Farewell
Goodbye Tumblr. It’s been real and it’s been fun. It’s been real fun ❤️

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@littlemisschastity
Farewell
Goodbye Tumblr. It’s been real and it’s been fun. It’s been real fun ❤️
How long did it take for you to be able to fist yourself? How did you build to it? Looks so hot!
It took a couple of weeks, a selection of increasingly large anal toys... and a sizable investment in lube!Lots of fun getting the practice in, too!xXx
Your response to @thefrustratedgeek was extremely helpful! I also fight those emotions and I really appreciated your response! Muah!
You're welcome, I just tell it how I see it!
Thank you so much for your reply. You're so right, it's the down post orgasm that triggers it, maybe the way to go is no orgasms? Though I do enjoy tease & denial that on occasion accidentally goes too far. I can't go full sissy as I'm in a vanilla relationship, but I try as much as I can. I keep myself best and trim downstairs and wear lingerie when I can. When I'm alone I love to dress and pad out breasts. Also like to have fun with vegetables but think I might buy a proper dildo! Thanks xxx
No problem, happy to help xXx
Do you have any advice for someone who feels so much shame? I've been on and off follower if you, but wipe and renew tumblr often as I feel such shame when I've dressed and played. I don't know how to cope with what I know is inside me! Sorry to unload, you're really gorgeous!
I know the feeling you mean. When we first started experimenting I experienced similar emotions. We'd have great times with me in her lingerie getting pegged but afterwards I'd catch sight of my hairy legs and stubbly face in the mirror and just feel embarrassment.
The solution was to totally immerse myself in the sissy role. With Her guidance I began removing all traces of masculine hair from my face and body. I studied how She put on make-up and then started applying it myself. We also put together a little wardrobe so I didn't have to wear Her lingerie and I could learn how to walk in heels. Doing all this made me feel feminine and convinced me I could continue with the lifestyle.
I must also add that being locked in a chastity device has made a lot of difference too. Hear me out and indulge me on this little theory...
Your post-orgasm self is a person who (for a brief period of time) has no desire for sex. And I imagine it's at this time where you're feeling the shame you talk about, looking at yourself thinking 'what the fuck am I doing?' and feeling a bit ridiculous. So by my twisted logic, no orgasm means no embarrassment. Lock yourself up and this whole problem goes away, you'll only want more naughtiness!
If you still want your orgasms, maybe you could have a bit of fun and get yourself all turned on whilst dressed up but hold back on the climax until you're in 'boy-mode' again.
Or (and I consider this to be the best solution of them all) you can try to stop being so hard on yourself and just enjoy it. You only need to spend about five minutes on Tumblr to see there's much more bizarre activity going on than a boy dressing up in girly things. I know it's not something that polite society would dictate as 'normal' but let's face it, polite society is so far back in the closet that it's in fucking Narnia.
You're not hurting anyone, it makes you feel kinda sexy... lose yourself in it and have fun!
xXx
Hi LMC! I messages you once for a different account asking about chastity device info and you suggest I send you a pic. Well, I went and got a CB-6000s and I LOVE it! Thank you both for inspiring me to do this! I just wish I had someone to control me now. If you'd like to see I have a pic of me in my new device on my tumblr, I hope you take a look. Thank you again for inspiring me!
http://subliminalbacklash.tumblr.com/ has taken the plunge into chastity! Well done! More boys and gurls need to follow this example and be locked-up. Having your orgasms denied makes you more focused, more attentive and a far more considerate lover. When you find your partner, they're in for a treat!
Any chance we could get a recording of your moaning while you're getting pounded by Lady Sapphire's cock? It's so hot when sissies moan like girls when they get used like girls.
Ooh! Not sure if my sissy moans sound that sexy but I'll definitely consider it xXx
When was the last time you had a orgasm that wasn't ruined?
It's been a few months! I think it was probably September/October xXx
Am I dressing up or dressing down?
You guys are great. We haven't quite ramped up the pegging and chastity device, but there is plenty of denial and me dressing pretty for her. Love your tumblr.
Mia - http://poshcdmia.tumblr.com/
Wow! We're always glad to receive picture submissions, but it's not often we get sent anything by other duos who are having some fun with the lifestyle. Such a very cute, loved-up looking couple, and the matching maids outfits are something else!
So to Mia (and your girlfriend whose name I do not know), thanks for sending this. We're happy to introduce you to our followers, who can click on the link if they'd like to see more of you both xXx
You're such a cute couple! I have to ask though, has She had sex with another man? I imagine she has needs that a strap on just can't fulfill...
Fortunately I'm blessed with a talented tongue and an overflowing box of sex toys so She remains relatively satisfied.
The move into cuckolding is still not something we've yet done but it continues to play a part in our fantasies so we're going to take our time and see where it leads...
When was the last time you were allowed inside Lady S, or any other woman? When was the last time you came in her?
It was my birthday in January so I was permitted some fun then, but I haven't cum inside Her for a little over two years xXx
New follower submission, this sissy maid can be found at http://cdgurl.tumblr.com/
Thanks for sending it in!
Did you actually get V-day sex, or was it chastity?
I was permitted to have some fun and got a ruined orgasm but She didn't allow me inside Her...
Selfie!
Do you have any advice for a beginner looking to get into anal play? I bought a dildo recently and using it wasn't very pleasurable, some parts kinda hurt! What would you say for beginners?
Start small, work your way up to bigger things and remember that lube is your friend!
But most importantly, relax and don't tense up. Strip off in a nice warm room, chill out and get yourself feeling sexy. When you really start craving that cock inside you begin to play. Listen to your body and don't be afraid to back off a little if you're going beyond your limits. Just continue to do what feels good until you're relaxed again. You'll soon find that you'll be taking more than you expected...
Good luck!
xXx
I trust Lady Sapphire and you have some, ahem, special activities planned for Valentine's Day?
We actually opted for romance last night, which was lovely!