The Anniversary Vacation

If you have ideas for something you want to see comment or message me and I'll see if there is a way to work it in. All characters are 18 and up.

Hope you Enjoy!

*****

Mom walks into the room in her tight white dress. Her ass is barely covered by the thin material. She turns the lights in her room on and leads me to the balcony overlooking the ocean.

"You needed help with something?" I ask. I almost feel sick from nervousness.

Mom laughs, "Is this how you treated Maddie on dates?"

I say, "Dad told me that this might happen. With you and me."

Mom smiles at me mischievously, "He said the word might?"

"No. He said probably." I answer.

Mom laughs again, "Well the night is still young." She motions to the hot tub meant for two people sitting on the balcony.

"Well... the thing is I don't have a bathing suit..." I say.

Mom grins at me, "After going to a nude beach with your own mother and sister the past two days your worried about a bathing suit in the hot tub?"

I feel myself go red, "No. I guess not."

Mom nods, "Good. Now help me out of this dress." She heads back into the room and turns to face the door. She lifts up her hair and reveals a small zipper on the back. I walk to her and grab it, slowly pulling it down. When it reaches the bottom, Mom grabs the top and gently slides out of her dress, placing it on top of the dresser. She turns, her breasts were firm and her large pink nipples pointed at me. She asks, "You need help or are you going to do this yourself?"

I feel my cock begin to grow hard. I answer, "I got this."

Mom nods and walks away, saying, "Good. I'll meet you in the hot tub." As she walks and I begin to remove my shirt, I watch her ass sway side to side. When she's naked, it looks even better than when its covered by clothing. I quickly undress, not wanting Mom to get mad at me. Once I'm naked, I walk outside and find Mom sitting on the edge of the hot tub, her feet in the warm water, she is facing out towards the ocean.

"Where do you want me to sit?" I ask her.

She turns to look at me, smiling, "Anywhere you want."

I sit next to her about a foot away, with my feet in the water as well. When I sit down she looks at me and asks, "How was your day?"

Does she know? I ask myself. I say, "Pretty boring until Dad and I talked on his way out of the hotel."

Mom nods, "What did he tell you he was going to do?"

I think for a second and decide to be honest, "Dad said he was going to... meet up with Aunt Anne. He told me about the first time him and her were together."

Mom nods like she was expecting this, "How did that make you feel?"

I think again for a moment, "I'm not sure. I think it's cool how you and Dad stayed together, even if you two do have an open relationship. Why?"

Mom gives me a knowing smile, "Because your Dad doesn't know one thing about me."

"I'm guessing you're not telling me then." I say.

Mom shifts her body so she's facing me, her nipples seem to point right at me. Her legs are crossed, covering up her pussy. Mom says, "Well... only if you tell me something about you in return."

I think for a second, "What kind something?"

Mom smiles, "About the family. Could be about me or Kenzie, but I want it to be sexual."

I think for a minute before my curiosity gets the best of me. I say, "Deal. You want it to be about Kenzie or you?"

Mom thinks, "One of Kenzie first."

I hesitate. If I say this there is no going back. Finally, I let out, "Kenzie and I... we had sex twice... today."

Mom smiles, "Really? How was that? Where did you cum?"

"Great. She's tight, enthusiastic, just a lot of fun! I came in her pussy and on her face" I answer. I feel a little guilty telling Mom this without Kenzie there, but I figured she would try to find out this vacation anyway.

Mom nods like she was expecting this. She sighs and says, "I guess it's my turn now. When Anne and I were growing up we would make out. It started as practice for when we started dating, but eventually it turned into full on sex with my little sister."

I feel my jaw drop and my cock begin to grow hard from the idea of my mother having sex with my aunt. "That's... very interesting." I say, unsure of how to react.

My Mom smiles, "There's something else I can tell you if you can keep a secret and tell me one more thing."

I nod, "Anything. I'm very interested."

Mom's smile grows wider. She spreads her legs, reveling her inner lips poking out, seeming to invite me closer. Mom asks, "What do you think of me right now?"

I slide close to her so her right leg is touching my left one. I reach my arm and place it on her knee, the length resting on her thigh. Then I say, "Right now? I think that you are beautiful and any man would be lucky to have you."

Mom laughs, "That's a good way to put it. Now what about you Tom? Are you man enough to show your mom a fun time?"

Despite my nerves earlier, I now feel excited. I say nothing and use my hand, not resting on her knee, pull her head close to mine. As our mouths touch, we kiss like no mother and son ever should. We kiss like lovers. Her tongue explores my mouth for several seconds before we pull apart. My cock has become semi erect and Mom looks at me.

"Are you sure you want this?" I ask, knowing we have reached the point of no return.

Mom looks into my eyes with a look of lust. She says, "Your father is fucking my younger sister and Kenzie already got fucked today. That leaves me."

I smile again as we lean in and kiss a little more. Her hand rubs my thigh as mine rubs her inner thigh, slowly moving closer to her pussy. Finally, I ran my hand over her warm pussy. Despite no stimulation, Mom's pussy was wet. As I pull my fingers away, several strands of her juices connect my hand with her pussy before I pull away further. Mom looks me in the eyes as we pull apart again, both taking a breath.

Mom says, "I want... no I need this. Here or inside?"

I pause for a second, thinking, "Inside. That way I can see you better."

Mom smiles and stands, "Not many sons would say that to their mother."

I laugh, "Not many sons come to a nude beach with their mother."

Mom laughs and grabs my hand, pulling me up. "Let's go! I don't know how much longer I can wait!" Mom tugs at my arm and I follow, leaving the hot tub and going back into the hotel room. Mom leads the way inside and I follow, closing the door behind me. Mom leads me to the bed and sits facing me, her legs open. She looks at me expectantly. I put my head in between her thighs and place my hands on her lower back to hold her in place. Then I begin to taste her forbidden pussy. I run my tongue over her soft lips, spreading them slightly and tasting her juices. Mom lets out a mmmmhhhh noise and I remove my hands from her back and place them on her thighs. I suck on her clit, while sliding a single finger in and out of her pussy, which is tighter than I imagined a woman her age with two kids would be.

I pull my head back and just finger her. Mom's breathing is now elevated and her juices coat my finger. "Tom no more teasing. I need you inside me right now." Mom practically begs me.

I nod and stand, looking at her as she sits up and watches me, anticipating what I will do. I place my cock at the entrance to her pussy, and grab it, rubbing my head over her dripping slit. Mom closes her eyes and moans softly from the stimulation for a second. Then she opens them and looks at me, pleading almost, "You going to do it or tease me all night?"

I smile. "Ready?" I ask.

Mom nods, "Pound me. Make me yours."

"With pleasure." I say. Then I sink into Mom's pussy. She gasps from the feeling of being filled. Her walls grip me tightly as I push deep into the vagina that birthed me. Mom easily takes most of my cock on the first thrust and when I pull out my cock is covered in her juices. Mom lays back as I once again sink deep inside her with my cock. As I slide back out, I hear a slurping noise coming from her pussy.

"Fuck me hard Tom!" Mom almost yells as I wait with the tip of my cock at her pussy. Not wanting to disappoint, I grab her thighs and pull her legs up, resting them on my shoulders. Mom shifts her body, pointing her pussy slightly up at me, resting on her shoulders. I begin to thrust into my own mother, slowly at first but rapidly gaining speed. Soon, the room is full of her moans of pleasure and the impact of my pelvis on hers. As I continue to slide in and out of her, Mom's juices begin to be forced out from the hard fucking. Between moans, Mom gasps out, "Make... make your mommy cum!"

I nod and concentrate on the job at hand. I keep pounding onto my Mom's pussy, enjoying the forbidden feeling. Mom cries out in pleasure as her pussy grows warm with her cum. It grips me and squeezes, trying to get me to cum, however, I don't cum and instead begin to slow my pace to a stop. I let Mom enjoy her orgasm. Her eyes are closed and her face is contorted in a very beautiful manner.

After a minute, her orgasm passes and she opens her eyes. Out of breath she says, "My turn to do the work. Lay back on the bed." We switch places and I lay in the middle of her bed face up. Mom stands over me and squats down facing me. She reaches down and rubs my cock between her perfect pussy lips, before sinking down onto it. When my cock is buried all the way inside her pussy Mom lets out a sigh. Then she moves herself up again before beginning to rapidly ride my cock. With each movement up and down, her large tits bound up and down, becoming a mesmerizing sight. I shift my gaze up at Mom's face, which is red and sweaty as she rides me quickly. Her breathing is ragged and fast ad her mouth hangs open. Finally, I look down at her pussy. Her juices and cum are pouring out, landing on my cock, pubic area and my thighs as well as her own thighs.

I feel my own orgasm begin to build, "I'm going to cum Mom."

Mom smiles and throws herself down on my cock with renewed vigor. I feel my balls drain as I cum deep inside my own mother's pussy. Despite already cumming with Kenzie twice today, I leave my large load deep inside Mom. As my cock begins to soften, Mom pushes herself up and bends over, giving me a view of her pussy between her ass cheeks. "Sit up and watch this." Mom says, looking back at me. I kneel behind her as she squeezes her pubic muscles. After several strained grunts and some hard breathing, Mom's pussy finally begins to squeeze out the mix of our cum.

She reaches a hand back between her legs and scoops up some of it with her finger, before bringing it to her mouth. Mom sighs with happiness and says, "That tastes amazing. Let me go clean up and I'll be back in a minute." With that, Mom stands and walks to the bathroom. I grab my boxers and put them on, unsure of what else to do. I stand around for a few more minutes before Mom comes out, still naked, but no cum leaking out of her anymore. She looks at me and asks, "You ready to hear something now? I need you to not tell anyone because it's a surprise."

I answer, "Yes. I won't tell anyone."

Mom smiles, "The day after tomorrow, A..." Mom is cut off by a knock at the door.

"I'll tell you later. Go see who it is." Mom says quietly to me.

I look through the peephole and see Kenzie standing impatiently on the other side of the door. She is wearing short gym shorts and a tee shirt for sleeping. I turn back to Mom and mouth, "Kenzie."

Mom mouths back, "Open it." I nod and open the door. Kenzie is standing there looking at me. Then she looks behind me and sees Mom sitting naked on the bed.

She comes in the door and closes it behind her. Then Kenzie asks me, "What is taking so long? And why the fuck is Mom naked?"

Mom says sarcastically, "Good to see you too Kenzie."

I stand in between them in only my boxers, unsure of what to say. I stutter, "We..."

Mom glares at me before saying, "We were just going to the hot tub. Want to join?"

"Naked?" Kenzie asks.

Mom sighs, "After these past few days your still not comfortable being naked around us?"

Kenzie looks at me, "I'm not sure how I feel about it yet."

Mom nods, knowing more than Kenzie thinks she does. Mom asks, "So are you going to join us?"

Kenzie sighs, "I guess it won't hurt."

Mom smiles, "Good. You too Tom!"

I drop my boxers then look expectantly at Kenzie. Kenzie shoots me a dirty look and pulls her shirt over her head, then unclasps her bra. Kenzie then drops her shorts and panties in one motion. She bends over and picks all of her clothes up before placing them on the edge of the bed. After she stands straight again, Kenzie says, "Okay... let's go."

Mom leads the way to the hot tub, I follow her and enjoy the view of her ass. Kenzie walks next to me and catches my gaze. "Perv!" She whispers to me with a smile. I give her a look as Mom opens the door for us. Kenzie motions for me to go first and then she follows, closing the door behind her. Mom steps into the hot tub and sinks down into the water, sitting in one of the corners. It is a very small hot tub, with room for about two people.

Mom sees the problem and says, "Tom, you sit first and Kenzie can sit on your lap. You both comfortable with that?"

Kenzie looks at me, confused, but I answer, "Okay." I climb in the tub and sit on the other side. Kenzie follows and sits on my lap, her ass resting on my upper thighs.

"Isn't this nice?" Mom asks. "My two beautiful children relaxing with me on vacation."

Kenzie nods, "Yeah. It's been pretty interesting so far."

Mom smiles, "Oh yes... and I think it will only get more interesting."

Kenzie asks, "What do you mean?"

Mom looks from me to Kenzie before saying, "Well your father is out with Aunt Anne right now. After tomorrow, she might be joining us here."

Kenzie looks startled, "But we haven't seen her in years!"

Mom nods, "I know, but she is my sister and well... your father and I have some... history together."

Kenzie looks back at me in disbelief. Then she demands, "Explain right now!"

Mom sighs and says, "Anne and I used to... play together. It started small with making out but eventually turned into full on sex with my own sister. A bit like you and Tom but spread out over a year or so."

Kenzie goes pale, "Wha... how do you know?"

Mom smiles again, "Well, your teasing on the beach gave it away. But I asked Tom and he told me about it."

Kenzie looks at me in shock, "What the fuck?"

I start, "I'm..."

Mom holds up a hand to silence us both, "Relax you two. Your Dad and I figured this would happen. I know for a fact I'm happy for you guys and I hope this makes you closer with each other. Maybe even... your Dad and I?"

I look at Mom. "Dad and you what? Are you asking Kenzie and I to..."

Mom nods, "If you are interested. It would be better for that to happen now than when Anne shows up and wants to... spend time... with you."

"Hold up!" Kenzie says, "You and Dad brought us here knowing we would probably have sex? This whole thing was to make us closer as a family?"

Mom nods, "Has it worked?"

Kenzie pauses, "I guess a little. I'm more... comfortable around you guys now."

Mom smiles, "That's what I thought. But for now... let's just relax." Kenzie looks down at me with a confused look on her face. But after a moment, it passes and she looks out at the last remnants of the storm. Then she lays back, our legs intertwining and her head resting next to mine. We sit in silence for a few minutes, I was thinking about what Mom had just told us.

Finally, Kenzie breaks the silence, "So Aunt Anne wants to have sex with me?"

Mom looks at Kenzie before answering, "I believe so. She said she was looking forward to alone time with the two of you."

Kenzie looks worried at the news. This prompts mom to ask, "What's wrong sweetie?"

"I've never... been with... another woman. I don't even know how to start going about it."

Mom laughs, "You want to find out now? I'm sure Tom would like to watch."

Kenzie stands up in the hot tub, the water comes to about her waist. She pauses, "Mom... I..."

Mom stands also, "Think it would be weird? Any weirder than you and Tom having sex?"

Kenzie sighs, "I guess not..."

Mom smiles, "Good! Let's take this slow and see where it goes."

Mom and Kenzie leave the hot tub and I sit on the ledge, me feet out of the water for a better view. Mom wraps her arms around Kenzie and pulls her in close. Mom's breasts mash into Kenzie's as the two of them kiss. Kenzie is clearly hesitant at first, but soon accepts that she is kissing Mom. The two of them are soon passionately kissing and Mom's hands begin to explore Kenzie's body. One rests on Kenzie's nipple, giving it a small pinch. Then Mom's hand continues to move down and behind, running over Kenzie's ass. Kenzie pulls away from Mom slightly at this point, giving Mom better access to her daughter's pussy.

Mom reaches between Kenzie's legs and runs her hand over the length of her pussy. Kenzie shudders from the touch and looks into Mom's eyes. Kenzie says, "This is really turning me on."

Mom laughs, "I know! I can feel. Your dripping wet." Then she pulls her hand away from Kenzie's pussy and holds up her finger covered in Kenzie's lube. From one pass over Mom's fingers are shiny and dripping with juices. Mom takes her wet finger and rubs it on her own nipples.

"Okay Kenzie, suck on my nipples." Mom orders. Kenzie hesitates, but slowly moves her mouth to right over Mom's large nipples. Kenzie then looks up at Mom and runs her tongue over Mom's erect nipple. Then Kenzie takes the whole thing in her mouth for a few seconds, before releasing it. Mom looks down at my sister encouragingly, "Good start Kenzie. Now feel my pussy." Kenzie runs two fingers over Mom's slit and pulls them away.

Kenzie says, "Holy shit Mom! Your dripping wet."

Mom smiles, "Kenzie, you don't know how long I wanted this to happen. Let's bring this inside so no one hears us." Mom then grabs Kenzie's hand and pulls her inside the hotel room and leads her to the bed. I follow, and sit on the bed next to them and watch. Mom pushes Kenzie back onto the bed then climbs in between her legs. Kenzie lifted her head and watches as Mom rubs her finger's over both her own cunt and Kenzie's. Kenzie lets out a soft moan as Mom's fingers work her clit.

Mom stops suddenly and asks, "Want to try something?" Kenzie nods and Mom continues, "I get on top of you and eat you out while you eat me out from below."

Kenzie smiles, "I'll try."

"Good!" Mom says with a smile as she stands and walks over Kenzie's head and lines her vagina up with her own daughter's mouth. I feel my cock grow hard, and Mom drops her vagina onto Kenzie's face. Then Mom lowers her own face in between Kenzie's thighs. I watched in disbelief as my Mom and sister rubbed at and licked each other's forbidden holes. I can hear the occasional moan from one of them as well as many loud slurping noises.

Kenzie pulls her head away from Mom's pussy and cries out, "Fuck yes Mom! I'm going to cum!" Kenzie's whole body shakes and she moans loudly as she cums. She closes her eyes and her legs begin to shake violently Mom grabs her thighs to hold Kenzie still. Kenzie's orgasm lasts several more seconds, Kenzie's moans finally subside and she opens her eyes, breathing heavily. Kenzie finally says, "You really know what you're doing Mom."

Mom smiles and sits up vertically, "You could say I've had some practice before. You owe me one now." Mom lowers her wet hole towards Kenzie's mouth and Kenzie raises her head and meets Mom half way. Kenzie grabs Mom's hips and begins to slurp at her pussy, Mom gasps and her breathing increases fairly quickly. I have begun to slowly stroke my cock, enjoying the show, watching two of the hottest women I know play with each other.