You might think that someone like me doesn’t get horny.
But then you would be wrong. When I’m in that kind of a mood (and to be perfectly honest I’m in that kind of a mood much more often than I’m not), I’m hornier than an 18-year old guy. Or a 40-year old housewife. Or really anything in-between.
I’ve tried masturbation. I still do now and then. I even bought one of those industrial-strength plug-in vibrators that some ladies swear by. It felt kind of nice, I guess, but it didn’t take me anywhere and eventually it made my crotch go numb, so it lives on the shelf in my closet gathering dust. Honestly a small glass plug up my butt combined with an electric toothbrush squeezed between my thighs feels much nicer. But it still doesn’t really take me anywhere.
So when I woke up that particular morning it wasn’t incredibly surprising to find that I was in that particular mood, in an urgent, distracting, and borderline painful way. I drank my coffee and watched porn on the internet which, of course, didn’t alleviate the situation at all. Rather, it made it worse.
I like pretty much all kinds of porn, but my favorite is watching trans people fuck.
I looked at the clock, and realized that if I was going to make to work on time I’d better hustle, and then I realized that I really didn’t feel like going to work at all. I hardly ever call in sick, and I have a bunch of PTO saved up, and nothing particular was on the radar that day anyway, so why the fuck not?
I texted my boss.
—hey Ahava, I need to take a personal day today, is that ok?
She got right back to me.
—Ok, no worries. Could you do me one favor tho?
—Sure.
—I’m way behind on employee evals. Could we do yours really quick this morning, just by Zoom?
—No prob.
Ahava is a great boss. And cute as hell too. I’ve had a little crush on her, like forever.
While I waited for Ahava to send me the meeting link, I opened the app (you know, that app..), and started browsing. As always, guys outnumbered women by at least five to one, but that was ok because this particular morning I was most definitely in the mood for some dick.
The pickings were slim, but when are they not? An automatic pass on any dude wearing a MAGA hat, or carrying a gun (seriously dudes, you think a picture of yourself packing heat on a dating app is going to get you laid??). And the empty profiles and the pictures of dudes with fish, and the guys who look really old but say they’re young, and the guys who look really young but say they’re older, and they guys who’s photos are obviously fake, and the ones who look too much like serial killers…… holy cats, a person could get blisters swiping left so much!
The link for the meeting came through and I clicked on it, and there was Ahava, sitting behind her desk at the office, looking absolutely adorable. I would totally want to fuck her if she wasn’t my boss.
“Thanks for doing this,” she said. “I’m so far behind this year it’s embarrassing. But anyway. You’re a rock star, Delsha. Nothing to worry about. I gave you E’s and S’s on everything. No criticisms, you’re great, I’m just glad to have you on the team.”
“I’m glad to be on the team too,” I said. “You’re an awesome boss.”
“Cool, so if you could just sign the eval sheet and email it back to me, we’re all set. Listen, Delsha… I was wondering if you’d like to hang out sometime, outside of work. You know, hang out…? Maybe tonight?”
Holy fuck, she was blushing.
Ahava was wearing a stretchy black t-shirt, and right now, as she leaned over toward the camera, she was showing off a positively immodest amount of cleavage. There are (at least) two things that I’m a total sucker for in a woman: big tits, and lush curly hair. And Ahava has both those things. And then some!
Banging your boss is one of those things the self-help books are absolutely unanimous about: it’s a really terrible idea.
“I can’t tonight,” I lied blithely. “But yeah, that sounds fun. Sometime we should hang out. Maybe with some of the people from the team, we could get drinks after work some time.”
“That would be great,” Ahava said, sounding both slightly relieved and a little deflated. “Anyway, enjoy your day off! See you tomorrow!”
Well, shit. Maybe I should have taken her up on it.
I went back to scrolling, and I did manage to find one guy who was reasonably cute and local, didn’t give me Russian troll or murderer vibes, and responded to my message within a couple minutes. We agreed to meet up at the Crazy Lady coffee shop in thirty minutes. That left me just time to shower and get dressed.
It’s a funny thing: when I present as female, I love sucking cock. I mean, I love cock, and I love sucking cock at all times, but when I’m dressed up all femme, I instantly crave a hard dick in my mouth. Like my blood sugar is gonna crash if I don’t immediately eat a penis or two. I absolutely cannot get enough. Similarly, when I’m in the mood to get fucked up the ass, I always present as a man. If I want to eat pussy, I can go either way. It’s interesting how strongly perceptions flavor experience.
Sometimes I feel bad for people who only have one gender to play with. They’re missing out.
So anyway, I put on some pretty lace panties (not for him, for me!), a cute little sundress with leggings that I could tuck my tail into, and just enough makeup to look like I hadn’t just rolled out of bed. I fluffed my hair, brushed my teeth, grabbed my Planned Parenthood scarf, and a coat, and headed over to the Crazy Lady.
Oh yeah, the tail. I was born with a tail. It’s about fourteen inches long, smooth and hairless, and it mostly just gets in the way. When I’m really turned on it sort of curls up on itself and gets super sensitive to touch, and not really in a pleasant way. That’s just one reason I generally try to keep my pants on during these encounters.
Down at the Crazy Lady, I got myself a big fat mocha, sat down on a stool by the window, and waited. And waited, and waited. Until it became clear that I had been stood up.
Fortunately, however, all was not lost. While I was waiting for Mr. Tardypants, I noticed a skinny young dude sitting at a booth all by himself, typing into a laptop. He had noticed me right back, and we had made eye contact, and my horny-o-meter had climbed up a couple of notches, straight into the red. When it became clear that my dick date was going to be a no-show, I flashed the guy a sweet little smile. He responded by smiling back and closing his laptop. I escalated by going over to his table and sitting down next to him.
I didn’t ask his name, and he didn’t ask mine. I certainly didn’t ask his age, although I’m pretty sure he was at least a decade younger than me, probably fresh out of college from the looks of him. And the looks of him were pretty darn nice: skinny, well-groomed, neither muscle-bound nor flabby. And he had nice eyes. And nice hands. I wondered what other nice things he had. I intended to find out.
The conversation was mercifully brief, and not too awkward, and culminated in him letting slip the fact that his apartment was just around the corner. That was all I needed to hear. We swept out of the Crazy Lady out onto the sidewalk, where the wind played flirtatiously with my skirt, and my libido went from a smoldering fired to a raging inferno, a fire that was going to need a freaking pumper truck and hose company to put out.
His place really was quite literally just around the corner. We held hands on the way over there, which felt really nice. He was nervous, I could tell, and so was I. But I felt nervous in a really fun, excited way, like being on line for your favorite roller-coaster. Inside my leggings, my tail was doing its damnedest to curl up into a tight little spiral.
Up five flights of stairs. His apartment was cluttered but not terribly messy and didn’t stink of cat litter or cigarette smoke, so that was fine. I had the distinct impression that he did not live here alone (girlfriend? Quite likely.), but I didn’t see anything I wasn’t meant to see, and I certainly didn’t ask any awkward questions.
Once the door closed behind us, I put my arms around his neck, pulled him close to me, and kissed him hard, full on the lips, tongue and everything. My tail had popped out of my tights, and was curled up excitedly under my dress, so when he reached around and grabbed my ass, he didn’t notice anything unusual. And his hands on my ass felt great! Everything felt great, especially his hard cock straining through his pants, rubbing against my crotch.
We kissed a little more (he was very good at it, I am pleased to report) and I let my hands go exploring. I squeezed his sexy little buns, and I rubbed his erect cock through his pants, and then my hands found their way up inside his shirt, and I discovered his hard little nipples, and I got to enjoy pinching and lightly twisting and tugging on them. It was time for that damn shirt to come off, and he obliged me by pulling it right up over his head.
I love guy nipples, at least as much as I like girl’s tits. I think they’re incredibly sexy, and I wish I had a pair. If I can’t have breasts, I’d like to at least have a couple of nipples like Hershey Kisses that I could get pierced and hang thick gold rings from. But nah, my chest is as flat and featureless as a map of North Dakota.
There was a window seat, overlooking the street below, and that is where I herded him over to. It was a sunny day and the curtains were wide open, and anyone who happened to be looking could have seen us. Not that I thought anybody was actually looking, but the idea was exciting.
It took only a minimum of effort to tug down his pants. He was wearing boxer-briefs, black ones, and the head of his dick was peeking out over the waistband. Adorable! His underpants came right off too, and I was treated to a magnificent face-full of grade-A prime dick!
I mentioned that I like dick? Kind of a lot. All shapes and sizes, as they say. But this one was about the nicest I’d ever laid eyes on. It was big and thick, any bigger and it wouldn’t have fit easily into my mouth; circumcised with a big purple mushroom-shaped head. The shaft had a slight arch to it, as if it was so eager for action it couldn’t stand to just be straight, and it was so hard I swear it was quivering. Neatly trimmed pubic hair, and a plump pair of balls to go with it. I knew what I was having for lunch!
He leaned back and let me do my thing. Which was just fine by me. If he’d wanted to explore under my sundress, I most certainly let would have let him, but it might have led to some awkward questions. It’s happened before.
In any event, I took my time, savoring my prize, licking up and down the underside of the shaft, tracing his length and girl with my fingertips, and nuzzling playfully at his testicles. I even explored the tender flesh between his butt cheeks with the tip of my tongue, angling for his anus, but he flinched away, so I let that go.
I opened my mouth and swallowed him whole. It was glorious. He was nice and clean, just a little sweaty, and he tasted delightfully masculine. His cock was perfect for my mouth, like I said, any bigger and it wouldn’t have all fit inside. As it was, I slurped and gobbled greedily. The sounds he was making, and the way his body humped back against my ministrations told me that I could have made him come within about thirty seconds, but hungry as I was, I didn’t want to do that quite yet. I wanted to savor this, just for a little bit.
I let it pop out of my mouth. A long, sweet-sticky strand of pre-come drooled from the swollen head of his cock. I came back up and kissed him hotly, massaging his wet dick with one hand. We kissed for a little while, my hand busy playing with his cock, and then I slid back down his body. I sucked each nipple in turn, making him squirm and moan. This was the most fun I’d had in forever! In weeks anyway. Then it was back down between his legs, where the main course stood up, proud and eager.
I flicked my tongue at the underside of his cock-head, where the two lobes of the glans came together, all the time stroking the length of his dick with my hand. Every time it felt like I was about to push him over the edge, I backed off. I tried again to play with his asshole with my free hand, but I was again rebuffed, so I contented myself with fondling his balls.
I toyed with him like that, balancing him on the knife-edge, bringing him close and then backing off three or four or five times, but it wasn’t long before neither one of us could stand the teasing anymore. I opened my mouth wide and swallowed him whole again, being careful to keep my teeth well out of the way, jerking him off furiously with one hand while I gently squeezed his fat balls. He grabbed me by the hair –not too hard, just hard enough– and fucked my face, which I adore! I couldn’t breathe, but that was OK, it really only took a few seconds anyway, and then he squealed (he squealed!! so cute!) in a truly gratifying way “Fuck Bitch I’m Coming!” and squirted gobs and gobs of thick, bitter-salty semen into my ravenous mouth.
I stayed with him until he started to go soft, and let his cock plop out of my mouth. I like soft cocks too, especially freshly fucked ones, and his was adorable in its reduced state. It was all wet and slick with my saliva, and come was still leaking out the end. I wanted to take it home with me!
He was suddenly kind of awkward. Guys are often like that, if you haven’t noticed. He wasn’t a total douche, and he did make a halfhearted offer to reciprocate, but even if I’d been interested, I could tell he really wasn’t into it. And it was all fine, I’d gotten exactly what I’d come to get. I made my excuses, discretely tucked my tail back into my panties where it belonged, kissed him on the cheek one last time, and saw myself out.
Some days that would have been all I needed. But this wasn’t one of those day. I was still horny as fuck, hornier. When I got back home, I masturbated, running the electric toothbrush up and down, all over the sensitive areas between my legs, and squeezing my thighs together, remembering the recent sensations of that urgently thrusting cock spurting off into my mouth. Of course that didn’t take me anywhere, I knew it wouldn’t, but it did feel really nice. Eventually my arm got tired and I got sore, and my toothbrush was running low on battery, so I quit.
I noticed there was a text message from Ahava on my phone, just a short note saying she hoped I was enjoying my day off.
To hell with it.
So yeah, not fucking your boss is pretty much workplace rule number one. But you know, what are rules if not for breaking? I texted her back and asked if she was still up for hanging out. She responded almost immediately, and sent me her address. We would meet up after she got home from the office.
Usually at work I presented myself as vaguely female, so I decided to switch things up. I kept the pretty lace panties, but I put on a pair of blue jeans, white undershirt, and a flannel shirt over that. I pulled on my cowboy boots, scrubbed off all traces of makeup, brushed down my hair, and felt like a whole new me.
Ahava met me at the front door of her place, a fairly generic but sweet-looking little house on a quiet suburban block. She had a wine glass in hand, and her lips were stained red, and when she opened the door and saw me, her smile was so big and warm that I absolutely melted inside.
“Come in, come in,” she said, and in I came.
Ahava was gorgeous, I’ve always thought so. She’s a bigger girl, but not at all in a bad way. It’s like every bit of her is a curve. I’ve mentioned her breasts, which are big and bouncy, but there is also her ass, thighs, tummy, cheeks… just everything! She has light brown skin, and a little up-turned nose, and brown eyes that sparkle when she says something slightly naughty or off-color at work. Which she does pretty often. She has a huge mop of unruly curly black hair, and a pretty mouth. I wondered what it would be like to watch her sucking somebody’s cock. Pretty hot, I’ll bet.
If she was taken aback at all by my masculine appearance, she didn’t say anything. I’ve never defined myself either way at work, I left the question blank when they hired me, but I do tend to wear feminine clothing, sometimes even a skirt. Right now however, I was feeling distinctly masculine.
I think Ahava was a little drunk. She finished off her wine and offered me a glass, and together we emptied the bottle. I had the distinct impression that she was at least as horny as I was: as we flopped onto her couch and chatted about this, that, and the other thing (but not about gender, boyfriends or girlfriends), she kept pressing herself up against me, and her boob kept brushing up against my chest in a way that made me absolutely melt!
It quickly became a kind of game, to see who could keep the pretense up the longest. I resisted the temptation to crack. I wanted to see how long it would take her to cut to the chase. Not long, it turned out.
There was one of those awkward pauses. Both of our wine glasses were empty, and Ahava was resting her head on my shoulder. I felt the tension building up towards a snapping point.
She seemed to make a decision. She lifted her head off my shoulder and clambered onto me, straddling my lap. Her cleavage was right up in my face as she toyed with the top button of my flannel shirt.
“So listen Delsha,” she said softly. “I would really like you to fuck me now.”
“I’d like to do all kinds of things to you,” I said.
We kissed, and I treated myself to two hands full of her big soft tits.
When the kiss broke off (I’m not sure which one of us stopped first), she very sweetly and shyly suggested that we relocate to her bed. I enthusiastically agreed.
I followed her into her bedroom, watching her butt wiggle in tight black jeans. My heart was racing, and I was consciously trying not to hyperventilate, and if I’d had a pussy it would have been drenched, and if I’d had a cock it would have been bursting out the fly of my jeans.
There was a porn site open on her computer screen. It looked like fairly generic oversized-penis-in-shaved-vagina stuff, but I’m not exactly picky. There was also a large blue dildo/vibrator thingy sitting upright on her bedside table
“Oops,” she giggled. “Must have left that out by mistake.”
By mistake, sure. Ahava seemed to have become an order of magnitude less shy now that we were in the cozy confines of her bedroom. Her shirt came flying off, followed by her bra. Her breasts were just as big and glorious as I’d always imagined. I love the way they shook and swung as she moved. There was an antique iPod on the bedside table, next to the dildo, and she pushed a button, starting up some weird hypnotic eastern-sounding music. I usually prefer my sexytimes without a soundtrack, but I sure wasn’t complaining.
We got up on the bed, and kissed some more. I was very much enjoying her naked breasts, her soft skin. For such big boobs, she had really little nipples, and it was fun to suck one of them into my mouth and make the nipple hard, and then let them flop right out and switch to the other side. It was also fun to grope her ass and pussy through her tight black jeans. I swear I could feel her wetness all the way through the fabric.
She stopped kissing me, and pushed me away for just a second.
“I’m really curious,” she said softly. “I’ve been curious for a really long time, to tell you the truth. I would really like to see you naked now.”
Well, I wasn’t at all sure how this was going to play out, but I wasn’t going to say no either. This definitely had the potential to end poorly. I hadn’t been completely naked, in a room with the lights still on, with another person in…. Well, not ever.
Ahava didn’t wait for me to respond. She unbuttoned my flannel and tossed it aside, and then pulled my white t-shirt awkwardly off over my head. My left arm got stuck for a moment, but we soon dealt with that. She paused to examine my naked upper half: smooth pale skin, no hair, no nipples, no birthmarks, no navel, no nothing. I’ve tried getting tattooed before, but they just wash right out, they never last more than a couple of weeks, and getting them hurts and is expensive, so what’s the point?
She traced her fingertips all the way from the button of my jeans up to the hollow of my throat, and back down again. “Interesting,” was all she said, “Very interesting.”
She unbuttoned my jeans, and I lifted my ass up off the bed to facilitate her pulling them off. I’d already kicked off the cowboy boots. That left my pink lace panties, which she dispatched with a deft tug.
“Oh, that’s not exactly what I expected to find,” she said. At least she wasn’t freaking out.
“I do pee out of it,” I said stupidly.
The playful naughty smile crept back onto her face. “I think I’d like to lick it, would that be ok?”
Now this was definitely uncharted territory. She slid down my body, and, tentatively at first and then more aggressively, started licking the flesh between my thighs, up and down and all around, even flicking her tongue at my urinary organ. It felt really good. Possibly even nicer than my electric toothbrush.
And then she found my tail.
“Oooh my, aren’t you full of surprises?!” she stroked it with her fingertips, dragging her fingers from the base of my spine all the way to the tip of my tail, and the stimulation was overpowering: I shrieked and jumped away, almost falling off the far side of the bed.
“Sorry,” I finally managed to gasp, “You can’t do that. Way too sensitive!”
“Oh…ok,” she said, startled by the intensity of my reaction. “No problem. But what if I just do this?”
She grasped my tail gently but firmly near the base, and went back to licking. I was surprised to discover that if felt really nice. Possibly even the kind of nice that might…
At that point, Ahava came up for air.
“I need for you to fuck me,” she said, fumbling with the closure of her own black jeans. “Like, right now.”
“I don’t think I can,” I gasped. “You see the equipment I’ve got…” I indicated the territory between my thighs.
“Oh, the equipment’s not a problem,” she said, with a full-on smirk. “I’ve got a strap-on!”
She peeled off her tight jeans along with her baby-blue panties, revealing a full dark bush and hips for days. Then she rummaged around under the bed, and came up with a black leather harness attached to a quite sizable and realistic silicone cock.
“I haven’t used it in a while.” She looked at me appraisingly. “It’ll take a bit of adjusting, but the harness should fit you ok.”
She was right. Adjusting the straps and buckles and getting the phallus positioned just right so it stuck out from my groin was awkward and annoying and really quite hilarious.
Ahava was flat on her back on the bed, a pillow under her ass. Her pussy was drooling wide open, and her pink clit bulged boldly out. I slid between her legs to give her a good licking. I love eating pussy almost as much as I love sucking cock. Sometimes more so.
She was very wet. She tasted sexy, clean and slightly tangy and female. I could have licked her sweet pussy all night, or at least until she came all over my face. But she stopped me.
“You can do that later on, if you want to. Right now, I need your cock inside me.”
I’d never really appreciated the fact before, but it’s not necessarily easy being a penis-haver. I suppose they do tend to have more practice with it. I couldn’t seem to direct my dildo exactly where I wanted it to go, it kept veering off in the wrong direction. In the end, she had to reach down and guide it in. Once we had the angle right though, it slipped right in.
“Fuck me,” she said. “Fuck me hard.”
I did my best, and from what I could tell, my best was pretty good. It was absolutely the most sexy thing I’ve ever seen, the silicone cock sliding in and out of her juicy cunt, her tits shaking with each thrust (and that thrusting is hard work!), her eyes closed and her head lolling back and forth as I fucked her.
She reached over and grabbed the vibrator off the bedside table and pressed it buzzing against her clit. I could feel the vibrations all the way through the dildo and against my own skin. It felt great!
“Oh Shit Delsha, I’m going to fucking come!”
My glutes were screaming at me. I willed myself to keep humping her pussy as hard as I could. Sweat was dripping off my face. I reached under her, my finger found her anus and pressed hard up against it, and that was the last straw. She exploded, screaming out loud, her back arching and her chest flushed red. In that moment, I felt like God.
After she was done, after we were disentangled and the come-slick dildo was out of her pussy and the harness was unlatched from my body, we lay together, just cuddling and breathing. My heart was still pounding from the effort.
“I’d like to make you come too,” she whispered, kissing me playfully on the nose.
“Um, I’m not sure you’re going to be able to do that.”
“Well, I’d like to try anyway.”
I wasn’t going to argue. She started out by licking up and down in between my asscheeks, and then she concentrated on licking my anus, which felt absolutely amazing, but wasn’t going to take me anywhere. The she got some lube from a drawer in the bedside table and slipped a finger up my ass. And then another one. And possibly a third, I’m not sure. In any event, it felt great!
“Hold on tight,” she said. One hand grasped me firmly by the base of the tail and tugged gently but insistently. As long as she didn’t stroke or pet it, it felt good. Great, even. The other hand started fucking my ass. Slowly and gently at first, but then harder and faster, and then harder still.
She was panting, breathing hard. I realized, all of a sudden, like a flash of heat lightning, that this had potential. She was fucking my ass with all her strength now, and pulling so hard on my tail it felt like she might pull the damn thing off.
“Don’t stop!” I managed to gasp.
Ahava laughed out loud and kept right on doing what she was doing.
I grabbed her big blue vibrator from where it lay on the sheets, mercifully withing my arm’s reach. I started it buzzing again, and jammed it hard against my own flesh, right where I’m most sensitive, just below my urinary organ.
My back was arched, I was humping back to meet her every blow, my tail curled up tighter than it had ever been before. Ahava’s face was all red and sweaty, and her tits shook delightfully, and she showed no sign whatsoever of letting up.
I felt something let go, and I slipped right over the cliff. I realized I was screaming. “Ahava, Ahava, oh, oh, oh, oh, oh… FUCK!”
And then I guess I passed out.
When I came to, she was sitting next to me on the side of the bed, gently petting my hair. She was still topless, but she had slipped on a pair of new pair of panties. I was sore, exhausted, buzzing with endorphins, and utterly in a state of bliss.
“So, did you come?
“Wow. I don’t know. I guess so. It felt really good!”
“I think I broke you,” she said. She was gently petting my hair.
“You didn’t break me Ahava, that was amazing.” Really and truly it was.
She indicated the stump of my tail, laying next to her on the sheets. It had snapped off right at the base. I reached around and felt my backside. It was tender, but not painful. Sticky, but no blood. But it was gone, all but the nubbin. Somehow I knew with confidence that it would grow back.
“Well,” I said, “This has never happened before.”
END
post-script:
After I left Ahava (she was really worried that she had hurt me, and I assured her that she had not in the least, and on the contrary that had been the best sex I’d ever had in my life, and that led to a lot of hugs and cuddling, which led to another bout of good sex where I did get to eat out her pussy and enjoyed it thoroughly, and made her come on my face, but no more orgasms for me), I took my broken-off tail and went home. It was late, and there was no moon, and the stars were out, bright and cold. I felt lightheaded, a little disconnected, as if I were coming down off of a long psychedelic trip or something.
Work was going to be weird tomorrow, but hopefully not in a bad way.
Back in my apartment, I set the remains of my tail down on the kitchen table. I swear, the little nub at the base of my spine already felt like it was starting to grow. It was definitely tender. I poured myself a glass of juice, and opened a bag of knock-off Doritos. When I came back to the table, the dry skin of my severed tail was cracking and peeling back.
It now looked a little like one of those long, brown seed pods that some trees make. With just a little encouragement the outer layers parted, revealing a perfectly-formed miniature person inside: arms, legs, toes, head, even a tiny little tail. It opened it’s eyes and saw me, and a tiny hungry cry came out of it’s mouth, a kitten’s mewing. It was hungry. A powerful emotion that I didn’t really understand flooded my veins.
What the actual fuck? Should I get it some milk?
A memory dredged back from somewhere way, way back in my mind told me no. This little one would much prefer some crushed-up bugs.
END (for real)