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almost home
Misplaced Lens Cap
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PUT YOUR BEARD IN MY MOUTH

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Claire Keane
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@sissythebicdgurl
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
Christina 💋
A beautifully written summation of Sissy Sex!
🏳️⚧️💃🏼🏳️🌈
I want this little outfit
Love her cutie outfit!
Everyday…I get closer and closer to her body!
Goals!!!
🏳️⚧️💃🏼💋
It's Better When Your Cuck Participates
If you’re going to cuckold your husband, why not let him play along? Maybe it will take you a while to get there, but I can assure you that you’ll have more fun when you invite him in to get down and dirty with you.
Let me give you a few examples:
Doggystyle - Without your cuckold this would be thrilling. Getting fucked from behind by your bull is incredible. It feels like he owns you. It feels like he’s taken your pussy and made it his. It feels like he’s giving you exactly what you need.
It can be better, though. Invite your cuckold in. Let him gently worship your breasts. Let him send electric pleasure through your body as he flicks his tongue back and forth over your nipples. Connect with him through a soft, sensual kiss if you’d like.
Cowgirl Cock Riding - What a thrill to ride your bull’s big cock. What an absolute thrill to feel him stretch your pussy and reach places inside you your cuckold husband has never gone. What an absolute, overwhelming thrill.
It can be better, though. Invite your cuckold in to suck on your bull’s balls while you ride him. Have him humiliate himself by pleasuring another man’s nut sack. If you want, have him lick your asshole while you’re riding your bull. The nerve endings around your asshole love the feel of a tongue lapping at them and it will absolutely make sex with your bull even better.
Reverse Cowgirl Cock Riding - Milking your bull’s cock with your pussy feels so good. He moves his hands over your back and ass. He’s buried deep inside of you. He’s filling you over and over. You’re going to make him cum inside you.
Make it better. Invite your cuckold between your legs. Have him lick your pussy as you ride your bull’s superior cock. Have him suck your bull’s balls. Climb off your bull and have your cuckold suck the cock clean before you take it back inside you. Enhance your sexual experience.
Standing Doggystyle - Sometimes there’s an intense thrill in being bent over and fucked by a real man. It’s undeniable. To feel his big cock pounding you will make you all wet. To feel his lust for you is intoxicating.
It might be more fun for your bull if your cuckold was on his knees eating ass. Your bull gets to fuck your pussy and he feels your cuck husband tonguing his asshole. He gets the best of both worlds and he doesn’t have to do anything more than be a better, bigger man to earn it. Plus, he’ll probably fuck you better if your hubby is busy licking his asshole like a good little bitch.
Sucking Your Bull's Cock - There’s something deeply thrilling about being on your knees in front of a real man. It’s sexy to feel his cock get hard in your mouth. It’s sexy to feel his moans. It’s thrilling to know that he wants you so badly.
It can be better, though. Invite your cuckold to get on his knees with you. Share your bull’s cock. Suck it together. Lick it together. Share kisses over the thick, throbbing head. Have your cuckold suck on his balls while you suck on his long, thick shaft and work the head with your talented mouth.
Alternatively, you can sit on your cuckold's face as you give another man a blowjob. Your pussy gets some attention - and gets wet for the dick that will soon be inside it - and your cuckold should have a beautiful view from below of your lips wrapped around another man's shaft.
Doggystyle with Your Cuck Beneath You - Your bull's cock feels so good sliding into your pussy. His lust for you is intoxicating.
It could be even better. Have your cuckold lie on his back. Climb on top of him. Let him stare up at your pussy as your bull takes you. Play with his little dick. Tease him. Tell him to watch as a real man fucks you. If you can handle it, have him lick your clit while you get fucked. It might just give you the finest orgasm of your life.
Making Out with Your Bull - Kissing your bull is beautiful. You feel your lust for him building. You feel his body against yours. You feel his cock growing.
Make it better. Instead of your bull playing with your pussy, put your cuckold to work between your legs. Have him lick your pretty cunt. Have him worship you. Have him make you all wet and slippery. Concentrate on playing with your bull while your cuckold makes sure you’re soaking wet and ready to get fucked.
Making Your Bull Cum in Your Mouth - Sometimes, you want to give your bull the gift of cumming in your mouth. You want to show him that your lust for him includes lust for his seed.
Gifts are meant to be shared, so make this one sweeter by inviting your cuckold to enjoy it with you. Take your bull’s cum into your mouth and then share it with your loving cuckold husband. Enjoy a sloppy, sexy cum kiss. Transfer your bull’s seed to his mouth. Have him swallow it. Take joy in his willingness to consume a superior man’s seed.
Your Bull Cumming Inside You - You love when your bull cums inside you. It feels so good to know that his seed is flowing into your pussy. It feels so good to know that you brought him such pleasure that he couldn’t help but cum. It feels even better knowing that he made you cum too.
Make that creampie even better. Afterwards, invite your cuckold into the bed to clean up the mess your bull left inside you. Spread your legs and say “Clean me” and he’ll crawl between them. He’ll clean you like a good boy. He’ll lick up every delicious drop. He’ll make your pussy feel good, and if you want to cum again his tongue will happily accommodate that desire.
There’s so much more you could do, too. The possibilities are endless. Remember, there’s so much fun to be had when you involve your cuckold.
For more cuckold content - including ideas on how to make your cuckolding insanely hot - visit my Patreon page.
I loved watching her on the prowl…then teaching me how to pleasure her lovers…tasting her bull’s glorious cock…fluffing him…feeling him throb in my mouth…sharing his balls with her…sitting back in chastity… waiting for his thick cock and heavy balls to spurt his semen…his Sissy Nectar filling her throbbing stretched wet squirt covered pussy… i became their submissive gurl…
You’re Not Bisexual; You’re Submissive
Find lots more naughty bisexual cuckold content on my Patreon page.
Cock doesn’t turn you on. Being told to suck cock turns you on. A man’s balls don’t make your dick hard. Being told to take his balls in your mouth makes your dick hard. Bisexual. Straight. Gay. None of those labels matter. Submissive. That’s the label that matters.
Your wife and cuckoldress has trained you as her submissive and as such you’re willing to do anything she tells you. If she demands that you get on your knees and fluff her bull, you do so without hesitation. You suck his cock eagerly and passionately because you want him to be rock hard for your wife. You want him to slide into her pussy with ease and fuck her in the way you’ve so often failed to do.
When she hops off his cock and tells you to suck her pussy juices off of it, you do so eagerly. You want to taste her cunt on his cock. You want to taste his precum. You want to bring him a little closer to orgasm before she gets back on her bull and rides him.
When you’re ordered to suck and lick his balls while he’s fucking your wife, you do so without question. It feels good to pleasure him because she asked you to. It feels good to lick the sweat off his sack. It feels good to be helpful. It feels good to be involved in your wife’s sex life like this.
If she wants you to take his cumshot directly in your mouth, you’ll open wide. If she wants you to give him a rimjob as he’s pounding her doggystyle, you’ll do it. You might hesitate, but if your wife wanted you to bend over and take it up the ass, you’d do it. She fucks you with her strapon all the time so it’s not like you’ve never been sodomized.
You’re a submissive. It’s what turns you on more than anything. You’re bisexual. You’re straight. You’re pansexual. You’re whatever she wants you to be, because making your dominant wife happy is what really gives you pleasure.
Be a good submissive cuck and visit my Patreon page for more hot content.
How I was started…and set free…
Is Chastity Jodie's destiny? 🔐
Playfulness in bed like hers…is Sooooooo atractive to me…Are you fun in bed???
If you are, Please message me…
Delicious Energy!!!
💋🏳️⚧️💃🏼
EvErY SiNgLe DaY…In EvErY wAy!!! You are safe here…with me!
🏳️⚧️💃🏼🏳️🌈
🙋♀️💖🙇♀️
Yes…
Mesmerizing…
Inspiring…
Go Gurl…
🏳️⚧️🏳️⚧️🏳️⚧️
I adore clean smooth classy sexy sissies…I am this kind of gurl…imagine me on all fours…waiting for you…
🍑🏳️⚧️💋
Wanna Makeout…?
I love being a gurl…mmm…
kissing girls & gurls…being watched at the same time…Omg…
💦💦💦
I am understanding…realizing…that my “being”is no longer just a Sissy…
I am admitting more and more to myself…every single day…in every way…that I am truly…simply… a blooming flower…
a fully Bisexual / Pansexual Trans-Gurl…seeking elegance, acceptance and fulfilling love❤️
…message me…I respond🍑
🏳️⚧️💃🏼💜
I want this wig…Please help me find it!!!
I will reward you with some hott yummy pics…if you help me!!!
Ember…🔥🏳️⚧️🏳️🌈
Mmmm I love feeling a hard throbbing slippery bull cock rubbing my clitty…and pumping his seed 💦 all over my gurl dick…I love scooping it up…savoring that Sissy Nectar…like a special friend shared & fed me…this very morning…
I ❤️ this Gurl’d Up Caption…
🍆🍆💦
BIGGER NEW LIST OF SEX QUESTIONS
This is a mix of all the best questions I’ve come across on here, with a few new ones suggested by my mutuals.
They’re are all in a random order so you won’t know which ones are being asked…
And they’re meant to gender neutral and for all ranges of experiences! (Let me know if any aren’t and I can edit it)
—
Tag your biggest tumblr crush.
Do you eat ass? Do you like to have your ass eaten?
Have you washed your hands since you last had an orgasm?
Have you ever posted a nude to your own blog?
What’s the best orgasm you’ve had in the past few months?
Have you ever masturbated to someone you know who isn’t your partner?
What’s the soonest after meeting someone that you’ve slept with them?
What position or angle or specific technique never fails to make you cum?
When was the last time you watched porn?
What is the hottest thing someone has ever done with you in bed?
Do you prefer tongue or fingers?
Are you a top/dominant a bottom/submissive or a switch?
Have you ever had your own underwear in your mouth? Have you ever had someone else’s underwear in your mouth? Has your underwear ever been in someone else’s mouth?
What’s your go-to nude pic to send to someone. Describe the angle, lighting, body part etc.
Do you ever suck on a dildo while you masturbate?
Do you have a sideblog? Is it more or less NSFW than this one? Is it secret or can we see it?
Has anyone ever watched you masturbate live online? Have you ever watched someone masturbate live online?
Do you have anyone from Tumblr’s nudes on your phone right now?
What underwear do you have on right now?
What’s the most surprising discovery you’ve made about your own body?
Has a neighbour ever seen you naked? Did you like it?
What’s the hottest sex dream you’ve ever had?
Have you ever watched people having sex?
Are you open about your sex-life and sexuality?
Does anyone you know in real life know about this blog?
Do you have any of your own nudes on your phone right now?
When was the last time you had sex?
Have you ever masturbated to any of your friends? Do you think any of your friends have ever masturbated to you?
Describe a typical masturbation session.
How do you feel about threesomes? Have you ever had one, and if not, would you ever have one?
What’s something that turns you on, but you’re a bit embarrassed by?
What is the wildest fantasy you ever had that actually came true?
Have you ever gotten turned on at work (or while WFH)? What did you do about it?
Do you listen to audio porn?
Which one of your holes do you most want to be filled right now?
Are you loud or quiet when you masturbate?
Do you own any toys? What’s your favourite?
Have you ever confessed to someone that you got turned on by them? What about masturbated to them?
Do you have anyone else’s nudes on your phone right now?
Have you ever hooked up with a stranger or had a one-night stand?
Do you like being called a slut or whore in bed?
Have you ever been caught or walked in on while masturbating? Have you ever been caught or walked in on while fucking?
How do you feel about swinging or partner swapping? Does the idea turn you on?
Have you ever masturbated to a mutual’s selfies before? Tag them if you dare.
What’s the kinkiest thing you’ve ever asked someone to do while sexting?
Has anyone ever watched you masturbate in person? Have you ever watched someone masturbate in person?
If you had 5 mins alone to get yourself off right now, without your phone, what would you do and what would you imagine?
Have you ever sent a nude via DM here?
What’s a sex act you think is overrated? What’s a sex act you think is underrated?
When did you last have an orgasm? How did it happen?
Do you shave your pubic hair?
How often do you masturbate?
Where’s the most unusual place you’ve masturbated?
What’s the most amount of times you’ve orgasmed in a day?
Have you ever been so turned on that someone noticed?
Have you ever masturbated with someone?
Have you ever gotten cum on your clothes before? Did anyone see that shouldn’t have?
Have you showered since you last had an orgasm?
Who’s the most inappropriate person you’ve ever had a fantasy about?
Have you tasted yourself? If so, what did you think?
Have you ever masturbated to someone you know’s selfies before?
How long do you usually masturbate before you cum?
What’s the weirdest porn category you’ve ever searched for?
Are you noisy?
What are your top five favourite blogs to masturbate to? Tag them!
Describe your nipples. What colour are they? What size are they?
If you had 5 mins alone to get yourself off with porn right now, what would you type in the search bar?
What is your favourite pair of underwear like? When did you last wear them? Was it special occasion?
Are you masturbating right now?
Would you like to watch your partner have sex with another person? Would you like to have your partner watch you with another person?
Start typing out your dirtiest fantasy you can think of and don’t stop til you get so embarrassed you can’t go on any longer. Just make sure it’s actually something you’re into!
Would you ever fuck a couple?
Would you do a cum-walk?
Have you ever had an orgasm that you weren’t expecting?
What’s the messiest you’ve ever got when masturbating on your own?
Have you ever worn lingerie?
If you could fuck anyone at all right now, who would it be? Do you know them in real life? Do they know you like them?
Which mutual would you most like to fuck right now? Do they know? Tag them if you dare!
What’s the last object you put into your own body for sexual reasons?
Do you have any recurring fantasies you keep coming back to? Do you think they’ll ever happen?
Where’s the most unusual place you’ve had sex? Did you cum?
Have you ever been made to/made somebody beg for it?
What’s your dirtiest secret?
What’s the most embarrassing porn you like to watch?
Have you ever put your finger in your own ass?
Do you like slapping someone’s face? Do you like your face being slapped?
Have you ever used panties to masturbate?
Do you have sex dreams? If yes, when was the last one?
Have you ever slid into someone’s DMs? Did it work? If yes, what was your technique?
Who is the coolest person you follow here? Tag them.
What is your sexual orientation?
Have you ever fucked in public? Where was it? Did you get caught?
Do you have any piercings or tattoos?
Describe your body in a way that would turn us on.
Do you like being tied up?
What’s the kinkiest thing you’ve ever asked someone to do in real life?
What was your most shame-filled orgasm? Why?
What’s the messiest you’ve ever gotten during sex?
Admit something sexual that you’ve never told anyone else before.
Put your hand into your underwear right now and type a reply to this with your other hand. Say whatever you want, so long as you’re touching yourself as you type.
—
Rules:
Send them via anon, or not. Whatever.
If you reblog this from someone then you need to send them an ask from the list.
And of course you have to be over 18 to play.
If you enjoyed these, please follow @anonanonanonanon-again :)
Mmmm pick a question and list the # & share your answer!!!
🍆🍑💦
I sooooooo want to pull this off…anyone want to shave & trim my little sexy sissy bush like this for me…and take some photos…??? Message Me…
💃🏼🍑🏳️⚧️