After college, Heather and Matt were the first two to get married. I was invited up to their wedding and I was the best man. I went up to the town where Heather and Matt grew up and Matt’s parents let me stay at their house, in one of the guest rooms, for the long wedding weekend.

I arrived a few days before the wedding and there were people at his parents’ big house. There was kind of a small, casual party happening when I arrived. It was just most of the wedding party and some relatives and local friends. Matt’s mom took me up to show me my room. It was the same room, as last time I was in town.

His mom said, “I think Heather has some of the girls from the wedding party staying in the room on the other side of the bathroom, so you’ll be sharing with some girls.”

“That’s fine.”

“If they take too long getting ready in the bathroom, you can feel free to use any of the other bathrooms.”

“Thanks.”

She took me downstairs to the kitchen to get me a beverage and introduced me to some people. I recognized one woman right away. It had to be Madison’s mom. I’d never met her, but this older woman was hot and Madison was her doppelgänger. When Matt’s mom introduced me, Madison’s mom hugged me, “Oh, I’ve heard some stories about you.” I was wondering what on earth she would have heard about me.

“I hope it was good things.”

She winked at me, “Well, you have a reputation as a bit of a ladies man.”

The older woman all giggled at me and I blushed. Kristin’s mom was there too and said, “My daughter is here and she’s single.”

“Oh, I know Kristin quite well. She’s quite a catch.”

Madison came in from outside right then and gave me a big hug. I saw her mom look a little surprised at the exuberant hug. Madison looked great in some kind of dressy shorts, high heels, and a casual but fancy top that showed off her bare stomach. I stepped back and eyed her body in a probably obvious way.

“So, you’re the maid of honor, huh?”

“Yep, that means you get to walk me down the aisle.”

We were definitely giving each other some sultry looks standing there and I saw that Madison’s mom seemed to notice. Madison grabbed my hand to drag me outside, “Come on, everyone is outside.”

She brought me out there and continued holding my hand. I saw Chris look down at our hands a little suspiciously. Heather and Matt gave me hugs and then I shook Chris hand.

Chris said, “Hey man, good to see you it’s been awhile.”

“Good to see you too, man.”

Madison pulled me slightly aside, putting her back to Chris and excitedly talking about the wedding. “okay, Heather and I were saying we should do like a funny dance down the aisle or something.” She kept touching me, as she talked and laughed, a little buzzed with champagne.

Chris got pulled aside with some other guys and Madison leaned in to whisper, “I’ve thought about you.”

“I’ve thought about you too. You look even hotter than I remembered.”

She blushed and said, “Right back at you.”

“Your legs look amazing right now.”

“I’ve been working out. I want us to look good in their wedding photos.”

I leaned in and whispered in her ear, “I want your legs wrapped around my face.”

She spat out the champagne she was sipping in shcok and then played it off like she was just laughing.

I whispered, “Isn’t it like a tradition that the best man and the maid of honor fuck?”

She burst out laughing again, “I’ve never heard that tradition, but it does happen.” She looked around nervously.

“We should make it a tradition.”

She just blushed and smiled in response. She whispered with her mouth mostly closed, so no one could easily read her lips, “I want your cock in my mouth.”

“That could be arranged.”

She giggled in response to that. Heather came up to us, “Did I leave the name cards for the rehearsal dinner at your house Madison?”

“Oh yeah, you did leave them there.”

“We kind of need them here tonight. My mom is being a pain in the ass…anyway, can you please go get them?”

“Sure. Let me just get Chris.”

Chris was standing talking to his mom and Madison’s mom. Madison said to him, “Hey babe, we need to go to my house to get something. Can you drive?”

Chris looked sort of guilty, “Uh…Mads, I’ve been drinking…maybe you could drive?”

Madison said, “No, I’ve definitely had too many glasses of champagne to drive.”

I chimed in, “I just got here. I’ve barely had anything to drink yet. I can drive over there.”

Madison smiled at me, “You don’t mind?”

Chris said, “Thanks man,” and took a swig of beer.

Madison said, “Alright, well, we will be right back.”

Chris’s mom gave him an irritated look and nudged him, “You should go with them.”

Chris looked at her, “Why? It’s right down the road.”

Madison said, “Yeah, it’s fine. Sam and I will be right back.”

Madison’s mom looked a little suspicious and Chris’s mom was annoyed with him. I could hear her still bitching at him, as we walked away. “Why would you let some attractive young man drive your fiancée to her house alone?”

“Sam? They’re friends. They act like brother and sister.”

His mom said, “You’re a blind idiot, Chris,” and had exasperated expression on her face.

Madison’s mom had a suspicious grin on her face.

I cleared my throat awkwardly, as we walked down the driveway, “Ahem, uh…I heard the word fiancée back there.”

Madison showed me her huge engagement ring, “Oh yeah, forgot to mention that.”

I was heading to my shitty car, but Madison directed me to a brand new Range Rover. “It was an engagement present from Chris.” She handed me the keys. I was just shaking my head as I got in the drivers seat.

We were a little quiet, as she directed me to her house. I gave her a look and she smiled at me and giggled nervously. I finally said, “So…congratulations…we’re still gonna bang, right?”

She laughed and blushed, “of course.”

She directed me up a long driveway to her house. I muttered, “Fuck me…” in disbelief at her house.

She looked over at me, “Not until we get inside.”

We went into her house through the kitchen and we were so horny for each other, we didn’t make it past the kitchen. We just started aggressively making out, pressed up against the massive kitchen island. My hands wandered down to her beautiful ass. I moved them to the front to unzip her fancy shorts. They fell to her ankles and she kicked them off over her high heels. She was wearing some lacy white underwear that were like thong, mostly exposing her ass cheeks. I lifted her up onto the counter of the kitchen island and she laid down on her back. I kissed her smooth, bare legs and inner thighs, but my mouth was drawn to her pussy.

I slid the crotch of her underwear aside and began licking her slit. I grinned up at her, “It’s been like 2 years since I’ve licked your pussy.” I continued licking.

She said in a halting voice from my licking, “You licked it last night…in my dreams.”

Madison was getting really worked up, squirming around, and moaning. I was focused on her slippery clit, sucking and licking, when the kitchen door suddenly opened. There was a loud gasp and then Madison sat upright, “Mom?!!!”

Her mom covered her eyes and went into the other room. She tersely said, “Madison, put your clothes on and come here, now!”

Madison slid off the counter and put her shorts back on. She gave me a worried look before slinking off to talk to her mom. Her mom was loud, “Your father and I remembered something we wanted to bring to Matt’s house. You’re lucky he is waiting in the car and didn’t have to see that!”

“Mom…”

“Don’t interrupt me. If you’re going to have your last fling before you get married to Chris, fucking be discrete about it. You two were obviously eye fucking each other at Matt’s house and now this!”

Madison very quietly said, “Yes, mom,” in a defeated voice.

“You’d better not fuck up this engagement to Chris. Your father and I would be a laughing stock.”

“Yes, mom.”

I walked past where they were talking, looking for a bathroom. I meekly said, “Um…where’s the bathroom?”

Her mom stared at me angrily.

“Um…I just need to wash my face…before we go back...”

Her mom gave an exasperated look realizing I was going to wash Madison’s pussy off my face and just pointed at the bathroom door. When I came out, her mom looked at me and then Madison. She looked at her watch, “I’m leaving to go back to the party. You two do whatever you need to do to get this out of your system to act like normal people at the party, but don’t take too long. Stop and get something to bring back to the party, so it makes sense why you’ve been gone so long.”

Madison had her mouth open in disbelief, as her mom stormed out the door.

Madison gave me a wide eyed look, whispered, “Holy shit…”, and then we both about died laughing.

I was in tears laughing, “Oh my god, your mom saw me eating your pussy…”

“I can’t believe she basically just told us to fuck…”

"Well, it seems like we should listen to your mom," and we started making out again. She grabbed my hand to lead me up to her bedroom. We fell onto her queen sized bed, hugging and making out. Our clothes quickly came off and we continued rolling around, feeling each other's bodies and kissing. I kissed my way back down to her pussy, "You know it kinda pisses me off your mom interrupted me earlier..."

Madison laughed at that as I continued kissing around her pelvis. "I mean, seriously, I haven't gotten to lick this pussy in two years and your mom has to interrupt." Madison laughed and then made a little exhale with her mouth open, and her head bent back, as I licked her slit. I paused my licking, "That's just rude of her."

"mmmm...Sam...fuck..."

I licked around her swollen clit and sucked it some, as she held my head in place and whimpered. She made some loud moans and pulled my hair, as she orgasmed. I moved up her body, between her widespread legs, and shoved my dick into her wet pussy. I laid on top of her and slid it right in, whispering, "I'm gonna fuck the shit out of you, Madison..." I pounded her into the mattress in missionary, as we kissed aggressively. I went slow so I could last a long time and my dick felt like it might just lift her off the mattress, I was so hard. I moved more upright and slipped her ankles up on my shoulders, so I could really bang her. I leaned down until her knees were pressed into her own chest in that position, so I could kiss her. I was about to cum, so I pulled up and leapt up her body to put my dick up near her face and jerked off onto her mouth and neck. Madison just whimpered, "Oh my god...holy shit..."

I plopped down on the bed and Madison looked over at me with cum on her face and neck, "I'll be back in a second..." She went into her bathroom to wash the cum off. She came back in the room with a big grin on her face, "We should go back to the party."

"Fine, but you owe me a lot of pussy. Okay, I mean, what the fuck is with us not seeing each other for two years."

She smiled at me, as she put her clothes back on, "I don't know man, mistakes were made."

After Madison and I got that out of our system, we cleaned up and put our clothes back on. We grabbed the place cards we’d been sent to grab and drove into town. We were mulling what we should buy in town as good cover for why we’d been gone so long.

I saw a pharmacy and said, “Oh, I know…we’ll say I forgot to bring toiletries.”

“That’s a good idea.”

We stopped and bought, toothpaste, shaving cream, deodorant, etc. While I was grabbing those things, Madison wandered off in the store. She met me at the counter, as I was paying, and placed a bottle of lube on the counter. She grinned at me, “Might need that later.”

I cracked up and the guy working the register looked flustered seeing this gorgeous woman suggesting I purchase some lube for later.

We got back to the party and no one seemed bothered we were gone so long, except Chris’s mom, who saw us and said, “That took a long time.”

Madison said, “Sorry, Sam forgot his toiletries and asked me to show him where to buy some.” She looked suspicious, but Chris was having a good time drinking and didn’t notice.

At one point, later in the evening, this beautiful girl came up to me, as I was alone, grabbing a beer. I saw her and gave her a confused look, “Are you Madison’s sister?”

She laughed, “How can you tell?”

“You two look a lot alike. I mean, you look a little different, but it’s obvious you’re sisters.”

“Well, I hope that’s a good thing.” She gave me a flirty look.

“Yeah…um…it’s a very good thing…” I immediately regretted the way I said that and looked up and down her body in an obvious way, but she was beautiful and I’m a simple man.

She blushed, as she saw that look, and said, “Aren’t you going to ask my name?”

“Oh, yeah, my name is Sam, what’s yours?”

“Maeve.”

We shook hands and I saw Madison looking at us off to the side, as she chatted with someone.

“How do you know my older sister?”

I struggled to awkwardly explain, “Um…I was Matt’s roommate in college…and Madison and I…well she visited one time…anyway we’re good friends…”

“Oh, so you graduated with Matt? You must be 23?”

“Yeah.” I sipped a beer.

“I like older dudes.” She gave me a very flirty look and looked me up and down in an obvious way, like I’d done to her.

I spit my beer out a little in shock.

Just then, Madison’s mom showed up, grabbing me by the upper arm in a tight pinch and aggressively dragging me inside. She cornered me in a hallway, “I’ve met your type before.”

I gave a guilty grin, and said, “My type?”

“Yes, men like you can be fun. I certainly see why Madison is charmed by you.” She gave me the same look up and down her daughter had just given me.

I defensively said, “Look…ma’am…” and she cut me off, which was really a blessing because I had no defense.

“Maeve is 18 and you will stay away from her.”

I acted like she was being crazy, “I’m sorry if I’ve given the wrong impression here…”

“Oh, I think I have the correct impression. You were going down on my engaged daughter on the kitchen counter.”

I put my head down a little in embarrassment.

“I think I know what you are. I’ve encountered my fair share of men like you over the years.” Madison’s mom was still quite attractive at around 50 and she was clearly implying she’d done the same as Madison.

I sighed, “I didn’t intend for any of this to happen with Madison.”

She laughed, “That’s the problem with guys like you. You don’t need to try.” She laughed and gave me a sexy look. She sighed, “If you weren’t already with Madison…well, I’d be tempted myself…”

I stood there, looking around awkwardly, trying to avoid the sexy look she was giving me. Really, she was quite an attractive woman.

She snapped out of it and pointed an authoritative finger at me, “You will stay away from Maeve.”

I held my hands up defensively, “I was just getting a beer and she walked up to me. I didn’t even know she was 18. She looks older than that…I mean she looks a lot like Madison, but different, still hot though…” I could not make my stupid mouth stop. “She’s beautiful in her own way. I can control myself around beautiful girls…what am I supposed to tell her to get away from me?”

“Just stay away…you save those urges for Madison and be discrete. Chris is kind of a clueless dumbass, but his mom isn’t.” And with that, she walked away.

I went back outside and was looking for someone to talk to, other than Madison or Maeve. Maeve sidled up beside me, “Looking for me,” she had a cute grin on her face.

“Uh…”

“My mom interrupted us, when we were just getting to know each other.” She was giving me these very sexy looks.

“Look, Maeve, you’re 18…”

“How do you know I’m 18?”

“Your mom informed me.”

“Did she tell you to stay away from me? You know, I’m an adult and I’m not some virgin.”

“You’re going to get me in trouble Maeve.”

She looked at me in a flirty way, “I like trouble.” She walked away, but waved at me in a cute way.

Then I saw my safety net. Kristin was standing there looking hot as hell, talking to her mom, Madison’s mom, and Chris’s mom. She was wearing a short, summery dress with tiny shoulder straps. I snuck up behind her, holding my finger to my lips, to let the others know not to give away my presence. I tapped on her shoulder and said, “What’s up beautiful?”

Kristin turned around and made a happy surprised face, “Sam!”, and she gave me a big hug. I picked her up off the ground in a bear hug. She gave me a friendly peck very near my lips on both sides of my face and I returned it. I saw Chris’s mom looked glad to see this greeting. Kristin’s mom looked happy and Madison’s mom gave me more of a look that said, “Well played.”

“I heard you were here, Sam, but I couldn’t find you.”

“I was looking all over for you, Kristin. It’s been way too long.”

I put my arm over her bare shoulders, as we stood next to each other talk to everyone else. Out of the corner of my eye, I saw Maeve giving an annoyed, jealous look in our direction. I looked around and saw Madison with a less annoyed, but jealous look.

I put my hand on the small of her back, to guide her away from everyone, “Do you mind if I steal Kristin? We have to catch up. It’s been years.”

The moms all enthusiastically agreed to let me take Kristin away. As we walked away, I let my hand wander a little down from her back and to the top of her ass. I looked over my shoulder to see that all of the moms seemed pleased to see my interaction with Kristin. “You look amazing, Kristin.”

She kissed my cheek, “You look great too, Sam.” She gave me very flirty looks, and we held hands some.

“Let me guess. You fucked Madison while you two were gone?” She said it and kept that flirty look for everyone else to see.

I grinned bashfully, which probably looked good to the outsiders, “Yep.”

She seductively said, “You guys should have brought me.”

“That would have been fun, but I’m afraid that would have made matters worse.” I relayed to her the story of Madison’s mom, as she stood in shock.

She giggled hysterically, “Well, just so you know. I’m staying in the room adjoining yours tonight.”

“That’s awesome.”

“Yeah, the whole wedding party is staying here tonight. Madison is sharing my room.” She grinned at me.

I had a huge grin, “Well, that is interesting.”

“Chris isn’t in the wedding party, so he’s not staying here tonight.”

“Hmmmm…that is interesting.”

Madison came over to us, sucking on a cocktail through a straw. She sidled up to me and I ended up with a girl on each arm, as we walked to the bar to get another drink. I put my hand on each girl’s lower back to guide them to the bar and let my hand wander just to the top of their asses. I’d had enough drinks that I was getting a little loose with my behavior. I looked over and saw the moms did notice my handsy behavior with Madison. I quickly removed my hand from her ass, and turned to kiss Kristin on the cheek as cover.

Madison and Kristin were pulled away by Heather to get some casual photos. I was standing at the bar, ordering a drink, when Maeve showed up. “Buy me a drink?”

I smiled at her nervously, “You’re not 21.”

“No one cares,” and she took the drink I’d ordered for Madison. She sucked on the straw seductively.

“Your mom told me to stay away from you.”

She put her hand on my arm, “She didn’t tell me to stay away from you.”

I looked over and saw the disapproval on her mom’s face across the patio area.

“Why didn’t you bring a date to the wedding?” She kept looking at me with doe eyes.

“Well, I mean…I’m not really seeing anyone…and I’m supposed to escort Madison, as the best man.”

She laughed, “You could bring a date. You’re just walking Madison down the aisle.”

I tried to act like that was obvious, “Oh yeah, I mean I know Madison wouldn’t care…” I stopped myself.

“Why would Madison care? She’s with Chris?”

“Yeah, she doesn’t.”

Maeve moved in closer, touching my upper chest and said, “I could be your date.”

I was struggling with how to respond to her, when Madison walked up, with Kristin. Madison said, “Where’s my drink?” and Maeve giggled. She wrapped her arm around mine, standing next to me, “I think he gave it to me.”

Madison looked at the way she was grabbing me, jealously.

“I’ll order you another one.” As I ordered it, Madison dragged Maeve away.

I heard them speaking, “Maeve, stay away from Sam.”

“Why?”

“He’s my friend. He’s like a brother. It’s weird.”

“So, he’s like a brother to you, not me.” She looked my way seductively, “He said he’s single.”

Madison looked irritated, “You’re 18. Why don’t you go flirt with that boy over there,” pointing at some teenage boy.

“Ewww…no.”

“Just stay away. You’re too young for a guy like him.”

Maeve’s eyebrows raised, “Oh…intriguing…what’s he like?”

Madison looked around, “He’s nice, and he’s a fun friend, but…he’s a fuck boy…you know what that means?”

Maeve giggled nervously, but grinned in my direction, “Of course I know what that means. That’s what I thought he was.”

“Anyway, Kristin likes him.”

Maeve said, “nothing wrong with some competition,” and she walked away.

The older folks all disappeared from the party and the catering people left. The bar became serve yourself. It was just the young people left. Maeve came out of the house, wearing the tiniest bikini that left almost nothing to the imagination. I couldn’t help, but stare in an obvious way. She looked pleased with herself seeing me take more than a glance, as she walked over and bent down to grab a beer from a cooler. I stared at her ass and didn’t notice as Chris came up to me. He quietly giggled and lightly punched my arm, “Dude, Madison’s little sister is so hot. Am I right?” He held up his fist to fist bump me.

I chuckled, “Yeah, but she’s only 18.”

He laughed, “Man, I wouldn’t care if I was you.”

Madison walked up to us with an irritated look, “Why is she still here?” She walked over to Maeve, “What are you doing here still?”

“Mom and Dad left. I’m too drunk to drive.”

“I could call you a cab.”

“Matt’s mom said I could stay over.” Maeve jumped in the pool. She came up with a smile, yelling, “Sam, save me, I’m drowning,” in a joking way.

Madison walked up to me, “Stop staring at my sister…”

I grinned at a Madison, “Why don’t you go put on a bikini and give me some better to look at,” I smacked her ass playfully. I looked over and saw that Chris saw it. Madison giggled and said, “Fine, but you have to get in the pool too.”