[M] walking in on my roommate [F] leads to my first experience with [anal]

A few years ago I was living with my girlfriend and her roommate, Meghan. I was 25 while Meghan and my girlfriend Ashley were both 22.

Meghan was incredibly cute. She was multi-racial – half black, half white – which gave her the smoothest light brown skin. She had big doe eyes, long eyelashes, cute little dimples and a beautiful smile.

She had been a swimmer in high school and was still well-built. Not ripped, but she was in good shape and retained the broad shoulders, strong legs and tight round butt she had gained from many years in the pool. She had a pierced bellybutton and I could tell from some bikini pictures I’d seen on Instagram that her nipples were pierced as well.

As if that wasn’t enough, she was kind, funny, and super bubbly. Just an amazing all-American girl next door that any guy would want to date… And any “roommate’s boyfriend” would fantasize about fucking senseless.

I came home once while Ashley was still at work and heard a muffled shriek of pain from Meghan’s room. *What the fuck was that?* Both her room and the room I shared with Ashley had their own respective bathrooms. Judging by the muffled sound of the painful yelp, Meghan must have been in her bathroom.

I debated whether or not to check on her, but was afraid to invade her privacy. As I was contemplating, she called my name.

“Meghan, are you ok?” I asked through the bedroom door.

“Yeah, I’m ok. It’s my fucking period cramps. I feel like my uterus is being cheese grated!” She shouted back.

“Would you mind grabbing the heating pad from Ashley’s closet? And maybe a glass of water?”

I retrieved the items for her and brought them into the bathroom where she had been curled up on the floor. Poor girl, I thought.

“Thank you so much, the heating pad is like the only thing that helps.”

___

About six weeks later, Ashley was out of town for a cousin’s bachelorette party so it was just Meghan and me at home for the weekend. I got home from work on Saturday and as soon as I walked into the apartment I heard the familiar gasping shriek of pain from Meghan’s room.

“Oh no, cramps again.” I thought to myself. Meghan was groaning, yelping, almost whistling at some points. A string of profanity accompanied the animalistic grunts. She sounded like she was in utter agony.

I went to our bedroom and grabbed the heating pad, and got a bottle of water from the fridge. I lightly knocked on Meghan’s door but there was no answer. I opened the door and peeked in as another guttural grunt came from the bathroom.

“Meghan?”

No answer.

I lightly knocked on the bathroom door and called her name again but still received no response.

Was I intruding? She had said the heating pad was the only thing that helped with the pain. I weighed my options and decided she sounded like she needed help.

I slowly opened the bathroom door which provided an immediate view of the toilet, which was empty. I opened it a bit more expecting to see Meghan curled up in pain as I had before. Nothing could have prepared me for what I found.

In the center of the smooth tile floor Meghan was facing away from the door, completely nude and on her knees with her hands in front of her. She was slowly lowering herself onto a thick, pink suction-cup dildo. My eyes instinctively darted to the huge rubber cock she was riding… and I realized it was in her ass.

In the matter of a few seconds, maybe milliseconds, a thousand thoughts raced through my head.

**I shouldn’t be here.** *Holy fuck look at that ass!* **She’s going to be so pissed.** *In her ass?!* **What if Ashley finds out?** *I wish I could see her tits!* **Didn’t she hear me coming in?**

Meghan arched her back and expertly pulled up to where just the tip of the dildo was being gripped by her tight, young asshole and lowered herself again, taking it all inside her.

“Oh fuck!” she moaned as she reached the floor.

“Oh fuck!” I reflexively replied.

Meghan whipped her head around and screamed.

“Oh **FUCK**! What the fuck, dude?!”

She lifted quickly up on her knees and the dildo slid out of her ass. In the split second I could see, her butthole glistened as it clenched closed. She stood up hurriedly, grabbed a towel to cover herself and took out one of the AirPods she’d been wearing. *So that’s why she couldn’t hear me.*

As much as I wanted to stare at her beautiful body, I averted my eyes to the floor. The huge pink dildo still stuck to the floor, nearly dripping with shiny lubricant. Immediately in front of that lay the lube bottle and her phone, which played a disgustingly hardcore anal video. We could both faintly hear Adriana Chechik’s moans blasting through the AirPod she had just taken out.

“I’m so sorry! I thought you were on your period!” I shouted as I backed out of the room.

“What?!”

“I thought you were having cramps so I brought you water and the heating pad!”

“I don’t care, get the fuck out!”

___

I was never going to recover from this. I quickly retreated to Ashley’s and my bedroom and closed the door. I couldn’t believe what I had just witnessed. The cute, bubbly girl next door was a secret butt slut?! She wasn’t even working her pussy, just enjoying stretching her ass to the limit!

I sat down and put my head in my hands, thinking about how I would possibly break this to Ashley. I had to get out in front of it, for sure. As I thought about my options my mind raced back to the quick glimpse I got of Meghan’s asshole. So perfectly hairless. So tight, gripping the tip of that rubber cock. Meghan’s smooth, light brown ass bobbing with skill and intention. Her manicured toes delicately curling behind her in pleasure. Her long brown hair whipping over her shoulder as she looked back at me in shock.

My cock was absolutely rock hard. I knew I’d probably be hiding in this bedroom for the rest of my life so I decided to change out of my work clothes and into my lounge shorts and t shirt, all the while at full fucking mast.

Collapsing on the bed, it was inevitable I was going to cum buckets to what I had just seen. I mean, duh. The object of so many fantasies taking it in the ass on the bathroom floor while watching porn like a depraved little slut.

I pulled my grey jersey shorts down over my cock and started to pump, sensing I was already near climax. Precum streamed from the tip as I slowed down. This was going to be an orgasm for the ages so I needed to savor it.

Just as I decided it was time to blast, a knock came at the door. Fuck. Here it comes.

“Hey, sorry I flipped out. Can we talk for a minute?” Meghan asked from outside the bedroom.

I quickly pulled up my shorts and sat up in bed, tucking my cock against my leg to try my best at concealing it.

“Uh, yeah. You can come in.”

Meghan opened the door and I’d be lying if I said I wasn’t subconsciously disappointed to see her with clothes on. She wore a matching set of burgundy knit pajama shorts and a tank top. Her hair was up in a ponytail and her pierced nipples made just the faintest protrusion against the waffle-weave fabric.

She sat down on the edge of the bed.

“I’m sorry I yelled at you, I was just in shock. I know you were just trying to help.”

“I’m sorry too, I shouldn’t have come in without an answer but I thought you were in immense pain from the… noises I heard.” I was embarrassed to have just said that.

“I mean, I was kind of in pain” she laughed. “I haven’t used that toy before and it was way bigger than it looked online.” We both laughed awkwardly.

“I thought I had the house to myself for a while longer, I must have lost track of time. Besides, I thought you’d be able to tell the difference in moans, I’ve heard you and Ashley more than a few times”

“Ashley can get loud, that’s for sure, but we’ve never done anything like *that*.” I replied. Why the fuck were we making small talk about fucking? This was so embarrassing and awkward jokes were not making it better.

“You’re telling me you’ve never done anal with Ashley? I thought she was down for anything. She certainly talks a big game.”

“I’ve actually never done it with anyone. I’ve always wanted to try but never found a girl that was into it.”

Was this going where I thought it was? I mustered the courage to look Meghan in the eye only to realize she was not reciprocating. I followed her gaze to the cock-shaped outline along the thigh of my shorts and the quarter-sized dark spot of precum that had leaked through.

She stared at it as I stared at her. She stood up, and without saying a word removed her tank top revealing her tiny, pierced tits. She reached to her waist and untied the drawstring of her shorts, letting them fall to the floor while showing off a closely trimmed triangle landing-strip of bush above a perfectly shaven pussy.

She climbed onto the bed on all fours while reaching a hand up the leg of my shorts until she got to my cock. She stroked it gently downward using my precum as lube until it returned to full stiffness. She then reached up and lowered the waist of my shorts fully exposing it, immediately sinking her lips down on the tip. She gently grabbed the base and massaged the shaft while tonguing and sucking the tip, small ribbons of precum and saliva occasionally bridging her lips to my cock.

“Is this what you wanted? This is why you walked in on me, right?”

“What, no! I didn’t—” I replied honestly, like a fucking idiot.

“Oh ok, I’ll just go then.” she teased, but didn’t make any motion toward the door. She knew what she was doing.

“No don’t go, please keep going.”

“That’s what I thought.”

Meghan raised herself up to her knees and lifted one leg over my body to straddle me. She eased her wet pussy down on me and began to ride slowly up and down, in precisely the same motions I had witnessed earlier in the bathroom. She quickened pace and I could feel her pussy juices drip down my balls just moments before she came with a gasp of pleasure.

She raised herself off of my dick and turned around on all fours. She looked back at me with a smile and said “it’s time.”

She reached back with both hands spreading her tight round ass to fully expose the beautiful asshole I had seen in the bathroom, still glistening from lube. *Damn, she didn’t even clean up after I caught her. Did she keep going after I left?*

Without hesitation I rose to my knees, grasped my cock and thrust it fully into her ass. As I pumped in and out I admired how her asshole gripped my cock, like she never wanted me to pull it out. I grabbed her hips firmly and fucked her ass harder and faster until the moans matched what I had heard before in the bathroom.

“Oh fuck, fuck my tight little ass! Make me your little anal slut,” She pleaded as she arched her back lower toward the mattress.

As I neared climax I ordered her to get on her knees. I pulled out of her ass and stood over her, taking note of how beautifully submissive she looked on the floor. With her tongue outstretched virtually begging for it, I baptized her in rope after rope of hot, white cum. Shooting across her face and eyelashes, into her hair, and dripping down to her cute little tits, all in beautiful contrast to her tan hair and skin.

She giggled and lightly licked a drip of cum off the tip of my dick before playfully collapsing backward onto the floor and absentmindedly playing with her clit, swimming in post-orgasm afterglow.

She panted and played gently with her pussy at the foot of the bed, and i lay on the edge of the bed stroking my dick.

After laying for a minute, Meghan eased up off the floor and grabbed her shorts and shirt. Still virtually covered head to waist in my cum she walked to the bedroom door. Before she left she turned her head and said, “Oh hey, I forgot to tell you. Ashley texted me, her trip got cut short. She’ll be home in like an hour.”

___

___

*Please let me know if you’d like to hear more about my subsequent sessions with Meghan, my relationship with Ashley, or other friends!*

Source: reddit.com/r/Erotica/comments/yqa469/m_walking_in_on_my_roommate_f_leads_to_my_first