This is a story of what happened to me my first Christmas away from home. I had just turned 19 and had just started courses at the local community college that fall. We didn't have a lot of money in my family and my parents were already working hard to make ends meet, so in order to stretch out my funds, I got a job working at a supermarket bagging and carrying out groceries. I didn't mind; my parents were already sacrificing and this was my way of pulling my weight, doing my bit. The plus side was I could afford a better car. I'd swapped my '57 Bel-Air for a souped-up '69 Chevelle SS, so this made me happy.
This was the only thing that made me happy, however. I missed those days back in high school, where I was the big football hero. I missed Tracy, a hot little cheerleader who loved to express her hero worship by giving me long, slow, loving blowjobs in the front seat of my '57 Chevy. Tracy was a cocksucking fiend, and I missed making it with her Saturday nights.
There was no shortage of beautiful young things strutting around the community college campus in their short skirts or tight jeans, walking in pairs to class with their chests way up high and firm. But for some reason the girls seemed repelled by me, and I wasn't getting any skirt action.
Even though we'd pledged eternal love to one another at the end of the school year, after Tracy had gone off to college her letters to me became less and less frequent, until at last they stopped coming altogether.
I finally accepted that Tracy had moved on; some kind of upper classman at the Ivy League school she was going to back east was making it with the hot little cheerleader I used to make it with. I was alone and miserable. I was practically crying myself to sleep at night, beating my meat to the memories of those Saturday nights with Tracy.
At the supermarket there was this one woman who used to come in and a few times I had carried her groceries to the car. Nothing out of the ordinary up to that point. She appeared to be around late thirties and wore a wedding ring. I found out later she was 45. She was very attractive for her age, a petite brunette with an olive complexion, full, firm breasts and a nice ass. Naturally I took notice; she was a welcome bit of eye-relief to help cut up the boredom and repetitiveness as I slogged through those long winter nights working at the store.
Then one evening in the middle of the week she came in and as usual I carried her groceries to the car. She thanked me. Then she squeezed my hand and from out of nowhere passed me a note.
"I am going to be alone the entire weekend and I just gave you my phone number," she whispered. "My husband is going to be out of town for a week. Give me a call this Friday evening if you are interested in the entire weekend."
I didn't know what to say. I must have looked like some kind of Neanderthal, standing there with my jaw hanging down as she got in her car and drove off. I looked at the note. All it had written on it was her number.
The more I thought about it more I thought what the heck. I had long accepted the fact that the thing with Tracy was over, and it didn't look like I was going to get involved with any of the campus chickadees anytime soon. I called the number that Friday evening. She said to meet her in the college parking lot #2 north end, at seven p.m.
I was there waiting when the lights of her car came around the bend. She got out and there was a momentary pause; it was almost as if she was thinking the thing over, or maybe sizing me up. I guess she was just as tentative about what was about to happen as I was. "OK, before we do this, there's just one thing I want to make clear," she said, nodding her head up and down like she was agreeing to a deal. "If you can't keep a secret, get back in your car and leave. Right now." She was right upfront about it.
I assured her I could be very discreet. "Good," she said. "Grab your toothbrush." I locked my car and got in her car. Not much was while she drove, just, "What's your name?" I told her, and she told me her name was Cindy, she was 45 and that was all I needed to know. She also told me she had been married for 20 years and this was the first time ever she had ever done anything like this, that she had never cheated on her husband. I learned very little else about her. "I don't want to talk about my marriage," she said. We went about fifty miles down the road to another town. When we got there she checked us into a motel.
Once inside the room she turned to face me, and for the first time I could appreciate the height difference between us. I'm six-foot-three; the top of her head barely came up to my shoulders. She was wearing this classic dress suit, and a string of pearls, even; she looked like a tiny little Barbie doll looking up at me. She gave a little shrug, like she was saying 'here goes', and before either of us had even said a word she put her arms around me and we kissed.
We kissed long and slow, a true open-mouthed soul kiss. I felt her her ample breasts pressing against me; her boobs were large, yet incredibly firm for an older woman. Then her hands started moving over the muscles of my upper arms, all up and down my chest, and our kiss turned into something more. She started sucking my tongue into her mouth, making me think that if she did it the way she kissed I was in for the fuck of my life. It wasn't any ordinary open-mouthed kiss; the girl sucked on my tongue like she was sucking cock. When we finally broke the kiss she cooed, "Ooh, I've always wanted to try it with a guy like you." I could tell she was totally hot and horny.
I started to peel off my clothes but she said, "No, I want to undress you." I shrugged and stood there, held my arms over my head while she pulled my sweater off. She was running her fingertips all over my chest; "Oh, do you work out?" she whispered. I just shrugged - I was still doing the football workout, knocking out some pushups and situps and running some miles every day, and I guess it showed.
Sitting on the edge of the bed before me, Cindy started to untuck the tank top I had on under the sweater, and that's when it came to me: it was like Christmas morning, and she was opening her presents. She undid my belt and pulled down my jeans and my boner poked forward, making a tent out of my shorts, inches in front of her face.
She placed the palm of her hand right on my bulge, grabbed my hard cock right through my shorts. She looked up at me with the most serious and intent look in the world on her face, as she put her fingers in the waistband of my shorts and pulled them down. My dick sprang right out, bold and impudent and free at last in the cool air of the room.
Cindy was staring at my cock like she was studying it, to the point where I was almost becoming embarrassed. She was still fully dressed, after all, and there I was standing fully exposed with my pants down around my thighs. She closed her eyes and there was a momentary pause, like she was giving herself permission or something. Then Cindy parted her lips and took my cock into her warm, wet mouth.
All I could do was close my eyes and groan as this beautiful, middle-aged angel worked her magic with her lovely mouth on my organ. She formed an 'O' with her finger and thumb and was stroking my cock into her mouth as her lips went up and down my pole.
Finally I could take it no more; I dropped my hands to her shoulders and tried to indicate that I was about to come, that she should release me.
"I always wanted to try that," was the first thing Cindy said once my cock was out of her mouth. This surprised the hell out of me because as far as I was concerned she sucked cock like a pro - she put my little cheerleader to shame.
"You mean you've never sucked . . .?" I stammered.
"No, honey, of course I've done THAT!" she laughed, "I've been a wife for twenty years, do you think I've never sucked a dick?" Still holding my cock in one hand, she put her hand to her face as she smiled in an embarrassed way. "What I mean is, I've never done it while fully dressed, with a totally naked guy who's young enough to be my son, in a motel room with all the lights on!" Cindy looked back at the head my spent cock where a shining droplet of pre-cum had formed, and the tip of her tongue darted out to lap it up. "Mmmm . . . " she said thoughtfully. Then she glanced back up at me with a mischievous look in her eye. "It's kind of kinky, don't you think?"
We ended up in the shower together. She enjoyed running her hands up and down my body, rubbing the soap all over me and making me hard again. Then she turned and I soaped her up. Her muscles of her back were firm, there was a nice line running down her back to the two little dimples right above her round asscheeks. I rubbed the soap up the crack of her ass as she backed toward me, then I reached around to make her breasts all slippery with soapsuds as I fondled them from behind, a nice round pair of slippery handfuls.