Sissy and Michelle Part 1 -Timbertown caravan park
Was staying in an on-site cabin with my dad at Timbertown. Made friends with kids also staying there. In particular there was a girl Michelle, same age as me (15) blonde red lips, barely any tits but stunningly beautiful. Michelle was very shy and a little naïve.
She had an older sister called Sissy, who was 17 almost 18, very slim, 5’2” maybe 90 pounds, dark long hair and she was very proud of her perky B cup tits! She wore bikinis all day, to show her tits and tight body off. Sissy was always trying to tickle me, or hug and kiss me. Her little sister that I was really attracted to did not like that, and would get cross at me.
One afternoon I got the blonde Michelle alone in our chalet, and was open mouth kissing her. I got my hand in her bikini bottoms and played with her very wet pussy.
When I put her hand in my shorts, onto my rock hard cock, she had a panic attack and left.
She was so upset, she even told her sister Sissy what we had been doing. There was a knock at the door, and when I opened it, there was Sissy.
She pushed her way inside and said “You better show me what you’d done to my sister or I’ll be telling my dad all about it.”
She instantly started kissing me and I soon forgot it was the older sister Sissy, and kissed her back. Sissy lit up loving my attention, giving me free access to kiss her and touch anywhere on her body. When I slipped my fingers inside her bikini pants, she moaned and spread her slim legs a little to give me full access. She was a little bit hairy, which was a bit off putting as I was so young. I found her slit and she was really wet like Michelle had been.
Her hand found my cock and rubbed it. After 10 minutes I put her hand inside my shorts. She very quickly started stroking my cock. I discovered she liked her g spot being rubbed like my first fuck Kath had taught me. Sissy soon had squirt dripping down her inside thighs from massive orgasms.
I kept fingering her hard, and had two fingers inside her while passionately kissing her. She was trembling and gasping for air. Outside I could hear her sister the blonde Michelle calling Sissy’s name. We ignored her and kept kissing. My cock was pulsing and leaking pre cum, it gave enough lube to let her stroke my cock.
When Michelle banged on the front door, Sissy whispered “wait here I’ll be back “ as she pulled her wet hand out of my shorts.
Sissy looked me in the eye and licked my pre cum off her hand. Then she slipped out the back door and seconds later I could hear her calling Michelle in the distance.
Half an hour later Sissy came in the back door, and was kissing me deeply immediately. She whispered “touch my privates again I love how you make me feel. I’ve never been with a boy, who knew what he was doing like you do.”
We were soon going at it really hard and I’m now sure she full on squirted, but I didn’t know what that was at 15. She had forced my outer shorts down to my knees, while she played with my cock, leaving me in jockey shorts. Then she pulled me on top of her on the couch, and wrapped her legs around my butt humping my cock on her pussy.
Her cunt was running and I felt how wet it was. She soaked the front of my tighty whitey jockey shorts. Sissy was legs open rubbing her slit the length of my cock, with the only thing stopping penetration being her soaked bikinis and my jocks. I was throbbing so much I was afraid I’d cum in my jocks.
Sissy had her hands down on her bikinis and I think she purposely pulled the gusset aside and pushed the head of my cock to the entrance of her pussy. I was rubbing her so hard with my cock I now know my jocks covered cock head was going in her pussy. There was so much liquid heaven there everything was wet and super slippery.
She started fussing with my cock, trying to get my jockey shorts off my cock head. I was cock head deep in her virgin pussy, so the jockey shorts were stuck. I began to worry I would cum in my jockey shorts.
I was rescued by her sister Michelle calling my name, so Sissy quickly dressed and slipped out the back door again and I answered the front door. Michelle was there with red eyes. She launched at me, kissing me as I shut the door. She said “I’m sorry I ran off, you surprised me, I want to try all that again please.”
We started kissing again and she soon had her hand on my cock but this time it was wet with her sister’s squirt and pussy juice, plus my pre cum.
She stopped kissing me, and said “why are you wet down there.” She sniffed her hand and said “that’s Sissy, you’re cock smells like Sissy” I denied it saying it was just me. We kept kissing and when I slipped my hand in her bikinis this second time, she spread her legs a little giving me more access.
Wow she was wet. She felt like someone had poured 300ml of hot liquid cream in her pussy. I got my index finger in her slit and concentrated on rubbing her clit. After minutes of stimulation she started cumming.
Amazingly she kept cumming constantly for about 10 minutes kissing me hard. By then I’d forced my index finger firmly up her very tight pulsing pussy. In the distance we could both hear her name being called. I thought it might be her dad.
Michelle broke the kiss and said “I’ll be back in twenty minutes or so, make sure you’re here.”
She was gone less than 10 seconds when Sissy came in the back door. She literally ran at me dressed only in her black skimpy bikinis. We were kissing quickly and she dragged me back on the couch with her legs wide. This time she had my jockey shorts down fast, and obviously pulled her bikini gusset aside. She arranged my cock to lay between her soaking pussy lips, and commenced to rub her bare pussy up and down the length of my rock hard cock.
In less than 3 minutes she was cumming super hard on my cock. She bounced around so much she managed to get my cock caught between her ass cheeks and the vinyl couch. There was so much of her juices down there, even sliding on the couch felt good.
Sissy even clenched her ass cheeks rhythmically, making my cock feel fabulous. She reached down and pulled my cock upwards and it was then sliding between her virgin pussy lips again. Her juices had multiplied so much I was slipping everywhere. My cock soon popped down between her ass cheeks and couch again.
She was going crazy humping me. Suddenly the texture around my cock felt very different, super tight, throbbing but slippery wet. I pulled back then pushed in deeper, then pulled back again and pushed hard and deep. I was half in something tighter than pussy, but the angle was wrong for pussy. I pulled back, pushed hard in loving how fabulous she felt. Then suddenly she was screaming and hitting me shouting “not there, not there you dirty bugger, get out get out”.
She pulled out off my cock. I kept trying to kiss her but now she was crying. She got up and grabbed a dish cloth from the kitchen and washed my cock. Then started kissing me again.
Sissy said “be careful where you put that, there’s places you shouldn’t go”.
Once my cock was “clean” she started licking my cock again, then soon pulled me on top of her on the couch. She arranged her bikinis and my jocks to be out of the way and the fabulous rubbing of soaking wet pussy started again. She was literally sticking her tongue down my throat, and pulling my cock hard against her wet pussy with her legs locked on my butt, and her hands pulling my butt into her. I was pumping her as hard as I could.
I had been fucking a friend of my sister’s (Kath) for a few weeks before Christmas. Kath was three years older than me and had been fucking for years. Kath had taught me lots, so I had some skill and used it to pull back a little further, when Sissy was shaking and pushing in with a deeper angle. I felt her vaginal hole bend in, but as she was so tight and bucking like crazy, my cock head popped along her slit not into her like I wanted. A couple of near misses and she knew I was trying to pop her cherry.
She started to lift her pussy to stop me going in. My cock was going down between her ass cheeks again. She was clenching her ass cheeks for her pleasure, and it felt brilliant to me. Three pushes and pulls and I was trying to flick my cock back up to her pussy. She was thrashing around under me.
On an in stroke, I was suddenly back in the super tight throbbing place. It felt so good I pushed in all the way and was totally absorbed by her body. I pulled out and slammed all the way in, once twice three times. Then suddenly she screamed again and moved her body flicking my cock out from between her butt cheeks and back to between her pussy lips. Caught unexpectedly I was in the middle of an in stroke at just the perfect time and pushed hard exactly when my cock head was rubbing her vaginal entrance. I penetrated her vaginal length in one hard shove taking her cherry.
I pulled back and slammed into her virgin cunt. Then as the realization hit her that I was balls deep in her cunt she gripped me tighter and fucked her little cunt harder into my cock. I fucked her hard for 10 or so strokes and she started squirting and cumming. She was silent as we both were kissing the other so deep and hard.
Sissy’s pussy clamped so hard in orgasm that she spat my hard cock out while I was on the out stroke. She lifted her tiny pussy to regain my cock and I shoved hard forward trying to get back into heaven. My cock slipped down and I pushed hard trying to get back up inside. My cock found a round opening below her pussy and with the combined force of me pushing forward and her lifting up, my hard cock found a new tunnel and pushed into a super tight slippery wet pulsing tube. It felt sensational.
I fucked her hard 1, 2, 3, 4 slams deep into her, not really knowing where my cock was, just that it felt brilliant. The fifth pullback she screamed wriggled and my cock popped up to lay in her pussy lips. We kept kissing and humping each other. I wanted her pussy and after a few mutual thrusts between her labia I pulled back and angled just enough to slide deep in her cunt. She went crazy again fucking up into me clawing my ass, pulling me in and after 6 or 8 thrusts started cumming again and she was soon squirting too.
As her orgasm subsided, she moved her pelvis again on the out stroke and my cock slipped below her pussy. I thrust trying to get back in and found the other hot pulsing place. I gladly pushed in hard and kept fucking her super hard kissing her too.
Her orgasm started again and she went really crazy this time. Screaming into my kiss, her whole body in mad spasm as she shook and my cock felt like it might get ripped off.
As she came down from her cum, she again tried to pull my cock from wherever it was. I stopped her and held her down. I kept kissing her and she fought me and as I fucked her hard suddenly, she was cumming again and fucking me back super hard. I finally started to cum and not wanting to get her pregnant I tried to pull out.
She held onto me pressing her ass up to me and continued to ride her orgasm.
I said “Stop I’m gonna cum.”
She held me into her and kept riding my cock to her orgasms. My first spurt of cum was immense and followed by a second and more until I had pumped a massive load into her.
As reality returned to our brains, we could hear Michelle calling Sissy’s name outside. Sissy pulled herself off my cock and immediately grabbed the washcloth and washed my cock carefully.
I said “I came in you. You could get pregnant.”
She laughed at me and said “you don’t know where you finished do you.”
I said “I was balls deep in you”.
She replied “yes in me, but not in my pussy. You weren’t in the right place, surprisingly it felt amazing.”
I must have looked as confused as I felt.
She said “Oh god help me. I’ve lost my two virginity’s to the stupidest boy in Timbertown”
I had no idea what she meant by two virginity’s. In fact I had no idea what she was talking about at all.
Michelle started thumping on the front door. We both grabbed our bathers and slipped out the back door and went separate ways to the pool.