This is a story of my last family vacation. It was my very last summer that I was going to go on vacation with my parents. A prank backfires and sex prevails,
This is a story of my last family vacation. It was my very last summer that I was going to go on vacation with my parents. I was supposed to have a job that summer, but it fell through and I kind of got stuck go on vacation with my parents. I had really wanted to stay home and party with my friends, being only 16, almost 17 it was not an option according to my parents, so reluctantly I found myself going on vacay with the parental units. My parents had purchased a huge log cabin with two other couples on a beautiful lake several years ago. This year, I had the only room in the basement with a door directly accessing the outside, steps away from the beach. It was very private And I’m sure my parents put me there because they knew I wasn’t thrilled to be on this vacation.
One of the couples my parents were renting with had a daughter Youlanda, who was a book worm and nerdy. Her brother was my age was at home working, argh. The other couple’s daughter, Kimmy, brought a friend named Audry. They were younger by a year or two and we’re into playing practical jokes when together. Of course I was the main brunt of their escapades.
I’m not going to lie; I was super awkward at the time I had friends that were girls I hadn’t got really gone down the having a girlfriend path. I was not a player by any stretch. I was into sports and science stuff, mainly computers and electronics. I know that’s a bit nerdy, but I also swam competitively and was on our school’s ski team. I played middle linebacker for the school’s football team; I was no star and was a bit small for that position at 6 foot 2 and just barely 220 lbs. Girls in high school were seemed not really interested in me and I really never had a girl friend. I was either doing sports or building my gamming computer
I did have a crush on Kimmy, who I had known for at least 10 years. She was type of girl that was always your friend, but nothing more. I crushed on her because she was super active; we were always cycling swimming and skiing together, plus, of course hanging out at the cottage. And yes, at night, she was my main stroking material, she was hot and out of my league in my mind. We genuinely enjoyed hanging out though and so didn’t make any plays on her because I didn’t think she would feel like I do. She has brownish auburn curly hair, just passed her shoulders and beautiful green eyes an elegant nose with sensuous plush lips, a fit body and smallish but perky boobs, and a smoking tight bubble ass, I could stare at all day especially when cycling.
Her friend Audrey was a bit of a knockout with strait blond hair past her shoulders. She was somewhat taller at 5 Foot 10 with curves in all the right places. I didn’t know her very well, she was 2 grades below me and the pesky sister of one of my buddies at school. She was outgoing and she came cycling with Kimmy and me a couple of time. Following 2 cute asses for 50km was glorious. She was always laughing and joking around.
The first day we were there was all about pranks. Well not me pranking them but more the girls pranking me. If I went swimming my towel would go missing. Lunch was served super over salted. They were wearing their clothes and “accidentally” flashed me in such a way to try to get me to have a boner. And of course I would, and they would go of giggling. I played it cool, which was really driving them nuts. When they swiped my towel, I didn’t even look for it and just laid on the deck like it I never had one. When they over salted my meal, I just ate it and kept going on about how good it was despite almost choking on it. And the skimpy clothes and flashing; any male will tell you we are not in control of that, so yeah sure, I got a boner and they got a good laugh.
Last night they decided to Corn flakes my sleeping bag. I could hear them giggling just outside my door. So, I very quietly opened my sleeping bag and shook out the crushed corn flacks and brushed them off my body. Their giggles faded out and I had a smile on my face because I had foiled their plan yet again. It drove them bonkers that I would not react. I knew they would be back, so I crawled back naked as usual, into my sleeping bag determined to sleep with one eye open.
Forcing myself to sleep lightly worked and I woke up hearing a drawer being slowly pulled open. I could see the outline of one of the girls, but I didn’t know where the other one was. I slowly slipped out of my bed and got to the door where I flipped the lights on. It was Audrey She quickly pivoted facing me in her nearly see through night shirt. Her eyes went wide and she gasped realizing she was caught but also that I was completely naked. Her first naked guy. And then it happened, my cock having a mind of its own, sprang to life, growing to what I was quite proud of, but a surprise to her. Frozen, her eyes were locked on just watching it grow in a stunned silence. I kept my pubs hair free because of sports.
I could see her face starting to turn red and thought she was about to scream so I took a couple of steps towards her expecting an imminent scream as well as for Kimmy to jump out any second. Without thinking, I grabbed her and pulled her in close to me putting my hand over her mouth. I could feel my cock rubbing against her warm pussy through her night shirt and I’m sure she could feel my 7-inch rock hard pole pressing into her nether region. Looking in her eyes, I whispered “Where’s Kimmy?”. In the same instant I removed my hand from her mouth and cupped her tight ass pulling her into me more. Before she answered, I don’t know where this came from, but I leaned my head down and started kissing her passionately.
“Wholly fuck, I did not expect that”, she whispered in a sultry voice while looking deep in my eyes “We were supposed to stay up and raid your drawers, so you’ll have no clothes tomorrow, but Kimmy fell asleep, so I came alone.”
While continuing to stare into her eyes, I lifted her night shirt and went back to cupping her now naked buttocks and lifted her up. “This calls for a punishment, I said as I released one of her firm buts and immediately smacked it. Her eyes bulged wide in initial disbelief, and I gave her another firm smack. She bit her sexy pouty lip for a moment and then broke into a giant smile. Expecting a “no” or scream, it did not come. She did not pull away or even move. I was just looking at a pair of beautiful trusting blue eye waiting for the next move. Good god, did I mention I was a virgin. I can’t believe what I’m doing and I not sure what to do next. I could feel her pushing her mound greedily against my now raging cock. Fully expecting to wake up from a wet dream, I leaned down and gave Audrey anouther long kiss. I’ve only kissed a few girls before, but nothing was like this. I could smell her beauty, her freshly washed hair, her arousal. During the kiss I continued to lift her night shirt to hold one of her magnificent B cub boobs.. We continued to look into each others’ eyes; she slowly ran her tongue along her pinkish red lower lips. My cock growing harder than I have ever felt it. We didn’t speak as I slowly moved her to the bed, my cock firmly against her pussy, expecting her to say stop or scream or something that would end this fantastically sexually charged moment. As I lowered her onto the bed, I stripped the rest of her night shirt off over her head revealing a sexy 14 or 15 year old girl. Fuck, I was stunned, Audry laid in front of me as I saw her naked for the first time, She had firm breasts with slightly puffy quarter sized areolas with pink nipples standing rock hard. They were perfect. As I looked down her trim tummy, there was no trace of pubic hair on her puffy mon. Her clit was slightly exposed at the top of her magnificent, sexy slit. What I’d give to sink my cock in there. I was stunned by how beautiful her body was. My head was spinning. In my wildest dreams I didn’t expect this to be happening especially with Audrey. I’m waiting for her to say stop it’s all a prank. Praying it’s not. Afraid the moment was going to end I leaned over her to suck on the most amazing rock-hard nipples. There was a moment of assurance as I felt Audrey’s hand pulling my head into her breast and I crawled in the bed beside her. I could hear her faint moaning as I feel move down and feel the first hand other than my own grabbing my cock. “Holy fuck” I moan out as I almost came. Trust me, I have been on the verge since the beginning. Audry is starting to stroke me. This is her very first cock, being naked with a guy. I cant believe its me. As I moved my mouth to her other breast, my hand moved across her mons to her tightly closed slit. I could feel the wetness and Audry open her legs a little wider. I had no idea what to do, this is my first pussy. I started to slide my finger, then 2 fingers along her wonderful slit. Audry is squeezing me harder and starting to stroke me faster. I take her lead and stroking her faster sliding a finger deeper with each stroke.
“Audry, I’ve never done this, guide me if I am not doing it right.” Her hand lowers and is on mine as she guides me. She is giving short little moans. I picked up the pace.
“Thank God we’re in the fucking basement”, I think as she loses control and releases a guttural scream as I feel her gushing wetness She’s stroking me faster and erratically. I could feel my knees getting weak as I’m about to cum. “Fuck,fuck,fuck” my orgasm sending seed through the air and landing on her breasts and stomach with an errant shot landing above her lips.
She is panting “don’t stop don’t stop” As she throws her head back, I can feel her body shaking as I’m barely able to hold us up as we were in the throes of one of the most powerful orgasms of our lives. As she grabs me and kisses me so hard, I thought her tongue was going to remove my tonsils, She finds the errant cum above her lip with her tongue and licks it.”mmmm” and we both start giggling.
I smile and say” I still need to punish you for the cornflakes.”
She punches me and says” you didn’t say a word. We were right outside waiting for you to freak. Then we were like, he didn’t notice.”
I just smile harder and can’t stop looking at her body it’s breathtaking. Every time I look at her big, beautiful eyes I need to kiss her. I move down her body kissing her neck, then her breasts, tonguing her nipples. Then the other. I slowly wipe the cum off her stomach and kiss her belly button. As I kiss her bald mound, and I feel my cock stiffen. As my tongue rides over clit she rolls her head back arching her back, she grips the sleeping bag with her hands. Her clit is hard and her body spasms with each flick of my tongue. I continue down sucking on her lips and sliding my tongue into her snatch. It’s my first taste of a pussy and as her hips are rotating and pushing up to meet my face, I am in fucking love with pussy. A taste and aroma like no other as I pull her labia apart, I am treated to the softness of her inner lips. I burrow my tongue deep, listening to the moaning sounds of approval. Each time my tongue contacts her clit which seems to be growing she shakes and shudders. I am driving a finger deep into her, but she tells me to stop.
“Work on my clit…oh ya there…God that feels good.” Her hands are gripping my head now as she mashes her quivering mound into my juice smeared face. I’m in a frenzy as she shouts out incoherently squeezing her thighs on my head. Then nothing, she is just panting “oh my God, Oh my God.
I move up to her tits suckling them momentarily as I get in position. My over engorged cock is lined up and pushing into her pussy. I can’t believe it, fully expecting her to say no and it to all ends. She answers by grabbing my head and pulling me in to kissing me all over, tasting herself from my soaked face. I’m pushing but its hard. I feel her hand gripping my cock. Guiding it. I push harder but it wont go.
“Fuck me Jake!”.
I pull back and try again with a real thrust.
“Stop, Stop Stop! she sobs, but its too late. The most amazing sensation ever in my life as I break through and sink halfway into her tight vagina. It is wet and slippery as it grips my penis so tightly. I feel like if I move even slightly, I will explode blasting my cum inside Adrie’s love canal..
Her eyes are teared up. I stop but I’m in. I stay still and I kiss her tears. I love this girl. We now have a lifelong bond.
“Okay, okay, I’m good. Go slow. Your so big in me. Kiss me.”
All I wanted to do is Fuck her brains out. “Audry, I feel like I am about to explode in you. I need to pull out before I get you pregnant.”
Audry grabs around my neck and gives me a kiss that makes my cock twitch. “Silly boy, I’m on the pill.”
I freeze s I don’t cum this very second. After a minute, I slammed the rest of the way both our mons grinding it out. The head of my penis bumping something inside. I pull back slowly until I’m out and I started to pick up the pace thrusting in and out.
“Easy Jake, It feels like a telephone pole in me.”
“Am I hurting you”
“God no, I feels amazing and too much at the same time.
“You feel so fucking amazing Audry, tell me when to speed up.”
Her cunt was so tight as I rutted in and out feeling every nerve tingle as I experienced the best feeling in life for the first time. I feel like in going to cum any second, but I am holding on as long as I can. I pushed up on my arms and Audry was grabbing my chest.
She started to rhythmicity moan. “Oh God Jake, Harder. Oh my God it is so amazing,” I leaned down to kiss her and feel those amazing orbs against my chest as I am finally about to cum in the girl of my dreams best friend. I could feel her fingernails digging in my back. I am pounding her harder but I feel my balls ready to launch.
I’m coming shit…Oh MY GOD!” Audry groans. I could feel her pulsing on my rod as I slowed my thrust to delay the inevitable. My vision when black as I made a final thrust and held it as deep as I could go pulsing and coating her insides with my sperm. I just collapsed on her and we laid there not saying a word for what seemed like a long time. I could feel my cock pulse in her.
As I softened, I pulled out. She was leaking out my seed and her virginal blood. It really was her first time. Mine too. Lying on our sides our foreheads both touching smiling at each other will never stop perving on her body and will remember this forever.
Reality started to set in. “We can’t tell Kimmy. She will freak.” We both say at the same time. We both look at each other and can’t stop smiling.
As I look in her eyes. I say” I will love you forever for this, I am no longer a virgin, and I got to do it with you a sexy smart girl I will cherish forever.”
“Jake, you’re a mush ball”
“Oh ya, Why are you crying.
Audry grabs my cock and still looking in my eyes and changing the subject.” Wow. Your still hard. You need to stick it some where me thinks” and she rolled over and got on her knees taking my cock in her mouth. She slid me all the wat until I felt the back of her throat. Then she swallowed and I when deeper, with my balls touching her chin. I didn’t even know that was possible. Then she pulled out wit a plop and started bobbing up and down with every third or forth right down her throat I could feel myself building up as every nerve was tingling. Then she pulled me out and spun around.
“Jake Fuck me, take me now.” She says as she gets in doggy position and give her ass a slap. I got up on my knees and couldn’t help admiring the firm bubble shaped behind and her puckering ass hole. I gave her a couple of slaps and line up my prick. I pushed into her freshly devirginized cunt for the first time as I found her love canal and slowly sank into the tightness sending electrical explosions through out my body.
Immediately, Audry was moaning “harder, harder, Jake, oh fuck, , ahhhhhhh., ahhhhhhh, ahhhhhhh”
I could feel the juices making her more slippery. I was pounding her harder with each thrust. I was gripping her hips and going as deep as I could each time. She was squeezing my pole with each thrust. I positioned myself higher and leaned over and grabbed her lushish tits. I could feel her hard nipples and heard her moan as I cupped those delicious mammaries. ”Fuck you are hot Audry”
“Oh my god, ahhhhhhhh!” she screamed so loud I thought the whole house would be running down here any minute. As she went completely stiff and collapsed on the bed.
She lay flat on her stomach moaning, but I wasn’t finished. I placed my pillow under her waist to prop her ass up. I straddled her, lined up my cock and pushed in to her vagina. she was tighter than ever this way, but started to thrust I kept rutting in and out and could feel her love hole squeezing harder and harder with each thrust. My balls could take it anymore and my cum release past the point of no return
Audry is crying out “don’t stop I’m cumming again.”
Too late “Arrrrrghhh! I slam as deep as I can and feel my pulsing cock filling her womb as I push even deeper. Audry is now screaming as she goes off for the fourth time by a guy in her life. I spoon Audry holding her breast as I drift off with the biggest shit eating grin ever.
🔞 Candy.AI 🔥 AI Sex Chat – Roleplay, Erotic Stories, Try for Free 🕹️