The Consequences of Anal Training

i lay on my back, legs in the air, the gusset of my lace fringed panties pulled aside. my eggs delightfully trapped in the cute cotton, while my chubby sissy stick poked out the top enough to rub and fondle. Her wet lips caressed my thigh as she licked my clean underside, lubing me for the main event.

A small tickle, a tiny bit of touch, barely perceptible."You're loose."

"MMmmmm...." was all i could reply. my sissy thoughts racing immediately to the constant pounding my rubber Daddy delivers to my needy pussy almost daily.

"Why are you so loose?" Some soft rubbing inside. She is humping my leg slightly, i can feel the warmth radiating from her sex.

"You make me hot *sexy smile*" The safest answer.

i hunch my hips and open my cheeks trying to feel a bit more of that amazing thumping inside my hole. It's not enough. Reaching around, i feel her index finger curled, she's only using her middle finger. A little proding and manipluating, and i get her first two digits inside.

"Mmmmmm" My pre flows over my crown, wetting and allowing my sissy fingers to rub it shamelessly. Opening my eyes, i watch her breasts heave and she humps and rubs her quim harder on me, her arm thrusting as she works my bitch hole.

i hump up and down, showing her my need to fuck. It's not enough. Another reach and i have three fingers opening my cunt nicely. That's it. That's the  magic.

Rubbing, rubbing my clitty. Eyes slitted. She's fucking me. Fucking my hole. i am muttering the most faggiest of utterances. "Fuck me. Fuck my Pussy. Oh, Fuck, Thats Right.. Fuck Me, Oh Fuck, Fuck My Puusssyyy!" i cum hard. Over and over. Six, seven hard loads. Not a spurt - that doesn't seem to happen anymore. It's more like a flow. A flooding overflowing the constraints of my piss hole. Flowing over my swollen head and over my squeezing fingers.

She keeps me penetrated as i come down. my sissy hips hunching up and down slightly, my hole still spasming less and less. With a steady pull, she empties my hole as she climbs over, rubbing her sex into the mess on my belly, quickly shrinking clitty and my poor abused panties.

Staying doggy style over me, her tits in my face, i service her digitally, the way she prefers - wishing the whole time i could lick her clean.

---- A short time later ---

"So..... why were you so fucking open?"

"i don't know.... i guess i needed it."

"Are you gonna wear your girly panties today?" <sneer>

"i dont know." i didn't.

------------------

Last time i i removed my hair... well.. last few times.... i've been making the clean area larger and larger. What started as only shaving my clit and eggs, has progressed to the tops of my thighs to just bellow my bellybutton, with a sexy patch above my pricklette. Last time i even shaved a small ring around my nipples. As i am quite hairy, it is noticeable, however its a small ricng of clean area, so not hugely different.

i hope my strategy of slow but consistent limit stretching is working on her. So far... no blow ups. But then again, her history is to take take take then explode. i hope that doesn't happen. How long will this take?

She Took my Cummies Away From me :(

IDK if ya'll have been payin attention or not, but at the top of the page you can see a counter keeping track of times between my cummies (both gurl and boi types). Mainly.... its a way of self-reinforcement of proper sissy behavior. i quickly discovered that when i had to update my boi cummies more than the sissygasms, that i felt like i was being bad. It became easier to enforce my self denial that way.

Well.... i had gotten up to ten days with no boi cummies.. and i have recently been abusing my pussy more and more in my lust frenzy. i knew (from past experiences) that soon i would be prime for either a large hands free spurt... or i would be able to have a real good cummie as i was playing online with my beautiful clowny fiance`. (Check out my SecondLife posts for more info). i made a promise to myself.. to nicolette... Clowny gets my load... or the VERY least (if i just couldn't wait), a proper sissy self-milking.

Enter the missus.

Cross Dreaming pt2

So... the other day... i told you all about my recent sissy cravings for crossdressing..... hehe... i guess this is part two.... it was the next day, three days ago at this rate... as the day started, i took a few pics thinking i might like to post them at some point.. but as the day ended, i KNEW i would post them... so without further ado....

    SO i was showered, self-fucked, pussy gaping, looking for clothes.... uh oh.... no clean undies. I checked a boys room... HE HAS NO UNDIES EITHER! shit.. this place needs a maid.... hehehe.....

    i was just considering going commando...... always a sexy option... but.. well, honestly? my pussy was SORE! and examining the pants i was going to wear.. i had NO desire to have a rough corduroy seam running up and down my swollen pussy lips.... what to do.....

    Then i noticed... the panties missus wore last night... they were on top of HER hamper. When i watched her put them on... i thought they were kinda cute, girly with a polka dot pattern. Cute little cotton bikini Victoria's Secret  panties..... hmmmmmm... what to do? hehe.. YOU know what i did....

cute, no?

Sex video... learn some tips!

So.. if i could get fucked.. if i had a real life boyfriend, or even a gurlfriend or Mistress.... this is how i think i would fuck. Watching it.. i realized this is how i fuck my dildo... pushing back.. NEEDING it deeper, pounding me harder.

I dont know what they are saying in most of this video... but i understand every word.... she wants his COCK, and BAD too...

just look at her face and tell me you dont wanna change places with her right now!

god i need to get filled.....

anyway, enjoy! vid after the jump...

my dream

How i wish someone would change me from this:

not me.. but damned close

To this:

so feminine...

Sooo Much To Say!

So quick update on me.... nah.. let's not. Been hard without Her around, and i could go on and on....

Can't keep my hands off myself lately... dressing and playing all the time. Sat the other day with my glass daddy in my pussy for four hours! But that's another story....

Missus has been milking me almost every two days as well... this morn she went right for my pussy as i stroked! i let her... i dont play shy anymore... i beg her to fuck me.....

my new tactic to get her to accept me... every now and again... i make her take her dirty panties off, and slip them up my legs.. put them on me... then i wear them all day. giggles! She dont like it.. but i think its workin.....

Been dressing.. lots! Wearing my panties a few times a week now. Either under my boy undies.. or even.. as my only undies! Once, recently, i have to work onsite.. late for a widow, she's sweet and clueless. i took the oppertunity to fully dress in my fav outfit.. pink lacy panties, pink lacy bra, thigh highs... NO boy undies!

OMG! my clitty was chubby for hours!, i kept having to retuck! i think she saw my stockings as i crawled under her desk... i gave a little tushy wiggle, just to let her know i was a fairy! Here's a pic i took in her bathroom!

Sissy Ass Training! Breed me!

i so want this!
i so want to be the gurls in this video!
i want to worship cock and please it!
i want to catch the spurts of creamy goodness!
i want to be knocked up by a hard cock!

giggles.. hehe.....

Got the missus to finger me again today... i had her ride my thigh (i felt like such the lesbo!) and finger my pussy as i was jerking. Pulling her free hand to my tit, urging her to pull my nip and stretch my tit... but she is too gentle, i think it weirds her out, but she tries.

Once she started on my tit, grinding away on me, her finger tip poking, teasing my pucker.. i got bold and pushed her hand harder into my pussy. i scrunched down and started to grind her thigh in return... OMG... i was being such the lesbo slut! She got the hint and slipped further into me,

Staring at her i could only picture my Princess, over me, using me... i was dreaming of Her and Her she-cock. i needed to be fucked... and hard. i soooo wanted to have her get fully in between my legs so i could fantasize Princess between my knees giving me Her dick, making me Hers, Taking me as Her girl. But, i knew i was pushing the 'gay' thing with missus, so i didnt try to move.

Still though, i made it work, bouncing my hips into her thigh, her fingers up my pussy, im telling her to 'fuck me' over and over, dreaming of Princess laughing at me, using me as Her toy for amusement... i spurted..... LOTS!

i gave the usual return finger favors.... and she gets off on me using my cummies to rub her off, but this time, my fingers made a pit stop to my tongue first, then to her twat, and eventually her ass. When i started to bring her off, i was able to remove my fingers and suck the mess of us right off them before she recovered enough to notice.

Current Training Status

OK sweeties.... if you have read my entries... you have seen some of my own attempts to train myself as a good sissy girl. What you might not know is some of my stories are a little old, or, take place in the past (of varying years). I will use the header 'Current Training' for those stories which take place 'now'.

Brief overview.....
My current missus is not aware of my sissy side. Then again.. maybe she is. i know she suspects, but because of her prejudice, i cannot come-out in a safe environment. i will lose my house and support of my family... although, maybe that's not a bad thing. If i no longer had to worry about the missus, i would be free to serve my Princess full time.. but.. that's another entry....

I have recently been trying to ... break her in.... slowly. I have started to wear her panties.. but with her knowledge. i'll wait for a morning... well, lemme just tell you how this morning went....

i woke up and cuddled her, as is typical of couples who are not repulsed from one another. she rolled and some kissing and rubbing later... we were humping each other. i had her tities pulled over her low shirt neck, they were on display and presented for my fun. she started to strip her panties off (to make room for my probing fingers) when i made her 'switch' undies with me.

She didn't want to, but i kinda made her.... i made her pull her own panties up my legs and over my hips. Her pretty paisley purple/pink cotton bikini's, holding my butt, covering my cock. She stopped complain when she was caressing and grabbing me through the panties... pretty sure it turned her on. She asked if i wanted to eat her as i j/o (the typical way i reach my 'O'), or if i wanted to be fingered (as i was already pressing her fingers into my hole). i opted for the face ride as that normally works for me (it is difficult to cum darlings, again... another post, another time).

Straddling my face, she refused to work me from both ends, although i was she would have... poke my pussy while sliming my slut face? - Oh Heaven! She did face fuck me nicely, cutting off my air, rubbing her wet snatch into my face, grinding herself off as i jerked my stiff clitty. Unfortunately... i needed more if i was to spurt this morning.

Pushed her off, and she layed down, pulling her slimy folds away... bummer. But then... she came up with some found lube and quickly was inserting her finger.. i was still wearing her panties. She was smiling as she worked my little hole.. she is quite rough... i think she is punishing me for being gay... idk, the wicked smile on her face seems to confirm it.

On my back with sissy legs spread, she roughly worked my inside pillow as i pulled my gurly pud. Eventually, i spurted and spurted all over myself as she poked and rubbed my pillow non-stop. i had a boicum AND a girlcum at the same time! it was really awesome! 'SPURT' 'SPURT' my whole body shuddered and stiffened, i grunted as i spurted and whimpered as my pussy spasmed! In the end.. like a girl.. i had to grab her hand and make her stop rubbing as i came down from my cum... it occurred, i just had my first girlcum in front of her!

To end our session, she got on all fours in my lap as i used my load to lube her button. i rubbed her off and fingered her asshole and called her names until she shuddered and came herself. This is the typical end to our sexy times.

As she got up to get to the shower, i fixed and continued to wear her sexy panties. In fact, guess what i am wearing right. now. She knows, and thinks im just weird. but this is great for two reasons....
1) i can wear panties without having to cover up with boy undies.
2) she knows i am wearing so there is no hiding and shameful changing in secret.

i have managed to get her panties on (with her approval) for an entire day with her knowledge a few times in the past few weeks. i have also managed to get her to finger fuck me a few times as well. So i guess.. this is also a blog of how i am trying to get her welcome to the idea of me dressing and fucking like a girl. It is the slow route to be sure... but i AM a scared little sissy!

Maybe.. if you ask nicely... i will post a pic of me in her panties today. Currently, i am hairy again, no Nair recently, no razors either... but if you want a sissy faggot to humiliate herself for you.. then i need your comments and post ratings... please? PRETTY PLEASE?!?! Pretty PLEASE with my boi pussy on top?!?!?

giggles