Cheryl and I were brought up with the standard Midwestern morality that seems so universal when you're in it. We thought everyone held off on kissing until the third or fourth date; that heavy petting was shocking unless you'd been together for a year or two and were planning on getting married; and that intercourse was reserved for married couples with the lights off.
The thing that changed our minds – and our lives – was my penis. Now, I'm not going to criticize my little friend. After 5 years of marriage, it can still get Cheryl to yelp with pleasure, and it never lets us down, but I must admit I would like it better if it was about twice as big as it is. To be blunt, it's kind of a miniature, no more than 5 inches long when fully erect, and just over an inch in diameter. Sometimes it seems to get lost in Cheryl's copious love canal.
She's never complained, and we both thought our lovemaking was more than adequate, but somewhere along the line, I started to wonder how she would like to experience something bigger - much bigger. I knew they existed. I'd seen porn pictures of guys with dongs easily two or three times my size. I worried that Cheryl was missing something, and I couldn't get it out of my head. As much as it scared me, it also had a strange fascination. I began to have a recurring fantasy of Cheryl gasping with pleasure as a huge cock was rammed over and over into the depths of her pussy.
I'm not sure whether the thought had ever occurred to her. She claims it hadn't, but that might be a leftover from her puritanical upbringing. In the end, it didn't matter because the fantasy got so overwhelming I had to bring it up. One night after a very fine session of mutual pleasure, she was lying with her head on my chest, luxuriating in the afterglow.
"Did you ever wish you could try a bigger dick?" I asked her out of the blue.
"What?" She sat up, shocked, and gave me a look that said I must have lost my mind. "No, of course not. I love your little Willy just the way he is."
"I know," I said calmly, "but doesn't it seem like a really big one would be ... you know, at least something new and different – I mean, if you could do it with no strings attached."
She lay her head back down and didn't say anything for a long minute. "Well," she said slowly, "I guess it might be different, but it's not something I'd ever want to try."
It was a tiny opening. I took it like a puppy takes a sock, pulling and chewing at it until she admitted it would be 'interesting' if there was some way to do it without any risk. But, she said, there was no way to do that, so it was out of the question. Out of the question for her, but to me it seemed like we were halfway there.
All I had to do was come up with some kind of risk free scheme to get her together with a big cock. I started thinking and planning feverishly. At the same time, I started teasing Cheryl about it, talking about how big some guys were, showing her pictures in magazines, trying to work it into her fantasy as deeply as it was in mine. I could tell that my efforts were having the desired effect. Just talking about it made her noticeably hotter when we made love.
The first thing to do, I decided, was to find a big cock. It turned out that wasn't hard to do. I work out at a gym near my office in the city, and I take a shower there every weekday morning. During the course of about six weeks, while I was planning Cheryl's present, I probably checked out a hundred or more different dicks in the shower. There were a few that were fairly good sized, but nothing spectacular. I was actually a little relieved to find that my little toy was much closer to average than I thought. Still, I persisted. The more of those average cocks I saw, the more determined I became to find something truly special for Cheryl.
As they say, seek and ye shall find. When Drew showed up at the gym and I saw the monster he was packing, I knew I'd found what I was looking for. Drew was only about 5' 10" and 160 pounds, but he had a hunk of meat between his legs that seemed to hang halfway to his knees. He was new in town, and I think he joined the gym to meet people. I introduced myself and we became friendly.
I had no idea how I would introduce him to Cheryl. I knew she would insist that it be done in a way that avoided entanglements, so he wouldn't know who she was, or have any claim to a 'relationship'. About a week after I met him, I invited him to have a drink after work, thinking I might have a brainstorm if I got to know him a little better.
It turned out to be easier than I thought. He told me he was unattached and having trouble meeting girls. I found that hard to believe, since he was just 25 and very good-looking, and I imagined that his special equipment would be extremely popular, once word got around. It seemed like his problem might be that he was a little shy. In any case, it was perfect for my purposes. I told him I knew a bar that was popular with girls his age (I was only 32 then, but old enough to be a little out of the mainstream at the place I had in mind). He was interested, and we made plans to check it out that Friday night.
Now all I had to do was sell the plan to Cheryl, and I thought I knew how. I took her shopping. If there's one thing Cheryl loves, it's shopping. And I'd recently noticed that she was always drawn to the sexiest outfits in the store. Being a modest and practical girl, she never bought them, but I knew she had a secret desire to dress like a stripper.
We went to one of those very hip stores where they sell outrageous outfits for 'clubbing'. Cheryl tried on some of them, but I had to push her to get really wild. Finally, I saw a little silver sheath. It was backless, and very short, with a skinny halter top held together with strings. On her petite frame and generous breasts, I knew the dress would be nearly obscene, but that was my intent.
When I showed it to her, Cheryl said, "I couldn't wear that."
"Oh, come on," I said. "Just try it on."
She peeked around the door of the dressing room before she came out. There wasn't anyone close by, so she took two steps out and twirled around quickly to let me get my kicks. She was a fantasy in the flesh. I couldn't believe how hot she looked. My jaw must have dropped to my chest.
"That's the one," I said, breathlessly.
Cheryl giggled, obviously pleased by the effect she was having. "Jack, I can't," she protested.
"You've got to," I said with absolute conviction.
In the end, we bought it and I could tell she was very excited. Before we took it to the clerk to pay, I grabbed a pair of sheer thong panties to go with it. Cheryl just looked at me with wide eyes and giggled nervously.