I came in [M]y [F]riend’s ass minutes before her parents showed up

[As I’ve written previously](https://www.reddit.com/r/gonewildstories/comments/xt0yk9/my_childhood_friend_helped_me_get_over_my_ex/), near the end of my college days my childhood friend and apartment neighbor Emma helped me get over my ex by fucking me senseless. That first night with her is still surreal and it’s one of my most treasured memories.

However, that wasn’t the last time the two of us fooled around. The next morning, we disentangled ourselves, showered up, and had breakfast together. She made some apple pancakes that were only marginally less mind-blowing than the sex.

As we cuddled on the couch clutching mugs of coffee, I broached the question that I had been afraid to ask all morning.

“So… what’s next? What are we now?”

She lifted her head from my shoulder and looked at me quizzically. “What do you mean?”

“I mean,” I felt my face growing red from embarrassment. “We… I guess…. we had sex… are we still friends?”

She laughed, shaking her head slightly. “Do you still want to be friends?”

“I mean, yeah, of course,” I replied, not sure how to interpret the question.

“Okay, cool. Me too,” she replied pertly, and then her expression softened. “Listen, Greg, I think you’re great. Seriously. Last night was awesome, and I wouldn’t say no to seconds, but… I don’t think it’s a good idea for us to be anything more than friends. I mean, maybe it would work out. Maybe we’d end up together and have a house and kids and all that… but if it didn’t work out, if we broke up…. I just don’t want to lose our friendship. You’re too important to me.”

I put on a smile, the one I usually put on when I need to act like I’m not dying inside. I knew the ground rules going into last night, but something about the experience had just been electric. With our chemistry and passion, I thought that maybe there was a chance.

“I’m sorry if I led you on,” Emma quickly added, seeing right through my forced expression. “I really didn’t mean to. Listen….” she placed her mug down on the coffee table and turned to me, her eyes taking on a renewed sincerity. Her enrapturing gaze pinned me to my seat, and I sat a little straighter as she took a deep breath.

“I still want to fuck you,” she said plainly, and I tried to act like the news didn’t immediately put me at half-mast. “But, I can see now that, emotionally, things might be a little too charged for… *us*. So, I think we need to put a timeline on this. And, when we get to the end of that timeline, we can reassess to see if we can handle this whole… friends-with-benefits thing. Does that make sense?”

I mulled it over, pretending like it was even remotely a hard choice.

“Yeah,” I replied, to which she smiled in response. “Yeah, that makes sense to me. How long are you thinking?”

“A month sounds good,” she shrugged, and then reconsidered. “Actually, five weeks, I think? The start of Spring Break makes sense to me in terms of an end date. Gives us time to get away from each other and think about stuff.”

“Five weeks,” I nodded. “Works for me.”

“Five weeks,” she replied.

“Five weeks,” I replied. She cracked a smile.

“Do you want to fuck me now?” she asked.

“Yes.”

We downed our coffees, and it’s a good thing we did because in the fever-pitch fuck that followed we somehow managed to upend her whole coffee table. We ended the morning tangled up in a mess of blankets and couch cushions on her living room floor, laughing like idiots. It was with great reluctance that I pulled myself away from her to go back to my own apartment and work on homework.

—

For the next two weeks, we managed to squeeze in a few more flings with each other. They weren’t exactly carbon copies of that first night, but they certainly didn’t stray too far from the norm. This story is about the first time that Emma really threw a curveball my way.

It was an early Saturday evening and I was lounging in my apartment, splayed out on a couch with a laptop on my stomach and college basketball playing on my TV. I was doing “homework” in the sense that a study guide was open on my screen while I watched our university’s team demolish a conference rival. I was just about to close my laptop and give up on “studying” entirely when my phone buzzed. I excitedly opened a text from Emma.

*Hey! Need a favor. Are you free tonight? I’ll provide dinner if you can help me out!*

I turned the TV off with one hand as I composed my response with the other.

*Be right there. Need me to bring anything over?*

Her response was immediate.

*Nope! Just you and your appetite! =)*

I put on a pair of jeans and one of my clean hoodies to make myself somewhat presentable, and within a few minutes I found myself walking into Emma’s apartment, which was starting to feel like a second home.

“Hey!” Emma greeted me at the door, her hair pulled up in a red bandana in full Rosie the RIveter style. She had a plain white T which hugged her breasts nicely, and a pair of skinny jeans that accentuated her already-impressive hips. She leaned forward and kissed me lightly on the lips before marching back inside.

I closed the door behind me and immediately felt my nostrils assailed by a barrage of aromas. I looked over to the corner of her living room to see her diffuser working overtime spewing citrus scents into the air.

“It smells… *wild* in here,” I noted, and she laughed.

“Yeah, sorry, I’m trying out a new blend. I know it’s a lot, you don’t have to pretend you like it.”

“No, it’s good! I just… wasn’t expecting it. Anyways, what do you need help with?”

She nodded at me and strode over to the coffee table. Holding my gaze, she wordlessly shimmied out of her skinny jeans and pulled down her black compression underwear, placing both on the wooden surface. My cock strained against its confines as my eyes immediately fixed on her glistening, freshly-shaved pussy.

Even with my attention fixed firmly on her cunt, I still noticed her raise an eyebrow and enjoy a self-satisfied grin. Then she lifted her left leg, placed it on the coffee table and bent herself towards me slightly. She reached one hand behind her back, and after a moment or two of grimacing she gasped, unveiling a purple butt plug that was slick with lube. She placed it down atop her underwear and then turned to me, still wearing her shirt but with her lower half completely exposed.

“Greg,” she said, and I could already hear the sultry bedroom tone creeping into her voice. “I’ve never been fucked in the ass before. I always thought I’d wait until I could try it with someone I trust. And… I trust you.”

She walked away from me, looking over her shoulder, hips swaying hypnotically. She got to the far wall and planted her hands against it, arching her back and spreading her legs apart to give me a crystal-clear view of her wet, stretched asshole.

“There’s more lube in the bottom-left drawer of that cabinet,” she said, her tone becoming more matter-of-fact. “I’ve been practicing… but I’ll probably still be tight. Go slow at first.”

I stood frozen in place. I could tell Emma wasn’t joking, but my mind struggled to compute the fact that this was an actual real thing that was happening.

“You still with me, Greg?” she quipped, snapping me back to reality. Animated by an unconscious urge, I sprang towards the cabinet, extricating the bottle of lube with which I had become well-acquainted in recent days. I started to unzip my hoodie, only to hear Emma call out to me.

“Just the pants! Keep your shirt on.”

My logic-brain started to wonder why Emma was in such a rush, but my penis-brain overrode my logic-brain with its intense desire to ravage Emma’s virgin asshole. So, compliant boy that I am, I stumbled out of my jeans, pulled my underwear down and hurriedly lubed up my already-throbbing cock. The cool lube coated my hand, my shaft, and my balls, and as I walked up to Emma I made sure to spread a little extra on her ass.

“Not too much,” she rasped, more quietly than before. “I don’t want us to make a mess.”

“You want to try anal for the *first time* in your living room and you expect us to not make a mess?”

“Just… not too much lube. Please. I’m ready. I fucking want you to fuck my ass. Take my pretty little asshole. It’s yours now…” she descended into a delirious descant of dirty talk which threw my libido into overdrive. Without any further questions, I placed my hands on her hips, guided my cock to her asshole, and pressed inside.

The initial entry took a few minutes. I could tell that her practice hadn’t fully prepared her to take an actual cock inside her ass. But with patient, persistent pressure I managed to bury my cock deep inside of her, feeling her tightness clenching my cock in a vice-like grip.

“Fuck,” she said breathlessly, as I thrust the last inch inside of her. “Holy *fuck* Greg, that feels amazing.” As if to punctuate her words, her right leg gave an unbidden quiver that drove me *wild*.

“Your ass is so ready for me,” I whispered, putting on my best dom voice. I had never been good at dirty talk, but Emma had been putting up with my awkward attempts at it recently. And, in the moment, she seemed to legitimately enjoy it as she whimpered in response.

“I’m so ready… please… fuck my ass…”

I pulled my hips back, easing my cock out until only the very tip remained inside of her. A small flood of lube spurted out and dribbled onto the floor between her legs.

“Beg for it,” I demanded.

“Please, daddy,” she begged. She had tried out that nickname a few nights ago, and even though it was cliche it had still made me cum a little harder than usual.

Hearing her beg for my cock to fill her ass, I thought it only fitting to oblige her. I drove my hips forward, my balls colliding against her as every inch of my shaft stretched her tight, virgin hole. She yelled in response and I smacked her right ass-cheek, feeling my latent dominant side taking over.

“Good girl. Do you want it again?”

Her legs shook like jelly as I pulled my cock nearly all the way out once more.

“Yes, daddy. Please, daddy, please fuck my fucking ass, please daddy *FUCK*!”

That last expletive was punctuated by the sound of me thrusting balls-deep inside her again.

“You really are a good girl,” I marveled, running my left hand through her hair. I wove a few strands around my fingers to establish a good grip. “You’ve earned this.”

I began to gyrate, with each clapping thrust becoming smoother and faster. Lube streaked down our legs as I picked up the pace, hearing increasingly excited gasps from Emma with each forceful collision. I’m amazed I didn’t cum immediately, but to be fair my recent excursions with Emma had upped my endurance ever-so-slightly.

As I fell into a rhythm, Emma took one hand off the wall and instinctively moved it between her legs, playing with herself as I fucked her with wild abandon. Her groans became an incessant symphony of pleasure, fueling my primal lust as I picked up speed. Eventually, her tight hole loosened up to the point that I was able to fuck her at almost my normal pace, leaving red marks on her sumptuous ass cheeks.

“FuUuUuUuUuUuUuck,” Emma moaned, the word becoming one long syllable that was only broken up by her changes in pitch when I drove my cock deeper into her ass. Suddenly, Emma’s watch lit up with a notification and it vibrated against her wrist. Gasping, she called back to me.

“Fuck, Greg, I need you to come inside me *now*.”

“What?” I slowed down, perplexed.

“*Now. Cum. NOW.*”

I had never seen her so determined, but I wasn’t inclined to argue. I pulled her hair back and forced her into a lower angle that allowed my cock to drive even deeper. I fucked her at a sprinter’s pace, feeling both of our legs shaking from the exertion. Finally, feeling my engorged cock straining against the walls of her tight asshole, I flooded her virgin ass with a fountain of cum. My legs buckled under the intensity of my orgasm and I fell forward, feeling Emma’s lube-glazed body shaking underneath me. As my cock softened inside of her, she turned back towards me with a firm determination in her eyes.

“Plug me… now…”

For a moment I was confused, thinking that she wanted me to keep fucking her. Then, all at once, the realization dawned on me. Clumsily pulling myself out of her, I watched as she bent even lower to keep too much of the cum from spilling out. Even still, a few thick streams sloppily spurted out onto the floor.

I scurried over to the table, retrieving her butt-plug. I walked back over to her, taking one last, lustful look at the sight of my cum oozing out of her red, puckered asshole. Fearing her wrath if I hesitated too long, I pressed the plug into her, sealing my load inside of her ass for the time being.

“Emma, that was…” I wanted to compliment her on one of the most mind-blowing fucks I’d *ever* had, but before I could she wheeled around with a wild look in her eyes. Her own achy legs and the slick floor nearly caused her to collapse, but she caught her balance against the wall.

“We need to clean up,” she gasped, rushing over to the cabinet and pulling out cleaning supplies and a couple of towels. “Quick.”

She tossed the towels and surface cleaners in my direction, after which she hurriedly donned her underwear and pants once more. She caught a glance of herself in the mirror and readjusted her hair.

“Emma,” I said, my logic-brain starting to reawaken from its fugue state. “What’s going-”

“They’ll be here any minute,” Emma shot back, toweling up the wet spot on the floor. “Put your pants on and help me out, would you?”

For the next couple of minutes I confusedly followed Emma’s lead, making sure that the apartment was as close to reassembled as we could get it. Thankfully, the aroma of Emma’s “new blend” of oils masked most of what I’m sure would be the otherwise pungent smell of sex.

After running the sullied towels upstairs into her laundry hamper, Emma rejoined me in the living room and took one last look around the room.

“Not bad,” she muttered absently, her mind obviously racing. “Okay, sorry to keep you in the dark but-”

Two firm knocks at the door. Emma leapt over to the entryway and flung the door open, revealing two faces I hadn’t seen in nearly three years.

“Hey Mom! Hey Dad! Come on in! I hope you don’t mind, I invited Greg to join us for dinner. That’s okay, right?”

—

I never knew Emma was such a freak.

And I mean that endearingly. But how else would you describe someone who has you take their anal virginity mere minutes before their parents arrive for a visit?

The ensuing dinner was simultaneously one of the most awkward and most arousing experiences of my life. On the one hand, conversation with Mr. and Mrs. Murray was as free-flowing as ever. They were honestly more like an uncle and an aunt to me considering how long I had known Emma. On the other hand, I had to converse with them while being fully aware of the fact that their daughter’s ass was currently filled-to-the-brim with my cum.

Thankfully, the Murray parents didn’t linger too long, as they had just gotten in from their long drive and wanted to get back to the hotel for an early bedtime. As soon as they left, Emma was on me like a ravenous she-wolf.

“I’m so sorry,” she apologized profusely as she tore my clothes off. “I would’ve told you, but…”

I interrupted her with a kiss. “No need to apologize,” I said. “Emma, that was one of the hottest things I’ve ever done.”

She giggled. “Thanks… I thought it might be…”

She pushed me down onto the living room floor as she feverishly disrobed, leaving her clothes strewn messily around.

“Now, ” she said, lowering herself down to mount me. “My ass is still super sore…” She leaned in for a kiss and gave me a fierce look.

“But the rest of me is all yours.”

—

That night we showered together and I helped her clean up from our anal adventure. Admittedly, the clean-up was not as glamorous as the act had been, and it made me realize just how much effort Emma had put into making sure that she was ready and clean for me earlier. Anal, as I came to learn, is not a spontaneous act unless you’re comfortable with a certain level of *mess*.

And yet, even the mundane act of helping Emma clean out my cum from her ass felt weirdly thrilling. Being invited into a moment *that* private and *that* vulnerable made me feel privileged, in a way. It exemplified her trust in me, a trust I didn’t take lightly.

Both thoroughly exhausted from our copious copulations, we collapsed in her bed, cuddling up in our new familiar way. She fell asleep quicker than I did, with her head on my chest and one leg draped across my lower body. Her breasts pressed into my side, and I could feel her chest rising and falling with each heavy breath.

I stared at her for a while, drinking in her beauty while it was mine to enjoy. I had promised I wouldn’t catch feelings, but fuck if she wasn’t making it hard.

Source: reddit.com/r/gonewildstories/comments/xtowba/i_came_in_my_friends_ass_minutes_before_her