Family with Benefits Ch. 03

Hi again! Steph here! Ya know what one of the best part of swinger orgies is? Well, yeah, getting to fuck lots of hot people is awesome, but other than that, you get to learn and try a lot of new things. The trick, though, is you can't be jealous. At all. Fortunately, I'm not, so it didn't bother me a bit seeing my boyfriend fucking my Mom. His magnificent cock filling Mom's beautiful pussy was a wonderful sight. It'd have been a bit hypocritical of me to be pissed, anyway, seeing as while he was fucking my Mom, I was fucking his.

Anyway, where was I? Oh, yeah, you learn a lot of new things! One party was a bit odd, because Brian's sister was there and he wasn't. When I got there, Brian's Mom discretely handed me a note from him. It read, "Hey Steph, sorry I can't be there. Britney, my sister, is going to be there and seeing her have sex icks me out. I know it's weird that I'm fine with seeing Mom and Dad fucking, but not Brit, but it is what it is. If you two want to play, that's fine with me, just don't tell me about it, ok? I'll see you soon, babe."

If he had asked, I could've told Brian why seeing his sister having sex weirded him out. She's young, she's hot, she turns him on and, deep down, he wants to fuck her, but won't admit it to himself. His loss, she's fucking amazing in bed! Knowing that Brian couldn't deal with his lust for his sister told me that not letting him know about Mom and grandma was a good choice.

I hadn't been there long when I ran into the hot Latina who ate me out at my first party. We found a nice, quiet corner and got to know one another better. During our conversation, I found out her name's Maria, she's very sweet and she has a cute little landing strip above a pretty, and delicious, little pussy.

After Maria and I finished, I decided to walk around and enjoy the view a bit. I was hoping to run into Brian's sister, so I could meet her. If I couldn't find Britney, I'd have happily settled for finding someone pleasuring Mom. As luck would have it, I found both! Mom had quite the audience, enjoying a foursome with Brian's family. Mom was riding Britney's strap-on and sucking Dave's massive cock, while Sue was fucking Mom's ass with a long, slim dildo. I wished I could join in and play with Mom, but I knew that was a bad idea, so I just watched. I love watching Mom get fucked. Obviously not as much as I love fucking her, but still it's a great view.

"Have fun, Mom?"

"You know it, baby. Hope you enjoyed the show."

Sue stepped up with her arm around Britney's waist. "Steph, have you met my daughter?"

"So you're the Steph that I've heard so much about. I'm Britney, pleased to meet you."

"Hi Britney, the pleasure's mine!"

"How about we slip away to somewhere a bit more private so we can talk. Get to know each other a bit better. Maybe make the pleasure ours?"

Britney took me by the hand and led me to her room. We spent some time chatting, getting to know one another and I found Britney to be a very smart and funny woman. She leaned over and kissed me. Her lips were so soft. Britney wiggled the strap-on that she had used on Mom, still glistening with Mom's juices, at me. "You want this?"

I didn't hesitate to straddle Britney's hips and slide down onto the dildo. We kissed and our breasts rubbed together as I fucked myself on Britney's strap-on. It was a shockingly intimate moment with someone who I had just met. After I came, I kind of just leaned on Britney and she held me as I caught my breath.

"That was amazing!"

"I'm glad you enjoyed it. And thank you for helping me cross 'fuck a mother and daughter' off my bucket list," Britney said with a mischievous smile.

"I'm glad I could be of service, but you know you can't just fuck a girl and not feed her."

"And what is it that you want to eat?"

"You. First, let's get this cleaned up, though."

I didn't hesitate to lick the strap-on clean. It wasn't until I was well into it that I realized Britney may figure out that Mom and I were intimate based on that. Oh well, too late to stop now! As soon as the dildo was clean, I slipped it off of Britney to get to work on her. Britney has the longest inner labia that I've ever seen, and they're such a pretty shade of pink. I sucked on them and gently tugged on them with my lips, which really got Britney moaning and made her even wetter.

I spread Britney's lips with my fingers, then plunged my tongue deep inside her. Let me tell you, Britney tastes amazing! I licked and sucked at that sweet little pussy with uncontrolled fervor until Britney treated me with a flood of her delicious cum.

Britney exclaimed, "Oh my god, that was amazing! Before today, I would've said you're a lucky girl to have Brian, but now I think he's the lucky one!"

"Brian is a great guy, and I am a very lucky girl to have him."

"Yeah, my brother's a great guy with the body of a Greek god and a magnificent cock. That thing would make a horse jealous!"

"Wait, are you saying that you and Brian have, um...?"

"Sadly, no. I've seen what my brother is packing, but I haven't had the pleasure. The closest we've gotten is when I caught him staring at me while I was sunbathing topless. I decided to tease him a bit, so I slipped my hand down my bikini and got myself off while he watched. By the time I was done, he was pitching a massive tent and I hoped he'd come over to play, but he just went back inside. I hope he at least beat off thinking about me, but it's hard to tell. He's got hangups about incest. Unlike me, and I'm guessing, based on how you didn't hesitate to fuck and suck a dildo straight from your Mom's hot cunt, unlike you too."

"Well, Mom and I may have played. A little. Just experimenting, though, you know?"

"Oh, no need to be shy or ashamed about it. Your Mom is fuckin' hot!"

"How about you? Have you done anything with your parents?"

"Not with Dad. Before he & Mom started swinging, they agreed to keep something in reserve that's just for them. So Dad won't fuck any pussy but Mom's, and Mom won't let any man's dick insider her pussy but Dad. It's kinda weird, but kinda sweet too. Plus, it doesn't stop me from fuckin' Mom, so it's no problem. And it's extra hot when Dad watches me and Mom. I just wish Brian would join. Mmm, can you imagine him and Dad standing there, stroking their magnificent cocks while Mom and I eat each other out? After we were done, they could come and give us a good hard fucking."

"This conversation has made me so horny."

"Me too. Wanna go find our moms and swap?"

"Yeah, let's do it!"

We found Mom easily enough, but Sue was a bit tougher. When we saw her, she was preoccupied with a hot redhead. Mom didn't waste any time getting back to flirting with Britney. "Hey you, thanks for the fantastic fucking you and your Mom gave me. Did you have fun with my baby girl?"

"Yes, ma'am. Steph works wonders with that tongue of hers."

I interjected, "Britney's amazing, too, Mom. You should definitely give her a try."

"Please, ma'am, I would love to have you sit on my face."

"Well, if I'm going to be cumming on that lovely face, I think we should be on a first name basis. Please, call me June."

Britney lay down on the floor and motioned to Mom, "come here, June, I'm dying to taste you."

I glanced over to where Sue was to see if she was free, but she and the redhead had been joined by a cute brunette. On top of it all, Mom was on top, so I couldn't double-team Britney with her. Oh well, I guess I'd just have to watch my new friend 69 with my Mom. Yep, poor me, having to watch my beautiful friend lick my Mom's sexy, delicious little pussy. Watch as Mom's sweet cum flowed out of her and over Britney's soft lips and tongue. Watch and look forward to getting Mom alone so that could be my tongue inside her.

I was so focused on watching Mom and Britney that I didn't notice Sue was there until she put her arm around me. "Sexy isn't she?"

I didn't have to ask which one she meant, the answer was yes either way.

Sue wrapped her arms around my waist and leaned her head on my shoulder. In a room full of people fucking, it was the most intimate act possible. Sue looked up at me, "I hear you were looking for me."

"Yeah, I was hoping we'd get a chance to play."

"I'd love that. Do you want to wait for Britney and June to finish first, though? We can watch your Mom cum on my baby girl's face, before I cum on your face."

"You read my mind, Sue." I turned to kiss Sue. In the brief time I'd known her, I had come to really like Sue. She's smart, sweet, kind and oh so sexy. Mom's moans grew louder and more frantic. Sue broke our kiss and said, "I think your Mommy's about to cum! Oh yeah, look at that sweet cream flowing down my baby's face!"

I couldn't help licking my lips as I watched Britney continue licking Mom's lips. As Britney and Mom separated, they smiled and walked over to us. I was hoping to get a kiss from Britney and get to taste my Mom on her lips, but I got an extra treat. Britney pressed her mouth to mine and parted her lips, sharing with me a mouthful of Mom's pussy juice. From beside me, I heard Sue say, "Mmm, delicious. Thank you for such a sweet treat, June." I assumed Mom had done the same for Sue that Britney did for me.

Britney leaned back and said, "Your Mom tastes so good, now I know where you got that delicious pussy of yours."

Mom smiled at Sue and said, "Britney sure does know how to eat pussy. Someone must have taught her very well. Since you got to watch Britney and me, I think it's only fair that you let us watch you and Steph."

Sue smiled at me and said, "I'm always happy to play with this beauty." Turning to Britney, she asked, "Do you want to watch me make your new friend cum, baby?"

"Yeah, I'd love to see that, Mom."

I didn't need to be asked. I laid down in the floor and beckoned to Sue, "come sit on my face, beautiful."

Sue sat on my stomach, her knees on either side of me, then leaned forward to kiss me. Sue whispered in my ear, "I've been hoping for a chance to play with you all night." Sue turned around and I was salivating as she lowered herself to my waiting mouth. It didn't strike me as the least bit odd to be making love to a woman whose adult children I was also fucking. If anything, it felt like we had an even deeper bond because of it.

Sue was already wet when I slipped my tongue into her velvety folds and the taste was utterly intoxicating. As we licked and sucked at one another, I couldn't help but think back to earlier when Sue was fucking Mom's ass. Would she do that to me? What would it feel like? I was curious, but also a bit afraid. I knew that Sue wouldn't intentionally hurt me, but it was still scary. I'd have to ask Mom, I knew she'd have good advice.

After Sue and I finished, we collapsed together on the floor. Mom and Britney lay down beside us, and we all held each other, kissing and lightly touching. Finally, with exhaustion beginning to claim us, Mom and I left. As we reached the door, Sue stopped us to say, "You know, you two are welcome here any time. We really enjoy your company and would love to entertain you in a more... intimate setting." Mom said we'd take her up on that offer and we left. When we got home, we took off our clothes and got into bed, and I drifted off to sleep in Mommy's arms.

The next morning, Mom noticed that I was just picking at my breakfast. "What's wrong, baby?"

"Nothing Mom, just thinking..."

"What're you thinking about?"

"Well, yesterday when you were riding Britney, Sue was putting something in your butt. I was just wondering what that's like."

"Well, with a kind and attentive lover like Sue, it's fantastic. Brian's not pushing you to try it, is he?"

"Oh, no, he hasn't mentioned it at all. It looked like you were enjoying it, and I wondered what it was like."

"Ah, good. No matter how gentle he is, I think that monster between his legs would tear you in half."

"I know, Mom, but, is that something, um, that we could maybe try together?"

"Of course, baby. Let's go to the living room."

Mom had me get on my hands and knees on the sofa, then sat behind me. She had her hands on my butt, holding my cheeks apart. "So pretty. Let's get you warmed up, sweetheart." Mom started licking my pussy. Holy shit, she didn't just warm me up, she set me on fire! I was dripping wet and was ready to cum. To my great dismay, Mom pulled back, but then slipped two fingers into me. I thought Mom was going to finish me off with her fingers, but then she pulled those back.

"Mommy, please!" I couldn't help but whine. I was so close and wanted to cum so badly.

I learned that Mom had scooped up a dollop of my juices when she let them drip onto my butthole. Then I felt Mom's finger on my tight hole. She stroked back and forth. Mom started applying very slight pressure on my butt and licking my perineum. Mom started stroking my back with her free hand. "Relax, baby girl. This won't hurt, but I need you to relax."

I took a couple of deep breaths and, as I relaxed, Mom's finger slipped into my ass. "There you go, baby. You're such a good girl, baby." Mom moved down to run her tongue in circles around my clit, while she fucked my ass with her finger. At first it felt weird, very weird, but as Mom kept fingering my ass and licking my clit, it quickly moved to feeling very, very good.

"Oh, fuck, Mommy! That feels so good!"

Mom started sucking on my clit. It felt so good, I was getting so close!

"Oh Mommy, oh Mommy!!"

"Cum for me, baby. Yeah, that's Mommy's good girl."

I had an amazing orgasm on Mom's finger and tongue. It was a new experience, having my ass and pussy played with at the same time. When I could see straight again, I curled up with Mom. She played with my hair while staring in my eyes. "Did you enjoy that, baby?"

"Enjoy it? Mom, that was amazing!"

"I'm glad you enjoyed it, baby. You did so good. I think you'll enjoy it even more with more practice."

Mom's a huge believer that practice makes perfect, so she fucked my ass every night until I could take her slim vibrator. She was certainly right, it got better as I got used to the experience and better at relaxing.

Mom and I were eating breakfast, when Mom said, "Your grandma's coming over this evening. Do you want to try getting double-penetrated?"

It had been a couple of weeks since Grandma had been over and I had really been missing her. Trying something new with her seemed like a great way to welcome her back.

Grandma showed up for dinner wearing a t-shirt and skin-tight jeans that really showed off her body. I pulled grandma close and kissed her, giving her a good groping, using one hand to play with her boobs and the other hand to give her butt a good squeeze. Grandma wasn't exactly shy either, slipping a hand up my skirt to play with my pussy.

"Ok, that's enough, you two. No dessert before dinner!" Mom interrupted us, then kissed grandma herself. "I missed you, Mom. Let's have dinner, then we can eat."

We managed to behave ourselves during dinner; other than some flirting, we'd have passed for a "normal" family. That went out the window at dessert time, though. We went to the living room in a line, with me in the lead and grandma in the middle. We have a nice, comfy rug in the middle of the room and I stopped and turned when we reached it.

A bolt of lightning ran through my body when grandma's lips touched mine. Mom reached around grandma and pulled her close, then unbuttoned her pants. I slipped my hands up grandma's shirt to play with her boobs as she split her attention, reaching back to grab Mom's ass with one hand and slipping the other up my skirt to play with my pussy. Mom kept one arm around grandma's waist to hold her and slipped her free hand down the front of grandma's pants. Mom nuzzled into grandma's neck, lightly kissing while she fingered grandma. She told grandma breathily, "I've been looking forward to this all week, Mom."

We stood there, playing and enjoying the warmth of one another. We were mad with lust when Mom stopped us. "Wait, Mom, wait. Steph wants to try something new." Her hand stopped moving in grandma's jeans, but she didn't let go of her.

Grandma whimpered briefly in frustration and stopped fingering me. "Oh? What is it that you'd like to try, sweetheart?"

I managed to string together the words, "I want you both to take me, to fuck me. At the same time."

"Ok, sweetheart, just tell me what you want me to do."

:Mom handed grandma a strap-on harness with a very impressive dildo. "Put this on and lay down, Mom."

I was trembling with anticipation as Mom and grandma both stripped off their clothes and stepped into their strap-ons. Grandma finished first and took her place on the floor. She wagged her large strap-on and gave me her best come-hither look. I stared into grandma's eyes as I slowly impaled myself on her massive dildo. The look in her eyes was a mix of unconditional love and unbridled lust as the silicone cock slipped between my lips, spreading me open and filling me completely.

I leaned forward to kiss grandma and, in the process, left myself completely exposed for Mom. As my tongue danced with grandma's, I felt Mom's finger stroking my asshole, lubing it up. I felt a slight pressure and relaxed as Mom slid into me. I wish I could tell you how good it felt to have Mom and grandma penetrating me, but I don't have the words for it. We got into a good rhythm, with Mom and grandma fucking me. Our lovemaking wasn't as energetic as it often is, but the feeling of fullness more than made up for it. It was amazing and I came harder than I ever had before.

To thank them for such a fantastic experience, I had grandma and Mom take turns sitting on my face. Grandma took the first turn. Eating her pussy is such a treat; it's so pretty and tastes so good. I wished she could stay with us all the time, but she couldn't. We had all weekend to play, though, and I wasn't going to waste time regretting what I didn't have when I could spend that time enjoying what I did. And all three of us really, really enjoyed our weekend together.