Sissy Penelope
@shysubdesires.bsky.social
Maturing shy crossdresser, submissive, sissy who is trying to really embrace the lifestyle and be brave to emerge from the shadows.
Been named Penelope by a wonderful Mistress.
Been named Penelope by a wonderful Mistress.
Reposted by Sissy Penelope
I went out and had some drinks with friends over the weekend 😊
June 30, 2025 at 10:12 AM
I went out and had some drinks with friends over the weekend 😊
My new Sissy outfit. Does pink suit me ?
Completing a task for Mistress Lady Fatale, @ladyfatale.bsky.social, to show everyone my new outfit!
Completing a task for Mistress Lady Fatale, @ladyfatale.bsky.social, to show everyone my new outfit!
June 15, 2025 at 9:07 AM
My new Sissy outfit. Does pink suit me ?
Completing a task for Mistress Lady Fatale, @ladyfatale.bsky.social, to show everyone my new outfit!
Completing a task for Mistress Lady Fatale, @ladyfatale.bsky.social, to show everyone my new outfit!
Reposted by Sissy Penelope
Start of a new week. Here’s to another wonderful and horny week 🥰❤️😘
#monochromemonday
#monochromemonday
June 9, 2025 at 9:12 AM
Start of a new week. Here’s to another wonderful and horny week 🥰❤️😘
#monochromemonday
#monochromemonday
First ever posted pictures of Sissy Penelope! 🎀
If I was yours for the day, what would you do with me..? 😈😘
If I was yours for the day, what would you do with me..? 😈😘
May 31, 2025 at 9:25 AM
First ever posted pictures of Sissy Penelope! 🎀
If I was yours for the day, what would you do with me..? 😈😘
If I was yours for the day, what would you do with me..? 😈😘
Reposted by Sissy Penelope
Too much for a Monday??
Have a lovely day all...don't forget to give ya gal a reskeet ❤️ xxx
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Have a lovely day all...don't forget to give ya gal a reskeet ❤️ xxx
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
May 26, 2025 at 8:04 AM
Too much for a Monday??
Have a lovely day all...don't forget to give ya gal a reskeet ❤️ xxx
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Have a lovely day all...don't forget to give ya gal a reskeet ❤️ xxx
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Reposted by Sissy Penelope
Morning 💋
Happy Sunday...give a girl a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Happy Sunday...give a girl a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
May 25, 2025 at 7:17 AM
Morning 💋
Happy Sunday...give a girl a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Happy Sunday...give a girl a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Reposted by Sissy Penelope
Happy Saturday 💋
Give ya gal a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Give ya gal a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
May 24, 2025 at 8:00 AM
Happy Saturday 💋
Give ya gal a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Give ya gal a reskeet ❤️ xxx
#ootd #satin #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Reposted by Sissy Penelope
Thought I'd get a few more picture in my Luna onesie and skirt from LittleforBig. This time I've got natural lighting to work with.
❤️ Like if you think I look cute and should get more outfits like this to model.
🔁 Reshare if you think I should be seen by more people.
❤️ Like if you think I look cute and should get more outfits like this to model.
🔁 Reshare if you think I should be seen by more people.
May 23, 2025 at 3:48 PM
Thought I'd get a few more picture in my Luna onesie and skirt from LittleforBig. This time I've got natural lighting to work with.
❤️ Like if you think I look cute and should get more outfits like this to model.
🔁 Reshare if you think I should be seen by more people.
❤️ Like if you think I look cute and should get more outfits like this to model.
🔁 Reshare if you think I should be seen by more people.
Reposted by Sissy Penelope
May 23, 2025 at 7:46 AM
Reposted by Sissy Penelope
Morning 💋
Happy Monday...have a lovely day all...give ya gal a reskeet ❤️ xxx
#ootd #portrait #tgirl #lgbtq #trans ##transwomenarewomen ##transisbeautiful
Happy Monday...have a lovely day all...give ya gal a reskeet ❤️ xxx
#ootd #portrait #tgirl #lgbtq #trans ##transwomenarewomen ##transisbeautiful
May 5, 2025 at 6:52 AM
Morning 💋
Happy Monday...have a lovely day all...give ya gal a reskeet ❤️ xxx
#ootd #portrait #tgirl #lgbtq #trans ##transwomenarewomen ##transisbeautiful
Happy Monday...have a lovely day all...give ya gal a reskeet ❤️ xxx
#ootd #portrait #tgirl #lgbtq #trans ##transwomenarewomen ##transisbeautiful
Reposted by Sissy Penelope
Morning...
Thought I'd make an effort as it Sunday...have a lovely day all 💋
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Thought I'd make an effort as it Sunday...have a lovely day all 💋
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
May 4, 2025 at 8:33 AM
Morning...
Thought I'd make an effort as it Sunday...have a lovely day all 💋
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Thought I'd make an effort as it Sunday...have a lovely day all 💋
#ootd #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Reposted by Sissy Penelope
On your knees for me, NOW 😎 I'll make you work your way up with your kisses 😘 From my feet to all the way up 😘😘
May 3, 2025 at 7:09 PM
On your knees for me, NOW 😎 I'll make you work your way up with your kisses 😘 From my feet to all the way up 😘😘
Reposted by Sissy Penelope
Combining a bodysuit with a mini skirt 😊
May 3, 2025 at 11:51 AM
Combining a bodysuit with a mini skirt 😊
Reposted by Sissy Penelope
May 3, 2025 at 7:09 AM
Reposted by Sissy Penelope
Happy Saturday 😊 I love this outfit 😃🩷
May 3, 2025 at 7:59 AM
Happy Saturday 😊 I love this outfit 😃🩷
Reposted by Sissy Penelope
May 2, 2025 at 7:15 AM
Reposted by Sissy Penelope
May 1, 2025 at 7:15 AM
Reposted by Sissy Penelope
One more of these because I really do like them...have a lovely day all ❤️ xx
#ootd #satin #tease #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
#ootd #satin #tease #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
April 29, 2025 at 7:56 AM
One more of these because I really do like them...have a lovely day all ❤️ xx
#ootd #satin #tease #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
#ootd #satin #tease #tgirl #lgbtq #trans #transwomenarewomen #transisbeautiful
Reposted by Sissy Penelope
April 25, 2025 at 6:47 AM
Reposted by Sissy Penelope
April 18, 2025 at 7:04 AM
Reposted by Sissy Penelope
March 30, 2025 at 7:11 AM