My Long Road: Husband Wife Pt. 01

Note: Unlike all my previous writings, I wrote and completed this long story before posting anything, rather than writing and posting a chapter, then writing and posting a new chapter, etc. I know some of you grew impatient waiting for new chapters to arrive with my other stories, so you won't have that problem this time! I'll be posting a new chapter often.

My wife's name was Karolyn. Don't even ask where the K comes from. Maybe the name derives from Karo syrup! But Karolyn it was. Karolyn and I first met in a social media class I took to help me publicize my interior house painting business.

There were a dozen of us in that college extension course; nine women and three guys. Karolyn immediately drew my attention because of her long, light-brown hair and slim figure, her sense of humor, and her inquisitiveness. Being very pretty didn't hurt.

We talked casually several times, and we had a good time when the entire bunch went to a brewpub after our last class. I'm not the forward type, so despite my attraction, I was too shy to show it or ask her out (or even get her phone number). I did learn she was a CPA, so she had to be making big bucks. All indications were that she was single.

That crush evaporated and I went on with my life. Back at work, one of our painting crew was a woman, but she was engaged. And often gross.

*****

Fast forward two years. I'd been having an occasional date, and even a couple overnights, via a dating site recommended by friends. But nothing lasting. I began to wonder what I lacked. The most obvious thing was my height -- five feet, five and a half inches (but I had an average-length dick!). I wasn't skinny and wasn't chubby (and had some well-defined arm muscles due to my job) -- but everyone commented on my so-called baby face -- and my sparse body hair. Even my head of hair was fine and wispy. One date said, "Wayne (my name), I think you're gorgeous. If only you were a little taller." She was five-nine.

Another potential date, when I met her outside a bar, took one look and said, "No. Not for me," and left!

While remaining with the same dating app, I added another ("Always") that at least had a slight sense of humor. I figured it was a take on "all ways," which could mean a lot of things.

I started using Always more and more. One day as I was perusing a new crop of match photos, one immediately stood out, and I knew I was looking at my former classmate. She even used her real first name, which was, of course, a dead giveaway. She gave her height as five-seven and her age as 27. I'm 24.

Now, from the comfort of my home computer, I could reach out. She did remember me, but obviously not as much as I remembered her.

*****

I'm going to skip forward three years. As you might've guessed, we hit it off, and ended up living together for ten months, then got married. Due to her savings, and a loan from her father, we were able to swing the purchase of a home. Playing house was quite the thing. Having a dependable sex partner was even better. However ... paying bills on time and talking about having a kid were not my favorite things. In my favor, I completely repainted the house inside and out when we moved in. That I could do.

I soon faced the fact that because Karolyn worked longer hours than me and was often on the road (close by or distantly), and because she contributed much more money to our partnership, she expected me to wash the dishes, do the laundry, and generally keep the place neat. I resisted at first, but her arguments made sense, and I didn't want to alienate her. After all, we had such an active and warm love life.

After a year or so, she convinced me to go take classes in interior design and go in that direction. After I performed well there, and liked the field, she pulled a few strings and got me a job with a design company she'd done work for. There, my painting and color experience was valuable. My salary doubled!

On the negative side, my hours were longer. But Karolyn wouldn't budge on sharing the dishwashing, laundry and cleaning duties. "Wayne, I'm really sorry," she'd say, "but when I come home, I'm just exhausted. I really appreciate all your energy, and help, and I'm completely indebted to you, dear."

I began to feel leaned on, like I was her domestique or maid. But our sex was so good! She really did love me, I knew, and that was the most important thing. I took some pride in becoming ever so speedy and efficient about taking care of things. Not taking care of things perfectly, but good enough.

On the plus side, our sex kept getting better. At first, before and just after marriage, our menu was pretty vanilla -- screwing in the missionary position where I'd cum first and then help her climax. We'd hug ourselves to sleep at night with her wearing provocative lingerie, and so on. Once in a while, we'd just masturbate each other when we woke in the morning.

Then, mostly on her volition, we expanded our range into five or six different fucking positions, while whispering smutty things to each other. Along with some nipple biting, she looked forward to eating me and vice versa. Once in a while we'd watch sexy gay and lesbian porn videos. I loved Karolyn coming up with all these new things.

Having kids didn't seem so important to her any more. Thank god.

After we'd been married five years, we were trying out new thrills that required some getting used to ..... things like nipple clamps and dripping candle wax on each other. Handcuffing Karolyn's wrists and ankles to the bed, and pretending to take the her against her will (and vice versa). Putting me in a chastity cage and denying me for a week or two. We had successfully slid into second base.

Third base took a couple more years. One time while she was playfully arousing me while I was chastity-caged and handcuffed to a chair, she came over, opened a tube of lipstick and gently applied it to my lips. I didn't object or fight it. Just something new and, I'll admit, stimulating. She already had some on her lips, and she held my head as she kissed me. What a different feel when one is wearing lipstick! And how my dick wanted to escape from the confines of its cage.

Seeing that I was still sitting there somewhat passively, Karolyn searched, then came over and attached some clip-on earrings unto my ears.

"I never told you this," she confided, "but I've fantasized about giving you a total makeover; making you look like a woman with a dick and making love."

"I'd love to see that happen in a movie, you know," I replied. "But that's really out of my comfort zone. Can't really see going that route, dear."

"But you look so cute. You're like many young oriental men whose faces can easily be turned female, like Thai ladyboys -- remember the video? Here, look at yourself in the mirror."

She was right. In her hand mirror, all I needed was some long feminine hair to pass as a woman. Some eye makeup, powder, or whatever. But I wasn't going to admit it.

Leaving the lipstick and earrings in place, we made love. Funny how wearing them made our lovemaking more passionate and wilder. I climaxed and ejaculated like a slug exploding out of a.30-06 rifle.

But Karolyn just wouldn't give up on this new avenue of sex. When she had me in chastity for two weeks or more a couple times, she'd tease, saying she'd let me out a couple days early if I'd agree to wear a panty and bra, or makeup and a wig. She'd reach down and touch the cage and move it around just a little. I was turned on to an extreme, so my fantasies of wearing women's lingerie grew. I had a couple dreams about her dressing me up.

(To be continued)