Mistress May I? - Page 128

Gilly · 11-29-2018, 12:23 PM

Mistress may I cum tomorrow if I spend the night in female underwater and stockings tonight?

Sam~ · 11-29-2018, 01:24 PM

Quote:

Originally Posted by Ghostzombie

Mistress, may I dress up today?

yes

Quote:

Originally Posted by Mike2220

Mistress may I change the earlier request from Friday to Saturday due to circumstances? (You said I could cum if I did 3 times without stopping Friday)

yes

Quote:

Originally Posted by Deadpool871

Mistress may i watch joi (jerk off instructions) porn?

no

Quote:

Originally Posted by Gilly

Mistress may I cum tomorrow if I spend the night in female underwater and stockings tonight?

not sure what you meant by "female underwater".....

so I'll say no

Gilly · 11-29-2018, 02:07 PM

Apologies Mistress. I mistyped. Shall read female underwear....

Sam~ · 11-29-2018, 03:01 PM

Quote:

Originally Posted by Gilly

Apologies Mistress. I mistyped. Shall read female underwear....

shall read? hmm

I did guess that was what you meant...

Gilly · 11-30-2018, 07:52 AM

Mistress so please may I cum tomorrow if I spend the night in female underwear and stockings tonight? I promise will do my best not to mistype again.

Real · 11-30-2018, 08:06 AM

Mistress may I get some takeaway tomorrow?

Sam~ · 11-30-2018, 08:58 AM

Quote:

Originally Posted by Gilly

Mistress so please may I cum tomorrow if I spend the night in female underwear and stockings tonight? I promise will do my best not to mistype again.

not quite 24 hours since your last request, so I will say yes, but you have to ruin it

Quote:

Originally Posted by Real

Mistress may I get some takeaway tomorrow?

Yes, but you must cum on it before you eat it

Deadpool871 · 11-30-2018, 09:40 AM

Mistress may i use my cock sleeve tonight?

PantyhoseLover · 11-30-2018, 09:50 AM

Mistress may I cum today?

14cmboy · 11-30-2018, 09:59 AM

Mistress may I do a orgasm denial webtease tonight?

Note: I am not allowed to orgasm for the rest of the year.

Sam~ · 11-30-2018, 03:52 PM

Quote:

Originally Posted by Deadpool871

Mistress may i use my cock sleeve tonight?

only if you hump it

Quote:

Originally Posted by PantyhoseLover

Mistress may I cum today?

no

Quote:

Originally Posted by 14cmboy

Mistress may I do a orgasm denial webtease tonight?

Note: I am not allowed to orgasm for the rest of the year.

yes

Closet Crossdresser · 11-30-2018, 04:22 PM

Mistress, May I please have a glass of whiskey tonight?

14cmboy · 11-30-2018, 09:27 PM

Mistress Sam,
i did this tease https://milovana.com/webteases/showtease.php?id=9729 it only made me edge 5 times but had to hold them. Also so CBT.

Thank you for allowing me to watch the tease.

Gilly · 12-01-2018, 05:28 AM

[QUOTE=Sam~;3496782]not quite 24 hours since your last request, so I will say yes, but you have to ruin it

Thank you Mistress Sam
Yesterday I went to bed pretty early, at 10PM.
I only wore black lingerie (bra and panties) with falsies. Then sheer black stockings (stay ups) and dark blue silk teddy. I love it so much, soft and really warm after a while.
I also felt the need to put one of my preferred butt plugs in: I enjoy so much going to bed butt plugged.

I didn’t immediately fall asleep, mainly because of the plug inside, giving me so much pleasure while humping a pillow. I knew I was not allowed to cum till this morning, so I only teased myself in the darkness of my room, focusing more on the sensations given by the plug, imagining to be a naughty girl.
I went on for about half an hour, gently humping the pillow, then stopped and when my clit went soft again, I tucked it behind and kept it between my legs helped by my really tight panties. It’s so humiliating and exciting at the same time to force it to point downward.

After a while I eventually fell asleep, but then woke up early this morning.
It was about 5 AM and really felt the need to cum. I then went humping the pillow again with the plug still in, hitting the plug’s base with two fingers at regular pace, so that the bigger excitement comes from being fucked in the ass, more than stimulating my sissy clit.
When close to the apex I stopped, raised up on my knees and left it ooze cum on my hand.

Then I layed down again, now on my back, closed my eyes and opened wide my mouth.
The perfect position to let the cum leak down on my face, with the thrilling uncertainty of not knowing where it will exactly end.
It all landed on my forehead, nose and eyes. I then rubbed my hand on my lips and tongue, cleaning it and closed my mouth, keeping the little bit of cum in my mouth without swallowing.
I then relaxed, focusing again on the sensations given by the plug in my ass and the cum slowly flowing down on my face and after a an hour or so I fell asleep again.

I then woke up this morning when it was well past 9.00 in the morning, with the feeling of being very naughty last night and the slightly bitter taste of cum in my mouth.
(And very sticky eyelashes)

Kisses
Gilly

14cmboy · 12-01-2018, 02:31 PM

Mistress may I do another webtease tonight?

11-29-2018, 12:23 PM	#1906
Gilly Junior Member Join Date: Aug 2018 Location: On a Continent Posts: 27 Blog Entries: 5	Mistress may I cum tomorrow if I spend the night in female underwater and stockings tonight? __________________ LIKES : cross dressing, rope bondage, anal play, gags DISLIKES : (punishment) caning, body writing, deep ass fucking, A2M, piss drinking, cross dressing in semi public, self facial, cum eating, corner time, sissyfication HARD LIMITS : (no way) photos, family, blackmail, social suicide, shit eating, ball busting, anything dangerous My sex toys and BDSM gear list: https://www.getdare.com/bbs/blog.php?b=87616 PM me a dare: https://www.getdare.com/bbs/blog.php?b=87615

11-29-2018, 02:07 PM	#1908
Gilly Junior Member Join Date: Aug 2018 Location: On a Continent Posts: 27 Blog Entries: 5	Apologies Mistress. I mistyped. Shall read female underwear.... __________________ LIKES : cross dressing, rope bondage, anal play, gags DISLIKES : (punishment) caning, body writing, deep ass fucking, A2M, piss drinking, cross dressing in semi public, self facial, cum eating, corner time, sissyfication HARD LIMITS : (no way) photos, family, blackmail, social suicide, shit eating, ball busting, anything dangerous My sex toys and BDSM gear list: https://www.getdare.com/bbs/blog.php?b=87616 PM me a dare: https://www.getdare.com/bbs/blog.php?b=87615

11-30-2018, 07:52 AM	#1910
Gilly Junior Member Join Date: Aug 2018 Location: On a Continent Posts: 27 Blog Entries: 5	Mistress so please may I cum tomorrow if I spend the night in female underwear and stockings tonight? I promise will do my best not to mistype again. __________________ LIKES : cross dressing, rope bondage, anal play, gags DISLIKES : (punishment) caning, body writing, deep ass fucking, A2M, piss drinking, cross dressing in semi public, self facial, cum eating, corner time, sissyfication HARD LIMITS : (no way) photos, family, blackmail, social suicide, shit eating, ball busting, anything dangerous My sex toys and BDSM gear list: https://www.getdare.com/bbs/blog.php?b=87616 PM me a dare: https://www.getdare.com/bbs/blog.php?b=87615

11-30-2018, 08:06 AM	#1911
Real Senior Member Join Date: Jul 2013 Location: On the street watching for clients Posts: 106 Blog Entries: 1	Mistress may I get some takeaway tomorrow? __________________ 23/Straight/Male/Australia kik: alteredSlave. skype: realcamslave. Likes: pain, bathroom, cum control, cbt, humiliation. Dislikes: Pretty much anything not in my limits. Limits: family/friends, scat, pictures with face, public, cross dressing, anal. Pm Dares

11-30-2018, 09:40 AM	#1913
Deadpool871 Senior Member Join Date: Nov 2018 Posts: 197	Mistress may i use my cock sleeve tonight? __________________ Dom fetishes: spanking, humiliation, petplay, toilet control, clothing control, body writing, wedgie, abdl and lots more Sub fetishes: facesitting, joi, farts, trampling, anal, spanking and willing to learn more Limits: scat eating, piss drinking, findom, face pics, gore, public and family. Toys: vibrator, enema douches, pair of women's used dirty pants, a shoelace Huge fart and sniffing fetish

11-30-2018, 09:50 AM	#1914
PantyhoseLover Junior Member Join Date: Nov 2018 Posts: 12 Blog Entries: 1	Mistress may I cum today? __________________ likes: selfbondage, chastity, crossdressing, anal, humiliation limits: blood, long-term, public, messy, toilet stuff, identity reveal My Equipment/Toys kik: superpantyhose

11-30-2018, 09:59 AM	#1915
14cmboy Senior Member Join Date: Jun 2017 Location: CA Posts: 193 Blog Entries: 4	Mistress may I do a orgasm denial webtease tonight? Note: I am not allowed to orgasm for the rest of the year. __________________ I have a small cock Please make fun of it. Last normal orgasm: 4/1/22 Last ruined orgasm: 6/20/2023 My next 0 orgasms are to be ruined. Denied until: N/A Likes And Limits PM Dares Ask Me Anything Longest time without an orgasm: 75 days

11-30-2018, 04:22 PM	#1917
Closet Crossdresser Distinguished Member Join Date: May 2014 Location: Texas Posts: 552 Blog Entries: 6	Mistress, May I please have a glass of whiskey tonight? __________________ My Sex Map My Sex Toys and Clothing Kik & WallClaimer: YesSirItsReallyMe Cock Unlocked, Ass Unlocked Im a 24 year old Sissy bitch w/ 38B breasts and 2" sissy clit LOVE: Crossdressing, feminization, Following rules, cumming, Losing Control in life, private humilliation Likes: alcohol, anal, oral, slavery, teasing Punishments: wedgies, orgasm denial/chastity Limits: public, permanent, messy, extreme pain, cam/pics, hard CBT PM Dares Curiosity killed the...

11-30-2018, 09:27 PM	#1918
14cmboy Senior Member Join Date: Jun 2017 Location: CA Posts: 193 Blog Entries: 4	Mistress Sam, i did this tease https://milovana.com/webteases/showtease.php?id=9729 it only made me edge 5 times but had to hold them. Also so CBT. Thank you for allowing me to watch the tease. __________________ I have a small cock Please make fun of it. Last normal orgasm: 4/1/22 Last ruined orgasm: 6/20/2023 My next 0 orgasms are to be ruined. Denied until: N/A Likes And Limits PM Dares Ask Me Anything Longest time without an orgasm: 75 days

12-01-2018, 05:28 AM	#1919
Gilly Junior Member Join Date: Aug 2018 Location: On a Continent Posts: 27 Blog Entries: 5	Thank you Mistress Sam [QUOTE=Sam~;3496782]not quite 24 hours since your last request, so I will say yes, but you have to ruin it Thank you Mistress Sam Yesterday I went to bed pretty early, at 10PM. I only wore black lingerie (bra and panties) with falsies. Then sheer black stockings (stay ups) and dark blue silk teddy. I love it so much, soft and really warm after a while. I also felt the need to put one of my preferred butt plugs in: I enjoy so much going to bed butt plugged. I didn’t immediately fall asleep, mainly because of the plug inside, giving me so much pleasure while humping a pillow. I knew I was not allowed to cum till this morning, so I only teased myself in the darkness of my room, focusing more on the sensations given by the plug, imagining to be a naughty girl. I went on for about half an hour, gently humping the pillow, then stopped and when my clit went soft again, I tucked it behind and kept it between my legs helped by my really tight panties. It’s so humiliating and exciting at the same time to force it to point downward. After a while I eventually fell asleep, but then woke up early this morning. It was about 5 AM and really felt the need to cum. I then went humping the pillow again with the plug still in, hitting the plug’s base with two fingers at regular pace, so that the bigger excitement comes from being fucked in the ass, more than stimulating my sissy clit. When close to the apex I stopped, raised up on my knees and left it ooze cum on my hand. Then I layed down again, now on my back, closed my eyes and opened wide my mouth. The perfect position to let the cum leak down on my face, with the thrilling uncertainty of not knowing where it will exactly end. It all landed on my forehead, nose and eyes. I then rubbed my hand on my lips and tongue, cleaning it and closed my mouth, keeping the little bit of cum in my mouth without swallowing. I then relaxed, focusing again on the sensations given by the plug in my ass and the cum slowly flowing down on my face and after a an hour or so I fell asleep again. I then woke up this morning when it was well past 9.00 in the morning, with the feeling of being very naughty last night and the slightly bitter taste of cum in my mouth. (And very sticky eyelashes) Kisses Gilly __________________ LIKES : cross dressing, rope bondage, anal play, gags DISLIKES : (punishment) caning, body writing, deep ass fucking, A2M, piss drinking, cross dressing in semi public, self facial, cum eating, corner time, sissyfication HARD LIMITS : (no way) photos, family, blackmail, social suicide, shit eating, ball busting, anything dangerous My sex toys and BDSM gear list: https://www.getdare.com/bbs/blog.php?b=87616 PM me a dare: https://www.getdare.com/bbs/blog.php?b=87615

12-01-2018, 02:31 PM	#1920
14cmboy Senior Member Join Date: Jun 2017 Location: CA Posts: 193 Blog Entries: 4	Mistress may I do another webtease tonight? __________________ I have a small cock Please make fun of it. Last normal orgasm: 4/1/22 Last ruined orgasm: 6/20/2023 My next 0 orgasms are to be ruined. Denied until: N/A Likes And Limits PM Dares Ask Me Anything Longest time without an orgasm: 75 days