Summary:
Sister comforts her brother after he catches gf getting spit roasted.
Note 1:
This is a
Halloween 2022 Contest Story
.
Note 2:
Thanks to
Tex Beethoven
for editing this story.
Sister's Comfort
Sometimes life sucks, and other times life surprises the shit out of us, but occasionally life is fucking amazing!
Sometimes all three of these circumstances happen on the same day, or even all at the same time.
But before we get to the crazy Devil's night (another name for Halloween) that changed my life forever, I need to set the scene for you.
First, I have a twin sister named Maya. She's athletically gorgeous, and oh so sweet.
Second, I should note that while I was a brilliant student... but socially not super popular nor an outcast, my sister was both smart
and
popular. She was on the volleyball and basketball teams, while I was on no teams and a member of no clubs. She loved high school; I tolerated it. We were opposites in many ways, and yet we were surprisingly close. We didn't have any sibling rivalry, and we always got along well together.
Third, I was a virgin. This was partly by choice and partly circumstances. I was a decent looking guy with a decent body (I liked working out) and a slightly-above average dick size at six inches (the average was somewhere between 5.1" and 5.5"... I'd checked... I believe every guy checks). I wanted my first time to be with someone I cared about... a lot. I wanted it to be special, and although I'd dated a few girls in high school and had some fun with them, I'd actually refused sex twice (not the few hand jobs or two blow jobs though, and I'd gone down on three girls... which I'd really enjoyed doing. Listening to a woman moaning is a real turn-on.
Fourth, and this may seem irrelevant right now, I loved Halloween and so did Maya. We always loved dressing up in outfits that matched... which may be corny for a brother and sister, and even more so for twins... but we'd done it every year since we were born... although of course for the first few years it was only because our parents choose our outfits. But once we were old enough to start making some of our own decisions, we continued the tradition, because we enjoyed it. In our freshman year of high school I was Mario, and she was Peach; in our sophomore year we dressed as Peanut Butter and Jelly (I was Peanut Butter). In our junior year I was Fred Flintstone, and she was Wilma (that year it was weird, because she was dressed very skimpily for a brother-sister duo. In our senior year we really outdid ourselves; I was Jon Snow, and she was Daenerys Targaryen. It worked very well since I had long, dark hair (but no beard) and Maya had the light blonde hair and fair skin to match her character.
Yes, once we were in middle school we started getting razzed for wearing our matching sibling costumes, but my very popular sister never gave into the peer pressure and teasing. She was always her own person ad never gave a shit what other people thought. I loved her for that. I was never as brave as she was, but her insistence upon our following our 'tradition' lent me the courage to follow her lead, and even to enjoy myself.
During the next summertime we decided to go old school next Halloween, and for the first time ever, repeat a costume set we'd worn when we were younger... Scooby Doo characters. When we were five, I'd been Shaggy while she was Daphne. We decided to do it again.
.....
Of course, the next fall we entered college. We both attended the same one, which was only two hours away from home... close enough to get back if we needed to, and it was far better than any schools closer to home.
Maya was attending on a sports scholarship (both basketball and volleyball, just like in high school; I was on an academic one (chemistry and math).
She pledged and was accepted into the most popular sorority on campus; I lived in a dorm with a cool roommate named Derek.
During the weekdays, we were both swamped with our studies, so we only saw each other occasionally, but we made a point of spending every Sunday brunch together to stay in touch... and I attended every home game she played volleyball in. (College volleyball began immediately when school did, and her basketball season wouldn't begin until early November.)
By Halloween, one thing had changed in our lives... well, mine more than hers.
I'd found a girlfriend.
Her name was Emma.
She was a hot one.
And a wild one.
A hottie who really brought me out of my shell.
We hadn't had
actual
sex yet, but she'd blown me in an Uber, in a movie theatre, and in a Victoria Secret change room.
I'd fingered her in the same Uber and movie theatre, and eaten her to an orgasm in Victoria Secret, where embarrassingly for me (but not for her), her orgasmic scream alerted everyone in the store to her climax.
One day (again to my embarrassment but not hers) she even did a cum walk after I'd dropped a load on her face. I was hesitant at first when she wanted me to hold hands with her so everyone would know who her cum donor was, but before long I was feeling quite proud that my accomplishment was being aired right out in public like that.
Like I said, she was wild... and she did a great job of helping me to get comfortable with college, and to do more than just study, work out and play video games, which had always filled my non-studying hours back in high school.
Which leads us to my horrific, shocking... but also my thrilling escapades of Halloween 2022.
.....
First, the horrific... although it was supposed to be thrilling.
But wait... first there was some wickedly good:
Emma decided to dress up as Velma, and I mean a
hot
Velma, with orange thigh high stockings (which I didn't even know anyone sold instead of just the unsexy socks). She also told me, "Tonight's the night!"
She didn't need to say anything else to clarify her intent. I replied, "Yeah? That's
so
cool!" agreeing that if
she
was up for it, it was indeed time. I wasn't sure I loved her, but she was amazing, and however the future went for us, I knew I'd never regret losing my virginity to her.
The party we went to was at a sorority house (not Maya's). We all posed for a great selfie with me grinning like a fool with my arms around the waists of Emma and Maya... which of course was Shaggy's ultimate dream... to be between Velma and Daphne, who were dressed in authentic, but slutty as fuck, outfits. Maya's Daphne costume was living hotness, with Daphne's exact shade of purple pantyhose... which just like the Emma's orange thigh highs, I hadn't known was a thing. If she weren't my sister I'd want to fuck her.
Okay, truth be told, I
had
wanted to fuck Maya for the past few years. She was ridiculously hot, and that night her being dressed like Daphne made her almost irresistible... which was made clear by all the guys (and some girls) drooling all over her.
Maya went off to dance with some of her girlfriends while Emma and I danced and drank together.
We were both on drink number four (or maybe more) when I needed to break the seal and piss...which took a lot longer than one might think, since the line was ridiculous. And then when I returned to the main party, I couldn't find Emma anywhere.
I looked for her for a good twenty minutes, worried she'd gotten sick (she tended to really hit the booze at these parties... which got her even wilder... like the time she'd blown me on someone's back porch while people squeezed past us. I was embarrassed by being caught in the act over and over without pause, but she hadn't minded at all.
I was going upstairs to the bedrooms, thinking maybe she'd passed out somewhere, when Maya appeared out of nowhere and stepped right in front of me, stopping me in my tracks.
"Don't go up there, Bruce," she said, having stopped me halfway up the stairs.
"What? Why not?" I asked.
"Just don't," she insisted, giving me no explanation, but with deep sadness and worry in her eyes... something was very wrong.
"But why not?" I demanded.
"Bruce, just trust me," she insisted sorrowfully. She obviously knew something I didn't, and whatever it was, it was so awful she didn't want me to know what it was!
Concerned, worried and confused, I pushed past her. "I have to find Emma, Maya!"
I hurried past some other students who gave me looks that could only be described as pitying... but I couldn't figure out why, as I pushed myself through the crowded hallway and made it through to a marginally open door.
"Don't go in there, Bruce," Maya called out from about twenty feet behind me. "Just DON'T!"
Not at all expecting to see what I was about to see, I pushed open the door, stumbled in, and froze in my tracks.
Emma was on a bed... completely naked except for the thigh highs she'd told me earlier today she'd bought just for me... just for our special night... knowing my fascination and kink for nylons... my pervy fetish I didn't really understand... I just found them hot.
She was on all fours on the bed getting spit-roasted, a term I'd learned from watching a lot of porn, while Barry (a senior football player who was already getting talked about becoming a first-round pick for the NFL draft) was fucking her from behind, while Perry (the richest asshole who'd attended my high school) was pumping his dick in her mouth.
And this fuck fest was obviously consensual, since Emma was vigorously bouncing back onto the well-built Barry before rocking forward to take all of Perry's dick in her mouth... while she moaned like I'd never heard her do before when I'd fingered her or eaten her out.
Perry caught sight of me, so he smirked as he pulled out of her mouth and shot his load all over her face... and Barry paused.
Emma moaned, "Yes you hot stud,
give
me that cum shower," while she stopped bouncing and begged the asshole to come on her face.
Barry then resumed slamming into my girlfriend as she moaned, even while her face was now covered in cum, and she said nastily, words I'd never heard my girlfriend use, "Oh yes, fuck my pussy with your big fucking dick!"
I couldn't move a muscle... or speak.
I was stunned. And still motionless.