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It was my first Halloween with a guy as my boyfriend. Well, technically I had been with an ex for a Halloween years before but he had just wanted to stay home with the lights off, and not even a Jack-o-lantern out front! But now I was with Oscar, and Oscar wanted to do all of it with me. He got really excited about it actually. I would have been surprised, but he was also the same man who turned me around about Valentine's Day. He just seemed to love the tradition of holidays and stuff, it was really cute honestly. So we carved pumpkins, (mine looked better, but hey it wasn't a contest) bought candy for the kiddies, although we're at my apartment this year so we're probably not getting any trick-or-treaters. Maybe we can give it away at the office on Monday, who knows? He even agreed to watch a scary movie with me every night of Halloween week, and you may recall how he feels about those, lol. He really puts in the effort to make me happy. I'm not used to it yet, but I'm getting there. The best part though is we found a big, local Halloween party for adults downtown and the boss really wanted to dress up and go. It's honestly not really my thing but, well, he brings out a more fun side of me that I don't always remember exists. It was my idea to do a couple's costume though, because I've never gotten to do that and he was really into it. Found a red cape and some other stuff at a Halloween store and a rubber nose, ears and gloves for Oscar. Voila, Red Riding Hood and his Big Bad Wolf who's really only one of those descriptors. 'Big sweetheart bear' doesn't quite have the same ring to it though.

Oscar's full costume also has these like, faux fur shoulder pads, a ripped-up tank top and jeans, and I thought he was already dressed, so I was a little surprised when he came back into the bedroom without the shirt and pants.

"Um, forgetting something?" I said and raised an eyebrow at his floppy, flaccid penis.

"What if we left a little bit later?" He suggested.

"I mean, okay I guess that's fine. You may recall that you were the one who said we should leave now."

He flashed me a devilish grin. "Jim you look so cute in your costume and I can't stand it! Can we maybe, fool around before we go?"

"What? We did that this morning, remember? Geez, you have the sex drive of a man half your age, you know that?"

"Guilty. I can't help myself around you! We can be quick about it though."

I laughed and smiled. We had now been together for the best eight months of my life, and I hoped this horny honeymoon phase would never end. 

"Yeah alright, help me out of these clothes then."

Oscar was on me in a moment, tugging my pants down and getting to his knees before happily stuffing my cock into his mouth, not a simple feat since he still had his wolf snout on!

"Get on the bed, Red!" He said a minute later after getting me hard, then stood and tossed me onto the mattress.

"Grandpa, what big muscles you have!" I said with a chuckle.

"All the better to protect you with. And don't call me 'Grandpa.'"

I laughed. "Okay, fair enough, and also, awwww!"

He rolled me onto my stomach and straddled my thighs, pushing his rapidly inflating manhood between my cheeks.

"Damn that's a nice ass." The Big Bad Wolf growled, and licked his lips.

"All the better to receive you with, my dear?" 

"Hey that's supposed to be my line!" Oscar griped.

"Fine fine, um... my, what a fat cock you have!"

"All the better to make sweet, sweet love with, my dear!"

"Nailed it. Who knew you were so good with your roleplaying?"

"I know you're mocking me but, I'm taking the compliment."

Oscar leaned down and gently turned my face to his. "Thanks for spending Halloween with me, my love." He said and lifted his mask up just enough to kiss me. Underneath the man I could feel that insistent appendage of his, heavy against the small of my back and beginning to leak.

I sighed but grinned up at him. "You're more than welcome. But, I'm starting to think we're not actually going to make it out to that party tonight, are we?"

"Depends how long it takes us to fool around!"

"You always want to take your time." I reminded him.

"That's true. Gosh, would that be terrible? I'm sorry, and after we got the costumes and everything."

"Oscar, as long as we spend tonight together, this is going to be the best Halloween of my life, guaranteed."

"Mine too." He said, and wrapped me up in his embrace.




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Comments

Anonymous

I love everything about this! Like everything!

Christian Carbone

If this is how your supposed to celebrate Halloween then I’m officially on bored!! Thats incredible work DB and super envious of this situation

dudebulge

Lol, pretty envious myself! Nice to follow up with these two that's for sure. :)

Christopher Lynch

I need me an Oscar. Actually I have an Oscar, that's my husband's name, but I always have to be the big bad wolf. Curse this hairy bear bod! Curses! Always the big bad wolf, never the little red Riding hood. 😂

Bryan Whiteman

Duran Duran - Hungry like the Wolf (for Man Ass Remix).Mp3

Anonymous

I thought Oscar was in a Gren costume when I first saw it. Big bad wolf is almost as sexy. Great art and story.

Anonymous

Lovely 😊 🥰.

Anonymous

This is so sweet ❤️ Love this, thanks for the lovely story Dude 🥰

Zolvira

smirking Jim and Oscar is doing it, that's really cute

Captain Czar

Very cute story! It’s nice to Oscar in different roles

Roque

A hella fun piece dood. And all men look better dressed up as wolves. :3

Anonymous

Is there an application to be a big bad wolf for ya???!!! ;)

RandomBrute

I've got say, I'm really enjoying getting to see more of these two! Your Halloween pieces never disappoint

dudebulge

Well sure, like most guys into man on man sex, my dudes like to switch the roles up from time to time!

dudebulge

Thx Random! I was hoping it would be a nice surprise for everyone who read the visual novel to see that I haven't forgotten about these two. :)

stargiant

gettin that spooky halloween dick

leo51

Fabulous! 🧡