I first learned about the joy of cocksucking with one of my older brother's friends one summer years ago just after I had turned 18.
I was a tom-boyish, athletic Tennis player, but shy and quiet and I was often jealous of the attention the boys showered on the "hotties" and cheerleaders in school. I had an athletic figure with small breasts, long legs and a firm athletic ass but I wore my blonde hair in a just a short little bob and didn't wear make up. I didn't really try to look pretty, and certainly never thought of myself as sexy. I was kind of always just kind one of the guys with my brothers and their friends. I had kissed a couple of kind of cute, quiet, nerdy boys at camp, making out awkwardly a few times but never had done anything more than that until that fateful year.
My oldest brother had a couple friends who were hanging around our house a lot that Spring. We lived near a park and the guys would sometimes go play basketball and Tennis there. I was on the Tennis team and would sometimes go hit the ball with them. Most of my brothers friends were hacks on the court but the cutest one, John, was pretty athletic and was decent enough so he and I started to play some games which over time became more and more playfully competitive. He was tall and blonde with blue eyes and was a soccer player so he had great legs, but he was dating a very pretty, popular Senior girl from school so I never dreamed he'd have any interest in me. Fortunately she was never around when he came over to hang with my brother though, so our tennis games meant his attention was focused on me.
Usually when John and I played I was just in shorts and a T-shirt but one day as I was walking into the house from practice still in my little white skirt, the boys were just heading out the door to shoot baskets. John, saw me and made a special point of inviting me to come play even as the rest of the guys headed off down the path through the woods. "I need to get you back for that last game!" he joked. "Come on!"
"I really ought to go change..." I stammered
"Why? You're dressed for Tennis and that skirt is super cute on you!" He looked at my legs admiringly.
I felt my face go hot as I blushed a little.. really? John thought I looked cute? "Okay, but I'm warning you, I am pretty warmed up from practice... I'm going to smoke you!"
"Pffff.. no chance! Let's go!" and we headed off down the path together. John walked slowly letting his friends go on ahead as he hung back with me as we talked about the end of school and summer plans. My heart raced a little just to be walking alone with him. It sure felt nice to have him all to myself.
We got to the park and the guys were already on the basketball court so we headed right over to the tennis courts and started to hit it around until after awhile he challenged me to a another match. "You're going down!" he joked as I agreed to play him.
"Dream on!"
He played well for a while as he always did. He hit the ball really hard but he made a lot of errors and I played steadily, frustrating him more and more. I also noticed him checking me out several times. My tennis skirt was really short and while it came with panties to wear under it I could still feel his eyes on me as we played. I have to say I liked the feeling though, and started to show off a little for him, bending over deeply from the waist to pick up balls and hiking my skirt extra high when I would tuck a ball away up under the elastic hem.
After awhile my brother and his friends said they were leaving and called for John go with them but to my utter excitement he told them to go on without him.
"I've gotta finish teaching your sister a lesson!" John joked as he wiped the sweat from his brow.
"Awright, whatever" My brother said with a wave of his hand. "We'll see you back at the house."
We must have played for another 30-40 minutes or so, and now with everyone gone I really gave John some good long looks up my skirt, bending over repeatedly to pick up balls, or my racket I had intentionally dropped, pretending to tie my shoes. For the first time in my life I felt sexy. Knowing this cute guy was staring at my ass made me excited and my pussy felt all tingly.
Finally, I won the set on another unforced error and jumped around with my hands in the air exaggeratedly celebrating the thrill of victory while knowing it was making my skirt fly up enticingly for him.
"Arrgh!" John groaned and laughed, "I guess I'll need another rematch!"
We headed back through the wooded path to my house, it was dusk now and the woods were getting a little dark. At one point I tripped a bit on a root in the path and stumbled but John caught me and steadied me in his strong arms.
"You ok?" He smiled at me
"Yes, sure, I'm fine" but my heart was absolutely racing at the feeling of his hands on me. I looked up into his face to assure him I was ok and at that moment our eyes met in that second of understanding as he brought his face down to mine and kissed me. I was tentative for a second and then, suddenly, we went at each other with that indescribable electric passion you feel when kissing someone for the first time. He pulled me against him as our tongues danced and probed into each others mouths, my head was spinning as his hands slid down my back, over my ass and then down my thighs, sliding back up under my skirt to massage and squeeze the soft, supple skin of my ass cheeks. My God it felt amazing and I would have done anything for that moment to last, for us to kiss like that all night and who knows what else I thought, but suddenly we heard the sound of the boys voices yelling in the distance back at the house, snapping us out of the moment.
John broke our kiss looking down into my eyes deeply for a second and then gave my hand a squeeze. "C'mon, we better go."
My heart pounded as we got back to the house and John rejoined his friends as I headed straight for the door sure they'd be able to tell we'd been kissing. As I walked away I heard the roar of laughter and teasing as John told them I had beaten him again.