Who doesn't like a perfect surprise? Come on now, of course you do.
Oh, sure, there is that surprise audit letter from the IRS, but for birthdays, anniversaries and just because a surprise is a perfect pick me up.
What makes surprises even better is when they are totally unexpected. Like that birthday surprise. You know it's your birthday, so the expectation is there might be something unusual in your future.
Thinking about surprises brought me back to the year after graduating from high school. I was dating the lovely and talented Chloe, a sweetheart of a girl who I'd been seeing for a couple years. We had plans of getting married one day after college. In the meantime we'd see each other several times a week, go to concerts, movies and sporting events regularly, and generally have a great time together.
We'd fool around in her parent's basement and in the car, never going all the way or for that matter going mostly the way. We'd agree that her virginity would remain until after marriage, but we weren't totally chaste. We'd dry hump, and she'd let me play with her pussy, albeit while she still had her pants on. Honestly, we still had fun, and I'd cum in my underwear more than once. She came in hers.
Chloe was a beautiful girl. She had an effervescent smile, was knowledgeable in numerous areas and just a pleasure to be with. She had a great ass, delightful to look at, and I often jerked off thinking of the times I'd felt it while making out. While I didn't get to touch skin, I did play with it and memorized each and every inch of her delightful ass.
I loved the girl, and really liked her family. They were all fun to be around. Her mom and dad were kinda cool, and her sister Carson, a year younger, was playful and kinda cute as well.
Many times I'd arrive at their household before Chloe got home from work as it made more sense for me to stop rather than go home and backtrack to her house. Chloe and I'd watch movies, play cards, and occasionally head out for a quick dinner and a movie. When I got there early I'd sometimes play cards with Carson. The sister was younger by a year, and always say things that would make me howl.
Sometimes I'd be there with Carson and she'd ask my advice on schoolwork and sometimes boys. She'd dated a few guys, and said they were mostly jerks. Ah, growing up.
I was looking forward to college and hoped it didn't hurt my relationship with Chloe. We planned on seeing each other on weekends, but distance can make heart grow fonder or maybe not. I was a bit worried in that over the last month or so Chloe had seemed a little more guarded. Oh, when we were on dates we had a great time, were perfect together and nothing at all was wrong.
Still, the other side of my mind said something was a bit amiss. Just off a little. I mentioned it to Carson one afternoon, but she said I was merely imagining things. Her sister was smitten with me, loved me, and always was talking about me.
I filed it away, swearing to never bring it up again.
Surprise.
Two days later I'd arrived at my girlfriend's house and Carson was there and Chloe was not - she called me while there and said she had to do some research on a project and was going to stop over a friend's house. I offered to help, but she said no, she'd be home late, and that we could "fool around" the next day to make up for it.
That made up for the missed date, but I really was a little concerned she hadn't told me about the project.
"You know she loves you," said Carson, quietly. "She knows you were meant for her."
Nodding, I mentioned again the recent thoughts of things being good yet off somewhat.
Carson looked me in the eyes, mumbled something, and seemed to want to say something she shouldn't.
"What is it?"
"Do guys talk, you know, about sex?"
Nodding to the affirmative, she continued.
"Like do they talk about what they've done with girls?"
Again, I nodded. "Not as a matter of course, but sometimes to brag."
Carson asked if I ever told anyone about my experiences with her sister.
"Absolutely not!"
Carson looked at me and told me she and her sister had talked about sex, about making out, and about some of her naughty play with me.
"Now that's embarrassing."
"You two have never, ever, well, gone all the way?"
We're saving that was my quiet reply after a little hemming and hawing. I explained we were waiting for marriage and that we truly did love each other.
We spoke a little after that, back and forth, maybe allowing for some intimate details. She spoke about jerking a guy off a few weeks back ("It was fun but yucky."). I said her sister moved great with her clothes on. We both laughed and mumbled something about this or that.
Then came the surprise.
"Rob, you know Chloe loves you, and you know she is a really good girl... but there is something I have to tell you. But you can't repeat it. You can't ever say anything about it. You can't mention to my sister."
I agreed. I mean, what could it possibly be, and whatever it was, how had could it be.
"Rob, she's seeing Lexington McMahon on the sly, she's just playing with him. You know, sowing some wild oats. She's not going to sleep with him, but they are fooling around. I can't live with not letting you know, and then you finding out from rumors or a guy friend."
Sitting there, shocked, I wondered if she was joking. Realizing she wasn't, I wanted to kick Lexington's ass. The bastard rich kid was known for snaking girls from under their boyfriend's eyes, ruining relationships without regard for anyone's feelings but his own.
Carson begged me to calm down, to never say a work. After a half hour of verbal interplay I calmed down and listened to my cheating girlfriend's sister. Somehow it made sense.
Chloe just wanted to play around a little, get some experience, saving her virginity for me on our marital bed. Carson assured me her sister was in love with me. She offered me a hug.
Hug we did, and I let her know I didn't blame her for telling me, and thanked her for talking me through things. She assured me all would be well. It was then I realized she was stroking my thigh. Damn that felt nice. I let her fingers play while I held the hug.
"You are a very nice guy, you are sweet, and you and my sister are perfect together,' whispered Carson into my ear, seconds before her fingers slid across my crotch, feeling an extended, firm cock.
"Is this for me?" she cooed.