Sissy Life

Being a closeted sissy is full of close calls, good times, and humiliations. This is the yin and the yang of Sissy Life.

Wednesday, September 5, 2012

Surprise Visit

My wife decided she would surprise me at my office...

Posted by needssissytraining at 6:38 PM No comments:

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Friday, August 31, 2012

BBC

I can't believe Mistress was right!

Posted by needssissytraining at 7:04 PM 1 comment:

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Saturday, June 23, 2012

Stockings

I hope my wife doesn't see my ass-pussy...

Posted by needssissytraining at 9:44 PM 1 comment:

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Friday, June 22, 2012

Ropes of Cum

I don't know if I will ever get used to it.

Posted by needssissytraining at 3:01 PM 1 comment:

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Sunday, June 17, 2012

Fathers Day

Happy Fathers Day!!

Posted by needssissytraining at 5:13 PM 1 comment:

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Thursday, May 31, 2012

Drained

Honey, I'm home!
I'll be down in a minute!

Posted by needssissytraining at 3:48 PM 2 comments:

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Friday, May 18, 2012

Sea Lion

My wife looks like a damn Sea Lion on the beach with her big, fat, cow tits. I wish she would go back up to the condo...

Posted by needssissytraining at 3:50 PM No comments:

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Beach

Mistress says that after a couple years of taking Pueraria Mirifica, I might bounce like this on the beach myself.

Posted by needssissytraining at 3:37 PM No comments:

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Blowjob

Damn it! I did it again! But this is the last time FOR SURE!

Posted by needssissytraining at 10:37 AM No comments:

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Friday, May 11, 2012

Butt

She is so proud of her butt...

Posted by needssissytraining at 4:04 PM 1 comment:

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Tuesday, May 8, 2012

Bachelor Party

Vegas Bachelor Parties are VERY different when you are a closeted sissy...

Posted by needssissytraining at 12:30 PM No comments:

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Saturday, May 5, 2012

No Budging

My wife used to really make me hot.

Posted by needssissytraining at 1:46 PM No comments:

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Friday, April 27, 2012

Cute Girl

It's important to surround yourself with cute girls to keep up to date on fashion and pop culture.

Posted by needssissytraining at 2:30 PM No comments:

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Tuesday, April 24, 2012

Flaunting

My wife love to flaunt her big, fat cow tits. I can't believe I used to like them.

You can feel the same way too: http://sissifyourself.blogspot.com/2012/04/how-to-sissify-yourself-ptii-tits-vids.html

Posted by needssissytraining at 9:49 AM No comments:

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Saturday, April 21, 2012

Girls Night

I can't wait to play with my dildo while they go out.

Posted by needssissytraining at 8:25 AM No comments:

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Bulge

... What? Yes, I'm paying attention. Go on.

Posted by needssissytraining at 8:00 AM No comments:

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Wednesday, April 18, 2012

Nipples

I'm always embarrassed and thrilled at the same time.

Posted by needssissytraining at 10:18 AM 3 comments:

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Tuesday, April 17, 2012

Lingerie Shop

I spend more time here than my wife does.

Posted by needssissytraining at 11:02 AM 1 comment:

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Friday, April 13, 2012

Workout

For best results, tt is important to not miss a workout.

Posted by needssissytraining at 10:04 AM No comments:

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Wednesday, April 11, 2012

Date Night

I better pour the milk out. I'll probably need to "Go to the store" later...

Posted by needssissytraining at 10:21 AM No comments:

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Friday, April 6, 2012

Pretty Package

Sweet things come in pretty packages.

Posted by needssissytraining at 1:14 PM 1 comment:

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Thursday, April 5, 2012

Swishing

It feels so sexy/dirty to wear panties and pantyhose right in front of your wife.

Posted by needssissytraining at 6:36 PM 1 comment:

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Pedicure

Just gotta hide them from my wife until I can get laid a few times...

Posted by needssissytraining at 2:26 PM 2 comments:

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Labels: Pedicure

Morning Routine

It seems like I just get the privacy I crave in the morning...

Posted by needssissytraining at 1:34 PM No comments:

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Friday, March 30, 2012

Workout

Posted by needssissytraining at 10:58 PM No comments:

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Flagpole Sitta

Posted by needssissytraining at 2:10 PM No comments:

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Labels: Anal, Cock, Crossdress, Fag, Sissy

She Needs it

Posted by needssissytraining at 2:03 PM 1 comment:

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Labels: Crossdress, Limp, Sissy

You Like?

Mmm... I can tell you like what you see! What? My bra? Yes. It is the brand new one from Victoria's Secret. Let me take it off and we can have some fun! Oh... well, sure. I can leave it on I guess...

Posted by needssissytraining at 1:50 PM 1 comment:

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Labels: Bra, Crossdress

Thursday, March 22, 2012

Losing Weight

Posted by needssissytraining at 3:53 PM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Wednesday, March 21, 2012

Dinner Time

Posted by needssissytraining at 9:37 AM 1 comment:

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Labels: Crossdress, Limp, Sissy, Slut

Monday, March 19, 2012

New Issue

Posted by needssissytraining at 3:21 PM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Shaving

Posted by needssissytraining at 11:23 AM 1 comment:

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Labels: Crossdress, Limp, Sissy, Slut

Sunday, March 18, 2012

Stalling

Posted by needssissytraining at 5:39 PM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Taking a While

Posted by needssissytraining at 12:19 PM No comments:

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Labels: Breast Pump, Crossdress, Limp, Nipples, Sissy, Slut

Wrong Number

Posted by needssissytraining at 11:32 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Sexting

Posted by needssissytraining at 10:00 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Surfing the Web

Posted by needssissytraining at 9:48 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Lunch Date

Posted by needssissytraining at 9:38 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Vacation

Posted by needssissytraining at 2:01 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Bedroom

Posted by needssissytraining at 1:54 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Positions

Posted by needssissytraining at 1:52 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Text Message

Posted by needssissytraining at 1:46 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Stockings

Posted by needssissytraining at 1:41 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Good Job, Linda

Posted by needssissytraining at 1:32 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

Too Tired

Posted by needssissytraining at 12:19 AM No comments:

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Labels: Crossdress, Limp, Sissy, Slut

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Blog Archive

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► 2013 (13)
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- ► June (4)
- ► May (1)
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- ► January (3)

▼ 2012 (45)
- ▼ September (1)
  - Surprise Visit
- ► August (1)
  - BBC
- ► June (3)
- ► May (7)
  - Drained
  - Sea Lion
  - Beach
  - Blowjob
  - Butt
  - Bachelor Party
  - No Budging
- ► April (12)
  - Cute Girl
  - Flaunting
  - Girls Night
  - Bulge
  - Nipples
  - Lingerie Shop
  - Workout
  - Date Night
  - Pretty Package
  - Swishing
  - Pedicure
  - Morning Routine
- ► March (21)
  - Workout
  - Flagpole Sitta
  - She Needs it
  - You Like?
  - Losing Weight
  - Dinner Time
  - New Issue
  - Shaving
  - Stalling
  - Taking a While
  - Wrong Number
  - Sexting
  - Surfing the Web
  - Lunch Date
  - Vacation
  - Bedroom
  - Positions
  - Text Message
  - Stockings
  - Good Job, Linda
  - Too Tired

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needssissytraining

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