I'm going to tell you all about a funny thing happened to me very recently. I was sitting in my favorite café, having coffee and a snack, just minding my own business. I needed to get out of the apartment and take a break from staring at the same four walls.
As I glanced up to see what was going on with the world around me, an attractive young blonde spotted me and walked over to my table. It took but a few seconds for me to recognize Calleigh Ames, a girl I had known for several years. We had been through elementary and high school together, although at this point, I had not seen her for several years. We were just passing acquaintances, never friends and we had never dated.
However, for some reason, she seemed genuinely pleased to see me. I invited her to join me and expected some feeble excuse, as I'd never been one of the "popular" kids that Calleigh ran with. To my surprise, she accepted my invitation and sat down with me. She gave me a huge smile and it reminded me how cute and appealing she had been in the day - and still was. Despite her diminutive stature, she was sexy and in the short dress and high heels she was wearing, it still showed. We began making small talk and reminiscing about the "good old days". I will confess, those days were a lot better for her than they had been for me. I wasn't popular, although I did have friends. I covered a lot of my insecurities by being one of the smart kids in school and by being the class clown. It had served me well and now I wrote a humor column for a national magazine and on the Internet. While it would never make me rich, it did provide me with a comfortable living and the freedom to come and go as I pleased and write where I chose. This particular café happened to be one of my refuges. The staff likes me, the food is good, reasonably priced and I've even managed to snag a date or two with some of the younger, more attractive servers.
As Calleigh chatted on, I will admit to being happy for her company. It doesn't hurt a guy's reputation to be seen with an attractive blonde woman and word tends to get around. It was also flattering to my ego that she was eager to spend time with me. I would have killed for a kind word from her back in the "good old days" of our high school period.
"You want to know something?" Calleigh asked in a playful tone, swinging one high heel on her foot. "I wanted to
fuck
you when we were in high school, but I was too concerned about my reputation with everyone else."
I almost spit out my coffee, but if time has taught me anything, it's to play it cool. "I guess it was my loss, then," I said in a calm and collected tone. I'd be damned if I was going to give Calleigh Ames the upper hand, despite her little attempt at one-upsmanship.
"No, I think it was my loss," Calleigh sighed wistfully. "I always thought you were cute, but you know what kids are like. You were the funny guy, the girls aren't supposed to hang out with the funny guy. High school is all about cliques, you remember that?"
I did remember that, although it didn't stop the sting I was still feeling. Still, it had been nearly 20 years since graduation. I'd enjoyed several women since then and life had treated me well. I couldn't hold any grudges, but I could take a tiny measure of my self-respect back by one sly move. "So, you've told me you aren't married anymore? What's stopping you now?" I put it out there.
"Why, not a thing!" Calleigh said enthusiastically. She took my hand and gave me the kind of smile a man wants all of his life. "I don't live far from here - does right now work for you, tiger?"
I looked at her and saw sincerity in her baby blue eyes. She had called my bluff, although I am not really sure that I was bluffing. Calleigh is the kind of girl that a guy like me aspires to. I nodded in agreement and paid our bill as we exited the café hand-in-hand. It was only a few blocks to a rather sumptuous apartment. Apparently, life had done very well by Calleigh too. She didn't waste any time in planting a really steamy kiss on my lips and then sauntering off to the bedroom with a saucy wiggle of her lovely ass. I stood there dumbfounded for about 30 seconds before regaining my wits and following close behind.
Either Calleigh had good instincts or she had taken some pole dancing classes. Either way, she did a really hot striptease, strutting around in sexy lingerie, stockings and high heels. Even though she was now in her late 30's, Calleigh had a body that would have put many girls to shame. My friend down below was doing a little happy dance. Calleigh pushed me on to my back on a large bed and started to undress me while peppering my face with sexy, tiny kisses. The sexy lady was raring to go and she was starting without me. I thought I had better get myself together, so I started kissing back. I was surprised at just how into me she seemed to be and I think even Calleigh wasn't quite prepared for how hot the pair of us were getting.
Either way, she had my cock in her mouth and was giving me an A-plus blowjob in just a few minutes. Despite our difference in height (I'm 6'2") I was able to convey the message that I wanted her to swing around so I could reciprocate. She picked up on my non-verbal cues and soon, we were tasting each other with vigor. Her sweet, shaved little pussy was really tasty and I was digging in deep. I love giving oral and my younger girlfriends have often complimented my skills. From the way Calleigh was humming with my cock in her mouth, I rather think I was doing well by her. Even still, I made sure to be relentless and did my level best to make my new lover cum. When she lifted her head from my shaft, threw back her head and screamed, I got the reaction I had been hoping for.
"Fuck, if I had known you were that good, we would have done this years ago!" Calleigh said as she took deep breaths. I wonder if she realized just how sexy she looked with her tiny, delicious little body heaving in pleasure. "If my ex had been this good in bed, I might still be married to that fucker!"
"Then I guess I'd be out of luck," I laughed as her tiny hand wrapped around my cock. "I'm sort of glad we didn't hook up until now. I think you'd have been disappointed with me before today."
"I doubt that very much," Calleigh almost purred. She had my cock in her hand and was stroking it playfully. "This big boy is more than enough to get the job done and if you had needed some instruction, well, let's just say I'm a
very
patient teacher!" She then took my cock in her mouth and sucked me off until I lost my load in her full, soft lips.