Passionate sex with best friend, came inside her 18[MF]

I’m going to have to start from the beginning of when we became friends. Skip to ***** if you hate backstory.

I was a pudgy seventh grader (getting ready for the eventual growth spurt y’know?) at a pool party. God I hate pool parties. My buddy from the eighth grade invited me so not only were there a ton of older girls, but I was also too self conscious to go in the pool, AND too shy to talk to anyone. So there I sat, feeling ill from my own self loathing, in a pool chair, with a dead iPod touch.

“You seem bored.” A feminine voice came from behind me as a girl my age sat down in the chair next to me. Dyed hair, some emo band shirt, and holding a can of something in a cozy (koozie? coozy? the foam things).

“Uh… yeah.” Can you blame my language skills? She was cute. She pried the can from the foam and revealed a Bud Light.

“Tom’s parents have no clue. Wanna sip?” Curse her for starting my alcoholism. Her mom called her Brooklyn, her friends called her Brooke, and no one called her Lyn (yet). We talked all night, and since my iPod was dead, I told her my Kik. Yes, Kik.

We lived in different towns, and both being shy, we didn’t meet in person since then, but we kept in touch quite a bit over texting. Now 9th grade, starting fresh in a new high school, and I had lost touch with Brooklyn over the past year. I get into my homeroom class, nervous as hell, because high school, and Brooklyn walks in, who would have guessed. Now, that summer stretched me out, and I was gangly as hell, but cross country was starting to shape me up. She was much thinner too, and she had her natural blonde hair, but now she straightened it. We became friends again, and it was a little off and on, especially tenth and eleventh grade. She had been dating this guy from her old school who was older, and since she moved here the popular girls took her in. I was (am) a book type, so no interest. So, summer before senior year, I get a text from Brooklyn. Her boyfriend went off to college, but they’re still together. Fuck. She wants to hang out again since she has free time. Yay… I barely had any classes with her and only saw her in the halls for the past 2 years. I had a crush on her since that drink by the pool. Our friendship really picked up that summer, and both our birthdays are in October. Hurray 18. I had had occasional flings here and there, but nothing serious.

*****

So. This really picks up in January, this year. Her boyfriend comes back, breaks up with her. Since we were both 18 by this point, I can describe us. Myself, puberty really helped my case. 6’3″, slim and muscular from only doing running sports. And now, Lyn. From the past 6 months of our renewed friendship, I began to call her Lyn on occasions, mostly just to tease her, usually having to result to Brooke after a jab into the ribs. She had ditched the popular girl facade and resulted back into her art aesthetic. Definite art hoe. She stopped caring about her wavy hair, and kept the golden mass of her now much longer hair in a messy bun, with short bangs in the front. Sometimes she’d tie a headscarf thing around her head and she’d look like an angel. Blue eyes. Faint freckles. Two pillowy, pink lips. She bites them when she’s nervous, and when she lets go they fling back out and turn red.

Her body was incredible. Smooth, round, thighs led up to a round ass. Not one like all of the super model’s that jut right out, but a smooth transition. And hips. Lord. This girl has hips that curve perfectly into a thin waist, which is incredibly toned from what I imagine to be a million sit ups. Her perfect mid goes up to shoulders and a very toned back, but her arms have gone back to their soft state. And her breasts. D cup. They just appeared after a summer, and she tends to show a little off.

So January. No boyfriend. She begins to flirt a bit more. So do I. She begins to wear more revealing and tighter clothes than before, especially when we hang out. Stuff she didn’t wear while she had a boyfriend. Last night. “Super Bowl Sunday”. Like we care about that. We’re texting, and drinking. Starts getting more flirty and personal. We’re asking questions…

Brooke: okay your turn

Me: Ummm I don’t want to ask something weird

B: idc dude i see it as were open books to each other

M: Alright.. How was sex with your boyfriend?

B: pretty shit. he had a small dick

M: Whoa really?

B: yeah lmao when he asked for nudes and i sent them hed be like “want me to send something?” and id be like “no. its cool!!!”

M: Yikes. Kinda weird he’d want nudes when you two were dating

B: no, cause i never wanted to fuck him lmaooo

M: Oof. Must be weird only doing stuff with one guy [keep in mind I had had many one to two week flings, not a virgin but only have had sex twice]

B: yeah i wanna do stuff with at least ONE other guy before college..

Now that was a clear sign, especially in drunk-me mind. So I downed my beer and sent that risqué text.

M: I don’t mind helping lol

B: oh really?

HeArT RaCiNg.

M: Sure

B: how so

M: You could send me something

10 seconds go by. She begins typing, and then deletes. Fuck. No. I fucked it up. A minute goes by. Two minutes. I’m losing my shit, and I’m about to poor a glass of whiskey when I see… [Snap from Brooklyn]

HALLELUJAH CHORUS

I opened snapchat so fast, and my dick was getting uncomfortably hard. I took a deep breath and opened it. She was in her bathroom, mirror pic. Black lace bra, showing a lot of cleavage. Perky tits. How could D cups be so perky? She’s leaning against the counter, biting her lip, looking at her phone. Text says “You better be bigger than (Boyfriend’s name)”. The 10 seconds were up. I was shaking. Jitters all through my body. Dick hard. Should I send her a picture? Fuck. What else could I get? I got up, shuffled over to my desk and grabbed my ruler. Pulled my pants down and stuck the ruler next to my erect dick. Barely hitting 6.5″ (Hey I needed proof I was bigger than her ex (and I was a little drunk)). I took the picture, sent it, and shuffled back over to my bed. Man my sheets were sweaty. She immediately opened. 5 seconds later, a snap of her face, pretty shaky, her covering her mouth with her hand, wide eyes. “OH MY GODDDDDD!!!! YOU ARE!!”. That made me feel good. I was thinking what to respond with when she sent another. Her standing with her back to her door mirror, god did that ass look good in the matching black lace panties. Text says “You get one more then I have to shower”. WHAT DO I DO. I began to jerk off because hell, if I needed to reach climax with a 10 second picture then- clever idea. Text back, iMessage,

Me: You think I only last 10 seconds?

Brooklyn: ohhhhh gotcha. what will it be mr?

God, what would it be? Well. I didn’t want to take advantage of us being tipsy, and my heart started to over power my dick.

Me: I wanna see your face

Brooklyn: omg youre too much

She went to go shower, and I had completely stopped jerking it. I just loved her too much. Fuck. I was in love with her. With an aching heart, I texted her “I’m tired, will see you tomorrow”.

School was hell today. The few classes we had together in the morning, mostly lecture, were spent staring at each other and smiling when the other would catch the starer. This went on for awhile. In the hall, if I’d pass her, I’d put my hand on the small of her back and she’d inhale really quick and blush. Finally, second to last period of the day, our study hall. We go to the senior lounge. Lot’s of people there during that hour, so we talk briefly in the hall:

Me: My parents aren’t home until 7 tonight

Brooklyn: Do you need a ride home?

Shit I actually DID need a ride home. I didn’t a have a car and my parents usually picked me up.

Me: Yes.

Brooklyn: You know which one’s my car.

I sat down on one of the couches, and there was an open space. Brooke sat right down next to me. My heart rate was through the roof, and I had a hard on under my text book. Ten minutes into the period, her friend walked over and had her move over to make room. She was nearly on top of me. Her soft hips and thighs were pressing against mine. She kept shifting in her seat, moving her thighs together. Near the end, she reached down to grab something from her pack, but it wasn’t. She had reached into her leggings. She pulled her hand out and wiped something on my open palm. Holy shit. She’s wet from just sitting next to me. HOLY SHIT. BROOKLYNS FREAKY! Fireworks were going off in my head. The bell ring and she gave me “fuck me” eyes. Our final class was art, and we were helping set up the stage for the musical. Our teacher needed more paint from the supply closet. We were good platonic friends. Teacher asked us, trusting us, to go down to the closet. We agreed hastily. We didn’t talk on the walk down. Brooklyn was in front of me. I couldn’t tell what was going to happen. We unlocked the door and stepped into the closet. We were both nervous as hell. She reached up for the buckets on the top shelf, and as soon as the door closed, I couldn’t control myself. I wrapped my arms around her, pressed my rock hard dick against her perfect ass. I kissed her cheek. She moaned quickly and pressed back against me, moving my hands from her shoulders to her tits and hips. I began kissing her neck, from behind. I was leaking precum. She spun around. “We can’t be too long.”

She was blushing. She was breathing shakily. All of her confidence was gone. So was mine. Neither of us knew what to do. Brooklyn quickly said “Lose the bulge” and grabbed two buckets of paint, leaving. I cooled down and left too. I was worried she was done, or embarrassed, or mad, but when I got back into the auditorium, she was super flirty. Dancing to the music we all had on, moving her hips, giving me eyes the entire time and laughing, and then blushing. God we have it bad for each other. We casually walked out to her car, laughing. We got in and she looked at me. Eyelids half shut. Smirking. God her bangs we cute, nearly over her eyes. She burst out laughing. “We almost did something baaaaad”

She turned on the car and began driving. We listened to “Country Roads” on our short drive. Cheesy, yes, but god damn is it fun to sing along too while driving with the windows down. We pulled into my driveway and she turned the car off. She looked at me and smiled. “After you.” She winked. My heart melted.

We walked into my house. She kicked her shoes off and turned around to me.

Brooke: “7pm?”

Me: “That’s how long we have.” She was giving me serious eyes, gripping onto my shirt collar, pulling me to her level. She was only 5’4 or something. Real short.

Brooke: “We can do quite a lot with that time.” She closed her eyes. So did I. I could feel her breath on my lips. What was taking so long? I moved in but she backed up. I opened my eyes. Hers were open. She laughed and ran back towards my room. I followed. When I got to my room she had thrown her jacket onto my chair and sprawled out on my bed. She sat up. She bit her lip like she does. I closed the door, magnetized to her. I moved forward and she caught me. I was on top of her. Brooke looked right into my eyes. I closed my eyes and our lips met. God they were soft. Everything about her was soft. After that first kiss, we tore into each other. Hands everywhere, clothes gone, before we knew it we were naked, hearts pounding. I looked down at her tits. Perfect. They were big, but firm, but soft, and her nipples were hard. I played with one as we made out, my other hand propping myself up. Her hands ran up and down my chest. We were nearly choking each other, not wanting to break away. I finally did, gasping. I looked into her half closed eyes and got rid of my propped arm, laying down on her. Pressing my dick against her soft, slim tummy, her nipples against my chest, I ran my hands through her hair. I kissed her forehead, her lips, her neck, in-between her breasts, her navel, and then her shaven, smooth pussy. Dripping wet. “Oh god yes” she moaned as I slid my tongue in. I held around her hips, her thighs rubbed against my head, and her hands ran through my hair. She tasted like strawberry. I ate like it was my last meal. Brooklyn’s body tensed up, and she began to moan louder and louder, digging her nails into my head. She inhaled sharply and I felt her tight pussy begin to clench along my fingers, which were rubbing her g-spot. Her body stopped shaking and I moved back up to her, face to face.

“Wanna go all the way?” I asked. I was rock hard. She nodded dreamily. I bent down and reached for a box of condoms.

“I’m on the pill.” She said. She bit her lip again. I moved back up, numb. My heart was racing. I put the tip in, and moved back up, sliding my dick into Brooke’s warm, tight, wet pussy. She let out small whimpers as I went in. I was fully inside her, all six inches, just barely hitting her cervix. We were eye to eye now.

“Hey Lyn.” I said. That melted her. And the way she looked at me, melted me. She wrapped her arms around my head and shoulders and we kissed deeply. I began to thrust back in and she broke the kiss to sharply inhale and moan. Her fingers dug into my back, and I was worried, but her expression assured me to keep going. I gave it everything. Kegel exercises boys, do em. She moaned my name over and over, as her hands searched all along my body, through my hair, and her thighs kept stretching, flexing out, and rubbing and wrapping around me. I gave up propping myself by my hands and instead wrapped her in a hug, putting my weight on my elbows. We continued to kiss, and we’d stop only for her to moan and catch her breath. I wasn’t numb anymore, and every time I thrusted in I was about to cum. It took every ounce of willpower not to, and I could feel every inch of her silky smooth pussy. She began to act the same way when I went down on her. Breathing heavily. She was tensing up. She was going to cum again. She broke our kiss and looked into my eyes. “I want you to cum in me.” She was dead serious. “With me.” She added. Brooke was getting really close. She moaned out “Okay?”. Fuck, I was getting close. I nodded and said “I love you.” She melted. I melted. She said “I… love you… too” in between moans, and finishing the sentence, she moaned my name INCREDIBLY loud as she came. Hard. She tightened so fast, right as I was thrusting in, and I came. Hard. I’ll be honest, I was moaning a bit too. We both tensed up as we came together, looking into each others eyes as much as we could between winces of pleasure. I completely emptied a week of cum into her. I was sore the minute I pulled out. I looked down and my cum was dripping out of her.

I flopped down next to Brooke and she cozied into my arms. I pulled another blanket on top of us. She looked up at me, breathing heavily. “When you said you loved me…”

I didn’t know if this was a fling or what. I didn’t know how she wanted me to answer. All my hormones were gone, so I answered truthfully.

“I meant it.”

She blushed again and cuddled into me. Brooke looked up. “I meant it too.” I grabbed my phone and set a 6:30 PM alarm. I closed my eyes and I heard her say “I can’t believe you called me ‘Lyn'”. We laughed and rearranged so I was spooning her. God. Her ass felt nice. We didn’t sleep. We just sat there. Good news: new girlfriend probably. No bad news. Just good news.

Source: reddit.com/r/gonewildstories/comments/anjq2s/passionate_sex_with_best_friend_came_inside_her

57 comments

  1. Such sweet high school love! (“Wanna go all the way?”)

    How did it feel when she said she was on the pill, and you went in her? The feeling of a girl tightening right as Im thrusting has gotten me many times too. The change in pressure is right up there with the intimacy and knowing Im finishing in the girl that comes with great sex.

  2. I came in expecting a quick story about a FWB situation. This was much, much better. :)

  3. This was fucking hot and yet so god damn sweet! Congratulations man, and wish you two the best!

  4. This is great, congratulations on your relationship!

    Just remember that the pill isn’t perfect, I’d recommend still using condoms until you’re ready if there’s any ‘accidents’.

  5. Never take her for granted! Always show her you care and verbalize it too!… Sorry I’m going through some stuff but seriously though

  6. ???
    They say a picture is worth a 1,000 words.
    Well, this story is worth 1,000 r/gonewildstories. Congrats man. Hope it works out (whatever that means to you).

    Quick word of advice (not that I’m an expert): Check with her prior to posting anymore of your intimate moments. Anonymous or not, she may not want her most recent sexual events on the internet (this site is normally reserved for threesomes, foursomes, misbegotten acts with 1 or 2 time sexual conquests and high fantasy. Not normally for 2 high school sweethearts.)

    Again, amazing, amazing penmanship.

  7. i love stories like this, and you wrote it beautifully. best of luck to you and Lyn, i hope there are more stories to come!

  8. I stopped reading when she bodyshamed her ex, lol. I hope you had fun tho! (And I hope she’s grown since then)

  9. Phenomenal story, both sweet and sensual, endearing and exciting.

    It’s especially nice to hear she knows of the reddit and came up with the alternate name for herself. She sounds like quite a playful spirit. I wish you both the best and would love to hear how things progress. Perhaps she would be interested in relaying her perspective of a future encounter for you to write up from her point of view. It could be a sensual experience for the two of you to share and a good exercise for your writing skills.

  10. Your writing is great, awesome story and I couldn’t be more happy for you guys. That’s fucking awesome and I bet this memory stays with you for many years to come.

  11. This has such a happy vibe to it, I love it. Let us know how it goes between you two :)

  12. Wonderfully wholesome and really well written <3 I wish the best for you and your girl!!

  13. I wanted to fap and nut quickly but this actually made me really happy. I’m glad for you, OP :)

  14. Damn stories like these make everybody happy almost all the time. I, along with tons of redditors, am so happy for you both!!!

  15. Shit Dude, you reminded of one of my ex, good times. Dunno if this is real or not, but I’ll give it the benefit of the doubt.

    Even though I’m married to someone else, I do not regret the times I spent with her. I know you are not looking for advises or anything, but I just wanna say that take it slow and enjoy yourself. No rush to label or make it communicado oficial. Have fun, explore each other and get more kegel exercise in haha.

  16. Damn the nostalgia. You just brought me back to my senior year. Me and my girl broke up for college, but the holidays were fun until she got a new guy.

    Enjoy it dude.

  17. Shit, man, i did not order these feels. Congratulations, you be good to her. Seriously i came to this subreddit to read sleazy stories about sex with strangers or gangbangs and stuff, but this was better. i couldn’t even fap to it but i liked it. Like i said you be good to her, man.

  18. > My heart overpowered my dick

    Heh nice!

    Damn my dude I wish you 2 the absolute best and this story was truly wonderful and surprisingly wholesome :)

  19. You are the man! That was awesome and I hope you guys make it. She sounds amazing.

  20. Perfect story! Also hot you came together your fist time with her and got to blow your load inside her.

    Must be hot knowing your nut is still deep inside her pussy even today. Hope you get pics next time ?

  21. Congrats man, and great writing! Often the best relationships begin with friendship. I was friends with my wife for ten years before we ever started dating. Best of luck to you!

  22. So happy for you two mate! This are the kind of wholesome stories that made me sub here. Think we can get some updates sometime?

  23. I expected
    > and that’s how I met my wife
    Wasn’t dissapointed about how wholesome it was

  24. I enjoyed every aspect of your story. Both me and my dick are cheering for you guys!

  25. This has everything. A lot of heart and hot as hell. Wishing you guys the best, keep us updated!

    Also, loved the Lyn part. There’s a nickname only I use use with my spouse and can relate. It’s a special, intimate kind of thing.

  26. “She tasted like strawberry”….ok did a virgin write this? I stopped there, I prefer real stories.

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