Lending A Helping Hand

Categories:

Big dick shemale, Chicks with dicks, Ladyboy phone sex, Sexy shemale phone sex, Shemale strokers, Shemale surprise, Tranny chat, Tranny Phone Sex, Tranny sex stories

September 25, 2015

by Tranny phone sex Chick

Sitting here eating and listening to them talk I am getting wetter and wetter.
Soon I discover that they are both transexuals in the middle of gender reasignment.
The conversation quickly turns from one that turns me on to one that is annoying me to hell.
I don’t take to whining and these two are now whining and bitching about how they can’t afford surgery and how they just want to be rid of their dick and balls once and for all.
Before long my mind is conjuring up visions of me giving them just what they want. And I know that I need to put my plan into action and give them what they want.
I worm my way into an introduction, and join them easily. In no time at all we are fast friends and we are all headed to my place where their dreams will soon come true!
Cock and ball torture is going to be perfect as I slice ball sacks open and remove dicks….

Tags: chicks with dicks, shemale strockers, shemale surprise, tranny chat, tranny phone sex, tranny sex stories

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March 25, 2025Men call me for shemale chat constantly. And that is why I do phone sex. It is hard for sexy shemales to get jobs in the secular world. We get harassed or rejected often. But the adult world of phone sex, porn and escorting allows us to be out and proud. This week I helped a fellow tranny make some content for her Only Fans account. She used to escort, and I helped her out sometimes with rich men who wanted two sexy trannies. But she hung up her escort hat this year. And now she is a content creator. She has both Only Fans and Twitter for her clips. She had a guy pay for a private clip of her sucking another sexy tranny cock. So, she asked for my help. Although some shemales refuse to play with other shemales, I am not one of those women. Genetic women, genetic men and shemales, I all play with and I love it. So, when she told me what she needed, I went to her place to record a clip for her fan. She loves sucking my cock. And I never mind her lips wrapped around my ten-inch cock either. I Play With Other Sexy Shemales Too She sucked my cock for a while too. I can edge. And we paused some too because she could edit it to make it look continuous. But as much as she loves sucking my cock, I hurt her jaw if it goes too long. I can last. She showed me the final product after she edited it, and I was impressed. The camera loves my dick almost as much as it loves her. If you were to see this video, you would never guess she had a shemale surprise. Her fan paid $2,000 for the private content. And she split it with me. I would let her suck my cock for free. She’s that good of a cock sucker. So, tell me, do you think you are a good cock sucker? Can you handle me? [...]

Tranny Phone Sex Fun With Lacey and Her Man

March 23, 2025So, there I was on vacation in Vegas with some friends when we decided to hit up one of those infamous strip clubs. You know the ones – where anything goes? Well, as it turns out, everything went that night! We were all pretty drunk and having a great time when this gorgeous tranny big titted woman came over to our table to dance for us. Her name was Lily and she had the most perfect tits and ass I’d ever seen on anyone… male or female. She started grinding against me while dancing and before long, my panties were soaked through. My man was getting turned on as well with that big hard ass grinding hard on his cock. His hands were all over that nice hard ass and legs. You could see the muscles in those legs as the tranny popped that ass back and grinded on both of us, turning us on like you wouldn’t believe. We made our way back to our nearby hotel and the tranny insisted on going down on my man sharing the cock with me. So we went sucked his cock together getting him super hard and my man was dripping precum ready to go down on the tranny friend. Maybe the alcohol got him but when he went under that skirt, I was surprised. He would never touch another cock or do anything so I knew he didn’t know. He jumped back a bit and yet pulled that cock out and started deep throating it better than I have ever done. Gagging and getting down on that hard cock as he went down until he almost puked on that cock. What would happen next if you were my husband with that big tranny cock? I can tell you or we can act it out on our next phone call [...]

Shemale Chat Mommy sends her tranny son out to make money!

March 17, 2025Shemale Chat Mommy sends her tranny son out to make money! My son is such a pretty sissy darling. I know that he looks so much better dressed up as a girl slut. SO I have made the decision to put him up for sale. The gay man I pimp him out to says he is now a lady boy and ready to live his life as a t-girl. Just a teen now with long hair and some tits cumming in from all the hormones in the bovine serum I give him.. Or should I say her. It is a process really. But I do know my tranny babe is ready for the big leagues. For Far too long My son has just thought of himself as a sissy. It is time to turn him into a shemale. Shemale Chat Mommy sends her tranny son out to make money! Tranny phone sex With me is so hot when my little sissy boy becums your T-babe to fuck! Nice tits, a little cut cock and little ass round out my new daughter! A son into a girl is just what you want to fuck tonight isnt it??? Go ahead, take my t-girl offspring for a spin on your dick! Mommy and TS brat will have you pumping big cream pies into ass pussy and mommy Pussy as well!As my tranny babe grows more confident and experienced! I know she’ll become the ultimate fantasy for those seeking the unique pleasures of a T-girl. With Mommy guiding her every step of the way, she’ll blossom into a true Ladyboy teen, ready to fulfill your deepest desires.Do not fear my sexy TS girlie, we will both make you sput hard! Tranny phone sex daughter is ready to be used and came inside her ass pussy! [...]

Tranny Phone Sex is Carl’s dick dick & my pussy gets nasty

March 7, 2025Tranny Phone Sex is Carla‘s dick dick & my pussy gets nasty! I remember the first time I met Carla. She was radiant, with an otherworldly beauty that was impossible to ignore. And when I found out she was a big dicked tranny, I was hooked. “Hey there, gorgeous,” she said, her voice as smooth as silk. “I’ve been waiting for you.” I couldn’t help but stare at her 10-inch cock, a testament to her angelic endowments. It was a sight to behold, and I couldn’t wait to get my hands on it. “I’m here to play,” I said, my own excitement growing. Carla and I have been having taboo fun sessions ever since. She turns me into a crazed cum slut and she will do the same to you I know she will love to take you and fill you with hot tranny cum. She will turn you into her faggot and I will be her accomplice. Oh boy are we going to have fun with you. Carla isn’t the only one with special talents. I have my own tricks up my sleeve, like my strap-on cock. And when I force it down your throat, Carla will stretch you out with her 10 inches! I’ll show you have to worship her Sexy tranny cock! [...]

Shemale Chat Might Be the Next Best Thing to Getting Fucked

March 5, 2025Shemale chat does not make you gay. Even though you know I have a big cock, I look like a woman. I am a woman. And I do not care what the government says. I am proud of being transsexual. And if you get seen with a girl who looks as feminine as me, no one will know you like shemales. Last night, I went out with a new guy I met on Sniffies. It’s a great site for hooking up and dating. Sort of like Grinder, but more shemale babes. Ben saw my cock and immediately messaged me to go to dinner. I knew I would end up fucking him. That’s a given if I hook up with a man, I meet on Sniffies or Grinder. Some Men Cannot Keep Their Hands Of My Sexy Shemale Cock Ben looked good to me too. I knew he would be an excellent bottom bitch boy for my sexy tranny cock. While, at dinner, he tried to jerk my cock from under the table, but I stopped him. We were at a high-class restaurant, and I did not want to get kicked out of the place or arrested. I prefer to blend in with women. But once he felt how big my dick was, he struggled to be a good boy. So, I fucked his ass in the unisex bathroom with my panties in his mouth to muffle his moans. Ben had an ass full of cum before our dinner arrived. That was a quickie fuck. Just to give him a taste of my big cock. Once we finished dinner and a bottle of fine wine, I took him home and fucked him some more. His ass felt so tight on my cock that I had no doubt this was his first encounter with anal sex. But I also doubt I will be his last tranny phone sex experience. Once you cum from my cock in your ass, you will want more. [...]

Shemale chat will have you getting the cock you need

March 5, 2025Shemale chat is what you go on to pick up tgirls. That’s because the first time you got tcock it was a surprise. You just picked me up thinking you would get to fuck a hot bitch. But instead you got fucked by a hottie with a big cock. You kissed my and groped my and it made my girly cock hard. “What’s poking at me?” You asked. I just jumped up and let my hard shecock pop out. Before you can fight back, I push my girly dick in your mouth. “Suck it bitch, like you thought i would be sucking you” I grunt as I fuck your throat. Even though it was a shock to you, something clicked and you slurped me up really well. Soon after that you were jerking off and sucking me up like a whore. Before you knew it, my ladycock was leaking pre-nut. Therefore I pushed you down on your back. “Don’t stop stroking, it will help lose you up” I say as lube your manpussy. Once my shecock was slippery I was able to push it inside you. The head of my girly cock went inside you and you moaned out. So I started fucking you hard and deep. The sound of my balls smacking up again you had me so hot. Plus being that I popped you manpussy cherry had me ready to explode. “Take every drop like whores do” I moan as my girly sperm starts to rush inside you. When you felt that, you exploded too. Your cock sprayed and covered your face. Seeing you dripping with cum and having cock inside you for the first time had me filling you up. Now you need girly cock inside you all the time. [...]

Tranny Phone Sex With Sexy Slut Peace

March 2, 2025Tranny Phone Sex is So Fucking hot is it not? You had been fantasizing about us playing with a hot tranny for awhile. One with big tits and a big cock to match, of course. You wanted to suck the big cock together and feel the cock get hard with our mouths together, how hot it would be, I always thought to myself. We never talked about if you’d fuck that big cock if a tranny were ever to have their hard cock in front of us, but I would soon find out and boy was it hot!! The time you brought that hot tranny with big tits and a huge cock was definitely an experience, You told me you never thought you’d find yourself sucking on something so big but damn if it didn’t feel good between your lips you told me with the biggest smile later on. It was equally as hot watching you get pounded by them made you crave black cock even more than before – there was just something about seeing your tight ass take that monster dick that did things to me. And when they both shot their loads inside of us? Wow…it was like nothing else. Now all I can think about is finding another chance to taste some more black meat or maybe even feeling one inside my ass again. It’s become quite the addiction at this point! [...]

Shemale Chat Excites Straight Men Into Sucking Dick

February 26, 2025Shemale chat is certainly a bit of a tease. However the indulgence beyond just chatting with a sexy Shemale is up to you. If you have balls enough you can certainly do more than just chat. More often than not I am chatting with straight and married men all the time. These guys really have a craving for some sexy shemale dick. How could anyone blame a man for wanting to enjoy that feeling of another dick. Now I am certainly not one to judge, if he likes pussy and dick and wants to share it with me I am down. In fact I do have a few lovers that enjoy having me with their wives. Obviously the women are quite fond of me as well and why not. Many nights I will have a couple over and we will all fuck for a few hours. A hot party is a party with a chick with a nice big dick. Don’t you wish to try? Come on don’t resist. [...]

Shemale chat with my sweet teen ladyboy pops that cherry

February 20, 2025Shemale chat is definitely hotter with a sweet, fresh young thing. My sweet teen ladyboy needs that cherry popped! She’s the light of my life, my pride and joy. Ever since she came out of my pussy, she was shemale! I’ve been showing her the ropes. I mean, who better to teach her about being a horny slut than her own Mommy? I’ve taught her everything she needs to know about taking dick, from the tip to the balls. She is really good at sucking cock but my girl’s hole needs to be gapped by big black cock. I think it will such a beautiful sight, watching her eyes widen as she feels that thick, juicy cock enter her for the first time. I know my girl’s little clitty will be leaking all over her little cock cage when Daddy’s black beast opens her up. And no I do not want you to go easy on her, I want you to drill your black dick into that shemale hole. Fuck her hard and raw. Maybe if you pound that tranny hole hard enough it will get impregnanted too! Cum and play with Mommy & Sexy teen shemale! [...]

Shemale chat for party and play

February 13, 2025Who cares if you need Shemale chat when you get high. Something about you getting in panties and finding a hot tgirl to party with gets you so excited. After doing a few lines your clitty gets stiff. “Look at you, you need something in your mouth” I say as you do some lines of blow. Then I pull my cock out and bust a line on it. “Snort it and lick it bitch” I say as I grab your head and push it to my cock. Since your a sissy coke slut, you snort the line. After that you put my big juicy girly dick down your throat. All the snow residue numbed your throat up really good. Therefore I was able to pound your throat deep. Soon my girly cock was leaking pre-cum. “Bend over and spread open” i say to you as I rub some blow on my fingers. After doing a line I ram my fingers in your ass. “This will keep you ready to take every inch of my girly cock” I say as I pump my fingers in and out of you. When you party you like to really play. When I felt the blow hit my body; it was like it traveled down to my shedick. My girly cock started bouncing and throbbing. So I rammed my cock deep in your manpussy. The fact we are high made us fuck even harder. But that is why you like to party and play with tgirls. Finally my balls started to explode and fill you up. After that we did a few lines and I was ready for more. Best part of being high is being able to fuck over and over. [...]

Tranny Phone Sex Babes Can Teach You How to Take a Big Cock

February 12, 2025Tranny phone sex babes are rarely recognizable. Men say all the time that they can spot a shemale. But any man I meet in a bar, never realizes I have a cock bigger than his until they see me naked. For the most part, I give them a pleasant present. However, sometimes a man does not respond well to the discovery. And that happened two nights ago. I picked up a handsome man I met at a hotel bar. We went back to his room to party and fuck. But when my cock made an appearance, he freaked out. Started talking about how he is not gay. So, I assured him that gay men do not like me because they want their lovers to look like men. And I do not look like a man. But my shemale surprise caught him off guard. He needed a few more glasses of whiskey to calm down. And once he did, he warmed up to the idea of sucking my big cock. I showed him some moves to make it easier to swallow my sword. Once he got liquored up, he wanted to suck my cock. Alcohol lowers our resistance to new ideas. And he no longer seemed to resist the idea of polishing my nob. My Big Shemale Cock Seems Daunting At First Although he gagged initially, I got him to lay on the hotel bed with his head draped over the side. I stood in front of him and lowered my big cock down his throat. In that position, he could swallow more of my cock. And I could see his cock was hard from sucking mine. So, he enjoyed it. It took some persuading for me to fuck his ass. But he had a few more drinks, and he said yes. I’m a big dick shemale. So, my cock appears daunting to ass virgins. I went slow and used plenty of lube, and before long he came from my cock up his ass. As a sexy shemale, I can persuade almost any one to take my cock. And that includes you. [...]

Tranny Phone Sex with Bestie & me is a non stop party

February 6, 2025Tranny Phone Sex with Bestie & me is a non stop party! We started off getting ready, putting on our sluttiest outfits and doing line after line. I put on my tightest dress, the one that shows off my ample cleavage and my long, toned legs. My Bestie looked equally as stunning, with her cock bulging in her dress. We looked like a pair of fuckable goddesses, and we knew it. My Bestie looked so fucking hot, her cock bulging in her tight dress. I noticed a few guys staring at us, so we walked over, started flirting and before we knew it, we were back at this guy’s luxurious apartment. He pulled out the lines and the champagne, and the party got hotter. Now my Bestie is no Submissive tranny so when pulled out my her cock, she went to town on my throat. I could see the guys’ jaws drop. I knew they were impressed at my skills and the size of that tranny dick. I was a Cum dumpster for everyone that night. When those guys pulled their cocks out, me and Bestie slobbered all over them. She guided them into my ass and the feeling of both of them stretching my hole wide made me squirt so hard I soaked the nice carpet underneath me. My favorite position of that night was when my Bestie was fucking the ass of one while he was eating my pussy and I had the other guys cock down my throat! I love getting high and nasty with my favorite Tranny girl! [...]

Shemale chat with a daddy who needs to fuck

February 3, 2025Shemale chat is a perfect place for a daddy whore to milk she dick. “You know what you’re here for” I say as I lead you to my bedroom. As soon as we are in, you get naked and drop down to your knees. When you open your daddy mouth, I just ram my cock in it. “That’s it choke on my tcock like my used to do” I grunt. Watching my cock disappear in your mouth, made me think of the countless times daddy sucked me off. But after a while sucking his little daughters cock wasn’t enough. Daddy bent over and spread his ass open for me. “Fuck me and fill me up daughter” he would say as he pushed his ass back on my ladydick. “You’re going to milk me just like daddy did” I said as I pushed inside your sissy daddy hole. Once I was balls deep in your asshole, you start to grunt and moan. Like any whore would you begged to get filled up. Watching my big thick veiny girldick disappear inside you reminded me of daddy. Just like that you started to cum from your daddy cock. “Please fill me up like a cum dumpster slut” you moan as your cock leaks all over. At the same time your manpussy squeezed my tcock so much, that I busted too. “Take every drop of my girly sperm” I moan as I start pumping deep inside you. As you drip my nut, I rub my lady meat all over your face. “Daddies like you need to be fucked every night like this, I might keep you” I say to your sissy face. [...]

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