John Vukovic couldn’t believe his luck. Here he was, about to plunge his turgid cock between the wide-spread legs and into the cunt of the girl before him on the bed. A girl like no other he had ever had. Flashing through his mind were the events that led up to this moment.

She was the United Package Express driver who regularly delivered various parcels to his front door. He sometimes had to sign for some of them, so he had gotten to know her a bit. It turned out that they both went for coffee at the same shop in the morning as well. At first, it was just a wave, then, it was friendly chit-chat.

Her name was Tracy. She was tall, slim, and athletic, with long, dark brown hair. She tended to wear tight tops that showed off her small but firm tits. She wasn’t what you would call gorgeous, but she was nice-looking nonetheless. She had a low, sexy voice and wasn’t afraid to talk a bit dirty. She was different in a way that John couldn’t put a finger on, but he still was sexually attracted to her.

The incident that started it all happened one morning. John was engaged in one of his favorite pastimes—that is sexting with another guy on a porn site. They swapped cock pics and some pics of their wives and talked about how they would fuck the other person or couple in a bi-three or four-way. John’s cock was rock hard as he sprawled naked on the bed stroking his dick.

Just before he was about to cum, there was a ring at the doorbell. Knowing he had a package coming that he needed to sign for, he quickly grabbed some shorts and a muscle shirt. Slipping on his shorts as he made his way to the door, John realized that they were quite tight and showed his massive hard-on quite plainly. With no time to change into anything else, he just had to make the best of the situation.

Sure enough, it was Tracy at the door, holding the package and the signature device. John apologized for the delay, saying he was busy as he signed for the delivery. As he did so, he was aware that Tracy’s eyes had lowered and taken in his cock bulge. The look in her eye was different when she looked up. It was unmistakably a knowing look. Her parting comment confirmed her awareness of his stiff dick.

“Thanks!” then Tracy added with a slight smirk, “I hope you have fun. I won’t keep you.”

Embarrassed, John stammered something about, “I hope I see you at the coffee shop,” and shut the door.

Sure enough, two days later, Tracy was at the coffee shop. It was her day off and she was wearing jeans and a tight, white top that clung skin-tight to her torso. No bra. It looked like the top of a one-piece exercise outfit. Whatever the case, he could see the prints of her nipples. And sure enough, she waved him over to her table.

“Hi, John! Glad to see you! I hope you have a minute to talk,” she began.

“Yeah, sure. I’ve got some time,” he replied, slightly embarrassed.

Her friendly smile disarmed him and made him more comfortable, nevertheless, John felt obligated to apologize to her.

“Sorry for the other day. I was…well…busy and couldn’t find any decent pants,” he told her.

“Oh, that’s okay with me. We see all sorts of stuff on this job. I thought maybe I’d interrupted you and your wife or something, but I didn’t see her car there,” Tracy explained.

“No, she wasn’t home. It was just one of those wake-up-in-the-morning guy things,” John said, telling a half-truth.

Tracy put her hand on top of John’s and looked him in the eye, saying, “I get it. I saw the size of your package, and if I hadn’t been at work, I would have joined you.”

John was momentarily stunned. He hadn’t expected this! Finally, he recovered enough to answer her.

“That would have been fine with me. Do you date much?” he asked the brunette.

“Not really. But I like the variety of several men. I probably should let you know that I do have a thing for older men,” Tracy admitted.

“Oh really? I like that!” admitted the fifty-year-old John, enamored with the thoughts of this athletic small-titted girl sharing his bed.

My wife is gone tonight. Would you like to come over?” John asked hopefully.

He figured he had read the signs right and now was the time to be bold. But Tracy got a funny look on her face. She didn’t answer immediately. Rather, she fidgeted with her napkin.

Finally, Tracy answered with guarded eyes, “There is something you should know about me, John. I’m not your regular sort of girl.”

John, missing the gist of the reply, blithely answered back, “Oh that’s okay. I like every sort of girl.”

With a very serious expression on her face, Tracy answered back, removing all doubt, “I mean, I’m not exactly all girl. I have a cock.”

John, staring at her tits, was stunned but recovered enough to reply, “Uh..well…actually, that is okay with me. I don’t mind.”

Now it was Tracy’s turn to be surprised, “You don’t? Really? I mean I feel like a girl, and I’ve got the boobs, but I haven’t done anything to my cock. It’s still, uh…natural.”

“Listen, Tracy, the truth is, I’m Bi. So cock doesn’t bother me. But I would like to see those tits of yours in a…uh…private way,” John admitted.

“Seven at your house? I’ll be there!” Tracy said with a smile.

John had enjoyed sex with other men, but never one with nice tits that looked like a girl. Hell, for most purposes, she was a girl, right? And for that matter, did it matter? The thought made him very hard.

True to her word, Tracy showed up at his house at seven. She was wearing a short skirt that went above the knees and a form-fitting top that showed off her bra-less cleavage and some jiggle. With her makeup done, and the natural androgynous features of her face, a guy would have a hard time guessing she had a dick.

John had to admit this was a whole new world for him. Although he had looked at pictures of sexy “chicks with dicks”, he had never had any close contact with a trans woman. He realized that he did have some old-fashioned ideas on whether “she” was a girl or boy, but realized that “she” would be the best. After all, except for her penis instead of a vagina, she seemed to be a woman. And, of course, Tracy, herself, identified as such. Not that he was particularly prejudiced before, but meeting someone as sexy and interesting as Tracy went a long way to full acceptance.

His only conundrum was how to get the party started. With a guy, they would likely watch porn until they got hard and decided to stop stroking their own cock and stroke each other, starting the fun. With a girl, it was usually a more subtle and lengthy process to get her into bed. Despite considering himself bisexual, John didn’t particularly like to kiss another man. It was a hang-up he couldn’t get over. The fortunate thing with Tracy was that looking at her didn’t trigger that hang-up. She might have a penis, but she was a woman to look at.

John invited her in and they sat together on the couch, making small talk. John offered Tracy a drink and she accepted. Gradually, they both began to loosen up.

“I’ve got to come clean and admit that I thought you were good-looking long before I saw your cock bulge. That’s why I flirted with you. So tell me the truth, was it just morning wood, or had you been jerking off when I rang the doorbell?” Tracy asked with a grin.

“Okay, I admit it. I was on a porn site reading the stories and looking at pics. And I was sexting with a guy on there, swapping pics. So yeah, I was jerking off,” John told her.

“Looks like we have that in common. I like looking at porn and masturbating too. Guys and girls both. I’m kind of more attracted to guys, but enjoy girls too. Weird, huh?” she admitted.

“Not really, I get it. And I admit that I’m very attracted to you,” John said as he put his arm around her.

Tracy looked him in the eye and said, “Show me.”

Moments later, their lips touched in a kiss. A minute after that, the kiss became passionate. And shortly after that, their tongues were in each other’s mouths. As Tracy reclined on the sofa, John began to feel her tit. Her bare leg also excited him. He ran his hand slowly up her thigh to her crotch, judging her reaction. And he got one. She was hard.

“Let’s take this party to bed, If you don’t mind?” Tracy cooed in a deep, throaty voice.

“Oh fuck yeah!” John responded as his hand rubbed up against her panty-clad package.

John led the way and pulled down the bedspread, gesturing to Tracy to get on the bed. There was no doubt that Tracy didn’t mind getting down to business. She was his kind of sex partner. But first, she pulled off his shirt and undid his pants as she sat down on the edge of the bed.

“Nice chest! I like my guys to have some chest hair. I know… I’m weird. Now let’s see your delicious cock,” Tracy said, smiling and running her hands over his chest and pecs.

Stripping his pants and shorts off until they were around his ankles, As Tracy got down to it. John’s nice-sized prick sprung out, erect and proud.

“Ooh, honey! That’s a nice-sized one! I don’t want to spoil the surprise, but it’s a lot like mine,” Tracy informed him.

“Take off that top. I want to see your tits, Tracy,” John commanded her.

“Whatever you want. As long as I can suck your cock, I’ll do whatever you want,” Tracy repeated in her sexy voice.

Slowly, tantalizingly, Tracy took off her top, exposing her small, firm, naked breasts. They were exquisitely topped off with dark nipples. They were perfect tits that looked oh so delicious! John’s member became even harder.

Tracy cupped her boobs and asked, “Do you like it?”

“Oh hell, yes! I’d suck on those all night long!” John truthfully replied.

“Good. I like my little titties. Sometimes I think they are my best feature. They make me so pretty. But now, I’m going to suck your delicious cock,” Tracy replied.

Leaning over, Tracy began to lick his balls, then worked her tongue up his shaft. Finally, she was licking his glans. Next, she slowly took his cock deep into her mouth while her hands played with his nuts and lower shaft. Slowly and expertly, she blew his dick, while John placed his hands on her shoulders. It was amazing! Even if only this had happened between them, it was all worth it! Much more of this and he would burst, filling her mouth with cum. But that was not to be.

Leaving his penis, Tracy began to kiss his chest as she rubbed it with one hand and continued to play with his member with the other. As she did so, she stood slowly up until she was standing against him. Letting go, she pushed her skirt down until it fell in a heap at his feet, leaving her only wearing lacy panties with the large bulge of her cock visible in the translucent material. Turning around, so she was facing away, Tracy hooked her manicured fingers into the waistline and, wiggling her ass, slide them off.

Next, she backed against his cock and rubbed her sweet ass against it. John reached around her and played with her titties as he kissed her neck. The sexual tension and suspense were intense!

“Oh my god, my ass loves your cock, and so do my titties. I want to fuck you so bad!” Tracy cooed.

She then turned around, exposing her cock for the first time. It was big, alright. Every bit as big as John’s and perhaps slightly longer. Circumsized compared to John’s uncut penis, it stuck up firm and hard, the tasty helmet beckoning. John longed to touch it, taste it, and yes, have it deep in his ass, fucking him. It was that wonderful. He was glad she had elected to keep it intact.

Tracy stepped next to him again and began to rub her cock against his. It felt amazing! Their dicks rubbed and touched as Tracy’s tits and nipples brushed against his chest. John’s pole was screaming in delight! Then she reached down with one hand gathered both together and began jacking them. By now, one of John’s hands was fondling her breast while the other was squeezing her ass cheek. Tracy was kissing his neck and shoulders.

“I want to fuck you so bad!” John growled as he reached down and helped Tracy masturbate their cocks together.

“Mmm…I’m ready for your nice, big, hard cock to screw my cunt,” Tracy replied.

John grabbed the lube, which he left handy, and slathered it on his penis. Tracy lay back on the bed, raising and spreading her legs, exposing her asshole along with her cock. John lube up his fingers and began to insert them into Tracy’s “cunt” to lube it up for his cock.

With his fingers now fucking her asshole, John put his mouth on Tracy’s cock at last. John was reminded once again how he liked sucking dick as much as eating pussy—and that said a lot! The head of Tracy’s unit was candy in his mouth and he inhaled deeper and deeper until it was in his throat. Then he began bobbing up and down on it in that time-honored way until Tracy began to moan, all the while finger-fucking her “pussy”.

“Oh my god! That feels so good! Suck me, Johnny, suck my cock, and make me feel like a woman!”

Tracy had a great lollipop, and the view of her tits was nice, too. The perfect combination—cock and tits! He stopped lubing her ass and prepared to stick his own John Henry into it. The taste of Tracy’s pre-cum was nice as her cock began to ooze its juice, but despite the desire to make her cum in his mouth, it was time for the main event.

John positioned himself between Tracy’s raised and spread legs, her stiff cock waving in the air before him, and slowly pushed his cock into her asshole, or “cunt” as she liked to call it.

Which brings us back to where our story started.

“Oh god, yes! Stick it in! Fuck me with your big dick, John,” Tracy called out.

John smiled with chagrin. Instead of Tracy making a delivery to him, he was about to deliver a load to her—deep into her ass!

“Oh fuck, baby, your cunt feels so fucking good! I love your fucking hard dick too!” John gasped as he drove his rod in and out of her ass.

No doubt about it, Tracy took his cock in her ass better than anyone else of either sex he had ever tried anal with. Experience showed, and Tracy welcomed his sausage as easily as a woman accepts it in her vagina. The fact that his cock was already stimulating her prostrate and other hot nerve endings was evidenced by Tracy’s grunts, moans, and groans.

“Don’t hold back. Fuck me harder!” Tracy begged as she stroked her big, hard cock.

Men that were new to her and her peculiar physical situation often were hesitant to fuck her as hard as she wanted. She wanted to make sure John knew what to do. One thing is for sure, John’s cock inside her felt amazing! It had been a while since Tracy had been fucked. And he sucked a decent cock as well.

While John rammed his stiff pole in and out of Tracy, she grabbed her cock and began to fondle and jerk it, all the time moaning, “uh, uh, uh, uh.”

“Jerk that cock, baby. Make it come for me,” John hissed, his balls slapping against Tracy.

“I will, Daddy, I’ll make it come for you. Oh god…your cock…your fucking cock!” Tracy replied, reaching towards a sexual nirvana.

Besides, his cock being stimulated so nicely, the view of Tracy’s stiff cock and her little titties jiggling as he porked her, was a porn show in itself. It didn’t take long before John was ready to blow.

“AAHHG, OH FUCK! I’M CUMMING! I’M FUCKING CUMMING, YOU HOT, LITTLE BITCH!” John cried out as his dick throbbed, and he shot his load deep into Tracy’s ass.

“Fill my cunt, Daddy! Keep fucking!” Tracy yelled in return, feeling his cock let go inside her.

After a moment, when John stiffened and orgasmed, he resumed jamming his prick in and out of her hot, tight “cunt”.

Moments later, Tracy let out an, “OH SHIT! OH SHIT, OH FUCK, YES!” and she stiffened as cum began to spurt from her cock.

Tracy furiously began to jack herself, emptying her balls, splattering her cum all over her cock and belly. John pulled out of her ass and quickly brushed aside her hand as he put his mouth on her penis.

The taste of her cum was good in his mouth as he sucked up any remains on her shaft and glans. Next, he licked the cum off of her belly up to her pierced belly button. As he did so, he fondled her tits and hard nipples.

In return, Tracy told him, “Oh god, John, you’re the best!”

Finished, John lay beside her, absently playing with her erotic boobs.

“Was that good for you?” she inquired.

“It was the best, I kid you not. You are so hot and sexy! I hope this isn’t the last time we fuck,” John told the sexy she-male.

“I hope it’s not the last time we fuck tonight—if that is okay with you,” Tracy asked.

“Oh, hell yes! We need another fuck tonight, for sure! And I want to ask you something. Will you fuck me next? I’ve been dying to have that sweet cock of yours in my ass!” John said in reply.

“Mmm, I’d be glad too! Anything for Daddy!” Tracy told him.

While they both recovered, John went and fixed another drink for them, then put on some porn on the bedroom TV. Soon they were propped up in bed, nude, watching some heavy bi-sexual group action. And by the time the sex video concluded, they were both erect and stroking their cocks.

“Is Daddy ready to get fucked? ‘Cause I know this girl is ready to fuck him!” Tracy said with a laugh and a leer.

“Let me test you and see if you are hard enough,” John said as he turned and began to suck Tracy’s hard-on.

“One of these times I want to cum in your mouth, but now I want to cum in your ass,” Tracy reminded him, despite how good it felt at that moment.

Obediently, John got on all four. It was the position he was most comfortable having anal in. Tracy, expertly and dutifully, began to lube his asshole generously with her deft fingers.

When she was done, she slapped him on the ass and announced, “Daddy’s ready to fuck. Time for his little girl’s cock!”

Tracy mounted him swiftly and easily, a skill born of long practice. It took John longer to relax and open up for her cock than it did when he entered her, but it felt so good and so right that, soon, he was filled with her meat.

“Oh shit, Tracy! That feels so good! I wish my wife had a cock like yours to fuck me with,” John gushed.

“Only us special girls have a cock to fuck their Daddy with. Now relax and enjoy because Tracy is going to screw you and make you cum,” she told him as she began her thrusts.

John had positioned himself on the bed so that he could see Tracy behind him in the mirror. She looked hot with those tits as she rammed him. A couple of times when she was drunk, he had talked his girlfriend into using a strap-on on him. He very much enjoyed seeing Julie fuck him, with her tits bouncing and looking sexy. This was no different, except that a real penis felt better than a dildo.

Tracy was very good at anal sex, and her big, she-male cock filled John up, hitting all the right spots. It felt amazing! Tracy kept up a good rhythm, not too hard or fast for his novice anus, but plenty hard and fast to stimulate those nerve endings and his prostrate.

“Oh, you have such a nice daddy ass!” Tracy exclaimed, then continued, “You are making my girl cock feel so horny, Daddy!”

John reached under him and began to jerk his cock as his ass got pounded.

“Fuck my daddy ass with that big cock of yours! Oh god…just like that…you’re gonna make me cum, baby!” John gasped.

Finally, Tracy’s ass-screwing had its desired result. Tracy’s cock throbbed, and John felt her seed flood his ass. The sensation was all it took to tip him over the edge and cum himself.

First, Tracy cried out, “OH FUCK, DADDY! YOUR GIRL IS CUMMING! AAAHHH!”

Then John, “OH FUCK ME! OH FUCK, OH FUCK, OH FUCK!”

Both stiffened and shuddered as they both emptied their balls and shot their seed out of their cocks. Tracy’s cum in John’s asshole, and John’s jizz spattering on the sheets below him.

“Oh my god, lover, that was intense! Tracy gasped as she pulled her cock out of John’s sodomized butt.

“That was the best!” agreed John as he looked over his shemale lover’s cock and tits.

“I’ve got to go, honey. But I hope Daddy is happy with his delivery?” Tracy cooed.

“Fuck yes! We’ve got to get together and do this again sometime,” John replied.

“Oh yes, we do! Oh yes, we do!” Tracy replied as she kissed John on the mouth.

“Tracy,” John thought, “Who would have guessed it?”