Timmy turned out to be an all right guy. Of course he lacked self-confidence, and always seemed to wear these awful brown-and-orange polo shirts, and jeans that were too big for him. Self-confidence has always been a big thing for me in evaluating a guy's worth besides a flashy car and lots of money.
Timmy had none of it, but his brother Jack did. I know this because: a. I saw him in person at the party and he was soooo HOT! And b. Timmy told me he had a great job and drove a Mercedes convertible. So... money and a hot car, plus ab's to die for, and who knew what else in those tight slacks he had on at the party.
But back to Timmy, who I promised to get laid; Elsie didn't want to cop his cherry, leaving it in my capable hands, so... I fucked his brains out in the backseat of his mother's BMW.
Along the way I learned that Timmy was strange, but in a nice way. First off, he had a decent sized dick, but not overly big. And, he kept it clean shaven, something that I hadn't come across in my limited knowledge of men and their firepower. But since we ladies shaved trimmed or depleted the hairs around our pussies, why shouldn't a guy do the same?
He also professed to wearing his mother's panties, preferring them to jockey's, but never to school as he had to shower after Phys-Ed classes, and the guys would have been unmerciful had they caught him wearing his mother's lingerie. In fact, I later learned of his penchant for cross-dressing, and even borrowed a gorgeous dress from him once.
Timmy was also a legitimate virgin. Oh, I had blown him the night before after he drove me home, but that doesn't count, I mean, ask the president.
I had him drive us to the park, found a secluded spot and we climbed into the back seat. We got naked. I extracted Timmy's smooth, hard dick from the black silk panties he was wearing, it was already drooling pre-come with eager anticipation. I started off by giving him a blowjob in which I experimented with some things I had thought of and some things that seemed to come naturally.
I rubbed my boobs up and down his shaft, and licked his tender, fat balls and slurped the purple head until he was harder than hard. When I took the head into my mouth I realized its texture reminded me of soft velvet, and wound up kissing it over and over again just because it felt so fucking smooth.
Timmy didn't know enough to tell me to get on with it, and so I continued my explorations, playing with the opening or meatus, as I came to learn a few years later. I teased the string-like portion coming down from the head to a ring of skin called the corona, using my lips and the tip of my tongue and gauged the silky smooth skin along his shaft, wishing my skin had a similar feel to it.
Timmy was almost afraid to touch me and lay quite still as I knelt on the floorboard (he had no mats in the damn car for some unknown reason and I was too dumb to ask why).
Finally I took him into my mouth, letting my lips slide over the head and down about three additional inches and noticed my jaw stretching a little to accommodate him. Then I let him out, well almost out, but not quite. But enough to inquire how I was doing.
"Um... just great... Deidre."
Gee, it was nice to know he remembered my name.
It was enough for me to take him back in my mouth and go to town, sucking on his pulsing penis, licking his balls and kissing my way up and down his shaft. I listened to each of his evermore pronounced moans as I slid my mouth up and down his dick. For kicks, I let my mouth fill with saliva, made a tight seal of my mouth and sucked while drawing him from my mouth, sort of like sucking on a peppermint stick when you were a kid.
"Wanna cum in my mouth, Timmy?"
"Maugh!" he answered. I took it as a yes and moved my head up and down from the head of his penis to about four inches beyond that, my limit at that time. I went faster, establishing a kind of rhythm with him that I know he appreciated.
Then I realized I was getting very excited and began moving my shoulders and back instead of my neck. It kept me from getting tired and probably provided me with more energy to finish him off in style.
"Cum for me baby," I whispered, looking into his frightened eyes. "Cum in my mouth."
Then I put his nice, red juicy crown in my mouth, pressed my tongue against the underside of the head, and jerked him off hard and fast until he came in my mouth with a little wail; gobs and gobs and gobs of hot, sticky, salty-sweet boy-come. I swallowed with gusto.
Afterward, Timmy surprised me by opening the glove compartment and filling a pipe with pot and getting the both of us stoned. A few minutes and a couple of wet kisses later I was jerking him back into fucking fitness.
"I know you're a virgin, Timmy, but I want to be your first woman."
I... I want you to be my first, Deidre," he replied quietly.
I ground my lower body against him, felt him grab my breasts and squeeze them, harder than I expected him to do, but still, it was gratifying as all get out to me.
"I've been waiting for this for so long," he said hoarsely."
"I want you in me, Timmy."
"I can't tell you how much this means to me," he said as his voice cracked with the emotion of the moment.
We fell back on seat as I opened my legs for him, and only then realized that I still had my jeans on.
"Wait! One sec, Timmy!" I grunted as I tugged my jeans down with an urgency I hadn't thought I had. I got my panties down to my knees before Timmy mounted me and I guided his cock into my pussy.
We tried it that way for a minute or so, but it wasn't working; he kept falling out on the backstroke. I had him get up and take my place on the car seat. Then I slowly sank down on his shaft with both of us groaning with sexual need. Timmy's eyes were riveted on his cock disappearing into my cooze while his hands ran up and down my thighs.
My pussy was tight yet slippery around him and I concentrated on holding him in me. (I was kegeling without knowing what the term even meant.)
Timmy had come once and I knew he'd last for a while, so I dipped a hand down to my pussy and strummed my clit while he squeezed my ass cheeks.
"Like it Timmy?"
"Oh yeah!"
"Play with my tits you want," I said huskily, making them swing back and forth in front of his face.
He seemed mesmerized for a moment, and then caught one with his left hand and brought it to his mouth and began sucking.
The thrill he caused went right to my clit and I had a little orgasm from it.
"How's that pussy, Timmy?" I asked after getting my breath back.
"W...wonderful!" He gasped.
"Wanna try another position?"
