Whack-off Weekend

During a long weekend when I was 14 1/2, it was arranged that I’d spend the time with some family friends in Burnaby. I was fine with it, as me and the son in the family had always gotten along well, sharing similar interests and being the same age. Ronnie had a sister a year older than him, Connie, and I just about came in my pants when I first saw her after getting dropped off. I hadn’t seen her in awhile and she had physically developed a lot in that time. She’d always had a pretty face and attractive long hair, and now sported what were obviously some sweet medium-sized titties and a nice, round ass.  Great, I thought, filing her in my wank bank - I had become an incessant masturbator by this time, cumming wet and shooting hard since I was 13, and she’d serve well as a jackoff icon.

We spent the rest of the Thursday night shooting hoops in the driveway, playing pool, and watching a movie. I was hard most of the movie, sneaking glances at Connie’s hot little bod. It almost seemed that she’d subtly display herself a bit to me as she lay on a couch in the family room and I thought (dreamed?) I caught her checking me out a few times as well. After the movie was over, the dad said everyone should go to bed - a few families on the street had arranged to rent a sheet of ice at the nearby arena for shinny and we’d need to be well-rested.

Ronnie and I went into his bedroom and I took the top bunk in the bunk bed after we’d changed. As soon as he turned off the light, I pulled my pyjama bottoms down and quietly (I thought) got to work on my rock-hard cock, gently stroking it with my usual grip (thumb on top of my shaft, fingers along the bottom as I hadn’t yet been taught the full-fist grip that has now cranked tens of thousands of cumloads out of me). I was edging to closed-eye fantasies of Connie and my cock was now slippery with my copious pre-cum.

I was jolted from my jerkoff reverie by the sound of Ronnie’s voice from the bottom bunk. “Hey, when you do that, do you shoot off juices when you cum?”, he whispered. OK, I was totally busted but I figured I might as well be honest with him. At this point in my life, I’d been masturbated a few times by girls from my school but I’d never yet jacked off in front of somebody else. “Yeah, I do,” I said. “Usually I make a big mess when I cum.” Ronnie asked if we should “do it” in front of each other and I said sure. Ronnie’s bedroom was in a corner  of the basement and the other bedrooms were upstairs on the far side of the house, so we should be OK as long as were quiet. He switched on the light, and dropped his bottoms before sitting on his bunk.

“Come down here and stand in front of me and watch,” said Ronnie. I got down, now nude from the waist down, and took a look at Ronnie. He had a very small cock, much thinner than mine and probably an inch shorter (I was about five inches long at that time, very thick, and with a big pubic bush). I had to admit feelings of excitement were welling up inside me as I watched him stroke himself, thumb on top and only two fingers on the bottom of his shaft. I worked my cock a bit while watching, and soon had pre-cum flowing again. Ronnie kind of gasped, beat himself faster, and came. His cum didn’t shoot, but sort of pulsed out, covering his cock and hand with a totally respectable teenage cumshot. He pulled a cumrag from under his mattress, cleaned up the goo, and told me to, “Go ahead and cum.”

As I said, I was excited from watching Ronnie’s show and I’d done a lot of edging while jacking to my fantasies of Connie. I stood sideways so my friend could get a better view of my stroking and cumshot. I took less than a minute before I felt my load rising up in my perineum and balls. I rubbed my drawn-up balls with my left hand and blew a big load a foot or two in front of me. I managed to not cry out as my orgasm ripped through me and I blasted four or five ropes of hot cum all over the hardwood floor.

I ducked into the nearby bathroom and cleaned my cock and hand. When I got back to Ronnie’s room, he’d wiped up my cum with his cumrag, I pulled on my bottoms, he turned out the light and we went to sleep without another word.

When I woke up in the morning, Ronnie was already up and I could hear the sounds of breakfast. I went up to the dining room and dug in, noticing how Connie’s boobs jiggled a bit under her top as she reached for stuff. I went hard again, but managed to not play with myself in front of the family. Everyone got ready and Ronnie and I headed out for a few hours of football and road hockey with other neighbourhood kids. We broke for lunch, and then headed off to the arena for an energetic shinny session. We hadn’t said a word all day about our jackoff session of the night before. We watched a couple of movies with Connie and went to bed. I was planning to beat off to fantasies of Connie, but fell asleep mid-stroke. It had been forever since I’d gone to sleep without rubbing out a nice, wet load!

We got up in the morning and Ronnie had to go to band practice with his parents for a few hours. They gave me the option of staying at the house to watch TV or hanging out with the neighbourhood kids. I said I’d watch a ballgame on TV and they left. Connie had already left to go shopping with some friends, so I decided I’d look through Ronnie’s decent porn stash and masturbate. Just as I headed to his room, I heard the front door open and Connie calling down to tell me to come upstairs.

I went up, and she told me she’d seen her parents and brother leave from her friend’s place down the road. She also told me, “Ronnie and me talk about everything. He said you guys jerked off together Thursday night and you shot a big load. If you do it for me, I’ll take off my clothes and let you have a good look. No touching, though.”

In the words of Frank Zappa, “Well I was born to have adventure,” and Connie didn’t have to twist my rubber arm. We went to her bedroom and she pulled out a cum-crusted towel and lay it on her bed. “That’s my old boyfriend’s jizz. Don’t cum on the floor like a pig, OK?” At that we stripped, and my cock was throbbingly hard and pointing straight up when I took off my underwear and jeans. I looked at Connie when she unhooked her bra and her hard-nippled titties jiggled free. She rather proudly displayed them to me and I thought that even if that was all the flesh I’d see, it’d be all right. To my delight, she took off her jeans and peeled off her panties. Even at 15, she had a nice, thick bush through which I could easily make out her puffy cuntslit.

I stood beside her bed and started to jack off over the cummy towel. I was soon lubricated with pre-cum and managed to back off from orgasm several times as I utilized my edging skills. But when Connie spread her shapely thighs a bit and went to work on her clit, I was helpless. I jacked harder and faster, eyes fixed on her hairy pussy and blew another big load. The edging, the day off from masturbating, and the vision of Connie meant I shot an even bigger wad than I had the night in Ronnie’s room. Groaning in pleasure, I blasted rope after rope onto the towel. Connie tensed up and came quietly herself, gasping and humping slightly against her probing fingers.

We got dressed and I turned on the TV, so I’d have an idea about the score of the ballgame when the others returned. When they did, we  went off to the arena for another shinny session. After we got back for supper and everyone crashed, I jerked off three or four times sitting on the bathroom toilet and in the bunk to memories of Connie’s sweet meat, not caring what Ronnie might have thought.

My parents picked me up the next day and it worked out that Ronnie and I saw almost nothing of each other after this. When we were older, I fucked Connie a few times at our lakeside place in the B.C. interior. There wasn’t a lot of hand action, though - to tell those stories I guess I’ll have to go into another category…