My wife and I have been married for almost twenty years. We were married in our early thirties.
We first met when we were in the fourth grade. We went to school together until we each went to different high schools. She was a pretty plain girl and in spite of her getting her breasts in the fifth grade, hers much larger than any of the other girls, none of the boys paid her much attention.
Nineteen years had passed since then. A lot had changed in that time. I had spent years in the Marine Corps, been married, came back to the “hometown”, entered corporate life, gotten divorced and had been living alone for a couple years. I ran into DeeDee one day and I couldn’t believe my eyes. She certainly wasn’t that awkward girl I used to know.
She was a good looking, confident thirty-one-year-old woman. It was obvious from first look that her early start in puberty had served her well. She had a beautifully curvy body with great tits. I’d later find out after we were married that she was a 38DD. I asked her out and the rest is history, as they say.
Over our first few dates we did the typical, catching up on the years since we last knew each other. DeeDee was really interested in my military adventures and she even seemed to take an interest in my high school shenanigans. She was very empathetic and understanding about my divorce.
DeeDee, on the other hand, had a very different life experience. We went to private school through junior high. She then went to the public high school and really didn’t feel like she fit in. It was a big school and she made a few friends but wasn’t really social. She never had any boyfriends or even dated in high school. Come to find out, even since high school she had never gone on more than one date with a guy and only a couple of those.
DeeDee was working with the same company since high school and she was still living with her parents. Our experiences couldn’t have been any more different up to that point.
Our first kiss was on our fourth date and DeeDee says she still remembers it like it was yesterday. I have to admit, I don’t. It was her first time kissing a man, so I’m sure that has something to do with it and not that I was so great. As things progressed, I learned that her almost overpowering confidence completely disappeared when it came to her view of her body. I guess with her background that shouldn’t have surprised me, but given our different experiences, I had a hard time understanding it.
We’ve enjoyed a great sex life since before we were married, even though DeeDee has been a real puzzle in that regard. I knew she was a virgin. I didn’t initially realize how completely naive she was about sex. She was absolutely embarrassed the first time I slid my hand into her panties. She was so invitingly wet it felt like pure silk. She thought I’d be completely grossed out by her wetness.
One day we were talking about sex (before we had even had sex) and I mentioned doggy style. She was appalled and proclaimed she would never do that. I was in disbelief. What could possibly be the objection to that? As it turns out, she thought doggy style always meant anal. After an initial chuckle, I explained.
Since we’ve been married, we’d covered a lot of ground sexually and she’s really quite adventurous. DeeDee has a toy collection that would make Christian Grey jealous. She loves anal and often demands it. She’ll flash me in public for a pic or two when she knows she won’t be seen. On occasion, she’ll even ask for some rather serious BDSM. But through it all, she’s never thought of herself as desirable. No matter what I say or do, she is convinced I’m the only man who would ever be interested in her.
So, this has been our experience together. Every time I introduce something, her starting point is that it can’t possibly be something people really do or that it’s something so kinky “normal people” don’t really do it. And almost every time, once she tries it, she really enjoys it. In fact, she absolutely loves sex. I dare say she has a higher drive than I do.
But she has her hard “no’s” also. She’s really curious about strip clubs, but when I offer to take her it’s a no. Taunting her to flash a trucker, nope. Floating the idea of other people, hard “no”.
We’re fifty-two years old now. She’s put on a little weight, nothing outrageous, just the effects of time. The upside is her boobs are now 40DDD. The downside is it has made her insecurities and low opinion of herself even worse.
One day in June last year, my friend Dean called me during lunch. He was working a job on our side of town and wanted to know if I’d be around after work. He said he could stop by for a drink when he wrapped up the job. I’m always up for a cocktail, so agreed immediately.
Dean and I have been friends since our freshman year of high school. As long as I can remember, it was always Dean, Greg and me hanging out. We all went into the military after high school and when we all returned home, it was the three of us again like no time had passed.
Dean was a groomsman in our wedding. He surprised me a few years back when he shared some bedroom photos of his wife with me. I was in heaven. She’s a great looking gal; thin, firm perky breasts, and a great ass. Since then, we’ve shared quite a few pics of our wives. Dean has always had an eye for DeeDee and pics of her fantastic breasts and round ass always elicit comments.
The doorbell rang at about 6:00. Dean came in and kicked off his work boots. The usual small talk as we walked to the kitchen. DeeDee was in the kitchen, just putting away the last dishes from dinner. “Hi, Dean. How was your day?”
“Hey, DeeDee. Can’t complain. How are you doing?”, Dean responded.
“Not bad. Still trying to adjust to the working from home thing. What are you guys drinking tonight? I’ll get you set up.”
I looked at Dean to see if he had an opinion. “How about Bee’s Knees tonight? Seems like a good one for a summer night.” I knew he’d come up with a good one.
DeeDee grabbed the gin, glasses and shaker from the cabinet and set them on the counter. As she pulled the lemon juice and honey syrup from the fridge she commented, “You guys have fun,” put the last items on the counter, and went upstairs.
As I started mixing the drinks, Dean commented, “Always nice to see her at the end of work day.” I knew what was going through his mind. DeeDee’s t-shirts are all V-neck and display her cleavage quite nicely. Although she never notices, he always enjoys the view.
Dean and I headed out onto the deck. We talked for hours, occasionally taking a break to mix more drinks. It was a beautiful day that turned into the perfect early summer evening. As the sun dropped, the warm air cooled off nicely. I reached over and turned on the fire in the fire table that sits in the middle of our four deck chairs.
It must have been about 9:00 when the sliding door opened. DeeDee walked out and sat down in the chair across from me, setting her drink down on the table. “Am I interrupting guy talk?”
“Just BS’ing. You’re not interrupting anything,” I replied. I was a bit surprised. DeeDee doesn’t really drink. She may have a drink a couple times a year, but it’s unusual and generally goes straight to her head when she does.
“I just thought I’d stop down and chat a bit before bed.” She had changed into her comfy evening clothes, the ones she wears curled up on the couch for the last few hours of the day, so I knew she was winding down for the night. Her drink was half gone when she came out to the deck and she had been taking sips as we chatted.
The three of us sat there talking for a while. Dean was on his fourth cocktail and I could tell he was feeling pretty loose. I don’t remember how the conversation turned to it, but somehow, we started talking about foot rubs. I know, it sounds cliche. But that’s what happened. And before any of it even really registered with me, Dean got up from his chair, pulled the foot stool around to the other side of the fire table and sat on it in front of DeeDee. He reached down, picked up her foot and laid it in his lap.
DeeDee giggled at first. “You really don’t have to...” her sentence was cut off by a long moan as Dean pushed his thumbs into the bottom of her foot. Her eyes rolled as her head tilted back. The moan got deeper, “Oohhhh...”
“I thought you might like that,” he responded.
I was chuckling, still kind of unsure how we got to this point. What I thought was a quick bit of flirty fun went on for about five minutes. Dean and I kept talking. And DeeDee kept moaning her approval, eyes closed. He set her foot down and picked up the other one. Dean stopped talking and worked on her foot.
After a few minutes, he slid his hands up and started kneading her calf. DeeDee opened her eyes and looked over at me. It was a look of surprise, but also pure relaxation and something else I couldn’t quite figure out. It was a brief glance as her eyes rolled back again and she let out another moaning sigh.
As I sat there, unsure of what I was watching, DeeDee relaxed and slid down in the chair. Dean sat back a little bit, no longer having to reach for her calf. He switched over to her other calf and her contented moans continued. She took her other foot and moved it out of Dean’s lap and set it on the deck. Doing that spread her legs a little bit. Her evening shorts are pretty loose; and even though she wasn’t flashing anything, I knew that she never wears panties under them. Dean looked over to me with a grin.
It was perfectly quiet aside from the occasional moan from DeeDee. Dean continued his task and slowly his hands slid up to her thigh. I was certain we’d reached the end; that he was going to get slapped away. DeeDee let out a moan that was bit louder and couldn’t be mistaken for anything other than pure pleasure. As she did, she dropped even lower in the chair; her butt coming just about to the edge of the seat and her legs spreading even further, one laying in Dean’s lap and the other to his side.
At this point I could see she was flashing the side of her pussy. Dean noticed it as well, giving me a big grin. After years of seeing it in photos, I knew he was dying to get a real life view.
Dean’s hands slowly moved up DeeDee’s thigh. I was pretty surprised by his bold move and I waited for DeeDee to brush him aside. I was doubly surprised when his hand slid up the loose leg of her shorts and she responded with a loud, heavy breath. “Oooh, wowww…” was all she said.
She made a couple of quick, short, startled breaths. He must have been hitting her clit just right. Then I could hear the unmistakable sound of his fingers in her wet pussy. Her fingers tightened on the arm rest of the chair. She never even opened her eyes, but managed to utter, “Don’t tease a girl!”