friends, but she was always good about not inviting him to family functions or parties where we would be.
My heart was racing but I didn't want to act nervous. Cindy looked at me and asked, "Are you ok? Do you want to leave?"
I pretended it didn't bother me but, on the inside, I was falling apart.
We walked past the couch and Cindy just said hi and he smiled back. She was holding on to my hand and as we passed, he looked at me and smirked. It was very uneasy and felt as if he knew things about me no one should.
"Was he laughing at me?" was my thought.
The rest of the evening went smoothly except for the fact that every time I looked over, he was looking our way. Specifically looking at Cindy. The times I was hanging out with other people I would find Cindy sneaking glances in Steve's direction.
He was nothing like I expected. He was the opposite of me in almost every way. He was at least 6' 1" with a huskier build. I wouldn't say overweight but definitely enjoyed beer. He had dark, short hair and a beard with some white streaks. He had a few tattoos on his upper arms and one on his neck.
The best way to describe him is like a slightly more cleaned up version of someone you'd find in a Son's of Anarchy episode. He was a handsome and weathered man who was in his late 40's if not early 50's. When I first saw him sitting with some other friends on the couch, I thought it was someone's dad.
Meeting him really fucked with my mind. The more I thought about him, the more vivid the stories Cindy shared became. This only led to wanting to hear more stories.
That night when I was taking her home from Cassie's party, I pulled up behind a few warehouses near her parent's house to fool around. At this point our house wasn't finished and we both lived with our parents. It limited us to where we could have some alone time and this was one of the only last minute places we often used.
I leaned over and immediately slid my hand under her skirt as we kissed. She was soaking wet, and I knew why. As I played with her clit and parted her lips, I slowly inserted my finger.
"Are you thinking about Steve?" I asked coyly.
She didn't respond.
"I saw him checking you out all night. Did you see him looking at you?"
"Yes," she said in a hushed whisper.
I continued to slide my finger in and out as she writhed in the seat, eyes peering directly into mine.
I slid over and parted her legs. I was already so hard and I went inside of her with ease. I always stared at your face looking for the expression I see on any sex scene in movies where the girl tenses or her eyes flare as the guy's cock goes in. Never saw that with Cindy.
After a few thrusts I asked, "Do you wish he was fucking you right now?"
She didn't say anything, but her moaning did.
"Do you? Are you imagining his cock inside? His hands all over your tits? His tongue inside your mouth?"
Cindy never really heard me talk so bluntly and with such language, but she stayed focused on my eyes. I was feeling emboldened because I wanted to hear her say what I thought she really felt.
"He looked like he wanted to fuck you at the party. I bet you if I wasn't there, he would have taken you to the bathroom and fucked you on the counter," was as far as I got before she held me tightly and said, "Don't Stop! Don't stop!"
"Was he bigger than me. Is that why you want his cock?" I asked one more time and as she started to orgasm and moan louder than I ever heard her.
I dropped her off and went home to masturbate a couple more times before passing out.
