Cheryl and I have been friends since she was in the 6th grade and I in the 8th. I am nearly 3 years her elder. By the time we reached high school we were still best friends and figuring out we maybe were to be more than just friends. We had our first date when she was 16 and I going on 19. When Cheryl was 18 and a senior in high school and I in my second year of college we had sex for her first time.
That first time opened a new world for us and brought us to the reality that we would spend our lives together as man and wife. I have always had the pure instincts of the nearly perfect mate, but not quite? I knew something was slightly off, but not for sure exactly what?
From the time we were children I found excitement in Cheryl playing with other boys. I sometimes found it cool if she went off to play with little Johnny who lived next door. Even once we had become lovers I was still kind of turned on by her being close with other guys. We even talked about if from time to time. Cheryl told me how silly she found it.
She used to tease me about it. Saying I was just a silly boy that enjoyed being jealous. But I knew being jealous turned me on lots. Just before we became engaged I did suggest to her that maybe just to be completely sure of things that maybe she should date a bit?
We talked it over at length in detail. Not to the point that she should explore sex with others, but we did leave that open to be explored if desired. I did understand that as far as I could tell I really had no bad feelings about Cheryl exploring sex if she wanted. As she began her third year of college, I had graduated and moved on to a job. Her college was a 4 hour drive from where my job was so we were forced apart for periods of time.
I then made the suggestion she could be free to date and we could make sure before we were married. She just laughed and poked fun about me wanting to be jealous again.
Cheryl is 5' 2" and 118 pounds. Which some would say is 15 pounds too much if you haven't seen her. It isn't all in one place at all. Her boobs are a big B cup or a medium C cup of a small petite woman and it isn't in her ass that matches her boobs very nicely. It is just all over the full package of a fully stacked little very pretty young woman. With short blonde hair and green eyes.
Cheryl came home nearly every weekend for her first two months at school that year until she figured out it would help her classes if she didn't do it every weekend. She stayed up at school for a month before she came back home again. And when she did she told me first thing.
"Well I did what you ask."
"You did what that I ask?"
"I am dating now."
"Wow, Cool, how many guys are you dating?"
"David be serious, I am dating just one. A guy in one of my classes ask me out a couple times and I finally told him yes."
"And how many dates have you been on so far?"
"Well besides just lunch a couple times I have been out with him six times."
"Oh Wow, you must have gone way past the good night kiss stage and on into the suck face while fondling your tits stage."
She laughed and looked guilty not looking me in the eye.
"You may want to be somewhat jealous?"
"Oh so you have gone past that stage and into the fully naked for him stage?"
"No not quite that far just yet but he has fingered me a couple times now."
"And you are sucking him by now?"
"I have given him a couple of blow jobs, yes."
"Sounds like you could be very near the panties off and legs up soon?"
"I have not gotten quite there yet. David I love you and I don't want to screw us up now."
"But you do wonder if I want to be jealous enough to see what it is like when you fuck someone else?"
"Well if, I keep seeing him that could happen?"
"Keep seeing him."
"You think you really will be okay if that happens?"
"We can just see how jealous it makes me?"
"His name is Dennis Jerry, and I may make you very jealous?"
When Cheryl went back to school that week I knew things could change somewhat because I knew she would probably fuck Dennis when she got back there.
She didn't call for a few days and when she did she ask first thing.
"How jealous are you?"
"How jealous do I need to be?"
"You need to be very jealous."
"So you are doing it?"
"Yes I am."
"Then I am VERY jealous."
"A bad very jealous?"
"No I don't think so, maybe a very curious jealous?"
"Oh God that is a relief."
"Is it fun?"