My Girlfriend is Cheating on Me with Myself

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I promise that I'm not paranoid. I love my girlfriend, and I'm very happy with her, but I think that she's a lesbian, and also actively cheating on me with multiple women.

It all started when I was -- and don't judge me, okay? -- checking out a dating website, and found her account on there. Of course, I wasn't planning to cheat on her or anything, I swear! I made the account on a lesbian dating website so that I wouldn't be tempted to hook up with whatever random cute girl that I saw. So I was browsing some of the single lesbians and bi girls in the area -- appreciating their beauty and nothing more -- when I came across Andria's account.

I stopped dead in my tracks, just staring at the page for several minutes. MY Andria? On a lesbian dating website? What the hell? Oh, look, she even has an Inglam linked to her profile. Oh, but it's private. She'll only accept follow requests from people that she's chatted on here with...

Well, now I'm curious. I want to know if she's really cheating on me, and if so, to what extent. First things first, buying some makeup and clothes and a wig online. I don't live with my girlfriend, but I don't want her to happen to be around when one of the packages arrives, so I have them sent to a P.O. Box. When they arrive, I decide to just dive on in and see how I look.

Yikes. The answer is "terrible" apparently. Somehow I've got a 5 o'clock shadow visible through enough makeup to make me look like a clown. And though I don't normally grow much body hair, it's quite obvious that it's there when I'm wearing such a revealing outfit. Why did I think that a pink miniskirt and crop top was a good outfit choice, anyhow? I look like a cheap transvestite prostitute. The cheap wig looks like nothing more than a halloween costume wig. The bra (with fake inserts) is obnoxiously big and awkward. And my dick is slipping out of my underwear...

Okay, okay. Deep breaths. Obviously this outfit isn't going to work. And I need to work on the makeup and buy a serious wig. Surely transvestites in the real world have this issue, and deal with them one way or another? I've seen some sexy t-girls online before. Just appreciating their looks, of course, not planning to cheat on my girlfriend or anything.

Alright. Poogle time! Lots of time, in fact. I go through hours and hours of makeup tutorials. Dozens of blogs and articles about transexual dressing. And I find that the preferred term is transgender. I guess I shouldn't insult the culture when I'm using them for my own devices.

Every moment that I'm not at work or sleeping is spent researching this stuff. If I waste time, I don't know if my girlfriend will leave me or deactivate her dating account, so I try to speedrun feminizing myself.

One week later, and finally I'm feeling confident about things! I've got a really nice wig that's layered and everything, super cute! And top quality makeup that I carefully apply! Plus an outfit that hides my shortcomings, with some padding to accentuate my curves. I make sure not to go over the top, trying to aim for being a pretty girl as opposed to a slutty whore -- though I do very much appreciate slutty whores, mind you. You know, aesthetically.

Anyhow, I'm wearing a cute A-line skirt and a sweater. I take some time to take some selfies in some spots away from my house so that my girlfriend doesn't immediately look at this photo of a woman and go "Hey what the hell that's my boyfriend's house!" Cuz, you know, that would kinda suck. I get hit on by a cute guy at a cafe but, sorry man, not my type. Other than that, it's a pretty inconsequential outing. Oh, there is one thing.

"Yeah I'd like a double whipped ice chocolate frappuccino." What's with that look? Ah. Right..."

I sound like a fucking linebacker -- okay, more honestly just some twinky dude, but still clearly a guy. And the poor barista lady wasn't expecting that!

Whelp, guess I've got some voice training to do. I forgot. I saw it on those blogs and stuff, but I was so laser-focused on my looks that it completely slipped my mind!

Obviously there's no way to do voice training in a way that makes sense in any short timeframe. Maybe I can pretend to be mute? No, that's silly. Unless? No. I guess I could try to use a voice modulation device if we end up talking on the phone? I'm not planning to meet her in real life, after all! I just want to cyberstalk -- I mean, check out her Inglam. Alright! I've got this.

"Check, check? Ah, ah, ah? Hmm, that voice sounds kinda sexy..."

I won't lie, it's kind of fun trying out different voice modulation apps but most are utter shit and make you sound like a robot. I end up finding one that costs some money but does a really great job changing your voice. I download that on my second phone that I totally didn't have beforehand. Because, yes, I'm not going to be stupid enough to give my number to my girlfriend (while pretending to be someone else) and just give her my normal number.

Finally, the day has come that I can set all of this shit up. I post some flawless Inglam photos on Inglam, and some different ones on the dating app. I nod appreciatively at my work. I look damn hot. I also check out some of the more spicy photos that I took at a hotel while I was out.

Several minutes later I return to my PC to continue my work.

The following day, I decide to message Andria on the dating app. She messages back shortly after.

"Hey there Zoe! You look totally adorable! Seriously, you're JUST my type! I've got an Inglam if you wanna message me there and check out some more of my photos!"

We spend several days flirting. Uh, but I guess that's not the point. The point is the Inglam!

Yeah, there's lots of photos there. She's been on several dates with several girls and even has photos of her kissing other girls there. Some of these photos are pretty risque...

Several minutes later, I return to my PC and continue my work.

So it seems that Andria really is cheating on me. With several girls. Several hot girls. I can't blame her, really, these girls are, like, really hot. But now that I have my answer, what do I do?

A message comes in from Andria.

"Hey! I see you've been favoriting a lot of my photos! Like what you see, huh? Gotta admit, I'm enjoying what I'm seeing, too! If you're down for trading some more spicy pictures hit me up at (123) - 123-1234!"

I grab my fem-phone and add her on there. Hmm, yep, it's a different phone number than the one that she gave me back when we were dating. Keeping her cheat-phone secret, then... Okay. Fine. I see how it is!

Anyhow, I went ahead and took those spicy pictures earlier, and I'm interested, so we swap some photos. I spend the whole night working out both arms.

Things are going pretty good with my girlfriend, at least in girl mode. In boy mode, she's become kind of distant, and is often going out to do things when I want to make plans. Honestly, it makes me feel kind of lonely. And then the perfect text comes in! Wait, no, not on this phone...

Andria hits me up on my fem-phone. She wants to go on a date. Uh, I don't know about that.

"Are you anxious because you're trans?" she asks. "It's cool -- I dig trans chicks!"

"Oh? How could you tell that I'm trans?" I message back. Might as well go along with it...

"There are several subtle (and not so subtle) clues! Zoe is SUCH a stereotypical trans girl name! I've slept with, like, three trans Zoe's just this week. And the choker, and the cut of your clothes, and I can see a bit of a bulge in a few photos. Your jaw is also fairly small but still pretty clearly trans."

"Well, thanks for the feedback, I guess. Yea, I'm trans." It kinda stings to have my seemingly perfect disguise be blown. Though, really, it works well enough, right? She doesn't realize that I'm her boyfriend, she just thinks that I'm a trans girl. So this still works out! And I don't have to voice train! Well, wait, my voice still sounds like MY voice, so I've got to do something about that...

The date is scheduled for Saturday. It's Monday, so I've got some time. Plus I've been training as we've spent the last week or so texting. I grind voice training until my voice is hoarse. And then it kinda doesn't work, because I sound like an 80-year old smoker. I drink lots of tea and also scoop copious amounts of honey straight out of the jar into my mouth.

I never want to look at a jar of honey ever again.

Finally, Saturday arrives. I'm excited for my date, and spend hours inspecting my ever-growing fem wardrobe for the perfect outfit. I pick out a cute and elegant-looking black dress and a nice pair of heels. Low heels, mind you. I tried walking around in 7-inch stilettos earlier and damn near had to visit the hospital.

The date is scheduled at a trendy cafe in the next town over that recently opened up. Smart girl, choosing something out of the way so that I (in boy form) wouldn't ever happen upon her. Not that I'm a fan of going out to town, anyhow. I just order my groceries to be delivered and only leave the house for work.

I step into the cafe, and scan the seats, looking for Andria. My breath catches in my throat. She's wearing a short red dress with a plunging neckline, an expensive necklace that draws the eye down, and some glamorous heels. She sees me gawking, and chuckles, then waves me over.

"Liking what you're seeing, huh? Well, don't worry, you'll get to see plenty more later on tonight!"

I nod, probably looking like an idiot. A pretty idiot, at the very least. Hmm? Did we have plans for later tonight?

"Their café au lait is rather nice," she tells me.

"Hmm?" I nod like an idiot. She just giggles at my suddenly shy demeanor. "I, uh, guess I'll have that, then."

"You've got a really cute voice. I'm a sucker for early trans girl voices, you know."

"Oh? Really?" And here I'd been practicing so hard and just got called an amateur.

"There's a certain charm to someone being so... I don't know, true to themselves? And working hard to get there. Obviously you're not there quite yet, but I can feel the passion in your voice. You really want to change."

"Oh. Thanks?"

She pats my hand, smiling. "I'm confident that you can become the woman that you want to be. I'm here to support you."

Honestly I'm more of a tea person, but the café au lait is pretty nice. And once I get over her stunning looks, I get around to having a nice conversation with Andria. Of course, I'm careful not to say too much, as I'm not too used to using this voice. I don't want to slip up. Andria is happy to carry the conversation, though. She's always been good at that.

The conversation on her side is mostly about her work, and how much of a bitch her boss has been recently. She works as an editor at a small publishing company, and it's a struggle to make ends meet.

On my side, I have to bullshit things really quick. Apparently, I'm a software engineer, and have a soft spot for cats. It turns out that I had a cat as a child that I absolutely adored and miss with all of my heart. A pretty stupid lie for someone that has cat allergies, truth be told. But Andria is totally sympathetic, and hopes that I can adopt a cat someday. Uh? I would rather not? I might die?

Anyhow, the date goes well, and she offers to pay for it. I know that she's not doing well financially, so I offer to pay. We end up splitting the bill, then she takes my hand and tells me to follow her.

"Uh? Okay?"

We walk down the street to a hotel, and -- oh. This is what she was talking about earlier. Something about seeing more later tonight?"

"I don't really know if I'm up for this," I tell her, my eyes wide. I can't go and fuck my girlfriend! Well, I mean, not while I'm dressed up as a girl and pretending to be someone else.

"Don't worry, don't worry! I know that trans girls can sometimes be a bit shy with their, uh, well, you know. But I want to give you a reward for keeping me company today and chatting with me so much recently! My boyfriend has been kind of distant, constantly working on something or another, so between that and work, I've just been lonely!"

Oh, now I'm feeling bad. It's my fault that -- wait! What's she talking about? She's the one constantly leaving early and taking a rain check! I mean, yes, I have been working on something recently but that SOMETHING is learning how to be a woman so that I can cyberstalk my girlfriend on a woman's only dating website! She was cheating on me before any of this, and the time stamps on Inglam prove that!

If I already confirmed that, why am I here again?

I find myself in a hotel room, sitting on a hotel bed, staring dead ahead at my girlfriend as she stips for me. Except, of course, she's not stripping for ME, she's stripping for Zoe.

Damn, she really does have a nice body...

My hands seem to spontaneously evolve minds of their own. I'm rubbing her body up and down as she slowly removes her dress and dances on my lap in just her panties. I can't really help but start to get hard. These panties are pretty tight, and my guy is really putting up a fight down there.

Still, even with my guy mostly suppressed, there's a visible bump. Andria gives me a smirk, and kneels down to -- Hey? You know what? This might be a good time to fade to black.

So, anyhow, my girlfriend gave me a blowjob. That sounds great and all, but obviously she didn't give ME the blowjob. She gave it to Zoe. So is that cheating? Did my girlfriend cheat on me with me? Jeez. Guess I can't be mad, though? Although, she's never given me a blowjob before... Well, not the ME me, that is...

The following day, I'm at my PC working on a new sexy photoshoot, when my doorbell rings. I check my camera from my PC, and see that it's Andria. I close down my program, and power down my PC, then go to see what she wants.

"Oh, I thought you might be too busy to come to the door," she says, voice full of poison.

"Good to see you too? What's in that trash bag?"

"All of your stuff. I figure that you never come to my house anymore anyhow, so I better just bring them back."

"That's not really necessary."

"I think it is, since we won't be seeing one another anymore."

"What?"

"I'm breaking up with you! I know that you're hiding something from me! Every time that I'm over, your mind seems to be elsewhere! And I saw your bank statement recently and it's super low! What? Spending money on a girl? Well, that's fine! I'm sleeping with a girl, too!"

"Ok, I can forgive that because it's kind of hot, but--"

"No! It shouldn't be okay! Cheating isn't okay just because it's with someone of the same gender!"

"Listen, things really aren't like you think," I insist.

She rolls her eyes. "Yeah, yeah, I bet you're just busy with work, huh? Which is why you never call anymore to spend time with me. Or text. Or anything, really! Hell, I can be right in front of your face, and I don't see any lights on in your head! Do you care that you're talking to me?"

"Of course! I love you!"

"Well I don't! I've fallen in love with someone else! A girl, at that!"

"What? Come on!"

She sneers. "Oh, now you want to talk to me, huh? Here, take this!"

She swings the bag at me, and I go stumbling backwards into my trailer home. She slams the door, and I hear the engine of her car start, then rumble off.

"Fuck me," I groan.

I just lie on the ground for several hours, too depressed to even move. I only finally move when a roach crawls right across my arm, and I spring for a fly swatter to eliminate him.

I check my socials, and find myself blocked. I groan, then check my likes on my Inglam account. Pretty women in scantily clad outfits.

Several minutes later I return to my PC to bathe in my depression.

My Inglam is full of photos of me and Andria together. I admit that I don't actually use it that much, but it should be clear from this Inglam account that I adore her. And maybe that my photo taking skills could use some work. Or maybe I was aiming for the breasts?

I get a message on my fem-phone. It's from Andria. She wants to know if I'm free tonight. Well, seeing as I've just been dumped -- by her, no less -- well, I guess I'm free...

So, fuck it, only several hours after being dumped by my girlfriend, I'm going on a date with her. Except, I'm crossdressed and pretending to be someone else. So she doesn't know that she's going on a date with the guy that she literally just dumped.

I meet up with Andria in a nice upscale restaurant. Girl? Are you used to ladies paying for your dates, because I don't think you can afford this, and neither can I. Sheesh, if I keep dating my ex as a girl then I'm going to be broke.

That line of thought doesn't last long as I get a glimpse of Andria. She's wearing a short skirt, and I get a glimpse of her panties, instantly making me hard. I blush hard, and walk over to talk to her.

"What's up?" I ask. "That was kind of a short notice message. Thankfully I happened to be free, though."

It's her turn to blush, now. "Oh, well, I was just thinking about you. I feel like you're the only thing that's been on my mind ever since our date yesterday. And I've had a lot of fun talking to you, and you're just really hot, you know?"

"Well, I try..."

"It's worth the effort! I've never seen anyone nearly as stunning as you are!"

"Oh?" And yet she dumped me just a few short hours ago. "Well, you're rather stunning, yourself, you know?"

"I know! I'm sexy! I could have anyone in the world that I want! That's why I dumped my loser boyfriend!"

"Oh? Poor guy."

"Meh. He was probably cheating on me, anyhow. Fair is fair, I guess."

"I guess so."

"My point is, though... I really like you. I want to make this more than just a friend with benefits type situation."

"Huh? Seriously?"

"Yes! You seem really awesome, and I feel like I connect with you in a totally different way than I've ever connected with anyone else! You're a little small down there, but that's alright for a trans girl! I'm happy being the top, anyhow!"

"That's kind of..."

"Right, sorry. We are in public. Um, but anyhow, what do you think? Are you interested?"

I'm pretty dumbfounded. Like, yeah, Andria is hot as hell, but what am I supposed to say when my ex who dumped me literally hours ago now asks me out when I'm dressed as a woman?

You know what, fuck it, sure!

"Yes! I would love to! I've been interested in you ever since I came across your profile. You're stunning, and you're a wonderful talker, and so intelligent and hard working, too!"

"Jeez, you're making me blush!"

"But it's true! My dating pool may not be as wide as yours, hell, it may just be a dating puddle, but if I could choose anyone on the planet, it would be you!"

She hugs me tight. "Oh! I'm so happy!"

I hug her back, squeezing her ass a little bit while I'm at it. When we separate, she gives me a light peck on the lips, then we focus on the menu. We did come here for a date, after all...

The night goes by quite nicely. I get another blowjob, then get pegged. The food was fine, too, I guess. I don't remember. She had slept with the owner, so the food was on the house for us that night, though, which is nice.

In the following days, we continue to have little dates. We walk around the park, go eat at cafes, stuff like that. I decide that if I'm going to be with her now as Zoe that I need to get rid of the evidence of the male me. I get an apartment, and also get a new job and bank account and stuff as Zoe. I make sure to make my bills and statements electronic so that legal paperwork doesn't come in under my real name. I also start estrogen, because, fuck it, I might as well keep up appearances, right? It would be weird for a trans girl to not be on estrogen if she's going around as a girl and stuff.

Life is pretty good, though I'm wearing panties and skirts now instead of pants. I'm now my ex-girlfriend's girlfriend, and she doesn't know any better. She doesn't have to. As far as she's concerned, I (boy me) move away after the heartbreaking breakup. She doesn't seem to care. She's just happy now that she's with me (girl me) and getting laid every night. I won't lie, I'm pretty damn happy about that, too. Nothing about my old life was really worth missing, so I'm happy now as a girl. Here's to a new life for Zoe, I guess!

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Comments

a new life alright!

giggles. you just know the stuff is gonna hit the fan at some point, though.

DogSig.png

Thought You Were Using...

...the old sitcom plot where Andria knew who it was all along and was Teaching Him a Lesson. Glad you didn't...

Eric

Hours and hours

Emma Anne Tate's picture

When the MC spent “hours and hours” on makeup tutorials, and “Every moment that [he’s] not at work or sleeping is spent researching this stuff,” he sounded like Orlando Bloom’s obsessed swordsman in the original Pirates of the Caribbean movie. So my thought was to say, like Jack Sparrow, “Mate, you need a girlfriend!”

But naturally, that doesn’t work, since your MC has a girlfriend. Or maybe it would have. Since he spends every waking moment learning how to credibly present as female, he neglects the GF and she dumps him.

But all’s well, ‘cuz he really likes being both a girl and a girlfriend, and his girlfriend likes him that way. Maybe as a girl she’ll be less paranoid and controlling?

Emma