Category: Bisexual Phone Sex

Random Enounter with an Ex: Tranny Surprise

Right out of school, before I decided to transform myself into the beautiful goddess I am today, I tried just being a gay man. I had a secret boyfriend. Not because I was ashamed or embarrassed but because he was too concerned with what others thought. You know the type. School jock, most popular boy in school… Would tarnish his all American image if folks knew he liked to get fucked in the ass. I have always embraced my sexuality so that relationship didn’t last long. Being Tom’s dirty little secret actually gave me the impetus I needed to transform myself. I was a girl trapped in a man’s body anyway. Look at me? Nothing manly about me, well expect for my hard cock!

I have not seen or thought about Tom in years until I spotted him today at the mall while I was holiday shopping. “I wonder if he would recognize me now,” I thought? I approached him. Blank look when I said we went to school together. He had no clue I use to fuck his ass in the back of his Dad’s Ranger. He agreed to lunch with me. I noticed a ring on his finger and thought his poor wife is probably clueless he likes to have big cock rammed up his asshole.

After a couple hours of chit chat and catching up, I invited him to my place. He was more than willing. He thought I was some girl from school he just couldn’t remember because I use to be a wallflower. I mean I have changed quite a bit since those school days! He was about to remember me though. As soon as we were in the elevator going up to my loft we started kissing. I have this special tongue trick that always drove him wild. At that moment he knew we had kissed before, but still no idea who I was! Once we entered my loft, I went right down on my knees and sucked his cock. He was having trouble containing himself. I have mad cocksucking skills and they have only improved over the years.

I slid a finger up his ass and started to pleasure his prostate, which any guys loves if they just relax enough to let their partner do it. I had him right on the edge of cumming when he begged to fuck me. This was going to be epic, I told myself. When he ripped off all my clothes and saw my throbbing ten inch cock, he knew exactly who I was and fell to his knees like the cocksucking faggot he was so many years ago. Once a cocksucker, always a cocksucker. He was too into the heat of the moment to say much else but, “Fuck my ass.” Which, I gladly did. His ass was just as tight as it was when we were in school. Just this time we got to fuck in a bed.  I deposited the largest load of spunk I have left in a man’s ass in a long time. I think the thrill of surprising him with my transformation made me extra horny.

Of course he is still closeted.  He trolls the adult bookstores and public parks late at night for some occasional cock, much like a vampire trolls for blood, to keep his cravings under control. He suggested I be his weekly secret and I told him to step out of the closet its almost 2015. I won’t be his dirty little secret, but I will be yours. Are you on the down low? Trolling for random gay encounters? Thinking of cock as you fuck your wife? Blaming stress and high blood pressure on your lack of a hard on with chicks? If yes to any of those questions, then you need me. Consider me your sex therapist. I can satisfy your cock cravings while saving your bogus relationship!

Tranny Locker Room Lolita

I go to the gym several times a week. This small little local gym I belong to understands I am a special girl and they allow me to use the girls’ locker room. Even though I have a dick, I identify more with my female side. Today, however, I was feeling particularly masculine after a workout. I decided to shower with the boys. It was crowded too. I walked right in, dropped my towel and hopped in the group shower. All eyes were on me. Just the reaction I was hoping for. In fact you could say I got a rise out of a few of the guys. None of the guys in that locker room seemed to realize that I was a chick with a dick. They knew now.

My cock was rock hard. I love attention. I was not the only one hard. I felt like a Locker Room Lolita. I got on my knees and sucked off 5 guys. I deep throated each one of their cocks. Balls deep I believe is what it is called. I swallowed every load of cum that was shot down my throat too. Steam was all around me, I was wet from the shower water and I had a mouth full of yummy spunk.  I was all set to call it a day and clean myself up when a super well hung guy stepped out of the bathroom. He was like, “Not so soon pretty lady. I want my turn.” He came up to me, pushed me down on his anaconda and skull fucked me until my eyes almost popped out of my socket. He shot one of the largest loads of jizz I have ever swallowed.

I was a little cum dump tranny in that locker room today and I loved it. I might have to shower in the boys room more often.

Office Holiday Party Circle Jerk

My office holiday party this year got WILD! My boss had these Latin studs serving us drinks. Well we all had one too many drinks and before long a few of us girls thought we were at a Chippendale’s show instead of an office party. We were shoving money in their pants, chanting “Show us your cocks.” Sure enough, they whipped them out. They started a circle jerk. Some of guys in the office joined in. Seeing those big cocks being stroked made my cunt wet.  I often have black studs standing around me circle jerking on my face, but this was first time I saw a bunch of guys jacking off in front of a mixed group of people who were all clothed.

Normally, I am the biggest office slut. But more than one co-worker was on their knees in front of them hoping to get a face full of jizz before me. Guys and girls too. I work with some greedy cum whores.  I joined in on the party fun. I figured out of all of them, I was likely the only one with real circle jerk experience. I didn’t need to be drunk to get wild with some cum filled cock and balls. I showed them how to be true cum sluts. I instructed them to take off all their clothes, lay down on the floor and let the cum flow over their faces and bodies. I am a black bukkake gal, so I was egging those Latin Lotharios on.  Telling them to shoot their jizz all over our faces.

The holiday office party turned into an office orgy. Turns out our hired help went both ways. They fucked the girls and a couple willing guys too. I never knew my co-workers got freaky. Made me feel good to know I was not the only huge cock loving cum dumpster in the place. I went into the kitchen got some glasses and had the boys circle jerk their loads right in the cups so we could all toast to the best office holiday party ever.

A Christmas Wish

This Christmas my amazing guy wanted to have a special gift. 

He wanted to watch me fuck another woman. 

I told him no way in hell I was going fuck another bitch or eat her pussy or even let her touch me. 

But that was all a trick. 

I set it up with one of my sexy girlfriends. 

She was totally down but she did not want my guy to touch her. 

She was all about pussy, which made me excited about it.

I knew I was going to cum buckets all over the place! 

We set up to have a bath together and wait for my guy to come home. 

There were candles and beer leading him to the bathroom. 

When he go there he found the two of us washing each other. 

It was so sexy to watch his eyes light up as she ate my pussy.

BBW Phone Sex with Glenda: Bra Shopping

I was at Victoria Secret getting fitted for a bra. At many lingerie specialty stores you can get a bra tailor made to fit you. The sales lady was really hot too. We were in a fitting room together and when I saw her reaction to my natural big breasts, I got turned on. She cupped each breast, lifted them up, caressing them to get the tape measure under my rib cage. She told me my breast were lovely.  She added it was refreshing to feel real ones.

I did something impulsive and kissed her. Not sure what made me do that. I consider myself straight, but she was wicked hot and I was just so turned on by the way she handled my boobs. She kissed back. She slid down my body, sucking on each tit, and finding a place for her finger in my pussy. It was soaking wet. She fingered me to an intense orgasm, then sucked her fingers dry of my juice. I pushed her against the three way window, got down on my knees and pulled her panties to the side so I could lick her juicy slit. She was as wet as I was. She got so turned on, her long legs  braced again the wall of the fitting room. I put my hands on her ass and pushed her cunt into my face. Before long she was shaking and trembling from her intense cum.

We walked out of the dressing room with sheepish grins on our faces, smelling of pussy. I wondered if people knew. I didn’t really care if they did, but it was hot thinking they might. I got some new sexy lingerie, got fitted for a bra, ate a pretty pussy and got finger banged. My kind of shopping trip.

Let It Snow Let It Snow Let It Snow

It isn’t so bad getting snowed in when you have a sweet and plump pussy to keep you warm. We kept each other warm in the bedroom until the lights went out and then we lite a fire and enjoyed it’s warm glow while we held each other and enjoyed being snowed in . We joke about how we have everything we need, a strap on, some lube and if we run out of food our pussy juice has plenty of protein to keep us going till we can get out. We kept ourselves busy playing sex games and fucking each other. We made up several naughty versions of Christmas Carols but my favorite was the one we sang to the tune of Let It Snow…..

Oh the weather outside is frightful
But the sex is so delightful
And since we’ve no place to go
Let It Snow! Let It Snow! Let It Snow!!

Oh, it doesn’t show signs of stowing
By the fire my strap on is glowing
The lube is ready to go
Let It Snow! Let It Snow! Let It Snow!

Being snowed in isn’t all that bad when you are snowed in when you have a naughty neighbor that is snowed in with you!

Virgin Phone Sex: The Tranny and the Teen Snowed In

A few winters ago, I went on a solo skiing trip. Hit a major snow storm. My car got stuck in the snow and I had to walk quite a bit to get to the cabin area.  Before I got there, I found a cute young girl who was making a snowman. She was clearly a snow bunny. She was frolicking in the snow naked. The cold wet snow she claimed felt good between her butt cheeks, and invigorated her cunnie. I thought she was crazy. I was freezing my balls off. She didn’t yet know I had balls, and it was so cold I was beginning to wonder if I still had them. She double dog dared me to take my clothes off and make snow angels with her. Well, I never refuse a dare. No matter how cold I am.

When she saw my cock she could not help but get all wide eyed. Apparently she had never seen a chick with a dick, didn’t even know we really existed. I played in the snow with her for a bit, then I told her we needed to find a warm place. Her cabin was close, so we went there. The snow continued to fall, stranding us inside for several days. My preference is hard cock, but I have been known to play with pussy. And, this sweet barely legal girl had a sweet tight muff on her. I started a fire in the fireplace and between her legs.

I’m best known as cocksucker extraordinaire, but that weekend I was a supreme snatch licker. I made that girl squirt for the first time with my talented tongue. I also taught her how to be a better cock sucker. She was a natural, just needed some pointers like licking  that backdoor pussy. Turns out she was a virgin. I was her first BJ. She had given a handjob before, but was saving herself for marriage. My naked snow bunny was a virgin? Whoa. Didn’t know virgins existed still. Because I was not all man, she felt like she could fuck me and still be a virgin. I was not going to argue with her about a technicality. I slid my hard cock in her tight cunt.  For a moment, I understood what dirty old men were thinking. Something so tight on your cock feels amazing. Her cunt was tighter than any virgin ass I had ever fucked.

I came so hard in her virgin cunt. Biggest load I had shot in a long time.  She was convinced she couldn’t get pregnant by me, but I still got swimmers, so I can knock a chick up. We fucked for days until the snow let up and her family returned from where they were stranded. They never knew  I was not all female nor that I had popped their baby girl’s cherry. They thanked me for taking care of their angel. They never knew I was a naughty tranny. We washed the bear skin rug to hide the evidence.  Not a snow day goes by now that I don’t want to frolic in the cold wet snow. And I get hard thinking of the sweet tight young cherry I popped and wonder if I am a mother.

Dominatrix Phone Sex with Carla: Be Thankful for Cock in Your Holes

I want to wish all the horny men out there a Happy Thanksgiving tranny style. You see this is one of my favorite holidays because I get to do a lot of stuffing.  I get to stuff my big cock into pretty mouths and tight asses; and fill them with my special gravy. The best part is when a guy thinks he is going to be stuffing a pretty pink pussy and  he gets stuffed instead. But the reality is that many guys, you included if you are reading this, want to be stuffed and not just for the holiday. So many guys are bi curious, and afraid for myriad reasons to actually be with another guy. I am the best of both worlds. I have a nice beautiful cock to stuff mouths and asses with, but soft boobs and a smoking body to hold and kiss. I promise you, once you taste my gravy, pussy juice will never measure up.

I picked up just such a guy today as I was holiday food shopping. He acted like he didn’t know I had a special package in my panties. And once he saw it, rather felt it, he tried to resist. But as soon as I stuffed his mouth with my cock, he got weak in the knees. He polished my knob like a Hoover vacuum cleaner and tried to convince me I was his first cock. If that was the truth, then he had been thinking about sucking cock since he could walk. I gave him a huge load of gravy. Of course he was thankful for it. I even let him drink a special holiday sauce mixture of my cock gravy and piss.

Of course I had to stuff his ass too. I mean really, it is not Thanksgiving without something being stuffed inside an ass, right? My new fuck slave is such a dirty bird. He begged me to jizz in his ass, which I would have done with or with his pleading. Tight ass too. Not sure how long it will stay tight since I love stuffing asses, especially over the holidays. Of course when you are fucking a virgin ass, you always run the risk of a little extra gravy on your dick than planned, but we should be thankful for the food before us. That is why I made my fuck slave clean off all that extra gravy from my dick. He needs to be thankful I’m fucking him so good anyway.

Do you need some Thanksgiving stuffing? I’m happy to fill you up with my special gravy sauce. If you are new to the shemale thing and get scared, don’t worry, I won’t let you back out. I know your darkest desires. And trust me, once you have been stuffed with my cock, you will be very very thankful you met me.

 

Let Me Be Your First Cock

I consider myself a woman, but I still have some male instincts I guess. I love the outdoors. Hiking, white river rafting, camping, cross country skiing… And the Fall is the best season to enjoy the outdoors. Last weekend, I decided to go camping. The intent was to go solo, do some hiking in the day time and at night, in my tent, listen to nature, relax and maybe even read a book or two. Masturbate under the stars.

My alone time changed when I caught the fancy of a rugged park ranger.  He wore one of those sexy Smokey the Bear hats like Pharrell does in that cute Happy video. He was worried about a pretty girl camping in the woods all by herself. So sweet and old fashioned. He came by my tent the first night to check on me. Of course I invited him in for drinks. I had a couple bottles of wine with me.

I am a sucker for a gentleman, and he was a sucker for a pretty face. As soon as he kissed me, he pitched his own tent in his pants. I love getting guys hard. Especially unsuspecting ones. Very rarely do any leave once they discover my pleasant present. My sexy ranger was no different. After I sucked his hard cock, he went down to eat my pussy, saw my throbbing cock instead, and said, “Well, how do I know unless I try.” He went right down on my cock and as a newbie, swallowed all ten inches until my balls were against his chin.

I let him fuck my ass. It was his first time with a cock. He fucked me good too. Shot a big load of jizz in my ass. Better than starting a fire to stay warm. I’ll take hot cum up my ass any day over a fire. He came back every night I was in that tent too. The last night he let me take his ass for the first time.  It was tight. I love a tight ass. A virgin ass is even better. Once a straight man has my cock in his ass, he doesn’t look at pussy the same way again.

Let me be your first cock!

Fall Is Time For Hunting

The leaves are changing colors and dropping from the trees. Animals are foraging for food and preparing to hunker down for the winter. Hunters are dressed in camouflage with their manly guns, hunting for meat like cave men.
It is a very primitive time of year. And very erotic in a way.
Some friends of mine that enjoy the sport of hunting invited me on a hunting trip last week. Laughing hysterically I told them I don’t know how to shoot a gun nor could I ever kill a living creature.
They told me not to worry I could sit at the hunting cabin, enjoy the peace and quiet of the woods, as long as I made sure they had dinner when they got home from the hunt.
After thinking about it I agreed, and I am glad I did!
I spent my days reading, listening to the radio and sitting out side in the open jerking my cock that seemed to stay hard more then normal out there in nature.
It was fun making sure the manly men were fed and taken care of in the evenings. And I liked sitting around the fire with them listening to the stories of the day and drinking beer.
On the very last day of our trip, one of them came in early and there I was, eyes closed sitting outside, cock in hand beating my meat hard and fast.
I felt someone looking at me but I was to far gone to stop, look or care.
When I finally blew my load and opened my eyes there he was with his dick in his hand.
He came to me and told me that he had never had the guts to approach me and that inviting me was his idea. He knew this was his last chance to come to me and tell me what he had always wanted.
I took him by the hand and led him inside. By the cabin fire I kissed him gently working my way down to his throbbing cock. Taking it into my mouth and working my magic, my dick got hard again as his body responded.
I sat back and asked him what he wanted to experience. I told him not to speak it to just lead me and I would follow.
Tentatively he put his mouth on my dick. I knew he had never sucked a dick before. But he mimicked what I did to him and he was fabulous.
He looked at me and asked if it would be OK if he stopped before I came. He wanted to feel me inside him and he wanted to be inside me.
I was delighted and took him gently, licking his tight virgin ass before stroking him as I eased in. He responded by rocking back against me and moaning. His desire brought me to orgasm quickly and before I knew it he was inside me fucking me with all the passion he had pent up.
He came deep inside me and kissed me hard, thanking me.
We laid on the blanket in each others arms for a while before cleaning each other up and cooking dinner together.
I guess my hunter bagged a deer on this trip. Just not a four legged one, a three legged one.