Category: Brother/Sister Phone Sex

Cuckolding Phone Sex with Brookyln and Marissa: Training Our Sissy Brother on Family Vacation

I don’t come from a big family. I have my brother and my sister Marissa. The girls got the looks in the family and the kick ass bodies. Our brother didn’t fare so well.  He has the tiniest dick ever. It’s not even a dick. It’s a clit stick. Our parents are deceased, but as siblings we try to do a family vacation each summer. The three of us went to Aruba this year. Marissa and I love our brother and he is incredibly wealthy. In fact he pays for the vacation every year. But every year he also tries to fuck his sisters.

Marissa and I are both goddesses who understand size matters. We love him, but we can’t fuck him. Regardless of how much money he spends on us. We always tell him he should feel grateful we are even seen with him.  I mean really, he should be. He has a big wallet yes, but that is the only thing big about him.  We were walking around the beach together and he was in a Speedo and I swear even the native islanders were looking at him and shaking their heads. They knew there was nothing in his bathing suit.

On the last night of our family vacation, we all went clubbing. Marissa and I picked up two well hung studs. I mean there was likely 36 inches of pure man between the two of them. We brought them back to the suite to fuck. Marissa and I share real men together on occasion.  And these were two real men. The problem was our brother. He is delusional at times and thinks just because he is family and has money, we will eventually fuck him. We did not want him to ruin our good time, yet we also wanted to send a clear message that small dick guys have their place, it is just not in our pussies.

Marissa and I decided we would make our worthless pecker of a brother watch while we entertained each other  and our two studs. I got him drunk, and we brought him back to the room where Marissa tied him to a chair with her panty hose. We then paraded our studs in front of him. We pulled out their cocks and told him in unison, “This is what we deserve.” His eyes got wide with disbelief. Honestly, I don’t think he thought cocks came that big. Our fuck dates were enjoying the fact that we had him tied up and in girl panties no less.  Marissa’s idea. She told him, “Clit sticks belong in panties.” I thought our brother was gonna die of embarrassment when he saw us swallow those big cocks in front of him. One of the guys said to him, “I hope you didn’t think these hot bitches would waste their time with you.”

He did, but we didn’t. We fucked like porn stars in front of our brother. We took those big dicks in our cunts, mouths and asses. We shared the cocks too as sisters share everything. We even licked the cum out of each other’s pussies telling our brother that real men have tasty cum and big loads. Marissa went to kiss him and spit a little of that man batter in his mouth. He was red from embarrassment.  We fucked our well hung companions and each other all night long. And we made our brother watch and stay tied in that chair. He even peed himself. Such a pathetic sissy.

The next morning after we said goodbye to the real men, we untied our brother. Marissa explained to him that although we loved him, and appreciated the vacation he took us on, he had to understand that as goddesses we have standards and he just doesn’t measure up. We were prepared for an onslaught of sissy histrionics, but he said he got it. Seeing those big thick cocks and how well they fucked us, made him understand our worth, our needs. He promised to never try to fuck us again. In fact he suggested next summer we take a vacation to an island with nothing but big dick so he could watch us get what we deserved all the time. Marissa and I couldn’t believe he was finally seeing the light, but he was.  

Between now and our next sibling getaway, he promised to learn about fluffing. Turns out he wants to help us get the cock and pleasure we deserve. Our brother is now not only our sissy bitch, but our wing man on family trips. He promised to help guide big cocks to us and in us! This may have been the best family vacation ever.

“Play Time” Tree House

“Play time” Tree house. Part 1
Back home for a family gathering. I had some time off from College. Hoping I’d see my big brother I miss him so much. As I anticipated his arrival while sitting outside the front porch of our home, I played catch with our Black Lab, Simon. it was a nice day and my light pink dress felt good in the breeze. I couldn’t help but wonder how our old back yard, tree house looked inside. My brother and I used to go up there and have our own, brother, sister play time.  (giggles) I thought it would be nice to take a peek inside. I grabbed the soiled tennis ball from Simon and walked up the short stair case while he followed and opened the two large front doors to our home. As I walked back in to the house, I could hear everyone’s chattering in the dinning room, drinking wine and beer, but I didn’t stop for conversations, I just sent large smiles to everyone. I proceeded to the back sun porch, and noticed my Uncle John sitting in a patio chair, (or i called him “Big John” because I loved his big cock as a young girl ) he groped my ass on my way out the back door and raised an eyebrow at me. I peeked over my shoulder and gave him a wink. I love my family. I walked across the large grassy yard and looked up at the tree that we used to “Play” in. It looked a lot larger when I was a brat, maybe like Uncle John’s cock. haha.  I climbed up the side of the tree and up into the small area my brother and I spent so much time in. We had a lot of fun times in here. Our movie posters and concert ticket stubs were still pinned onto the inside walls. As I was reading the walls of the  memorabilia.. I heard someone say. “Hey Katy Lay” (That was my nickname). I Jumped out of my skin. “Oh hey Big John” He didn’t say a word. he climbed inside next to me and put my hand in his pants. His cock was as large as I remembered, actually a bit larger.
Continued

Sissy Phone Sex with Brooklyn: The Sissy Pity Fuck

I make no apologies for being a size queen. Look at me? Perfection. Beautiful body, gorgeous face and smart to boot. I deserve only the best in life and that includes cock. I have many men try to hook up with me. When it proves that they are nothing but a little boy, they become nothing more than a sissy or fluffer boy. Case in point, Sissy Christina below. Look at that pathetic excuse for a dick? You might have to get a magnifying glass to see it. That’s a clit stick at best and belongs in panties not boxers, or briefs nor even boring tidy whiteys. Hell, it should be in a fucking diaper at that size.

Well this particular Sissy is a fucking whiny ass bitch. Annoying as hell. Took years to break her and get her  to stop begging me to fuck her. Just about the saddest creature on earth. Why did I put up with her pleas and begging and overall pain in the ass antics? Because she is my brother and loaded. A computer software genius. What she lacks in dick, she has in brains. But no one wants to fuck just brains. It’s sad; I got both beauty and brains; she got just brains.

Ever since we were little, my brother tried to fuck me. I was the hottest woman he had ever seen. Well of course, when you are a short dicked ugly loser, women like me are not gonna fuck you. For 20 something years, my brother begged to bust a nut in his sister.  And, one night, in a total moment of weakness and shear alcohol consumption, I gave him a pity fuck at a family reunion at a beach house in Florida. I didn’t want to be there to begin with, but our mother guilted me. So, I drank like a fish the whole week. On the last night, my brother who was in his 30s at this point, came into my room and started crying. He admitted he was a virgin. Yes, like the movie only a 30 Year Old Virgin.  The girl he was seeing for months and whom he thought was “the one” laughed and ended the relationship on the night they were about to fuck for the first time. An unattractive, book worm, troll of sorts even rejected his little baby dick. I was tired and he wouldn’t leave. He was just so fucking sad and pathetic. I caved.

I said, “I will fuck you this once. But you tell anyone and not only do I castrate you but I disown you. And it will never ever happen again.” He promised. I was still drunk and only have awake. He fumbled to get his shorts down and when he did, I swear I burst out laughing so hard I nearly cried. He got on top of me, oblivious to my laughter and obviously not accustomed to foreplay. But, that was fine, no way I was cumming. I kept asking if he was in yet. I mean I couldn’t feel it at all. AT ALL. Just his sweaty body on top of me and his grunts. I started counting in my head until it was over. I got to 6. Literally three strokes and he was done. He claims he came, but I didn’t feel anything but shame for having given in.

After that horrible night, my brother became my sissy. My first sissy actually. I told him he needed to give up on trying to get laid cuz he was just gonna face rejection every time. I explained there are other ways to please women. He can be a cleanup bitch; a fluffer boy; a procurer of big cock; a source of entertainment; a sugar daddy. But he could never be a lover. He has accepted his fate. He is the best sissy a size queen cuckolding mistress sister could ever hope for. Have you accepted your fate yet?

 

Bambi Does Daddy D-Style

I’m a bratty teen who loves family fun!  Some may pretend that they have a blind eye to incest but I’m no fool.  I can remember from a tender age being taught how to hold a big cock with my tiny little hands.  Mommy practiced with me practically every day until I got it.

I think every little one should learn the ropes at home, that way you’re  a seasoned fuck slut!  My dad always took his time, made me feel comfy and wanted.  If you give your dad the chance I’m sure he will do the same.  Don’t be naive and think your dad is just a dad!  He totally wants to ram his rod in your virgin ass.  Every night you’re a hot butt fuck in his dreams.

Let’s also not pretend  that your daughter doesn’t yearn the chance to fuck you either.  All those pussy shots she gives you supposedly picking things up from the floor! Hmmmmm, yes; you know what I’m talking about.  Little sweetie wants your monster cock in her now.   Hot, wet , tight pussy is where the action is , it’s to your benefit to get the ball rolling.  I’m sure I don’t have to tell you twice

Mommy Haley’s Special Play Time

 

I’m in the mood for some special playtime with my little one so I have decided to invite a few my co-workers from the bar over.  I have the perfect record for some sweet entertainment.  My little little one is such a good eye catcher it only makes sense for her to be our entertainment tonight.  

Hmmmm., what shall I make her wear tonight?  Something that would tease the cock of any loving man. An outfit which shows off her tiny little, cherry colored nipples gets them all the time. I have put lots of time into teaching my tiny slut fuck how to entice grown men, tonight I’ll put her to the test.

 I would love to see her perform one of her strip tease routines I taught he when we went to Vegas!  All cute rays of sunshine need to have their cherries popped and stuffed, mine is no different.  I believe in teaching  and guiding her on every aspect of the sex world,  a responsible parent wouldn’t do anything else.  All of you seeking an experienced tight delight should reach out to me. I’d love to fit you into our schedule,  I make sure access to her sweet pie is always available; why not take advantage?  Trust me, she’s worth it.  

Sexy Sleepover

I had a dream my friend and I had a hot, steamy sleepover.  She has always loved to rub and kiss on my smooth chocolate skin when we have regular sleepovers but we never ever did anything. She has the biggest, bounciest tits I’ve ever seen and in the dream she wore the sexiest green outfit. It showed her tight firm ass and full breast perfectly. I saw myself trying to suck those enormous jugs but they were entirely too big to fit in my mouth. Instead my lips were sealed on the tip of her breast as my tongue swirled all around her nipples. I gave them a nibble that made her body tremble and her pussy flood. I felt the product of her passion dripping down my fingers and onto hand. Just when I got ready to tickle and lick her clit a man walks in and surprises us both. It was her hot ass older brother. He immediately grabs my ass and planted his face right in it. Feeling his warm wet tongue jet in and out of my ass made me want to explode. My mouth full of his sister’s sweet twat while he ate up my chocolate mud sundae was the hottest scene. I assume my friend and her brother fuck often because she hopped on his cock so fast I had no choice but to ride his face. I don’t blame them if they do fuck on the regular though because his cock was enormous! I watched her moan and ride his cock bouncing up and down while he grabbed her mouth- watering boobs. His meat it got shiny and wet from her sweet pink pussy and just as I was about to get my turn on his fat white rod I woke up. All I had left to remind me of the dream was a soaked cunt and a desire to have a sleepover as soon as possible.

Kissing Cousins

When my cousins cum over it is incest family fun all day and night. Daddy loves to watch us while he takes pictures and jerks his stiff cock. Eventually he ends up joining in on the fun. But we always get our girl time first. The Cousins putting on a show for Mama, Daddy and my Brothers. It makes us cum so much harder when they are watching and getting all fucking hot under the collar. Sometimes my Brother videos us so we can watch it at out next family get together. It never fails that they join in too before all is said and done. I love having such a loving family that enjoys fucking!

Phone Sex Fun

So I am off at college and my brother who I have a very special relationship with is back at home. I miss him terribly. I miss his cock so much my pussy aches for it sometimes. I could not go any longer without him. We were chatting on skype the other night and I brought up phone sex. My brother was hesitant. I begged him, please, pretty please. You don’t want to listen to me get off? I can tell you all the naughty things I would like to be doing with you. Finally he gave in. Yay! I was so excited. I was wet already. I told him to call me because I wanted to do it where we couldn’t see each other, only hear the sounds of each other. He told me I was silly but agreed so he called. I had a great orgasm. It was almost as good as when we are together. I explained to him that is because all we had were our voices and imaginations. How hot is that?!? We now have phone sex at least once a day!

I Love My Brother!

So you all know that I am off at college and miss my brother terribly right? He is back at home and misses me too. We see each other as often as we can but sometimes we go way too long without seeing each other. This is one of those times. Well it was anyways, that is until my brother surprised me. It was the best surprise I have ever received. I had just left class and was headed back to my dorm. I heard someone calling my name and turned to see my brother running towards me. I was so ecstatic! He said come on I have another surprise for you. He took me to a hotel. As soon as we pulled in I was wet. I just knew we were going to go into a room and fuck like rabbits. Well I was almost right. My brother had two of his friends waiting in that room. I had a great time with all those cocks! I can not wait for my brother to surprise me again!

Visiting My Brother

I am so excited! Thanks to the holiday I have a tiny break from college and am able to take a trip home for a few days. Oh I can not wait! I have been missing my family so much. Of course my brother holds a special place in my heart and honestly he is really who I am excited about seeing. I plan to surprise him and I already have a plan to do so. See he asked me if I was coming home to see him and I told him no because I have too much going on. I lied. I am going to dress so sexy. I am talking stockings and heels. Make sure I look sexy as hell and then sit in his room in his favorite chair and wait for him to come home. He is going to freak! I can not wait! The best part is I know he is going to fuck me like I have been waiting for!