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Hi Sissies!! Happy Pride 🏳️‍🌈

If you’ve followed my blog, there’s a good chance you’re a sissy looking to have sex with men! I’m here to help you with that 😘

A little background on me first! 5 years ago during pride, I worked up the courage to hookup with a man for the first time! Since that night, I’ve hooked up with dozens of men dressed as Christina.

I’ve learned a lot in that time and wanted to pass on some of that knowledge to any sissies who might be taking their own leap into the world of gay sissy sex this pride month!

A picture of me right before I had my first hookup with a man.

Are You Ready for this Sissy??

The first step is to admit to yourself, “I’m a Sissy. And I want to have sex with men.”

For some it’s not hard, but some sissies still hang onto their heterosexuality. This won’t be a fun experience if you’re constantly second guessing yourself. You need to commit. You can tell yourself you’re just experimenting, but at the end of the day you need to accept you want to have gay sissy sex. Just enjoy it.

Now that you are going to finally let your sissy side have some fun, how do you get ready?

If you’re like me, I was dressing up well before I had sex. And nothing makes a sissy feel sexier and hornier than looking pretty. Never shaved your legs? It’s time. Do you only wear panties? Time to upgrade your wardrobe. Still learning makeup? Lock in sissy.

No shortcuts. No half measures. It’s time to bring out your inner woman. 💋

Finding Mr. Right

You’ve accepted this is happening. You are confident and looking your sissy best! Time to find your man.

Tell me sissy, what is your type? Ever thought about it before?

Personally, I love a tall, strong and dominant man. I love if he dresses nice, has a little facial hair, and if he has big muscles. While I won’t find exactly what I’m looking for, it’s important to set standards. With all this in mind, he has to be in good shape, 6ft, and clean up nicely.

Think about what kind of man you want to be pounding you sissy pussy and don’t settle. There’s plenty of men who want to fuck sissies and if you settle of a mediocre guy, you probably won’t have as much fun as you’d like.

Wow! Isn’t he sooo hot 🥵

Anyways Sissy! Where do you find your man? You’re probably not going to many coffee shops dressed as a sissy.

I have 3 places I find men.

1. Grindr - I find 90% of my hookups on Grindr. It’s full of guys looking to fuck asap. Don’t be shy when filling out your profile. Tell them what you want and post pictures. No one is going to find you and expose you. Especially if you’re in full makeup. The big downside is not every guy understands the sissy fetish on Grindr.

2. Fetlife - It’s less of a dating app but more of a kink website. The guys you meet will definitely understand the sissy kink. The big drawback is most men won’t be local or they are looking to sext. Good for online fun. Not so much for irl hookups.

3. Reddit - This one seems weird but I’ve met a couple guys off Reddit. There are subreddits like r/sissypersonals where you can put out personal ads looking for hookups. Kinda gives Craigslist vibes. I get tons of suitors messaging me here but again not all are serious!

On a side note I have the second most popular post on the sub. 🥰 insane to think 900,000 people have seen my sissy self!

Here’s some general advise in finding the right guy on these platforms.

No Profile Picture = Will Waste Your Time. I’ve never had anyone that anonymous be serious about meeting up.

Ask Questions.

“What all are you looking for on Grindr?”

“What are you into in the bedroom?”

“Are you clean and recently tested?”

Don’t assume he’s into everything you are. Personally I dislike having men touch my clitty. So if he’s really into that, I know it’s not a good match. Don’t let him get away with saying “i’m into everything” because that’s never true. But share what you enjoy and your limits!

Also for your safety make sure he’s tested and can show you a recent std test. You can also ask him to wear protection. Personally, im on PREP and recommend other sissies to take preventative action for peace of mind. 😇

Just make sure he makes you feel hot and horny but also safe!

The Meetup

So you found a stud who checks all your boxes. It’s time for the main event! If you feel extremely comfortable with him you can invite him to your place. But I personally love the first meetup to be a neutral third place like a hotel room. It’s a bit safer that he doesn’t know where you live. Just incase you don’t want to meetup again.

In my experience most of the time he will offer to split it, if not just pay for the room. For me it’s important I book it. Make sure it’s not a shady hotel and if I’m there first I can spend the afternoon in the room getting ready for him.

I usually send him a pic like this too. It lets him know what exactly he’s getting.

It also gives you an opportunity to make sure you’re shaven smooth, your makeup is perfect and your enema has cleaned you out. Additionally, I’d bring a dildo and some lube. Bouncing on your dildo before he arrives will both stretch you out and make sure the enema left you squeaky clean. You can also leave your butt plug in until he’s ready to fuck you.

It can be a little nerve-racking waiting for him! I like to dim the lights, have a couple glasses of wine and play some Ari or Sabrina to put me in the mood. Before you know it he’ll be knocking at your door!

Gay Sissy Sex

You take him to the bed, get him a drink, now what?

Do what comes natural and let your feminine side take over. He expects you to be a girly little fairy. It’s okay! You can be who you truly are.

Makeout. Feel his abs. Let him grab your ass. Have fun! But sooner or later you’ll be on your knees looking up at your man. It’s time to suck his cock! 🫦

Sucking Cock like a Pro

Sucking dick is a skill. If you’re good at sucking cock you should be proud! For me it took lots of practice to get to the point where guys will tell me it’s the best blowjob they’ve ever had.

Here’s a few tips for working those tips! 😘

Right around the head Is the most sensitive. Let your tongue work his head as you suck.

Lightly cup his balls while you blow him.

Careful to use no teeth. If you have trouble with this try covering your bottom row with your lip.

Don’t tell him you can deepthroat if you can’t! It looks easy in porn but it’s far from it! If you lie and say you can, you might throw up on his cock which kills the mood in a disgusting way.

I know you’ve probably never received a blowjob and never will, but keep in mind what he sees. I like to make eye contact, flutter my eyelashes and give him a nice view of my ass while I blow him.

At the end of the day, the more penis you have in your mouth the better cocksucker you’ll become.

Becoming a Buttslut

He’s had your mouth. Now he wants that sissy pussy.

LUBE THAT COCK

It’s a requirement if you want to make sure you feel good and won’t hurt yourself.

He’s the dominant one. He’s never walked a mile in your heels. He doesn’t know what it’s like taking dick. So if you’re inexperienced he could hurt you.

If you want to control the pace then you should start on top riding his cock. It’ll let you go at your own speed! Once you feel comfortable let him mount you doggy and go to town!

From there it’s easy! Bite down on that pillow and let him fuck you silly! When a stroke feels especially good let out a faggy little moan! That’ll tell him it felt good and he should keep fucking you like that.

If you’re anything like me you’ll love the submission just as much as the feeling of him hitting your sissy spot. Don’t just lay there stiff! Push back on is dick, moan all sorts of nasty stuff and enjoy your new sex life! 🥵

Good Girl

After he’s cum in your bum and left, you might feel that sissy shame. Before you purge your clothes and block his number, ask yourself “Did I have fun?”

If so text him the next day. If you enjoyed sex with a man, you might enjoy having a boyfriend!

I hope this post could help some anxious sissies who are exploring their sexuality during pride! I know it can be hard to be a sissy but you deserve to have a fulfilling sex life too! Love you girlies!

xoxo

Imagine seeing me at the beach like this

Help me take the rest off here 😉👇

“dad, that’s not. you’re not…” every time she made me take the knot, i ended up crying, feeling like my cunt was being torn open. there was no way my ass would be able to take it. i let out a relieved sigh when she started working it into my cunt. taking that toy was the easy part. i liked having that hole fucked, like having it stretched, liked the way my Owner could coach me through the intense pain and pressure until i was relaxed and the thick knot was stuffing me full. it always knew how to make me feel good.

and then: a click. i felt the cold drip of lube on my ass. don’t say i never did anything for you, she muttered, and then its fingers started probing my hole.

i immediately went rigid. “daddy, hold on”

but she didn’t. she worked a finger into me and tears sprang to my eyes instantly. i was scrunching my face up and kicking just my feet back, too afraid to move the rest of my torso. i didn’t want it inside me. not there. i looked up and let it see that i was crying.

it thrust the finger deeper. even more intrusion. my chest tightened with fear. tell me, does it hurt?

i considered it. “no.”

“does it feel good?”

no consideration, this time: “no.” i tried to catch my breath and orient to the feeling of her finger dragging in and out of me. “it—it. it feels wrong.”

that moment of honesty is what i keep going back to. my cunt full of the knot, my ass stretched by just one finger. the thrusting was the worst part. i had used plugs before, but they were static, a general sense of pleasant fullness. the movement made me hyper-aware of where it was touching me. where i was letting it touch me. a week ago my Owner raped my ass. i told her that it didn’t feel good, told her to hold on, told her to “nonnononono stop moving just give me a second please” when a second finger probed into me. and it didn’t listen. and i can’t stop thinking about it.

i was crying actively, disgusted with myself for holding still, trying to find any way to make what was happening bearable. the knot felt good, still filling me up and pressing on all my sensitive spots. but i couldn’t ldnt focus on that pleasure, the unpleasantness of being fingered distracting me, keeping me tense, keeping me focused on the humiliation of lying still and taking it. it still didn’t feel good.

and that’s when she brought the horse cock out. my first instinct was hope. it wouldn’t fit, right? it couldn’t. and then, with a scream from me, it did, the first inch or so sliding into me with only a bit of resistance. my body was opening up for it, whether i wanted it to or not.

tell me it feels good. i don’t care what you think.

“it feels good, Sir,” I gritted out, clawing at the bedsheets.

good. now, keep telling me. i’ll stop when i finally believe it. and then it started thrusting, both cocks sliding in and out of me. the wet pop of the knot and the flare of the horse cock and the unbearable stretch and fullness had me sobbing from deep within my chest. i felt wretched. i felt broken. i had never been this full. i never would’ve let this happen to me. i was letting this happen to me.

“i like it, daddy. it feels… good…” i tried to lilt my words but the rawness of my voice gave me away.

it didn’t stop. come on, you can do better than that. touch yourself, make it realistic.

i tried to rub my clit in time with the thrusts. it didn’t feel good. it was raping me. it hurt. not in the physical sense, but the mental one. i was so uncomfortable, there was no way i could…

and yet. pleasure, building. the knot was hitting my gspot and the flare of the horse dick would rub against my entrance and my Owner’s breath was hot in my ear and i could hear it muttering, either to itself or to me:

fuck, you take it so easily. its like you were built for this. i can’t believe i waited this long to take you. youd do anything for your dad, wouldn’t you?

“i would!” and that was the truth. “i would daddy, i’d let you do anything, i’d like it just because it’s you. only because it’s you. just please…please…”

and then i was empty, confusingly so. the horse cock was pulled out suddenly, and my hole was left fluttering and empty. distantly, i heard her gasp. god… you’re already gaping. did i ruin you already?her fingers traced over my ass and i gasped. why did I feel so sensitive there?

“the rubbing it… it feels good” i admitted, burying my head back in the bed. its fingers felt so rough and so warm against my sore hole. i rocked myself back, the pressure on the outside feeling like relief.

my Owner cooed, rubbing my ass like it was playing with my clit. first time getting DP’ed and your poor little holes already got used to being filled?

i made some kind of sound. a protest, maybe. but the sound quickly morphed into a sharp gasp when she pulled the knotted dick out too. and then i was well and truly empty, a small part of me struggling to adjust to the sensation. but before i could even exhale it laid one palm on my back and shoved me down against the mattress, pinning me down and—

oh god. it slid in so easy. last time she tried to put it in there i got so tense and cried and cried and squirmed and was convinced no one could overcome the walls my body had up to protect me. but she slid in so easy. one moment i was empty and the next her cock was sliding into me and then it was hilted inside me and it was so so warm, almost searing inside me. or maybe the heat was in my stomach, because with every thrust i felt … hot. waves of pleasure rolled through me. i didn’t understand what i was feeling. just one moment ago i was fighting the urge to tense and now i was… rocking my hips back and moaning. not moaning—having little sounds forced out of me with every thrust.

oh, you sound even girlier now. what, i finally fuck your ass like a boy and that makes you sound like a girl? she laughed, derision creeping into her voice. fucking fakeboy. it must’ve felt me clench down because it laughed again. little fakeboy lesbian likes getting sodomized?

my cheeks burned. i couldn’t stop whimpering, legs starting to shake and tense as my dripping cunt clenched down around nothing. “i love it, daddy!” i could barely recognize my voice. “it feels… good!”

this time, i wasn’t lying. not like my body could lie to her anyway. i had already debased myself, lying there while she abused me. moaning and arching my back to meet it was just one step further. feeling good was just one step further. cumming was just one step further. i heard it laugh, low in my ear, feeling my hole give in and flutter around its dick. and its tongue was on the shell of my ear, tracing it, kissing it, fucking making out with it, and my body was full of electric currents racing up and down and through me and—

it didnt hit me fully, in that moment, how easily it had played my body, drawing pleasure out from violation. it was only afterwards, thinking about how i could feel the moment my body betrayed me, the moment my body started accommodating the sensation instead of running from it. started craving the rape instead of dreading it. my nipples stayed hard the rest of the night. and then the next day, when i was alone, i reached my hands between my legs and started rubbing my ass along with my clit.

still so sensitive. a bit sore, but the pain only kept me wet. i didn’t like when daddy touched me there. i shouldnt have liked when daddy touched me there. i was touching myself like when daddy touched me there. i was liking it. i wanted daddy to touch me there. the thoughts raced through my mind, and i let myself get high on them, on the embarrassment, on the defeat of being raped and liking it. not just that, but conditioning myself to it. thinking about it when i touched myself. i was helpless. it could do anything to me and i would be left breathlessly trying to pick up the pieces, trying to make sense of the pleasure forced into my nerves.

I really like using my men as a chair 😈

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