Category: Sissy boy phone sex

Phone sex whore Peggy is training a sissy

phone sex whore“Phone sex whore Peggy is training her son to be a sissy!” That is what I overheard my neighbor telling her friend and I know I should be pissed that she is gossiping about me but I’m really not. It’s the truth, why should I be mad? My son is a little sissy boy, he always has been and now that he is getting older it’s time to take his training to a whole new level. I set up a date for him so of course I had to get him all ready and turn he into a she. First up was a nice warm bath to get him smelling sweet and then I dressed him in some sexy lil panties with a matching bra and a sexy black mini dress over them. Then came stockings and heels and then I did my sweet sissy boy’s makeup. By the time I was thru with him he was looking so cute and sexy and I knew that he would be very ready to get that cherry popped. I had a sissy lover coming over, he loves a boy like my son with a tight little boy cunt and I knew that by the time the night was over he would be the whore he had been dreaming of being for so long. Just getting him ready like that had my pussy dripping wet and I had to stop to make my lil sissy boy eat mommy’s pussy before our company arrived but of course my friend showed up while I was grinding on his lil sissy face. He was fine with it tho, it got him rock hard so he just lifted up my son’s dress and slid his rock hard cock right into that tight boy cunt right then and there! It was the best night ever!

Mommy Wants to Teach You Well

Sissy training phone sex

Do you want to jack off with Mommy and have some fun well you can do it don’t worry I’m ready for you? My little boy, you’re just so sexy you need your mommy to feed you good milk I have some I’ll feed you well I won’t let you starve you can eat my yummy cum. Mommy’s little boy is the favorite in the world he just dresses up like I want him to. I want to dress you up like a pretty little sissy oh my goodness we’re going to have fun. Don’t you know sweet boy that mommy just can’t help herself that moment that I caught you smelling my panties from my hamper it gave me permission to do whatever I wanted? Now Mommy has to train you to teach you just how to be a sissy, in fact, the best in the world. Don’t worry Mommy’s going to dress you up like a little girl and make you sell your nice tight booty two boys big boys with big dicks and big toys. Mommy’s going to tape you I want to videotape you well Mommy’s going to do it mommy loves the Way You Are. Now, why don’t you take your cute little nose and buried in mommy’s wet tasty pussy right now? Believe me, sweet son Mommy needs you to practice so that you could be the best cunt eater and dick sucker ever. I’m going to make so much money from selling my little boy’s mouth and asshole all day long. I want you to know son I won’t have any rules whatever the guys and girls want to do to you is allowed there are no problems with me what so ever. I love my sweet cum-filled cock boy I love all the little tricks that I’m going to teach you, and I love all the little skills that you already know. I want to watch you getting fucked by three guys at one time that’s called running a train, and they are going to run a massive big cock train on you. Are you ready little boy for the action to come, I know we’re going to have a good time. I’ll take pictures of your facial expressions while you’re taking big 10 inch cocks up your asshole. Now do as Mommy says and lick my wet pussy until I squirt all over that pretty little face.

Mommy Fucks Your Ass

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I came home early from work today and I found my dirty little boy wearing my favorite pair of hot pink satin panties. You weren’t just wearing them either. You were stroking your hard throbbing cock threw those soft satin panties. You were so enthralled with playing with your cock that you did not realize Mommy had walked in on you. I walked over and slapped your ass causing you to let out a yelp. Then I told you that naughty little sissy boys that play in Mommy’s panties get their tight puckered asses fucked. I told you to get down on your hands and knees. I pulled my huge black dildo out of my drawer and your eyes just about popped out of your head. I walked around in front of you and told you that you had better use your mouth to get it slobbery wet or I would be dry fucking your ass. You started sucking and slobbering all over that latex cock. I pulled down your hot pink panties and slapped your bare ass a couple more times. Then I shoved every inch of that big fat black dildo up your tight ass making you moan like a wonton slut. I pounded your ass hard and with out any mercy until your cock blew its wad of hot jizz.

Mommy’s Panties

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Mommy knows that you are such a naughty boy! I’ve caught you looking through Mommy’s panty drawers so many times, you naughty naughty boy! Today I walked in and caught you sniffing mommy’s panties. What do naughty dirty boys like you deserve? A little punishment on your bum bum. Mommy has you pull your panties down and lay across Mommy’s lap. I take my hand and start spanking your little bum until it turns nice and pink for me.

Mommy doesn’t like punishing her little angel like this, so I start rubbing your bum nice and softly and giving your bum bum nice soft mommy kisses. Then mommy decided to give you a little treat but only if you agree to be a good boy for mommy. I laid back in the bed and lifted up my nightgown, so you could see mommy’s wet pink pussy. Why don’t you go on and lick mommy’s sweet pussy like a good little angel? You love when Mommy squirts her yummy juicy juice in your wee mouth.

Tranny Fuck

 

Sissy boy phone sex

A tranny fucked me last night, she gave me the best dick I’ve had all week, and I’ve had a lot of dicks, so that’s something to say. I love to be in this extreme way because she was crazy for me and I was mad about her 11-inch cock. That gorgeous black tranny drove me wild she was really something of an eager bitch, I loved her she was so fascinating. She slapped my puckered ass as she pushed her cum-filled cock deep inside of me. I was simply full of joy feeling all of her enormous tranny dick. From now on I know what I will do I have got to fuck a tranny or two. I really want to be wicked, and I don’t care what anyone speculates. I am a cock loving whore man or woman tranny or big dick boy it will all fly with no questions. Big dicks are my favorite, I love them so don’t even try to stop me. I love black trannies because they’ve got the biggest cocks you could ever see or could ever feel they’re amazing. Like I said this black tranny was a motherfucking killer she was not only stunning, but that fucking big ass dick was terrific and railed me. I mean she fucked me over the sofa had me fucking screaming and hollering her big fucking cock deep inside of my fleshy dripping pussy, oh goodness it was better than anything. One thing that I’ve learned about tranny fucking is that trannies get out of control they go everywhere all at the same time they suck your pussy fuck your pussy lick your ass hole and everything else in between. That is a complete treat, and I can’t get enough of it, from now on there are no cocks that I won’t fuck because I’m not ever going to miss out again.

Sissy boy mommy

 

Got Milf?

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As you know this slut mommy loves to watch her sissy boys jack off on cam. I was watching my delectable Sissy man jack off to me telling him about my naughty P-mommy ways. He adores my skype handle Brusiedmilkycat Regina. Says its so you, my fuck mom! I know my boy. I love his little weenie and how he can make it disappear in his hands. I told him that he makes me giggle and wet all at the same time. I needed a big P-man cock after watching him cum over and over for mommy. I rub my lactating tits and pussy I get so horny! Shhh, I only watch I am the peeping tom here. How could I tell you about my brats and all the fucking any other way? Plus this mommy loves being in control and watching her P-men and my favorite sissy boys jack off with mommy!

Mommy’s Sissy Boy

Sissy boy mommy

Mommy was sucking on a big black cock when she saw her little boy walk through the door. I had forgotten all about it being an early release day for you. At first I wasn’t sure what to do, but then I noticed how hard your cock was getting watching me suck this thick black cock. I asked if you wanted to come closer. You nodded your head yes. It just confirmed to me what I had already been suspecting. My little boy is a cock sucking sissy. Your mouth was watering and you were more than willing to start sucking on the head of that big black cock. You didn’t just sucked his head either. You slid your soft wet lips all the way down the shaft of his big black cock taking every inch of it in your little sissy whore mouth. You couldn’t wait for him to blew his load of warm creamy cum down your little sissy boy throat. As you slurped every drop of that creamy cum down, it caused your cock to erupt spewing your hot jizz all over the room.

Cuck A Slut

Sissy boy phone sex

Donald Love’s our arrangement we have an open relationship, and I think that’s okay with me, after all, I get to enjoy myself to the fullest. One weekend we went out to a Swingers Bar I was dressed in a skimpy low cut top that showed off my huge Double D’s, and I had a short tight pink skirt on that hugged my ass like a lot lizard prostitute at a truck stop. Donna was looking Debonair, as usual, he’s a money man, and he smells like money as well as looks like money, it turns all of the whores on. As soon as we walked into the bar, a couple eyed us and walked our way with haste. The young lady was about 24 years old she was tall 5 ft 9 with blazing blue eyes and long blond hair that touch the tip of her nice scrumptious tight bubble ass. I smiled and asked her what was her name she told me it was Daphne as she smiled back at me in a coy, flirtatious manner. Daphne, I said you look hot, she responded you look fucking hot too, and I love huge tits like yours. I thanked Daphne and ask her did she want to drink of course she said we hardly even noticed her boyfriend but we asked him to tag along too. I could tell something about Daphne’s boyfriend though. I could say that he was a cuckold who wanted to see his girl get fucked hard by my boyfriend. You can guess that I was going to make sure he got exactly what he wanted, my pussy started to thump thinking about Daphne’s hot tight cunt in my mouth. I whispered in my boyfriend’s ear we’ve got to take her back with us he smiled and winked at me letting me know that was the plan. We had a few drinks before leaving the bar I got into Donald’s F350 before we were in the truck comfortably I started sucking Daphne’s beautiful 36 double d tits while her boyfriend looked and smiled. I could tell Daphne’s boyfriends cock was getting hard he was biting his bottom lip like he couldn’t control himself and I loved every minute of it. We were all so fucking aroused that none of us could wait to get back to our house instead we fucked and sucked each other right there in the truck. I want you to join in and have a cum dripping good time. I am a horny slut who needs more ass dipping sex than other whores. I need you even if you like cuckold fucking. I love it all, and I want your load to bust all over me.

Wet Mommy Pussy

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This Wet mommy pussy is fucking perfect. Look at these soft plump lips. My Inner lips just barely poke out. Smooth bare labia for my sissy boys and offspring to suck on. That perfect little silky bush for you to run your fingers through as mommy nurses you. And even though mommy takes so many p-daddy dicks you can feel how tight this little pussy is. Even when I meet my men for a wild night of fucking by myself they comment on how young my milf pussy looks feels and fucks. Oh, Regina that little pussy drives me wild. I love having a little girl looking pussy. A great asset for an older mommy you would love to fuck. And I love the way my own pussy tastes. Almost sweet and so naughty when my sissy boys come up for air and I lick my sweet juices from their faces.  I know how much I love my daughters’ sweet little pussies and I strive to give each of my boys the same satisfaction of having a perfect mommy pussy.

Mommy Phone Sex Needs Intensify Over Holidays

mommy phone sexWith the holidays approaching, mommy phone sex needs intensify. I have been doing this long enough now that I can see the patterns. I try my best to be around most holidays, even though I have a family of my own. My sons, daughters and husband all know what I do. They love it. I have their stamp of approval to take care of the less fortunate men in the world who don’t have a hot sexy mother like me to fuck them. I talked last night with a few guys who miss their mommies. Both callers had some mommy shenanigans with their moms when they were younger, but their mommies aren’t with them anymore. It warms my heart and my pussy, to role play your mom fantasies with you and recreate events from your youth that left an impression. Guys miss their mommas over the holidays especially. When I get to be your mommy, it is not one sided. I get just as turned on as you do. Often your fantasies and experiences mirror my life. And, often your fantasies inspire me with my own boys. I remember last Thanksgiving, I talked to a boy who wanted mommy to stuff his ass. He was a sissy boy, but my second youngest son was listening to my side of the call when I was fucking my phone son’s ass and he got aroused. After the call ended, I fucked my boy with my strap-on. That was his first prostate milking, but not his last. My caller inspired my son to relax enough to let mommy play with his little bung hole. He can’t wait to get a prostate exam again this Thanksgiving. I might even use a turkey baster full of warm water to add some kink to our new annual turkey day tradition. So, I will be working this holiday in hopes you inspire my dirty mommy life again.