College Sexventures Chapter 1: My Best Friend’s Big Booty [F/M]

My name is Tanner, I’m 19 years old and I live in an apartment with my best friend Lisa. Lisa is two years older than me and we both go to college – me at a community college, her at the university.

Growing up, I never looked at Lisa sexually. Sure, when hormones were raging, I might have glanced at her chest every once in a while, but that was it.

That changed, however, last year when I was passing her room one day. She had just gotten out of the shower and was dressing. She hadn’t closed her door the whole way, and I could see that she was naked standing in front of her dresser going through a drawer.

I was about to just go into my room – I didn’t want to invade or her privacy – when I saw what became from that day my center of absolute attention: her big butt.

She’s definitely a PAWG. This is why I was so enthralled with Lisa’s butt. It was huge. Big and round. Just like the porn I looked at online, It was the perfect example of a big bubble butt. The fact that Lisa was thin with a small waist made her butt look that much bigger.

I stared at her butt for longer than I should have, my penis growing in my pants. When it looked like she was going to turn around, I quickly walked away and went into my room and shut the door.

I took off my pants and started playing with myself thinking about her butt. How had I never noticed it before, I wondered. The more I though about it, I realized that Lisa pretty much only wore baggy pants or lose fitting clothes. She’s probably self-conscious of it, I thought.

We lived in the suburbs growing up. All the girls we went to high school with and girls at my college are of course all different shapes and sizes. I’ve always been more attentive to the girls with big breasts, thighs and of course butts. Lisa’s butt was definitely the best I’ve ever seen. Little did I know then that would be pretty much my only source of masturbation material for quite sometime.

I tried to get glimpses of Lisa’s butt but failed. She kept it well covered. I got so desperate I slightly opened the bathroom door one day when she was showering hoping for a little peek. But she was behind the curtain and I couldn’t see anything.

I even thought about hiding in her closet or setting up a camera somewhere, but I realized if she caught me I’d be dead.

I resigned myself to the fact that I’d probably never see it again. My nightly masturbation sessions thinking about seeing her beautiful butt would have to do.

It was about seven o’clock on a Friday evening and I was watching TV when I heard Lisa’s key unlock our door. I heard it open saw her walk into the kitchen.

“Hey, Lisa,” I called from the living room. She didn’t answer.

Lisa and I are very close, I mean we both had planned to get an apartment together and split the rent. We’ve known each other since elementary and had a great relationship. I was confused and worried about her ignoring me.

I got up and walked into the kitchen. Lisa was pouring herself some water

“Hey,” I said. “How’s it going?”

She looked up at me. Her eyes were red and I could tell she’d been crying.

“You okay?”

She nodded.

“What’s wrong?”

She put her water on the counter.

“Nothing.”

“You sure?”

She picked up her glass, took a sip, then put it down again.

“I had my first gym class today,” she said.

“Gym? You have to do that in college? I thought we were done with that after high school.”

Lisa nodded. “That’s why I thought, but it’s a requirement. I signed up for volleyball. I always liked that in high school and I was pretty good too.”

“What, your team lose today?” I asked with a chuckle.

“Yes, and everyone blamed me,” she told me. “All the girls were freaking out and sweating at me.”

“What a bunch of bitches.”

“I worked up a sweat so I thought I’d take a shower. Some of the other girls did too, but not all of them. So I showered and went back to my locker. I overheard some of the girls talking. They were saying I was fat because of my ass. They’re all skinny and I wish I was too.”

“What did you do?” I asked.

She shrugged. “I pretended I didn’t hear them and I got dressed as fast as I could and I got out of there.

Suddenly, she hugged me. I wasn’t expecting it and backed up a step, but I hugged her back.

“It’s alright, Lisa. Forget those bitches. They’re probably just jealous anyway.”

“Jealous? What do you mean? Why would they be jealous?”

I broke the embrace and looked Lisa in the eyes. “You said so yourself, they’re all girls with little, flat asses. They’d probably kill to have yours.”

Lisa frowned. “I’d kill to get rid of mine.”

“Don’t say that,” I said. “I love your butt.”

As soon as I said it, I knew I shouldn’t have.

“You love my butt?”

“Well, I, uh…” I stammered.

“When have you, I mean, how have you…?”

I looked at her for a moment thinking about my options. I could lie and just tell her that I meant I loved her butt in a general way, like “you’re great, there’s nothing wrong with you.”

I could go one step further than that and say that from what I could tell she had a great butt and she should be proud of it.

Or I could just tell her the truth. I opted for the latter.

“About five months I ago,” I began, “I passed your room and saw you in there.”

Lisa looked confused. “Yeah, so?”

“You were naked.”

Her face turned red. “Oh my god. You saw me naked?”

“Well, not all of you, just your butt.”

Her faced turned a darker red. “Oh, god, you saw my giant ass?” She turned away from me. “Did it gross you out?”

“Lisa, look at me.”

She slowly turned and reluctantly looked me in the eyes.

“You have a great ass. Much better than those girls we went to high school with.”

Talking about Lisa’s ass had gotten me fully erect. My penis was painfully pushing against my jeans.

She shook her head. “You’re just saying that. I know it’s big and gross.”

I shook my head. “You’re wrong. It’s beautiful, one of the best I’ve ever seen.”

She smiled a little. “Oh, yeah? How many have you seen?”

I blushed. “Well, quite a few.”

She thought for a moment. “I don’t believe you. I think you’re just saying this to make me feel better.”

“It’s true, Lisa. In fact-” I stopped myself from saying too much.

“What?”

“Nothing.”

“Tell me.”

I sighed. This might be the only way I could convince her.

“After I saw your butt that day, I went and I, uh…”

“You what?”

“I, uh, thought about it and…”

“And what?”

“I jerked off.”

Lisa’s eyes got wide. I thought she might scream or start crying again, but she surprised me by laughing.

“You…jerked off thinking about my ass?”

I nodded, bashfully.

“Oh my god, you’re such a perv.”

My erection long gone, I felt completely ashamed. I mumbled something and turned to go to my room, and possibly never leave it again.

“Wait, Tanner,” Lisa said, grabbing my arm. “I’m sorry, I didn’t mean to say that.”

I turned to look at her.

“Did you really do that?” she asked.

I nodded.

“What exactly about my butt do you like so much?”

I grinned. “It’s just so…big.”

Lisa scoffed. “You don’t have to tell me.”

“But it’s not big in a bad way. It’s so nice and round and that day when I saw it, you moved a little and your butt just jiggled so nicely.”

Lisa giggled. “I didn’t realize you were such an ass man.”

We both laughed.

“The day you saw it, was that the only day you played with yourself and thought about it?” she asked.

No longer feeling so ashamed, I just looked at her and shook my head.

“You’re such a perv,” she said with a laugh. “But you haven’t seen it again?”

“Nope, you keep that thing well covered, with all your baggy pants.”

“Ooh, you’ve been wanting to get another peek? Another look at my ass?”

She turned away from me and pulled her sweat pants down midway, and quickly pulled them up with some struggle. I did get a brief glance at the top half of her butt cheeks. She was wearing very small panties.

“Alright, are you happy now?” She asked. “I just did something very embarrassing.”

“I am actually, thank you.”

I thought that would be the end of it. I’m sure I’d probably masturbate again to the vision of her ass – and never talk to her about her ass, thinking she’d eventually forget all about our conversation and her letting me have a quick look. But I was wrong.

About an hour or so after our conversation, we were watching TV. When she got up to go into the kitchen, I couldn’t help myself and looked at her butt. She turned and caught me and smirked. My sense of shame having returned, I blushed and quickly looked away.

She came back a minute later with a diet soda.

“When you jerk off thinking about my ass, what do you think about exactly?”

I nearly choked on the pretzels I’d been eating.

“I want to know. You’re the one thinking about my ass, I think I deserve to know.”

I couldn’t tell if she was being serious or just messing with me.

“You really want to know?” I asked.

She nodded.

“I think about touching it, squeezing it, jiggling it. I think about kissing it.”

“Anything else?” Her voice suddenly seemed a little different, like she was intrigued.

“I also think about spreading your cheeks and burying my face between them.”

Her mouth dropped open. I noticed my erection was back.

“Are you messing with me?” she asked.

“No.”

We looked at each other for a moment.

“Do you wanna see it again?” she asked softly.

I nodded. Lisa put the soda can down, turned and got up on her knees on the couch. With both hands she slowly pulled her sweat pants down all the way. My heart almost stopped as the fabric gradually revealed her big, beautiful, perfect ass.

Finally, after what seemed like forever I got another real look at it. Her pants rested on her thighs and her butt was right in front of me. She was wearing little pink panties that nestled wonderfully between her cheeks.

I was enthralled and my dick felt like it was about to rip a hole through my pants. I just stared at her ass. It was amazing.

“You can touch it if you want,” Lisa said, breaking me out of my trance.

I slowly raised my right hand and with my thumb, I just caressed her right cheek. I started at the top and traveled all the way down. I did the same with her left cheek and eventually grabbed both of them with both hands.

I was in heaven. I squeezed her cheeks, softly and then a little harder. I pulled them apart and jiggled them. It was exactly what I’d imagined. But I wanted more.

“Lisa, can I take your panties off?”

“Yes,” she now said breathlessly.

I took my hands off her cheeks and grabbed the waistband of her panties. Slowly I pulled them down. They got stuck a little between her cheeks and I could tell why. Lisa’s pussy was very wet. She seemed to be enjoying this as much as me.

When the panties were finally off her butt, I pulled them and her pants all the way down and off her legs. I couldn’t help myself and raised her underwear to my noise. I took a long whiff of her moistness and damn near ejaculated in my pants.

I’m glad I didn’t because now before me was an amazing naked ass, and it was time to explore.

I didn’t waste any time. I put my hands back on her cheeks and spread them open. In all their glory were my life long best friend’s pussy and butthole. Her pussy was sort of a dark pink and her butthole was almost the same color but a little darker.

I didn’t know how far Lisa was going to let me go – we’d already gone pretty far – but before she could put a stop to things, I thrust my face between her cheeks.

I heard her gasp and her butt reflexively tightened a little, but other than that, she didn’t move. My mouth was right on her pussy and my nose was practically in her ass. I shifted a little and brought my nose down to tickle her pussy and then back up to her butthole.

I continued to rub my face between her cheeks. Lisa was kind of humping back a little so I decided to get bold. I stuck my tongue out let it rest on her pussy. She immediately stopped moving and I thought the party might be over. But all she did was spread her legs wider. I took this as my cue and began lapping at her pussy. She continued to push her ass against my face.

I started at the bottom and worked my way to the top. Lisa began to moan when I went back to the beginning and that’s where I stayed.

“Oh, god!” she cried when I found the right spot.

She started moving her ass backwards harder, practically knocking me off the couch. I stayed on her clit until she orgasmed and then I worked my way back up. I wanted to taste something else.

I licked right below her anus and then brought my tongue up squarely on it. Lisa squealed when I made contact.

I gently nibbled on the outside for a moment and then swirled my tongue over the entire hole repeatedly. Lisa was now making high pitched noises.

Finally, I thrust my tongue in her butthole as far as it would go and began twirling it around. At the same time, with my thumb, I found Lisa’s clit and between stroking it. This sent her over the edge.

“Fuck!” she screamed and began shaking.

I kept up what I was doing, really enjoying the taste of her ass, until she pushed my hand away from her pussy and collapsed on the couch.

She looked at me, her face was red and she was panting a little. She grinned. “Is that what you think about when you jerk off?”

I shook my head. “I never get that far.”

“What do you mean? Oh.” She glanced at my crotch.

She smiled and moved up on the couch and reached for my pants. She looked up at me as she pulled my pants and underwear down. My cock flung out in front of her face she gasped and giggled a bit.

“Wow, Tanner. I didn’t know you were so big.”

She leaned forward and took it in her mouth. She’s definitely done this before. Lisa went all the way to the base and gagged a bit as she deep throated me. When she got back to the head, she twirled her tongue around. It was amazing.

“Lisa, I’m gonna cum if you keep doing that.”

She chuckled while sucking the tip. She once again deep throated it and caressed my balls, and then took it out of her mouth.

“Lay down,” she said.

I fully removed my pants and we took off each other’s shirts. For the first time in my life saw her tits. They were perky D cups and looked so soft.

I laid down on the couch and Lisa straddled me, facing away from me. I gleefully watched her ass descend onto my face.

“Cum whenever you want,” she said and I immediately felt her mouth engulf my dick again.

I raised my hands and grasped her incredible butt cheeks and squeezed them together until my face was trapped between them. I felt like at that moment I could die a happy man. I alternated between licking her pussy and her butthole. I think Lisa liked her butt being licked more because when I did that, she stopped sucking my dick as much.

Because I wanted to prolong things, I concentrated on her asshole. I dug my hands into her fleshy butt and plunged my tongue into her moist crevice. She moaned around my dick and I took my mouth away from her ass.

“I’m gonna cum,” I uttered

I filled Lisa’s mouth with what felt like a gallon of semen. She didn’t swallow it all, I felt some of it drip on my balls. But she kept sucking and I kept licking until we were both spent.

A few minutes later, Lisa got off me and stood up. A little bit of my semen was on her left breast, her hair was a mess, but she still looked amazing. She smiled at me. I smiled back.

I’d be lying if I knew what was going to happen at this point. I’d just had oral sex with my best friend and we both loved it. Even if it was a one-time deal, I could live with it.

Lisa seemed to answer for me. Instead of reaching for her clothes, she bent over to pick up a book that had fallen off the coffee table, her ass only inches from my face.

She looked back at me and grinned. “Maybe this ass isn’t so bad,” she said.

I shrugged. “Eh, it’s okay I guess.”

“What?!”

I laughed and she backed up and sat down on my face again.

“Have fun trying to breathe.”

She started grinding on my face, and wiggling her ass. This was the beginning of what became the best thing to ever happen to me.

Source: reddit.com/r/eroticliterature/comments/rihiln/college_sexventures_chapter_1_my_best_friends_big