Tag: sexy GILF

They Are Filming A Porn Flick

mommy phone sex lilly1The house across the street has been up for rent for a long time. Yesterday they took down the for rent sign and today a huge truck pulled in. Along with several cars filled with people. I watched all day while the twins were in school as they unloaded huge lights and furniture out of the first truck. Then another pulled in and they began to unload massive filming equipment.
Curiosity had the best of me and I kept watching.
The twins came home and I could barely give them attention for watching the goings on across the street. It didn’t take long before the twins were right next to me chattering and asking questions as we all watched.
Night fell and the house lite up with all the big lights they unloaded earlier and the front window curtain was opened.
That is when we saw several naked people pass by the window in the front room.
I couldn’t take it any more. I instructed the twins that we were going to go look in and find out what was happening. I told them we had to be careful and quiet. We were all excited to go check it out.
I am teaching them to be voyeurs I thought as we went across the street to spy on the activity.
It didn’t take us long to realize that they were filming a porn and it was hot as hell.
We watched for over an hour before going back home and acting out the scenes we had just watched.
The twins first experience with voyeurism was watching a porn being filmed, that is some hot shit right there.kinky phone sex porn

Daddy’s Friend

Kinky Phone SexMy parents were having another party and everyone will be there! I was so excited because I get to see my special friend. He has been my daddy’s friend for as long as I can remember and he always gave me all kinds of special attention. I loved the way I used to sit on his lap and he would hold me sooo close. I could feel him get hard underneath me and sometimes he would let me touch him and lick his hard pee pee if I promised not to tell.

Well I am all grown up now and I can’t wait to show him what I have learned!

He came with his new wife but I was not going to let that stop me! I followed him around like a little puppy, brushing up against him and taking every opportunity to bend over and stick my round tasty ass in front of him. I made it very clear that my ass was his to do with as he pleased!

I walked past him one final time and announced that I had to freshen up in the little girls room, hoping he would take the hint!

I was so excited when I heard a knock on the door and opened it to see him standing there with a bulge already growing in his pants!Sexy gilf

He wasted no time and bent me over the bathroom counter and plunged that hard cock deep inside my tight wet pussy! As he was fucking me hard and deep with massive dick, he rubbed his fingers against my slippery little clit. That was more than enough to drive me wild and I completely lost control. He pulled his wet cock out so I could swallow his yummy cum and lick it clean, but I ended up cumming at exactly the same time. He didn’t seem to mind the huge puddle I had created on the floor beneath us!

He was even better than I imagined!

We had snuck away a few more times that afternoon. One time his wife even acted very suspicious but I didn’t care! I had him first and I will have him again!

If she was fucking him the way she should be than he wouldn’t be fucking me! Maybe I should let her watch! Then she could learn how to please him the way I do!

His Little Girl

cheap phone sex lillyHe called and asked if I wanted to come over for the afternoon. He was going to treat me to lunch and a movie and then he wanted to go back to his house and enjoy some role play. My nipples were tingling like crazy knowing he wanted to role play. It is a game I enjoy with him because he is always so creative. I got dressed and headed out. When I got there he told me he wanted me to change. He sat me down and put my hair in pig tails and took out the cutest little dress. I thought he was going to have me be his little girl and we were going to role play before and after lunch. But that isn’t what he had in mind. He put the dress on me, which was very short, but he wouldn’t let me wear undies. He slipped some cute little pink shoes on me and told me we were leaving. He wanted to flaunt me around town as his little girl all day. He took me to a fancy restaurant for lunch and order me a huge lobster. he told me to eat it with my hands like a little girl would and to be nice and messy. At first I was embarrassed but when I saw the lust in his eyes as he watched me I started to feel myself get wet. That is when I felt his hand under the table slide up my leg and his fingers slide into my bald cunt. This was going to be the best role play day ever!teen phone sex lilly

The Old Arcade

mommy phone sex lillyI love taking the twins to the old arcade. I don’t know why the old man keeps it open, no one ever goes there anymore with all the new fangled video game systems they have now days, but I am glad he does. When the twins and I go we have the entire place to ourselves and the old man is still a horny old coot. When I was younger and the place was hopping he used to take me in his office and I would suck his cock for free tokens all day long. His taste for this blonde ass hasn’t changed only now he gets me and the twins. He loves Michelle and has grown very fond of Mikey too. He is impressed at how well I have taught Michelle to suck cock and in fact has said that when she is sucking the skin off his dick it takes him back to the old days when I would do it. She always get first shot at him. We play all the games until lunch time and then the twins get to watch the old man fuck mommy on the pinball machine. He empties his load deep inside me and watches Mikey lick me clean. By the end of the day and after his nap he is ready for all three of us at once. I really hope he never closes the place down…..

Sissy Boy

sissy training phone sex michaelI saw this poem and it struck a soft spot in my heart for both my dear little sissy boy and for our very own special sissy. I hope that all my sweet sissies out there enjoy it too. Goodness knows I love each and every one of you and enjoy our sissy time together.

The Sissy Boy

By: Edwin Carty Ranck

Beware the Sissy Boy my little one,
Not because he’s very wild;
The Sissy Boy is never that,
Although he’ll run if you say “Scat!”
The Sissy Boy’s infinitesimal,
He is not worth a duodecimal.

If you should take a custard pie
And hit a Sissy in the eye,
He would not go before a jury,
He’d only blush and say “Oh Fury!”
For he is perfumed, sweet and mild,
That’s just his kind, my dearest little one.

One should never strike a Sissy,
He is too lady-like and prissy.
You do not need to use your fist
But merely slap him on the wrist,
And if this will not make him budge,
Then glare at him and say “Oh Fudge!”

The Sissy sports a pink cravat
And often wears a high silk hat;
His voice is like a turtle dove’s
And he always wears the “cutest” gloves.
At playing ping-pong he’s inured,
And his finger-nails are manicured.

He uses powder on his face
And his handkerchiefs are trimmed with lace;
He loves to play progressive euchre
And spend his papa’s hard-earned lucre.
He wears an air of nonchalance
And always takes in every dance.

Socially, he’s quite a pet
And always fashionably in debt.
He hates to be considered slow
And poses as a famous beau.
He loves to cut a swath and dash
When papa dear puts up the cash.

This, my littleone, is the Sissy Boy
Who acts so womanly and coy.
His head’s as soft as new-made butter;
His aim in life is just to flutter;
Yet he goes along with unconcern
And marries a woman with money to burn.

We love you Sissy!

Colors Of The Rainbow

sissy training darla (2)It’s time to introduce him to the wonderful world of variety…yes I think he is ready for the gay, lesbian, transgender and trans sexual community. I think he will fit right in with all the colors of the rainbow out there. So this weekend he is spending the entire weekend with a fiend of mine that is gay and going to throw a bash for a wide assortment of people with a wide variety of sexual appetites to introduce him to. The entire weekend is going to be recorded so that I don’t miss a minute of them teaching him the ways of their life style and how they explore sexuality. I can’t wait to see the new and unique fetishes they introduce him to and to find out what turns him on and what doesn’t . This is a stepping stone that he has earned and is so very ready for. I haven’t told him yet but plan on telling him at dinner tonight and my pussy has been so wet thinking about it and imagining the excitement he is going to have at the prospect of it all.

Time For A Tag Team

incest sex dorisI didn’t believe Inez when she came home and said this boy in her class was a virgin. How is that even possible in today’s day and age that a boy could be on verge of graduation and still not been laid? When she showed me his picture I really laughed at her. It wasn’t like he was a nerd or anything, he was a good looking young man.
Inez knew that I would consider this a challenge and do what I had to in order to change his status or find out if it was all some kind of game he played to get laid.
My panties were soaked thinking about popping his hot young cherry with my sexy daughter.
If he truly was a virgin he was about to come out in a tag team event that would make the WWF look like an episode of Barney.
Inez invited him over for an afternoon of fun in the pool and a cook out. We made sure that we were both dressed in the skimpiest bikinis we owned, both with g-string back and tops that barely covered our pink nipples.
Putting on an apron I started the grill while he and Inez swam and splashed around in the water. Watching them had cum dripping down the inside of my leg and I knew it was time.
I sat on the edge of the pool with my legs spread and the cream clearly visible to everyone. When I knew they were watching I reached down and scooped some up before sliding my fingers in my mouth.
Right on cue, Inez swam over and buried her face between my legs sucking up the juice that was already flowing freely. I motioned for him to join us and he hesitated so long that I was beginning to believe he was a virgin.
I finally coaxed him over and it didn’t take long to get him sandwiched between our bodies. I couldn’t believe how big his dick was, I wanted to devour it!
I decided I would be the first mouth he shot his hot load in and I would let Inez be the first tight young pussy he felt wrapped around his virgin dick.
We never did get to the cook out part….barely legal phone sex specials

Arcade Fun

incest phone sex lillyVideo games were taking over and catching on fast. There was one old arcade that was still opened. None of us really wanted to hang out there but the owner was so hard up to keep his joint opened that he let us do pretty much what ever we wanted when we hung out. We could smoke, drink, fuck, party….as long as we didn’t’ tear the joint up and spent our money he was pretty much cool with whatever we did. I know he would watch us when we had sex on the pinball machines and when we got high and would take naked pictures of each other. I am sure he sat back in his office and jerked his cock while we had our fun. This picture of me was taken just before I found out I was pregnant with the twins. My tits were growing and sore and my belly had that pooch to it. I had no fucking clue what was going on. I was young and naive and to tell you the truth the only thing I cared about was having a good time…..

Ms Piggy Sissy Day

panty boy phone sex sissyOur own Tinkerbell Transvestite had another Sissy Day. I would have never guessed just how much Sissy looks like Ms Piggy when she puts on a snout and piggy ears, the only thing that was missing was a curly piggy tail to make our Piggy Pet complete. One thing is for sure, if Ms Piggy ever needs a stunt double, our cross dressing Fairy Fag can stand in for her.The pink dress was perfect, in fact Ms Piggy actually has the same dress. How adorable is that? And did you see the cute little business cards that Princess Levi had made for our Little Dicky Sissy? They are such a pretty pink and Sissy looks so cute on them.sissy training buss card I think Sissy should have to pass them out on her Sissy day and offer her services for parties. I would love to see Ms Piggy Sissy be the entertainment at a cross dressing drag queen’s birthday party. You know instead of a clown or a magician, they could hire Ms Piggy Sissy. That would be one way for our Blackmail Piggy Pet to earn extra money to give to Princess. Princess could be on the phone telling her Sissy what to do. Wouldn’t it be funny if Princess made Ms Piggy Sissy do a lump of shame in her panties in the middle of the party. Everyone would smell Stinky Sissy but no one would be able to see that Little Dicky getting hard because that lump of shame is bouncing around in her pretty frilly panties.crossdressing phone sex bacon Of course Sissy would have to record the entire thing so she could show it to Princess and be critiqued on her performance. I am sure it would take several parties and several tries before Sissy got it just right to Princess’s satisfaction. In the mean time we could all watch Sissy perform for us. And if Sissy made Princess mad, Sissy might find the videos on you tube like those pretty videos of spa day!  In fact there very well may be something in this blog that is linked to the video of those beautiful long eyelashes being applied. What a bid smile Sissy had on her face in that video! Happy hunting I know your going to look for it so you can watch the video.hot phone sex sissy

Sunday Best

mommy sex

I had just finished putting on my Sunday cloths, as my grand-son James, wanted to take me to church.  I don’t normally go to church, but James said he really wanted to see me.  I heard his knock at the door and let him in. I gave him a big hug and a kiss, and could sense my pussy twinge. We had not played in a long while, and I was turned on by his tall frame and hard teen body.

Something was off with James today, I could see a distracted look on his face. “What’s wrong sweetheart? Tell Nana what’s going on?”   He stammered that he did not want to go to church, he just wanted to talk. I put on the kettle to make tea and asked if it was alright for me to change out of my Sunday cloths into something more comfortable.  I went to my bedroom and undressed. I put on my favorite pink shirt and shorts, no bra or panties.

When I went back to the kitchen, James had also changed out of his suit, into a pair of dark denim with a black tank top. I poured us some tea and headed to the living room. I asked James what was going on. He sat next to me and looked so sad. “Nana, I really like this girl at school, but I feel so awkward around her.  I just don’t know what to do”.  I pulled James in close and wrapped my arms around him tightly, kissing the top of his head. “You are a wonderful young man and any girl would be proud to have you!”

He turned into me and said “Nana, I love you…”  The next thing I knew, he was French kissing me hard. My pussy got instantly wet, and I french kissed him back.  I took his hand and placed it on my breast and he went to work kneading and pinching. I looked into his eyes and reached down and rubbed his growing cock.  We quickly undressed each other and moved into a 69. His cock tasted so good in my mouth as I swirled my tongue up and down his smooth hard shaft. I ground my hips against his face as he continued to suck on my clit and finger me.

He looked up shyly and asked if he could fuck me. I was so proud of him! James was taking the lead. I smiled and flipped over on my back. He pushed me on a diagonal and lifted my leg. He took me eagerly with such hard strokes I cried out in pleasure. Thrust after thrust my hungry hole just begged for more and more. He finally shot his hot load deep in my twat and it was pure heaven.  We spent the rest of the day fucking and sucking each other. I am one lucky Nana!  I can’t wait to see him again next Sunday!

mommy phone sex - Bernadette