ArinaGailArinaGail
daianamilandaianamilan
MilaOceanMilaOcean
SofiSaenzSofiSaenz
SquirtyButterflySquirtyButterfly
GrettaBrownGrettaBrown
AmyStaffordAmyStafford
Swipe to see who's online now!

The Wingman

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Before they left, Mark's and my father gave us a lecture on how to behave, then they were gone.

As requested, the place had two bathrooms and it was definitely big enough for the four of us. Mark and I let the girls pick out the rooms, because it really didn't matter much to us. Setting up the beds and unpacking took less time than expected.

Mark ordered some "big city" pizza, and we continued emptying boxes.

"Bran, what's in this, can I open it?" Macy was pointing a large box with my name on it.

"Yeah, go ahead."

The sounds of cardboard ripping were drowned out by a single word, "Sweeeeeeet". Macy lifted a box from within the box. 12 cans of White Claw coolers. Next was a 30 pack of Bud Light. Nestled between those wrapped in paper was a gallon jug of Chablis. Macy handed me the attached note.

It was from my father. "I was young once too. Make me proud. Stay safe. Share with the others, but this is our secret."

Glasses filled with ice and booze, we toasted to our first night away from home.

In our room there was 2 desks, 2 dressers for clothes and a large closet for sharing. It the middle of the room, Macy had duct tapped our single mattress's together so that they wouldn't slip apart and surprised me by having brought a set of king-sized sheets with her. There would be no more secrets. Macy and I would be sleeping together, in the same bed and she didn't care who knew.

Mark saw it. He couldn't miss it, yet he didn't comment.

Six hours after we had arrived, we had settled in. The beer had chilled, and the pizza had been delivered. We were 18-year old's living like adults.

The sights and sounds of the big city were far different than Iowa. Louder and faster. But I loved it already.

It had been a long day. Mark and Cheryl were acting all frisky on the sofa, so Mark broke the ice and told us they were calling it a night.

"You excited about being able to spend the night together?" Macy asked. Not sure if she was asking her twin brother or her best friend, but Cheryl answered.

"Sure are. You?"

Macy's response of, "This won't be our first time spending a whole night together" made Mark's head spin toward me.

When he walked toward me, I was uncertain if he was going to take a shot at me. Instead he hugged me.

"If it had to be anybody, I'm glad that it's you Wingman."

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
61 Comments
SatyrDickSatyrDick8 days ago

[25.06.24]

Que Romantique!

11/10!!!!!

AnonymousAnonymous21 days ago

Fun read, discovery of love, intimacy and sex. Nice change of pace with many other “taboo” stories here.

Privates1stClassPrivates1stClassabout 2 months ago

Four teenagers grinning ear-to-ear. How lucky could they be? And with their parents' approval yet--they will have all the sex they ever dreamed of. It doesn't get much better than that. Great story. Glad I bumped into it.

ExcoachExcoachabout 2 months ago

Nice piece of writing. Good for all of them

TEXASMADDOGTEXASMADDOG8 months ago

Brandon and Macy...who would'a thunk it!!

TEXASMADDOGTEXASMADDOG8 months ago

Very, very fine story...all the kids end up together in the same apartment at college...parents think they are so smart (or maybe they REALLY ARE...they can see too!!)

The whole build-up to Macy having a relationship with him was very exciting; I was not sure it was actually going to happen, especially the way it did. Mark's reaction at the end was PRICELESS!?

FIVE**5**STARS...FOR A STORY THAT DESERVES MORE!!

AnonymousAnonymous10 months ago

Great story

AnonymousAnonymous12 months ago

This was really good.

AnonymousAnonymousabout 1 year ago

Loved this so much. Wish Frankenstein1962 would have continued on with both couples stories.

CaptainFrostBiteCaptainFrostBiteabout 1 year ago

Absolutely loved this!

6King6Kingabout 1 year ago

⭐⭐⭐⭐⭐

AnonymousAnonymousabout 1 year ago

Cute story of the sweet relationship between Macy and Brandon. Loved how you brought them from antagonistic towards each other, attracted at the same time to a full on solid believable couple. I especially loved the “punchline” at the end, suspect that by that point neither Macy or Brandon were hiding anything from Mark or Cheryl.

Don’t think my parents would have went for the apartment arrangement 2 girls and 2 guys, no matter how much money it was going to save. Being from the “Bible and Grain Belt”, I can tell you parents are still pretty protective of their daughters. My parents wouldn’t have okayed it even if my brother was part of the package. So you should have worked on selling that aspect just a little better. That was the only problem I had with believing your story. I loved it, reminded me of home!

AnonymousAnonymousover 1 year ago

The first story of yours I read, I want that impressed with. I'm glad I continued, because the last two that I read were great.

AnonymousAnonymousover 1 year ago

That was a damn fucking good story

AnonymousAnonymousalmost 2 years ago

Looking for part 2 I hope you continue.

Comentarista82Comentarista82almost 2 years ago

I'll admit to having read the comments before I posted, and I agree with the most observant ones. However, I don't believe that takes away from the story--you highlighted Macy and Brandon getting together and you sold it well: I always suspected (and suspect) that sometimes the ones most antagonistic to each other can sometimes end up together, with the most vociferous one becoming the sweetest in her own way; you did not disappoint with that assessment: you maintained Macy's biting persona so well that became such a welcome change when she softened to him; you pulled a master stroke when you made Brandon refuse to "fly" with Harry just to "score" with Alysa's cousin--then struck Brandon with the epiphany to say he turned it all down because he was dying to be with Macy. What you unfolded after that was as spectacular as their first time, and you stoked the sizzle in different ways with different situations (her using the bathroom in front of him, showering with him, then having sex with him in the lake while on her period).

Now I will still say them attending the same colleges reveals a glaring omission, as there is nothing to show they're brainiacs, nor that they've studied so hard they had to let off as much steam as possible to stay centered, nor even what each majored in. Normally I'd dock a star for that, and another poster is right: no way the parents didn't know with the booze included in the deal, nor in getting them an apartment all together, where there would be little to no privacy. At the same time, you painted yourself into a corner with the timing, as you would have needed double the pages to deal with the parents discovering, grounding them all, then forcing them to rebuild that trust...BUT it likely would have required on the order of 12-15 Lit pages for the erstwhile teens to bamboozle their parents into such an arrangement as this. So despite my protestations of the obvious...the story worked--and I NEVER rooted for any two people to get together as much as I did for Macy and Brandon. Still 5 stars!

Ravey19Ravey19almost 2 years ago

Great story, very believable. Especially loved the final few lines. 5⛤

SouthernCrossfireSouthernCrossfirealmost 2 years ago

Excellent tale, well written and a lot of fun. 5*

mac1729mac1729almost 2 years ago

A wonderfully woven story

IEnjoyEroticaIEnjoyEroticaabout 2 years ago

Brought back some great memories. Thanks.

AnonymousAnonymousabout 2 years ago

Excellent story arc and details! I particularly liked the cool Dad character.

AnonymousAnonymousabout 2 years ago

I don’t care about the improbable academic situation. It’s still a great story. Where was Macy when I was 18?

Prospecting_for_snowProspecting_for_snowover 2 years ago

fabulous, except for the simple fact that BC, Harvard, MIT and Tufts are not all in walking distance from the same spot.

AnonymousAnonymousover 2 years ago

You are a great storyteller and a brilliant creator of believable characters. You are the best on the site since JoeDreamer was in his prime. Keep it up.

AnonymousAnonymousover 2 years ago

Great tension with a hear warming end! Love it.

AnonymousAnonymousover 2 years ago

I really liked the story. I think I agree with the improbability of all of them getting to colleges in Boston being the weakest part of the plot but I don't see a problem with the parents agreeing on them living together.

The story very much implies that the parents know what's been going on. Brandon dad's note makes it clear. The boys have done a good job of protecting the girls reputation so far and therefore are tasked to keep doing it in College. What better way to protect the girls reputation that have them have stable boyfriends?

There are some very interesting conversations with their parents awaiting the kids in the future...

AnonymousAnonymousover 2 years ago

Brilliant

GaiusPetroniusGaiusPetroniusover 2 years ago

A lovely story beautifully told. 5 stars.

AnonymousAnonymousover 2 years ago

thrd or fourth time i've read it. sexy and fun every time, and macy throws the perfect bomb at the end

JimDiamondJimDiamondover 2 years ago

Cute and fun read. % stars, that was typo but true you get 100% of a five... :-)

AnonymousAnonymousover 2 years ago

Fun and sweet. Unfortunately having binge read all your stories, I'll just have to wait for a new one. I like that you really have attempted a variety of styles.

PS, Harvard will not let you live off campus for the first year.

Cal59Cal59over 2 years ago

Excellent, thanks

AnonymousAnonymousover 2 years ago

Great story from a terrific writer. Would love to see a follow up with these characters.

AnonymousAnonymousover 2 years ago

Very enjoyable story!! I keep re-reading it.

AnonymousAnonymousover 2 years ago
⭐⭐⭐⭐⭐

What stupendous storytelling.

The problems other commenters had -- improbabilities of all getting scholarships to nearby colleges, parents suggesting a live-together, giving booze, etc -- never occurred to me as I read.that

It still does not bother me,

nor do I care.

Thank you, Mr. Frankenstein

Paul in Oklahoma

vip_personvip_personabout 3 years ago

Nice and really interesting

sotarosotaroabout 3 years ago

Great dialogue. likable and believable to some extent, characters. I enjoyed the story very much. It could use some editing. I agree that a small school (200 kids) with 1 MIT, 1 Harvard, 1 Tufts and 1 Boston College full ride scholarship is a bit of a stretch. Perhaps some acknowledgment of that academic prowess could have been incorporated. I liked the dialogue a lot.

Mike9947Mike9947about 3 years ago

Call me sentimental - but I have read thousands of lit stories/chapters - this was awesome -

clearcreekclearcreekabout 3 years ago

memories: i can't believe how nervous holding a hand could make me feel way back then

AnonymousAnonymousabout 3 years ago
“he would drop his sister and I off”

Maybe he would drop his sister off but would he drop I off?

No, he would drop ME off.

Corrected it reads: he would drop his sister and me off.

CYOAWitchesCYOAWitchesabout 3 years ago

This was lovely. Thanks

AnonymousAnonymousabout 3 years ago

I enjoyed this story. Keep writing. There has to be some suspension of disbelief in a story like this. However, it got a little far fetched at the end with the wrap up page. It doesn’t seem plausible that parents who were severely restrictive about their kids dating suddenly became the “cool parents” who suggested those same kids live together and even gave them illegal alcohol to celebrate. The restrictive small town Christian upbringing situation was a good scenario to back up your story. Don’t abandon it and change environments for the sake of a happy ending. Similarly, you painted Mark as a dog who will bang any girl available and keep them in rotation. That’s fine if that’s the character you’ve created, but don’t change him at the end into the guy who is ready to move in with one girl and set up house. At least not without some reason for the change.

I think you might have done better with ending the story just before the talk with the parents. Leave the readers to imagine where the central couple goes from here.

Again, good story. Thank you!

Crusader235Crusader235about 3 years ago
Fun

Really a fun story. Wingman, and Wingwoman find each other. Love it Five Stars worth.

linnearlinnearabout 3 years ago
Damn Fine Writing

As always an excellent story, I enjoyed the pace and the way you set it all up. I agree that the chance of them all going to school in the same city to be a slim chance but I loved the story. Great writing.

WittonWittonabout 3 years ago

It started with an interesting plot line - the virgin "wingman" of the title and the would-be stud's twin sister as standing date for the wingman and chaperone

Never mind that the term applies - or did originally - to the stud's male companion who. was to divert the attention of target's companion, whose function it was to discourage wannabe studs

The problem I had with the story is that it became totally unrealistic to the extent of going way way over the top

Mark got word of his full ride basketball scholarship to a D-1 school the LAST WEEK OF SCHOOL - dude, those free rides are offered all winter and accepted February 1 (not binding on the jock before that)

Brandon and Macy applied to, were admitted, and accepted the offers of admission, to Harvard and MIT respectively, and NOBODY IN THE SCHOOL KNEW ABOUT IT? The author has not been around an American high school for a long, long time, or he didn't real care what he wrote.

The four kids are going to go to four different colleges in greater Boston. Anyone who had the slightest interest in making a plot device plausible (i.e., the parents agreeing that the four of them should share an apartment is preposterous on its face) would know that commuting to any one of these schools by car is impossible unless you have reserved parking places at both ends. Entering freshmen don't qualify for these perks at the schools, and an apartment that provided four spaces ....

I looked up what it cost to rent a 2 bed, 1 bathroom apartment in the area that would a reasonable commute by public transportation to all four schools, and the cost seemed to average around $3000 - but NO PARKING included

Each of the schools has a policy requiring freshmen to live in the dorms unless said freshman lives at home Harvard allows freshmen to bring cars, but the parking is at a minimum a 15 walk from the nearest dorm

So - I have nothing against fantasies - what else is Literotica about? - but an author who respects his art - storytelling in the form of written fiction - will make as much of his story true simply to insure that his fantasy comes across as plausible­

Show More
Share this Story

story rosa-blanca.ru

Similar Stories

That's What Friends Are For Justin's best friend Samantha will do anything for him. in First Time
Nothing Between Us Two friends let it happen.in First Time
Hero's Reward One brave deed holds the key to unlocking a scarred heart.in Romance
Irish Eyes His love was betrayed, what next.in Romance
Aiding and Abetting The good guys don't always finish last.in Romance
More Stories


kings son taboo sexstoriesdezurtdawgFucking her harder on a sloshing waterbedlottery einner litoratica"literotica futa""growth literotica""literotica mother son"Horro litero incent"fucking my cousin"sexstoriesLiterotic obessessed with peggy ch 2literotica son magnum xxlpoker mom taboo sexstoriesliterociaBig huge ass ssbbw mother-in-law Literoticamy dilemma literorica"family fucking""literotica audio"mother cares taboo sexstories"gay sex stories"மகனை காப்பாற்றிய அம்மா tamil sex storiesLitrotica- Truth speakerlieroticaGiantess Linda shrinks him he cums in his pants as she swallows him wholemallu sissy domination literoticamom cuddle incest storymom son itching powder Literoticafirst threesome liteoticafilling my mom's cunt with my sperms taboo sexstoriesMake me yours porn literoticalieroticanatygutierez pornmovie xxxn"my mouth" mistress piss cum "bdsmlibrary" pain"literotica mind control"erotic story stroking dick with bra and pantiesliterotica erotische Verbindungenginger vs Ethan buckyduckmanhot stories literotica first time sharing hot young fiance wife with black man membersUnder my skin. Pt 2 pg 3. Incest/taboo literotica/s/incestuous-casting"dirty panties""literotica login"CHIAMAKA TOUCH MY DICK"stories xxx""literotica nonconsent""free taboo stories"black men,sexstories,my slut wife humilitate me,oooooh fuck me hard,incestson of mine taboo sexstoriesliterotica daddy gay slapping"mc stories""daddy's" "sexstories" "in your ass""literotica sister"unwelcome hypnofuck storyincest erotic story taking advantage of my drunk mom late nightliterotica "loving wives" "no kissing"litteroticadidi ne gupt rog ka ellage /s/watching-and-being-watched-is-funprincipal punishing a naughty student with sexliterotica"wife pussy""erotic incest stories"cumming on rapist's fat cockforced to be a sissy girl by my roommate literoticq"thick alpha cock" ficrionThe poor boy www.literotia.comliterotica incest conpetitionBackseat Literotic sinfulmommy got blackmailed by son in blackmails incest yumy lush stories.com"wife anal"Son put a handcuff and shackles on his next door neighbor bondage literticastory scat sarahs houseporn stories beach reluctanceliterotica "take my seed""incest literotica"JamieMcKafee eroticaFucking on her waterbed incest storiesliteroticaDay full of Black Cock Ch. 02Student locked his teacher in chastity belt bondage literticaliterotica my gf discovers mikes huge cockihmmmm woman fucked sex storytwenty three literoticaWannabeaboytoy authorWife misjuge husband.literaticaThe Concert ch. 3 sex stories"literotica loving wives"reignbow30lap dance incest literoticadominated by maid 1 literoiccaride in car literotica storiesliterotica "monstrous girth" incest"chastity literotica"mom spanked by dad storiesgroup sex literotic mansion jeffBig sister shave an injured brother hairy penies in bath incest historylust at first sight incest haremakka pundai liroticasex stories litrrotica wife fertile black cock sexy hot wet cunyFree exotic 69 literotica sex stories