If anyone has read about the time I fucked Carly, this story is about the time I fucked her best friend.
I’m still in college, now a junior with much more experience than when I lost my virginity to Carly as a freshman. Carly and I had remained friends after our sexual encounters. We had begun dating for a bit as freshman but it never really worked out, so we decided staying friends and FWB was a better option for us.
Anyway, as with any friendships, you begin to make friends with other friend groups until you eventually know a lot of people through mutual relationships. That’s how I met Natalie.
Natalie was Carly’s best friend and had been all through elementary school and high school until she finally transferred to the college that we both went to her sophomore year. I found her extremely attractive although she didn’t necessarily fall into what I would consider my type. She was a little more alternative with her hair cut pretty short (occasionally spiked), nose ring, multiple other piercings (I’ll get into that later) and all of the other stuff you’d usually expect. Regardless, I still thought she was really attractive. She stood about 5’3” tall, probably weighed somewhere between 125-135 but thick in the thighs and a tight stomach.
I became friends with Natalie through mutual interactions I had with her when me and Carly were fooling around. She would always tease me when I came over because she knew what was happening between Carly and I, and that always turned me on. The fact that she teased me about it meant she had visualized it to some degree in her head and wanted to let me know that.
By the time junior year rolled around, Carly and I weren’t as close as we’d been before. I always got the feeling that Carly wanted more than I did and that eventually drove us further apart, although we still went to the same parties and hung out as groups together. (I later found out that was the exact case with Carly).
Since I lived in the biggest house that our friend groups rented off campus (along with 4 of my other friends), most of the party nights happened there. It was around December or January when Natalie and I fucked for the first time.
When Carly and Natalie showed up, they were already a little buzzed. They got there later than everyone else, presumably because they lost track of time. Carly immediately jumped at me and hugged me like she usually did when she was drunk, she was pretty affectionate. Natalie followed suit after Carly. Natalie was wearing black leather boots, black jeans, and a tight fitting white shirt that was partially covered by the sweater she had on (since it was the middle of winter obviously). They only lived one block away so it wasn’t a far walk.
Most of the night was pretty much as per usual, drinking games, jokes, laugh, etc etc. Around 12:30 or so was when Natalie started to make some moves towards me, letting me know that she was actually interested in me. I figured that since she knew Carly and I were former FWB that she wouldn’t want anything to do with me sexually out of respect for Carly but I was dead wrong.
I can’t remember exactly what game we were playing now but at some point, someone made a joke and we all started cracking up, like I mean belly laughing. Natalie, who was sitting next to me on the couch, took advantage of the moment and for some reason, grabbed my hat and ran out the back door. I went to college in a northern-ish school so there was a decent amount of snow outside. Slightly annoyed, I jumped off the couch and ran after her to get my hat back.
As soon as I stepped outside, Natalie literally jumped at me and wrapped her legs around me, forcing her mouth to mine, kissing me hard. I felt her tongue trying to work its way into my mouth as I was trying to keep my balance in the snow. Fortunately I still had my wits about me and didn’t fall over. It took me a couple seconds to figure out what the hell was going on. Once I realized what was happening. I wrapped my arms around the lower half of Natalie’s body and squeezed her ass as I opened my mouth to allow our tongues to intertwine with one another.
We kissed for a few seconds before I pulled back, not wanting to stay too long and have our friends inside start wondering where we went. I grabbed my hat from her hand and put it back on, her legs still wrapped around me, her lips in a slight pout as she realized I was done.
“We’ll continue this later,” I say to her as I let her down slowly, letting my hands stay on her ass as long as I could. As I turned to walk back inside, all I could think was *is this really happening? What the hell was that? It came out of nowhere!*
Natalie followed close behind and as we entered the room again, we got heckled as you could imagine and the usual teasing. The only one not teasing us was Carly. I could see she was pissed off as Natalie and I sat back down on the couch.
The rest of the night continued without incident and as everyone started either leaving or falling asleep, I realized I had lost track of Natalie. Carly approached me when basically everyone was gone.
“What the fuck was that about?” She asked bluntly.
“What was what about?” I responded, actually forgetting everything with Natalie.
“You and Natalie running off like that, what the fuck?”
We argued slightly for a moment before Carly stormed off and out the door.
*whatever, it’s her problem not mine* I thought to myself. I then realized I was the only one left still awake as far as I could see so I decided to head to my room.
I opened the door and realized my lamp was on next to my bed. *I don’t remember leaving that on* I thought to myself. As I walked over to it to set my phone down on my nightstand (which was also my mini fridge #college), an arm suddenly shot out from my bed and grabbed me!
“Ahh what the fuck!” I yelped, probably in a higher pitch than I would’ve liked to admit.
I immediately hear Natalie start to crack up. She had been hiding in my bed waiting for me to scare me. She pulled the rest of the sheets down and stood up.
“Wow I really fucking got you!” She said laughingly. As my tensions began to fall I also laughed.
“I thought you had already went home? Carly was looking for you and she’s pissed,” I tell Natalie.
“So what? You two aren’t a thing anymore. She has no right to be mad, it’s not like she owns you,” Natalie said.
“That’s basically what I told her before she stormed out,” I respond, laughing slightly.
“We still have some unfinished business anyway…,” Natalie says. “You didn’t think Carly kept quiet about all of those sexual escapades you guys had, did you?”
Natalie was still in her black jeans but I realized she has changed her shirt into one of my own. She had removed her boots and was barefoot. She walked towards me slowly, eventually pressing right up against me, looking up at me with her chin on my chest.
“Well?…..” she begged.
I couldn’t hold back and picked Natalie up into the position we were in outside, feeling her legs wrap around me, her face parallel with mine. I kissed her deeply, resuming our position we were in earlier. We kissed for a few minutes before I finally sat down on my bed with her still on my lap, my cock beginning to press against my jeans and becoming uncomfortable.
Natalie pulls back and looks at me pleadingly as she bites her lip. “I know Carly said you had a big dick but I didn’t think I’d be able to feel it through both of our jeans,” she says.
I laugh as it semi-broke the tension, trying to buy time to think of something to say.
“You’re gonna be feeling it more than through our jeans pretty soon,” I respond. Before Natalie can say anything back, I stand back up and lay her down on the bed. I stand up and quickly remove my shirt and jeans/boots. By the time I’m done I see that Natalie has removed her jeans, leaving her in just my t-shirt and black panties. My cock is straining against my underwear but I want Natalie to remove them when she feels the time is right.
“Lay down,” Natalie orders me as she begins sitting up.
I obey and lay back on my bed, slightly propped up by some pillows. Natalie climbs on top of me and straddles me, bending back down to kiss me. I feel her ever so gently rubbing herself against my cock, feeling her wetness beginning to soak into my underwear. After a couple minutes she sits upright and removes her shirt, revealing her breasts. They are much bigger than I anticipated to the point where I still question how she ever hid them. They were a bigger C cup but until this point, I thought she may have been a bigger A at best. It’s safe to say I’m pleasantly surprised, and I show my appreciation by immediately leaning forward and taking her breasts into my mouth, feeling the metallic cling of her nipple piercing hitting my teeth.
Natalie moans with enjoyment as she starts grinding a little more intensely as I suck her tits, switching between both and fondling the other as I do so. Her breasts are firm to the touch and I can feel her nipples getting harder as I play with them. I finally can’t take it anymore and flip Natalie onto the bed, straddling her as she lies beneath me.
I kiss her neck and make my way down past her tits, stopping for a few more licks on her nipples. I continue downward, licking her stomach until I arrive at her panties. I wrap my fingers around the sides and begin sliding them down, Natalie arching her back to assist me. I see them slide off of her ankles and I throw them down beside the bed.
When I look back at Natalie I see she has her legs closed, a teasing look on her face as she knows she’s making me work just a little bit harder for her. I grab her knees and force her legs open, hearing a small yelp as Natalie enjoys the new forcefulness I’m using. I see that she has a completely shaved pussy, wet and pink, ready for my cock. I decide to continue the foreplay, leaning my head down and beginning to lick her clit slowly and gently, making sure she feels my tongue caressing her. Natalie begins to moan loudly at the pleasure filled experience. Her hands reach down to grasp at mine, digging her nails into the back of my hand as I restrain her legs from closing.
I pick up the speed and hear Natalie’s moans get faster and harder. I meet her enthusiasm with a finger as I insert it into her pussy, her extreme wetness wrapping tightly around me. I must’ve caught her by surprise as a small yelp accompanies her moans. I soon insert a second finger, turning my hand so that my palm is facing upward. I begin to curl my fingers inside of her pussy as I lick her clit which is sending Natalie crazy.
“Don’t stop, don’t stop, don’t stop!” She begs of me. I continue faster and faster until I feel her pussy close tightly around my fingers, feeling her orgasm from my technique. I continue as Natalie moans and moans. “Oh fuck yes!! Yes!!“ she screams.
After a few moments I feel Natalie’s breathing begin to slow and my fingers are released a bit as her orgasm begins to fade. When I remove my mouth from her pussy, I look up to see her with her hands on her tits. She looks down to meet my gaze.
“I think it’s your turn now,” she says, semi-jokingly. My cock has nearly torn my underwear which are now soaked with precum.
I lay back down on the bed and Natalie assume the position, laying between my legs with her head at my crotch. She slowly pulls down my underwear as her eyes eagerly await the sight of my cock. She bites her bottom lip in anticipation and inch by inch, my cock is slowly unveiled from my underwear. Eventually, Natalie reaches the end of my cock which springs out of my underwear and slaps backwards into my belly, 8” of thick girth throbbing for her to please.
“Jesus fucking Christ….” Natalie partially mumbles to herself as she looks upon my cock. Without much more hesitation, Natalie grabs my cock and directs it towards her mouth. Her lips wrap around the head of my dick as I feel the warmness of her mouth and the flicking of her tongue. She sucks slowly, only taking in a couple inches but stroking the base, slowly working my cock. She maintains eye contact with me the entire time which is really turning me on. She continues to bob her head slowly, massaging the tip of my cock with her mouth and tongue before she can’t take it anymore.
She removes my cock from her mouth and climbs on top of me, straddling me in the cowgirl position. Before inserting my cock, she leans down and whispers in my ear “fuck me deep…”
I feel Natalie lift her ass and feel her hand grab my cock. Suddenly I feel the tip of my cock prodding against her tight pussy, eager to enter her. Natalie moans with enjoyment before I am even inside her, anticipating my cock stretching her wide open. She continues to press against my cock, attempting to fit it inside of her. I lift my hips to assist and feel myself slide in half way. Natalie jumps forward as she was not expecting it, before slowly lowering herself down slowly on my cock. I feel her wet pussy sliding downward until she reaches the base of my cock, her pussy tightening around me with pleasure.
Natalie then rises up so that she is sitting directly on my cock and looks at me, with a serious face.
“You’re seriously like right here,” Natalie says, as she takes her hand and points to a spot slightly above her belly button.
The slight break in tension allows us both a quick laugh before Natalie leans back forward and kisses me, starting to grind her pussy against me, working my cock like a pro. I moan in enjoyment as Natalie does the same as we develop a rhythmic grind against each other.
After a few minutes we pick up the pace and I begin to feel the beginnings of my orgasm creeping in. As if Natalie sense that, she again leans back and raises herself up slightly, inviting me to fuck her harder. I take the cue and begin thrusting upwards, pounding my cock deeply into Natalie. Each thrust causes her tits to bounce, causing Natalie to grab them. She leans her head back and moans deeply and the sight of her in complete enjoyment sends me over the edge. I thrust and thrust and feel my cock erupt inside of her, filling her with my cum. I continue to thrust as I shoot my cum deeply, Natalie feeling my warmth fill her as she lets go of her tits and starts playing with her pussy, looking downward at me fucking her deep.
I begin to slow down as my orgasm comes to an end, my cock twitching and throbbing to get out the remaining cum. I finish with a final thrust and feel Natalie bring her weight down as well as she sits upward with me still inside of her.
Natalie is breathing heavily as she says, “fuck…I’m afraid to move, it’s gonna pour out of me like a fountain!” She laughs.
“Yeah it kinda just happened, I wasn’t planning on finishing inside of you,” I say.
“Don’t worry about it, I like the feeling,” Natalie says as she winks at me. She then slowly raises herself off of my cock as it flops back down onto my stomach, some of my cum escaping Natalie’s gaped pussy.
“Be right back!” She says.
Natalie runs to the bathroom to clean herself off. I stand up and grab a towel to do the same before getting a pair of shorts on.
When Natalie returns, she is wearing another one of my shirts which covers her below her ass. She crawls into bed and lays her head on me.
“Soooo…that was fun!” She exclaims.
I agree and we laugh and talk for a few minutes before finally falling asleep.
Source: reddit.com/r/Erotica/comments/wydxu1/the_time_i_fucked_my_friends_best_friend_m21f22
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