Long story, but that’s obvious. If you want some build up, this may be for you. Both Sadie and I are 21 at the time this happened.
Prologue
After freshman year of college, I didn’t have many long term relationships. There were girls that I would hook up with, and contrary to the cliche, I would want a relationship, but for various reasons they just wanted late night booty calls.
Throughout sophomore and junior year, I kept myself in shape and studied a lot. I stopped pursing anything romantic with anyone. During junior year, my roommate and I made friends with some the girls on the other end of co-ed floor through some mutual acquaintances. When I met Sadie it was instant best-friendship.
Sadie was very attractive, but she wasn’t what I considered ‘my type’ at that point in time. While I generally pursued tall willowy brunettes, Sadie was short and blonde with big breasts and a round muscular ass. I could tell she was hot, but almost abstractly. It didn’t seem like she was the type for me. She was fiercely intellectual without being pedantic, brilliant, and literate and we had an instant rapport. I was also of the mind that romantic relationships weren’t going to happen right now. I wasn’t resigned, I was just focused on school work and getting into a good grad school. So our friendship was able to form without a fog of sexual tension.
Sadie and I studied together all the time. We went to the gym together. Watched late night re-runs of our favorite shows together. I was always amazed that she was both powerfully athletic and so smart. I had a huge amount of respect for her. Our friendship was challenging, but never competitive. Despite our different majors, we elected to take some classes together Spring Semester Junior year. Working on papers together, bouncing ideas off each other, was probably one of the most intellectually gratifying experiences I had in college.
Even though, Sadie and I spent all our time together she was very private about certain things, like her family and who she was dating. She didn’t talk about them. She would sometimes disappear for an evening and mention a long-distance boyfriend who was visiting, but she evaded follow-up questions. I didn’t press. Many times good friendships are about what you decline to pursue, rather than what is offered. But I never knew when and if Sadie had a boyfriend. When these unseen partners came and went was a totally mystery to me.
Sadie had a curious living arrangement. She didn’t have a regular roommate. Her roommate was an international exchange student that was different each semester and selected by the university. Fall semester, her roommate was from Hong Kong. Spring semester, her roommate was from England and named Alice. While the roommate from Hong Kong was very polite and and mostly kept to herself and the Asian Student Alliance, Alice was comparatively wild. She came to party. She had a fiancé back in England, but they had an open relationship. Alice was constantly asking Sadie which frat the hottest boys were at and where the best parties were. We weren’t a party school, and Sadie didn’t party much, so Alice seemed fairly frustrated with her roommate and sexual vacation semester. Even so, Alice wouldn’t be seen in the room for several days at a time. So I hung out with Sadie a lot in her room.
When Alice became Sadies roommate, I was no longer allowed to use the bathroom connected to Sadies room. At the time Sadie said that it was because Alice was embarrassingly messy. So I would always go all the way back down the hall to my room if I needed the facilities. But the real reason emerged later.
While Sadie and I didn’t really party, we did more together than study. We just didn’t go to the tepid beer drinking parties thrown by the rather anemic frats. It wasn’t a party school, it wasn’t the local forte. We did go an do a bunch of other things. Lots of late night walks around the campus exploring buildings, art shows, smaller gatherings. We were studious, but not puritans.
1
That spring semester the weather got warm faster than usual. The university didn’t turn on air conditioning until a set date, regardless of the weather so things got quite warm in the dorm. That February, late one night it was hot in the dorm. Simpsons re-runs didn’t come on for another hour. So we went for a walk.
We were enjoying the breeze and walking around in shorts and t-shirts. Walking by the hedge along the long central quad we heard lots of voices. As was tradition, a group of guys and girls were streaking the long field. Sadie and I watched.
As the group made their way back to clothes from the far end of the field, Sadie asked me, “have you ever been?” “No.” “What?!” “Ok. We’re going!” “Alright!”
At a separate corner at the top of the field from the group that was dressing, Sadie and I undressed. I was too self conscious and filled with adrenalin to really notice anything but my own nudity. Before I knew what was happening, Sadie bolted, “Let’s go!” And I ran after her.
Sadie was a powerful sprinter and good runner. But I was much taller and had a much longer stride. I quickly caught up to her and we hit the end of the field together, turned and ran back keeping pace with each other. Our clothes were where we left them. The run had burned off the initial bewildering excitement. I could appreciate the night air on my skin and the slight sweat. And Sadie.
We were both laughing and relaxed, but we both watched each other get dressed. My eyes following her eyes following my eyes following her eyes on both of our bodies. Sadie had long dyed blonde. Her naturally dark complexion had a sheen of sweat and night dew from the grass. Her ass looked amazing as she bent down to pull a dark colored g-string over her shaved pussy. She pulled up her shorts over that. Her nipples were rather light colored, and her breasts were buoyant. She had nice abdominal muscles with a hint of definition to her obliques. She didn’t put on her bra before she put on her t-shirt. Stupidly I said, “I guess it’s hard to run with those.” “Yeah, good sports bra is totally necessary. Streaking is a rare occurrence for a reason. By the way, nice bush you got there.”
I looked down remembering my own unkempt hair. No one had seen me naked in forever, so I hadn’t trimmed. I covered up quickly, a little embarrassed.
We didn’t put on shoes because our feet and legs were covered dirt and grass. We walked back to the dorm. “Let’s go rinse off, the Simpsons will be on. Come back to my room when you’re done?” “Yep.”
Rinsing off my legs in the shower, I was confused. My platonic history with Sadie didn’t stop my dick from getting hard as I replayed the images of her body in my mind. And then the shame of the bush. I had enough time. So I trimmed it. Then I went back to Sadies room to watch Simpsons re-runs.
We sat, shoulder to shoulder, reclining on her bed, watching her tiny terrible TV. During a commercial I said, “You shamed me into trimming my bush.” “Oh yeah? It’ needed it. Fucking thicket.” “Yeah, see?” I pulled my shorts and boxers down, exposing my work, revealing just the base of my dick. Sadie shifted to look, “Yeah that looks a lot better, less neanderthal.”
In the dark room, the oblique light from the TV showed Sadie’s nipples getting hard. She hadn’t put her bra back on. The unseasonably hot air became heavier. The commercial ended. I let my waistband return to its normal position. We continued watching The Simpsons.
2
The unseasonably hot weather continued and so did the lack of air conditioning. It’s really difficult to do complex mathematics without airflow. Sadie couldn’t get through French literature without a breeze. So we moved our studying from her room, to the library. When we were in her room relaxing, we started wearing less clothing.
I would wear boxer briefs. Sadie would generally wear a thong and a t-shirt sans bra, or occasionally just a g-string. I got good at not staring, at least when she was looking. My boxer briefs were snug helped keep erections in check.
A few weeks after the streaking, Sadie and I were in her bed watching late night re-runs. I reclined against the headboard in boxer briefs. She lay next to me, lying propped up on her stomach towards the TV, just wearing a g-string. I didn’t watch the show, I watched the spectral cathode ray tube light dance over body that I was finding myself attracted to. But I refused to admit that to myself. She was my best friend.
While I typically went for tall, willowy brunettes, I considered myself an ass-man. For me it wasn’t the size of the booty, but the shape. I didn’t have an ideal body structure, I just liked a shape that complemented the body type. Sadie had a large booty, but its structure was perfect for her body. I could feel myself at the edge of getting hard.
During a commercial, I asked Sadie, “whatever happened to Brian?” Some guy she had mentioned dating previously. “Oh, he’s long gone.” “I’m sorry?” “Not at all, he was kinda a jerk.” “What happened?” “Well, he had never read a book in his life and he kept trying to stick his dick in my ass.” “Oh no, did he even ask beforehand?” “Nope!” “That sounds pretty rude.” “Yeah, seriously.”
Sadie ran and did some weightlifting, but she had a gymnastics background. This was curtailed by the development of her breasts, but she liked to maintain flexibility. She did a lot of stretching.
Sadie moved from lying prone up onto all fours arching her back and sighing enjoying the stretch. While the fabric of her underwear barely covered her pussy, the string ran across her asshole basically leaving it visible. In the dim light, I could still see it. I got hard.
Sadie relaxed her stretch a little, but stayed on all fours looking back at me, “buttholes aren’t sexual to me.” “Well it doesn’t sound like he helped matters.” “Seriously.” “I mean yours looks pretty nice, so I can kinda see his point.” Sadie quickly shifted into a seated position with her legs folded against her chest, breasts bulging to the side. “What!?” I fumbled, “I just mean in that position you can see it behind the string of your underwear. It looks attractive. You’re attractive.” “So I’m attractive and my asshole is attractive?” “Yeah, I guess.”
I shifted to sitting up cross legged. Trying to hide my erection without looking like I was trying to hide it. I failed, Sadie immediately noticed. Her eyes went right to my penis. “Hey my eyes are up here.” Sadie, “Ha!” She met my gaze.
Sadie asked, “so do you like anal?” “I haven’t really done it.” “But you like buttholes?” “Yeah, but that doesn’t mean I necessarily want to put my dick in them.” “Explain.” “I dunno, I just don’t see why they can’t be attractive. I suppose it may be kind of pavlovian. I like doggystyle. When I look down and see my cock inside the girl, I see her asshole. The good sensation on my dick, the sight together. Maybe its just an association. In any case. I like them. I think they can be pretty. Just like any other part of a person.” “I still don’t think they’re sexual.” “Ok, but there’s a lot of nerve endings there. All connected the same way that the nerves to the clitoris are connected. Some stimulation can feel good. That’s not an argument at all for full-out ass fucking though.”
Sadie narrowed her eyes at me, “I don’t believe you.” “What do you mean?” “They might be sexual for you, but not for me.” “Other than Brian trying to stab you with his dick, has anyone every touched you there?” “No. Have you touched other people there.” “Yes.” “How?”
Under this interrogation I felt a little embarrassed. “I dunno, with my fingers, my tongue.” “Your tongue?!” “If they’ve showered its fine.” “Do these people like this?” “I haven’t done it with anyone that hasn’t.” “I still don’t believe you.”
Sadie looked at me hard. Pure crystalline curiosity. The same intensity when we was writing about literature. “If it has the same nerves as the clit, simple stimulation should work. And I don’t believe you.” “Ok. I’m not trying to convince you, just, I dunno, pleading my case.” “Fine.”
Sadie got up on all fours and looked back at me. “Try your thumb. But this isn’t sexual.” “Oh, ok.” I got behind Sadie on my knees. I kept just far enough back that my erection wasn’t touching her. She commanded, “pull the string to the side and do whatever it is you do, just keep my pussy covered. This isn’t sexual.” I pulled the string up one curve. The fabric triangle covering her pussy moved. “Hey!” “You hold it in place,” I offered.
Sadie shifted. Her chest pressed against the bed, her ass up, one hand underneath holding the fabric against her pussy. “I’m going to use my thumb, but I need to wet it.” “Ok. Whatever it is you do.”
I licked my thumb and rested my palm on her ass. With my other hand pulling the string to the side, I began to make slow circles on the rim of her asshole. The TV kept showering us with light and sound in the dark. But it felt quiet.
Sadie spoke first, “that feels weird.” As she said this, she pressed back against me pushing my boxer brief covered dick against her ass cheek. I pushed back into her a little. “Should I stop?” “No. Not bad. Just weird.”
Sadie spoke again, “what else do you do?” “Sometimes I use my other hand to play with the clit, or rub the g-spot with my other hand. Sometimes I lick and use both hands to do both at the same time. Sometimes I slide my dick against it.”
Sadie didn’t respond. But I noticed her hand holding the fabric to her pussy began to slowly gyrate. I began to grind in time with my cock against her curve. We were both breathing heavily now.
After a few minutes, Sadie heaved a big sigh, “stop. Let’s stop.” “Oh, ok sorry. Sorry.” “No, no, it’s fine. You’re fine. It’s just….” “Ok.” Sadie sat up and folded herself up across from me on the bed. No eye contact. I sat back. She looked at my erection.
Sadie spoke, “it’s getting kinda late….” “Yeah,” I agreed. I got dressed and went to bed. Very horny, but confused.
My roommate was in bed asleep. I went to the shower, thinking about what had just happened. I had been leaking precum. My orgasm was huge. I imagined Sadie taking my cum inside her, all over her, I wanted her every way possible.
3
The next day Sadie was aggressively normal with me. We did not mention the previous night. We had some exams that required some serious study, so we didn’t have anymore late night underwear TV watching sessions for about a week.
The warm weather had continued. After the exams ended, there was a foam party in a kind of inflatable enclosure set up in the quad. Sadie and I both intended to go. The unseasonable warm weather had been punctuated with a slight chill.
I heard these things will ruin your shoes, so I went down to Sadies room wearing flip-flops, shorts, and a t-shirt. Sadie opened the door with a drink in her hand. “Oh, we’re drinking tonight?” “Absolutely!” Sadie was wearing short shorts, flip flops, and a white college t-shirt. She handed me drink. Something with rum. After we got a floaty buzz, we left for the foam party.
The music was terrible. But the foam was kinda neat. All the drunk people mashed the grass into mud. The foam started to run out, our dancing energy had too, and we got cold. It was about midnight. Sadie and I walked back to her room. Immediately, she poured us more drinks. We went to sit on her bed and we both stopped. We were both a mess. Grass and mud all over us. Soaked clothes. Sadies sports bra showing through her shirt.
Sadie and I were both mildly drunk and pretty cold despite the warm weather. “Oh shit, we a mess!” “You can shower here.” “I thought I wasn’t allowed too.” “Fuck it, but let me explain, they aren’t mine.” “What?” “Come.”
Sadie opened the door to the bathroom connected to her room. Nothing amiss. Perfectly clean. I thought Alice was supposed to be exceptionally filthy. No evidence. Sadie pulled the shower curtain aside. I saw. A row of seven dildos was arranged around the bathtub rim of the shower. Various sizes and colors. “Alice is a goddamn freak.” “No kidding.” Sadie turned on the shower.
“You first?” I asked. Sadie replied, “we can shower together. Showers aren’t sexual.” “Maybe not for you, but Alice…” I gestured toward the dildos like a TV show host presenting a Nissan. Sadie laughed. We stripped down. This was the first time we had been completely naked since the streaking. The first time since I touched her.
“Come on in the hot water won’t last long.” I got in the shower behind Sadie, drawing the curtain.
Sadie stood under the water facing away from me letting it run through her hair. I watched as it ran down her body. I began to feel my cock fill. Sadie turned to face me, still occupying the stream, her eyes closed. I watched as it flowed over her breasts and down her body. She wiped the water from her eyes and looked at me. She looked down at my penis. “I see you keep it trimmed really close still.” My cock hardened all the way. “Yeah, I think it looks better.” Sadie, still looking at my dick, “yeah it does.”
Sadie met my eyes again, “your turn to rinse.” The tub was narrow. We faced each other sliding our wet bodies against one another. She was short enough, and my hard dick pressed against her abdomen and the tip rubbed against the base of her breasts. I turned away from her and stood under the water. The hot water washing away the grass flakes and the chill.
The alcohol and flow of warm water made a question surface made me pause for what seemed like a long time. Still facing away from Sadie, toward the water, I bent my head and felt the water pour over the back of my neck. I felt Sadie press her body against my back. Her hands pressed against my chest. Sliding down. I think I could feel her nipples trace shapes in the water against the skin of my back. Her hands felt my chest, my abdomen. Finally they slide down and she ran her fingers through my finely trimmed pubic hair. She didn’t touch my penis directly, but she did run her hands into the crease of my groin and briefly cup my balls. She whispered, “I think it feels better too.”
I turned around in Sadies arms. She withdrew away from the water slightly. I looked down at her pussy, “I mean you’re totally shaved. I bet the smoothness feels even better.” She took my hand and placed it over her vagina, “feel for yourself. What do you think.” I could feel another kind of wetness in addition to the water. “I think I’m fucking hard.” “Yeah you are.”
Sadie drew close to me and I bent down to kiss her as she grasped my dick with both hands. My hands pulled her ass into me. Our tongues poured over each other. One hand slide on my shaft while the other palm rolled on the tip of my dick. I broke the kiss first, “fuck” as I began kissing her neck.
The height difference made it awkward to press together and make out. We stopped kissing. Sadie drew back. Breathing heavily. Her hands cupped her own breasts she looked at me hungrily. “Do you want to get out of the shower?” “No. I mean yes.”
We got out and toweled off hastily. Making out the whole time. Doing a poor job of drying ourselves. Hands running all over each other. In a quick pause for air, Sadie pointed at her desk chair, “sit.” She got on her knees between my legs. My cock was between her large breasts which also pressed against my thighs. She licked her palm and began stroking at me, maintaining eye contact, “you have a really nice dick.” “Thank you,” I said heavily, “you have a gorgeous asshole.” “Oh yeah?” Breaking eye contact, she started sucking the tip of my cock, making me gasp and squirm. I started playing with a nipple. with my fingers. “Yeah, I can see why Brian wanted to fuck it.” Removing my dick from her mouth, “I’m not letting you fuck it.” She took me back in her mouth with using a little forceful suction to briefly punctuate her point.
If I didn’t do something I was going to cum. Her blowjob skills were athletic. Seeing the tip of my dick disappear between the lips of this beautiful woman that I cared about so much was almost too much. I leaned over her short body. After licking my finger I applied it to her asshole and began making circles around the rim. “I don’t want to fuck it, I just want to educate it to feel good.”
Sadie slipped my dick out of her mouth and laughed a little. I could feel her breath against my belly. She kept stroking me, but said, “fuuuuuuck.”
I gently commanded, “get up. All fours, on your bed.” Sadie moved assertively. Her bed was on slight risers and she was short, so the height was perfect. I began to worship her ass like I had wanted to. One hand went to her clit, while I pressed my face against the curves. I made slow circles on her clit while I kissed her cheeks and occasionally gently raked her skin with my teeth. Her breathing told me I was onto something.
I licked up and down her pussy lips a few times. While still making gentle circles on her clit with one hand, I slowly parted her pussy lips with the fingers on my other hand. I found the ridges of her g-spot and coordinated my stimulation between both hands. Finally, I applied my tongue to her asshole and began to swirl and dip.
Sadie began to moan. Sometimes syllables of fragments of words would escape. While the text was incoherent, the meaning was clear. Sadie began to shake more and more. I increased the tempo of both hands. I let my tongue flick and dart. Sadie tensed hard. The power of her muscles challenged me. She gave a kind of final moan and collapsed on the bed.
I watched for a moment as she remained lost in this possibly new pleasure. I absently stroked myself looking at the reverberations of her orgasm rippled back forth. From the prone position into which she had fallen, she curled around and looked at me. “Come here.”
I moved to lay on the bed behind her, spooning her. “Was that OK?” “Shut the fuck up.” She reached back above her head to pull me in for a kiss, craning her neck. More tongues. She gyrated her ass against my cock. “You like this ass don’t you?” “I don’t know what gave you that idea.” She reached between her legs and played the tip of my dick against her pussy lips. Working her hips back and forth. I almost slipped in side a few times. It felt incredible.
I asked, “do you have any condoms?” “Nope.” Sadie kissed my cheek and flexed her hips and my dick popped inside. We moved slow. Gyrating against each other. The tip of my penis felt the ridges of her g-spot that my fingers had felt. At one point she stopped moving her hips and looked at me. She squeezed me inside her, “you like that?” “Oh fuck.” I almost lost it. I tried to gain my composure, “what machine works that at the gym?” Then we just fucked.
We had a relaxed tempo. I ran my hands up and down her body. Playing with her nipples. Cupping her amazing breasts. Feeling the muscles of her belly work with me to fuck. I reached between her legs and played with her clit.
I thought I would have cum by now. I hadn’t had sex in a long time. But Sadie was my friend who kept me on my toes. I didn’t know how seriously I should take this. She wasn’t my type, but I couldn’t deny how much I liked her. Adored her mind and her body. All this tension helped me not orgasm. For a little while.
I kissed her deeply, pumping into her, still spooning, “I’m gonna cum soon.” I knew Sadie had an IUD. “Do you want to look at my asshole while you cum?” I almost lost it with that question, “yes. yes.”
Sadie and I parted bodies. She got up on all fours, looking back at me. Gorgeous muscular arch. “Cum inside me.” I got behind her. “I want to watch you cum inside me.” I reached down and positioned my dick to slide inside her. The muscular contractions she could make were even more pronounced in this position. I slowly began to pump. “Do you want to touch it?” “Yes.” I put my thumb on her asshole, swirling the abundant wetness that was already there. Sadie commanded, “fuck it. fuck me. cum.” Sadie pumped back towards me while looking at my face. I pumped back towards her. I was about to lose it. I dipped my thumb inside her asshole. She moaned, almost surprised, and turned her face away.
Sadie lost herself, “I’m cumming. Cum.” Her pussy started contracting around my dick in time with her asshole around my thumb. I began to pulse my load inside her. She pulsed around me. I couldn’t move my body, but she kept pumping for both of us. I felt my load spread around my dick as she moved. It felt like I came for a year.
Awareness crept in around the edges of my orgasm. Sadie folded beneath me. My cock slipped out of her. I folded around her. Kissing her neck, shoulders, her back. We kissed gently for several minutes. Eventually, we broke and I got up to use the bathroom. When I finished, we switched places. As she moved past me, I enjoyed the sight of my cum running down her thigh. While she was in the bathroom, I started getting hard again.
I sat on her bed stroking my dick thinking about what we had just done. I was kind of lost in the immediate memories. She came out of the bathroom, “again?!” She stood there naked looking at me. “I’m going to need a bit, but I’ll help you.” “How gracious.”
“Have you ever titfucked anyone?” “No. You have the most…ample bosom of anyone I have been with.” “Ha, come here.”
I slid to the edge of the bed with my legs dangling. Sadie got between my thighs and shrugged her shoulders forward and cradling her arms enveloping my dick between her breasts. “You’re big enough, I can lick the tip too.” She pumped her chest against me. Licking the tip as it approached her mouth.
She stopped licking me, but kept pumping, “but I think we need to talk.” “Can you keep doing this while we talk.” “Absolutely,” Sadie smiled. For a moment I just enjoyed being slid against her curves.
The we heard the door unlatch. And Alice, Sadies roommate, walked in.
Edits: paragraphs, typo, spelling.
Source: reddit.com/r/gonewildstories/comments/ryftzk/buttholes_arent_sexual_mf
That was fantastic
There has to be more to the story
Good story and good writing style. Everyone should have a Sadie at least once in their life.
Great story:)
It is very well written, and don’t worry about the build up it is perfect. It makes the whole story more living
Extremely well-written, you have real talent. Looking forward to more.
Keep us updated when part 2 cums!
Great story now I’m at the edge of my seat like what happened next waiting for the next episode
Loved how it comes together. Buttholes aren’t sexual for me either :)
If your dick is half as long as this story you’ll never be lonely.
Great story there my man! The build-up was well worth it and set the scene well. Also the psych nerd in me chuckled at your Pavlovian explanation for why you find ass holes sexual.
This is the longest post I’ve ever read on Reddit, believe it or not
This is better written than some academic papers i have read lol
Oh my god. That was stellar
!UpdateMe
The whole messing with her ass reminds me of my ex…
Fingering her in a theater. Then she was so wet when i slid my hand lower she jumped in pleasure… sliding a finger into her ass and her reaction was heaven. Wish i could post the full story
!updateme
Amazing story, very well written! Can’t wait for part 2 if there is going to be one
!updateme
!UpdateMe
!UpdateMe
!Updateme
Excellent work
!updateme
Bravo. Great writing and great story. I honestly did not notice any typos.
Updateme
Updateme
!updateme
This is one of the best written posts i have read in a long time. All I am thinking of now are buttholes
Really well done. Would love to read more.
!updateme!
!UpdateMe
Bro unfair, u better have fucker her ass later
!updateme
Great story! Excellent build up and clever cliff hanger at the end. Can’t wait for part 2.
!updateme
nice
Fabulous story and well written
This is fucking amazingly written
Long stories a great when well written like this. Def kept my attention. You have had some good times.
!updateme
Fantastic storytelling, thank you for sharing
Your story is quite good, but it’s very difficult to follow the dialogue. There’s a reason that the convention is to start a new paragraph each time the speaker changes.
More please.
/u/AnOpenTreasureChest, can you confirm if this Alice is you?
This was really well done. Bravo
One of the best stories I have read here!
I lost it at the “gestures towards the dildos like a TV show host presenting a Nissan” line. Well done!
Wow
In not reading that mess.