Tag: Mistress phone sex

Romantic Phone Sex with a T-Girl

romantic phone sexAs a sexy tranny, I love romance. Romantic phone sex calls make my cock hard. Look at my picture. When men see just a face shot or a picture of me dressed, they can’t guess my secret. Sometimes, when a man asks me out, I must tell him my secret, so he is not surprised later. Sometimes, I assume a man knows and he doesn’t. That happened with Oliver. We met at a hotel bar last year when he was in town for a conference. We have stayed in touch on social media and occasional texts. I assumed if he is friends with me on Instagram and Snapchat, he knew my secret. When he came into town this weekend, he wanted to spend every free moment with me. He put me up in his penthouse Air B and B in the city. While he was conducting business Saturday morning, I was getting spa treatments in his room. I was being pampered like a queen. We had a nice romantic dinner in his hotel room and afterwards hopped into the in suite jacuzzi. That was when he realized I was a shemale phone sex girl. His eyes bugged out and his mouth gaped open. I was nervous. I was not sure of his reaction. Was he in shock and awe like a pleasant surprise? Or was this more shock and anger with nothing pleasant about it at all. I was relived when his cock poked out above the water. That was a good sign. We were having such a romantic time. I didn’t want to ruin the weekend before it started. It just took him a moment to process the fact that he had no clue I had a big dick in my panties. After that initial shock, it was hot ass sex all weekend long. He was a tranny virgin, so I was gentle with him. I spoiled his cock and he spoiled me. I was sad to see him leave.

Pleasing the Party Girl

Party Girls Phone SexWhen I need a little extra cash, I let the escort service know I am available. I don’t do it much so when they see I am online I have my pick of clients. I chose my favorite party guy. He is a businessman who comes to the city a few times a year. He has big bucks, good drugs and an insatiable sex drive. He always sends over an incredible outfit for the night and a dozen long stemmed roses. It is kind of like that Julia Roberts movie Pretty Woman. His driver picks me up in a limo and I join him in his suite. I know he would love to ravish me but he likes showing me off better, so we head to dinner. He parades me around like the hot piece of ass I am. We drink the finest liquor and mingle throughout the room. He loves to watch his friends drool over me. After partying and mingling we head up to his suite. Of course, it is the nicest with the best view. We drink a little, catch up on each other’s lives and look out over the skyline. He comes to me, puts his hands on my face and brings me in for a passionate kiss. He unzips me dress and it falls to the floor, as he lifts me and carries me to bed. He removes his clothing and joins me. Although he has paid for this party girl, what he loves best is pleasing me. He spreads my legs and starts kissing all over my inner thighs, brushing his tongue softly against me clit as he moves about. He then puts his head right between my legs and starts working on my wet, bald pussy. He pays special attention to my clit and gives it nice long, firm strokes with his tongue. It drives me wild and I cum almost instantly. I then roll him off me and straddle him, riding his nice hard cock, while he firmly grasps my nipples between his fingers. We continue fucking for hours before rolling over and catching our breath. He then kisses my forehead and orders my favorite meal from room service.

MY Sissy Phone Sex Cheerleader

sissy phone sex

For my sexy Sissy Jeffery xoxoxox

I have a sissy phone sex cheerleader! He is my one pump cum dump sissy faggot. And that is how he addresses his mistress Brooklyn before we go any further.  I mean sweet slim little dicked slave that he is he knows he has to sing me his sissy cheer. I adore my submissive sissy and the men he finds to dominate his sweet puckered ass and faggot mouth.  1, 2, 3, 4 I’m a little sissy whore….5, 6, 7. 8 who likes to masturbate. Only my sissy faggot is a locked-up sissy right now and can’t touch his dicklette al all! It has been over a week and his Dom daddy gives me spankings and lots f cock to suck! I adore my sissy cheerleader because he has gone from being a bisexual little bitch to a full-on queer cock service slut! He wants all my sexy sissy boys to know that he loves wearing his panties and leather and that Mistress Brooklyn turned him out to the cock whore he is!

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I humiliated his son too

cuckolding phone sexThis asshole really tried me the other day, he was so incredibly rude to me that humiliating just him wasn’t enough for me. I had to take it further so I made that asshole go and get his son too, I wanted his boy to see what a loser his daddy was. I forced them to compare cocks, I was thinking the son would be bigger, hell anyone should have had a bigger cock than that asshole did but his son was just as small! Neither one had a dick bigger than two inches so I humiliated them both. I took plenty of pictures and showed all the girls I know so that we could all laugh at them. Then I made them both fluff up my lovers before they watched me fuck them. They had to suck big black cocks and clean up all their cum too and boy did they hate that shit. I have lots of pictures of the whole thing too so if they ever step out of line they will be outed as little dick losers.

Special Dominatrix Phone Sex

dominatrix phone sexDo you like dominatrix phone sex? What about with a shemale? When I peg your ass, it is with the real thing! I don’t need a strap-on because I have a 10-inch cock. I enjoy fucking asses. I am an alpha bitch. I moonlight as a sexy dominatrix. I was a full-time mistress before I became a phone girl. Rules changed for professional mistresses a few years ago, plus our avenues for finding clients like the Back Pages and Craig’s List stopped allowing adult ads. I decided to get into the phone world, but I still take some clients on the side because it is lucrative and fun. Phone sex is fun but being a dominant bitch with whips and chains and a ten-inch cock for some one’s sissy ass, is wicked fun. Real-time is always more fun. Richard is an associate of one of my best bitches. He was a personal referral and willing to pay three times my normal hourly rate. I took the job. I met him at his place because he had a dungeon. He is a lifestyle BDSM guy. He is into cock and ball torture too, which is right up my alley. I enjoyed crushing his worthless balls. You want pain, I deliver. I had on my ball crushing boots. I smashed his left testicle. Oops. Then I fucked his ass with his deflated ball flopping about. He loved the pain. I loved his money. You want to pay me to inflict pain on you, why the hell would I say no?

First time you tried BBC

Married Men Phone SexYou called me to say you have never been with someone like me before. Your exact words were” A woman with a 10 inch cock and nice big silicon tits”. I giggled slightly. I have met your type many times before. You know the married type who has a fetish for chicks with dicks. It’s okay to explore that animal inside of you that wants to come out. You surprised me with how bad you wanted to feel my cock deep inside your boy pussy. You started to suck on my tits. Twirling your tongue around my brown nipples and then down to the tip of my dick head. Next thing I knew you practically shoved my man meat inside that tight little asshole. Yes it was a tight fit. I knew that boy pussy was a virgin. I can feel it. I was more than willing to stretch that asshole out for you and fill it up with all of my cum. As I was fucking your boy pussy you were jacking your cock. You exploded all over your chest. You looked surprised that you came so hard. Well what else did you expect? I made you cum harder than your wife has ever did. You need this cock don’t you? Continue to be my little bitch and I will continue to make you cum hard. 

Geek Squad Hot Phonesex

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I do enjoy that sometimes this hot phonesex pussy gets off in the most unexpected situations. I was live streaming to a sissy in an online class of sorts, just for my own personal pleasures and a little piggy sissy spending cash. all of a sudden my laptop, went crazy. I was extremely worried and called the Geek Squad asap. Not thinking what I had on. And Really not giving a fuck as a young “Geek” Came to my rescue. His eyes at my nighty made me happy. I know a submissive man when I see one. Within seconds he had my screen back and low and behold the biggest black cock sucking video began playing loudly. My “Geek” froze and I giggled, that with all my sex toys laying out I knew he was in my power. I went to grab him some tea as he asked if I needed this corrupt file. I said,” you can delete it I made a backup”. He stammered and asked if I had made this personally, I said” yes and that man sucking the cock is my husband.” I came around the corner and this man is stroking my extra pair of stockings and fondling my new BBC 5000 strap-on toy. I used my mistress phone sex voice and demanded him to strip and put on those stockings right now!  My tech blunder had brought a sweet piece of ass for my BBC strap-on and I was going to make the Geek, a squealing piggy submissive for me.

Husbands Sissy Closet : Sissy Phone Sex

sissy phone sex

 

Mistress phone sex

S is for Sissy phone sex. My husband loves being my bitch in sissy drag. He wasn’t always my sissy bitch. It took years to get him to this level of sissy play. His small cock did make it easier to buy him panties and nylons though. No one questioned when we went to electrolysis, he was never very hairy anyways. I knew the receptionist had seen many cross-dressing fairies before. Tights garter belts and crotchless panties were added as gifts from me and who can deny making their clit stick husband pretty in a little lip gloss and mascara. Now, look at us. My fairy faggot husband has a closet that mirrors my own and an outfit for any day of the week if we choose. I have a matching sissy closet downstairs in the sissy training play room I use for my useless cocked men who need sissy attention as well. I need to say this though. My husband doesn’t just look like a sissy fag in his ruffles and petticoats, he is very much immersed in the role of cuckold sissy. His cock taking abilities are superior and I am happy to share a cock over 8 inches with him any day. It takes time, discreetness and dedication to a Mistress to be on his level. Come out, come out my crossdressing little dicked men! Time to play with Mistress Brooklyn!

What a whiny little bitch

cuckolding phone sexI got a brand new little cucky boy yesterday and man what a whiny little bitch he was. All he did was cry like a little girl, I was so annoyed I told him that if he didn’t shut the fuck up I would dress him like a bitch and make him suck dick. He was afraid that wearing a dress would make him look less manly so he stopped crying. I had to laugh at that, he is this short ass skinny little man, there is nothing at all masculine about him at all! I didn’t put him in a dress but I sure did make him suck a big fat black cock. He claimed that he didn’t want to do it but his tiny cock was rock hard and he was slurping up that huge black dick like he couldn’t get enough of it. I bet he wanted to be fucked by him too but I wouldn’t let him, that huge dick was for me and me only. I made cucky watch that big black bull fuck me and made him clean up the mess afterwords too.

A Hotel Hookup

Fantasy Phone SexWell I had had a marvelous weekend but when I got back my wild side was itching. So, I got dressed up and headed to my favorite hotel bar. I like the clientele there, mostly businessmen with wads of cash. Lucky for me there was a convention in town and the cock was plentiful. I grabbed a drink and scoped out the room. Sitting at the end of the bar all by himself was this nice dressed older gentleman with a subtle white tan mark on that special finger on that special hand. That is the mating call of the businessman and I walked my cute ass on down and sat beside him. We started chatting and took it to a table off to the side. We drank and drank and even enjoyed a nice meal, all on his black card. As the night went on and the flirting turned into some touching, I asked if he would like to go back to his room. He of course said yes, paid the tab and we headed up. He had a suite, complete with a jacuzzi and wonderful balcony view. He ordered up their finest bottle and when it arrived poured us both a glass. I suggested the jacuzzi and began to remove my clothes to get in. He quickly followed. After I finished my glass, I moved towards him and sat on his lap and embraced him in a deep passionate kiss. Soon we were out of the jacuzzi and on the bed. I took that cock in my mouth and gave it the black card treatment. I then laid back, exposing my nice, bald, wet pussy and he stuck his head right between my thighs and licked my clit until I came all over his face. He then put that nice hard cock right in my waiting pussy and fucked me hard. We continued fucking for hours and then fell asleep on those nice cotton sheets. When I awoke the next morning, he had left a sweet note, his number and a fancy breakfast for me. He comes back next month; I think I will make sure to be available for that black card treatment.