Recently, some of my coworkers and I were discussing our first girlfriends, first fucks, etc. The conversation reminded me of the first two blowjobs I’d ever had. I got them seven years ago, when I was nineteen. They were administered by my mother’s best friend, Karen, who was almost like family.
I had just completed my first two semesters at college and was preparing to drive home for the summer. Since home was about four hundred and eighty miles away, I planned on driving about half the distance on the first day and spending a night in a motel. But since Karen lived about halfway between college and home, my mom called her and asked if I could stay at her place instead of spending money for a motel room. Karen said she’d be delighted. Little did I know what that meant.
Karen, who was about thirty-eight at the time, is a petite brunette with milky white skin. Her shoulder-length hair is always well coiffed. She has cute, delicate facial features and pretty dark eyes. Standing about five feet five, with ample tits and a cute little ass, Karen’s unmarried status was something I could never figure out.
I arrived at her house at about eleven o’clock that night, and she greeted me at the door wearing a pair of dress pants that hugged her curves in all the right places. A lacy white blouse was unbuttoned a little, but not enough for me to see much of her tits.
After I’d put my suitcase in her spare bedroom, I went back out to my car for my shaving kit and radio. Upon reentering the house, I found that Karen was unpacking my suitcase and had found a couple of girlie magazines that I had packed. She was sitting on the bed, flipping through one, as I walked in.
“Do you enjoy these?” she asked sternly.
“Yes,” I admitted, expecting a lecture on the evils of sexy magazines. I was just about to protest that all the guys at school read them when Karen stood up and put her arms around me.
“Well,” she said, “let’s see if you’ve learned anything from them.” She then gave me the longest, hottest kiss I’d ever experienced. Up till then I hadn’t had much luck with girls and had almost no sexual experience beyond jerking off.
Standing close, with her tits pressed against me, Karen continued to kiss and nibble on my ears and neck. I could hardly believe it when I then felt her hand on my cock. She was gently rubbing it through my pants. My cock had been growing, of course, ever since her first kiss, but it couldn’t reach its full length while trapped in my pants. Karen took hold of it and straightened it out so it could stand straight up between my pants and my belly. As she continued to stroke me, she placed my hands on her ass. I was squeezing her soft buns and she was squeezing my rigid cock.
Karen then gently pushed me back against the wall and dropped to her knees. After unfastening my belt and pulling my pants and underwear down to my ankles, she sandwiched my dick between her hands and began pumping it with slow, long strokes. She was incredibly gentle and knew exactly what to do. She placed her right thumb on the sensitive spot just behind the head and started rubbing there in quick, small circles. Her left hand, meanwhile, was gently fondling my nuts. Soon she wrapped her right hand around my shaft and began a rhythmic up-and-down motion. Her hand was very soft and it exerted a gentle but firm pressure on the underside of my dick.
The pleasure I felt was intense and getting more so. Seeing that I was getting a little weak-kneed, Karen sat me down in a chair without ever once letting go of my shaft. As I sat there, she moved her head in close to my crotch and at last touched her lips and tongue to my tingling dick! Cradling it in one hand, she slowly licked it from bottom to top, just as if it were an ice cream cone. Her hot tongue seemed to take a whole minute to reach the head. Her left hand was now ever-so-gently squeezing my balls. After her first upward lick, she pumped my shaft with her right hand, and then licked some more, a little faster this time. She continued to alternate between licking and pumping, speeding up the action each time.
Eventually she stopped licking and just pumped rapidly with her right hand. I was squirming all over the chair with pleasure. Then, finally, she placed her mouth over the head of my dick and sucked it in. With her hand still working, her tongue hit the sensitive spot just behind the head and I could take no more. I squirted great gobs of sperm into her warm mouth. She withdrew my shooting cock from her mouth and, while she was still pumping it, I shot the rest of my load on her face. She aimed it here and there and everywhere until she had blobs of sperm all over her smiling face. As my dick then slowly deflated, Karen kissed it once more and stood up. “Sleep well,” she said, and then she left me alone in the spare bedroom.
I hardly slept a wink that night. I was too keyed up by all the excitement of having just had my first blowjob. It must have been dawn before I drifted off to sleep. The next thing I knew, Karen was shaking me awake. She was dressed only in a bra and bikini panties. Saying she had a before-breakfast treat for me, she pulled the covers off me, sat down on the bed and immediately pulled down my underwear and began to massage my dick again. I was a bit bolder this time and manfully squeezed her tits. After she unhooked her bra and tossed it to the floor, I sat up and started kissing her tits and sucking her nipples. Karen’s breasts were bigger than I’d thought, and almost perfectly round.
Karen soon lay down on the bed and told me to get on top of her. She asked me to rub my dick on her tits. I kicked off my underwear, straddled her chest, took my cock in hand and rubbed the head all over her nipples. She stroked my shaft as gently as before, then placed it between her boobs. I humped my shaft back and forth between her tits as she squeezed them around it. After a while she moved her head forward and took the head of my dick in her mouth. Again, as before, with my cockhead in her mouth, I soon came. Karen let go of her boobs, wrapped both hands around my dick and held her mouth open, this time taking every drop of sperm in her mouth, swallowing it and lapping up what remained on my cock.
There’s nothing more enjoyable than your first blowjob. I’ll remember mine as long as I live. Name and address withheld
