Where it happened: boyfriend's apartment
My big sister was 19 lived and worked in a town about 50 miles from home. She invited me to come and spend the weekend. My sister Jean had confided to me about her boyfriend Jack. He was also 19, was a part time student and worked. They’d met at a laundromat and she thought he looked real hot. They talked and he invited her out on a date. They’d been dating for several months and Jean said she’d lost her virginity to him the night of that first date.
I could see that Jack and my sister were hot for each other. And I was excited by Jack as well. He was about six feet tall, and weighed about 170 pounds. He had been a jock in high school and still worked out at the gym. He had long sandy colored hair and the bluest eyes I’d ever seen.
Jean and Jack took me out to the mall with them, then out to dinner and a movie. We bought a couple bottles of wine and took them back to Jack’s apartment. We sat down to watch TV but my sister and Jack were soon making out on the couch while I sat in the chair nearby and tried to focus on the TV. All I could watch though was Jack and my sister and the large bulge pushing against the front of his dockers.
They drank most of the wine, but gave me a couple of glasses which made me kind of giddy. I started to wonder what it would feel like to have a boy like Jack kissing me and touching me like he was my sister. Finally they made up my bed on the couch and told me to stay up as late as I wanted. They went to the bedroom.
I turned off the TV and laid down on the couch. Their moaning and heavy breathing could be clearly heard from the bedroom. The wine had made me more daring than usual and I tiptoed over to the door and pushed it open a crack, then a little wider.
I could see my sister sitting astride Jack, both of them naked and glistening with sweat in the light coming from a table lamp. My sister was slowly moving her hips up and down and I could see Jack’s cock sliding in and out of Jean’s pussy. Jack’s cock looked huge and his balls were very large and pulled up tight against the shaft of his cock.
In a short time their motions became much quicker and excited, and with a rush they both moaned and pulled tight together, then relaxed on the bed. By this time I was standing in the doorway, clearly visible to Jack who looked up and said to Jean, “I think we have company.”
I turned and went back to the living room, but my sister called to me to come back and into the bedroom. I shyly went back in, but my curiosity and lust took quicly took me over when I saw Jack lying naked on the bed. His body was beautiful and he seemed OK with having his girlfriend’s little sister see the two of them in this position.
My sister said, “Now you see why I like Jack so much”. And I did see. Jack was built great, not like a body builder, but like a well conditioned athlete with lean muscles, a broad hard chest, and narrow waist. He was nearly hairless except for a pale line of hair running from his rippled belly down to the clump of pubic hair just above his swollen cock, lying sideways over his thigh. His balls had relaxed and were hanging down between his legs.
I could only stare until Jean told me to come over. Jean was a beautiful girl and I’d never seen her breasts to large and the nipples so pointed and hard looking. “What do you think of Jack?” she asked. I could only stumble and mumble, while the both of them laughed. “Go ahead and touch him, see what a real man feels like”, she encouraged.
The wine had loosened my inhibitions totally and I moved to the side of the bed next to Jack and sat down. Slowly I placed my hand down on his chest and rubbed it across its broad expanse. The skin was very soft and the muscle below was very firm. Jack laid his head back down and closed his eyes, which caused his rib cage to rise up, defining more clearly the belly muscles and his cute little nipples.
Now I really was turned on and feeling hot myself. My exploration of Jack’s body took me all over this chest and arms, and down to his legs and thighs. I hesitated about moving on to his cock, now huge and erect once again. But my sister wasn’t shy and stroked his staft up and down, rolling his large balls around in her hand as well. It looked too good to leave alone and soon both our hands were sizing up Jack big boner. My hand would not close completely around his cock, and the swollen head was even bigger around. In all he looked to be about six inches long and nearly two inches thick across the shaft.
My sister took my hand and said, “I don’t want to have all the fun this weekend, do you want to give it a try?” Well I knew what she meant and thought about six seconds before asking what to do. My sister walked around behind me and started pulling off my clothes until I was in my bra and panties.
My mother had put me on the pill as soon as I’d starting having boyfriends but I’d not let any of them get past feeling my tips and rubbing my pussy through my clothes. But now I couldn’t wait to feel Jacks body against my own and moved even closer to him.
Jack quickly took off my remaining clothes and started pushing all the right buttons. I was very excited and my pussy was dripping wet from the touch of his fingers. My sister knelt on the floor beside the bed and played with Jack nipples while he played with mine.
My sister told me to lie on my back, which I did as Jack moved onto his side, then immediately moved over top of my. With my sister’s urging, I spread my legs wide and raised up my knees. Jack’s chest was directly over my face. I looked down and saw my sister’s hand guiding his huge erection toward my pussy hole. I felt the head touch my slit and Jean rubbed him up and down the juicy lips.
Jack lowered himself gently to me until his chest pressed lightly against my breasts. He kissed me and I could feel his huge boner started to push into my hole. Back and forth, very slowly and gently, but deeper each time. Jean warned me that there might be some pain like she’d told me about on her first time. Sure enough there was a very painful pinch and tearing feeling as Jack popped my cherry. My wimpers faded and Jean said the worst was over, to enjoy it now.
And enjoy I did. Jack slipped his erecting in and out of my cunt. I could feel the swollen head stroke against my clit on each move in and out. Before I knew it I had an orgasm that was ten times more intense than any I’d produced with my own fingers. Jack kept pumping me, now moving faster and pushing in harder and deeper. I ran my hands over the powerful back and down over his tightly clenched ass muscles. He took me up in his arms and pulled be close to his wonderful body and I could feel the hot spurts of him cum pump into me, one after the other.
It was terrific and my sister was in tears as she came into the bed with us. The three of us spent the rest of the night together, Jean and I on either side of Jack. He held both of us and we slept with our heads on his chest.
In the morning I awoke with my hand lying on his powerful thigh and moved it up to tease his balls and cock. He was instantly hard again and within an hour he did both me and my sister again.
We spent many funfilled weekends at Jack’s apartment before I got my own boyfriend. Jean took me up on my invitation to play with me and my boyfriend, who was pretty good looking but nothing like Jack.