another adventure in the making....

Happy new year everyone and i hope it is a good one.
As usual i have been busy with work, family, family illness etc. and the time of year, but the following is an exchange of messages and what happened just before christmas.

i am not going to spoil the ending to say where it led.....

The guy approached me from cottaging and i felt we hit it off together.  i will start with is profile..

male age 39 from Yorkshire

Feedback: None yet.

Online: 47 minutes ago  -  Joined: 2 days ago 

A few words about yourself            I am a genuine guy looking to have fun with tvs, cds etc

Your interests            Rugby, gym and sex :-)

Profession            Professional

Height  6'

Role     Top

Out      No

Can you accommodate?            Yes

Body type            Moderately athletic

Where are you from?            Yorkshire

What are you looking for?            Sex hookups

            Dating/relationship

Smoke No

Drink    Socially

Drugs   Never

i also got some photos from him, along with one taking a girl from behind!!  as you will no doubt read, it did excite me.....

Hi honey xx

 Hi, sorry i missed you earlier i was on my phone and it is a bit hard to see.  xx

who is the lucky girl?? x

Hey its ok. I'm off to bed now but maybe we can talk and possibly meet sometime.

The girl in the pic is a t-girl I've met a few times. She is oriental and amazing.

You look amazing too so maybe we could meet sometime xxx

i don't look as good as her though - i wish i did.  i would love to have a photo like that too!!

no problem chatting, might even lead to a meet...??  xx

Hey don't be harsh on yourself. I like your pics and yes I hope we can meet sometime xx

Thank you for the compliments, but i bet you are only saying them to get into my knickers..  ;)

Well I'm trying to get you out of your knickers lol but i meant what i said x

You men are all the same, only after one thing!

Which is fine by me as it doesn't take much to spread my legs.

Mmm and I will look forward to spreading them xx

So what would be your idea of an ideal date.  would you want me to dress smart and sexy, or as a school girl etc?

Ooh, smart and sexy is nice and I also like the school girl look too so it would be a difficult choice x

if we had time i could wear both? (although my schoolgirl is so so)

i always let the man choose what he wants me to wear, as i am doing this for his enjoyment. 

as long as i am treated as a girl, then i will love it too. xxxx

Hey i like that, have you got one of you dressed on sort of secretary gear??
I'm sure we could make time for you to change outfits when we meet xxx

These are the closest to a secretary look that i have uploaded on here.  i do have another white blouse and little skirt but no photos on here.

i also have a more formal party dress that is a bit more "glamorous" that you could peel off me as well as quite a few other clothes to be honest, but i do want to dress how you want me to dress. xx

you all remember the dress i have spoken about earlier!!

Well I do like what your wearing in your pics on here. Really turns me on, especially with your stocking on xx

i am not sure if i did attach the pictures last time, but just in case i have attached again.

i think you can safely assume that i will have stockings on when we meet.  i bet it won't take you long to put your hand up my dress to confirm!

i am sure you will like the dress etc.

Well I love them pics and I'm sure I will love whatever you wear. Can't wait to arrange something x

i can't wait to feel you holding me close.  when is generally the best time to meet for you.  i will struggle to be able to meet on an evening.

Well I can do some morning but depends on my work but I'm sure we can work something out

i can't do weekends either. i can maybe do early evening, but not too late (until about 6).  I could obviously get ready earlier.  i am married and i have to make a suitable excuse (work seminar etc.)

{p.s. i hopefully won't be using this as an excuse, but they rushed my dad into hospital today, so my plans could go a bit astray.  hopefully he will be out in a few days and it won't affect us, but i just want to let you know now.  i don't want to get to day before and have you think i have cold feet.}

i am really turned on a t the moment, and i can't stop thinking about you undressing me and me sucking your cock. (sorry if this sounds a bit girly but it is true!!)

Hey that's fine honey and totally understandable.
Don't be sorry for sounding girlie. I love girlie. It turns me on real bad xx

mmmm  turning you on will be my job soon....

i love dressing as a girl, the lingerie, the dress, the make-up and the jewellery, i even love the shopping to get ready for a date!

i love to make a man happy, i love to feel his hands passionately hold and stroke me as we kiss, then feel him guide me onto his cock, or spread my legs as he has his manly way with me, leaving me feel so feminine i just burst.

Mmm i love the pic you attached honey xxx

You do realise that just by calling me honey my panties almost drop to the floor ;)  xx

Mmm glad to hear it you naughty girl xx

You never did say whether you prefer naughty or nice?

Ooh naughty every time honey xxxx

if good girls go for bad guys, then naughty girls must go for good guys.  i hope you are not too good or too shy with me....  xx

Haha I ain't ever shy and I can be good if it gets me what I want ;-) xx
love your pic honey xxx

i don't want you to be good, i want you to take me and be dominant, with you in control making me feel submissive. xx

Consider it done honey. You will be my sub slut whore xx

thanks.  i can't go much longer without meeting you now.  would it help if i booked a hotel x

Wow a hotel would be great. Monday i can tell you what days I'm free from work xx

it would have to be 1st to 5th dec ideally for me (preferably wednesday but i can make any day i think).  since we hopefully are tying down the details i have a couple of other questions.

i would prefer to meet at about 2pm ish (i would get to the hotel at about 12 and then get ready for you - i do want to look perfect for you)  is that ok.

how long would be planning to stay?

xx  (getting really girly and giggly now)

That sounds perfect. Well I am a long stayer when fucking so you will be entertained for hours and hours xxx

wow that sounds great to me!! (i have had a few who only lasted seconds!!)

i am thinking of a travelodge or ibis.  we will have to agree on which suits you best (location etc)

Love the pic honey.
Yeah we will arrange something soon. Can't wait xxx

me neither.  that pic was from the last time i got some action.  i have not asked you yet, but it would be nice if you took some photos of me, especially ones of you fucking me and me with your cock in my mouth.  but i understand if not.

please let me know your work schedule so i can get booking xxx

I would definitely like to take pics of us having sex honey. I have a week off from the 6th Dec shayne you can work around that xxx

i really want a picture of a cock in my mouth, so i can't wait.  i can work around that week no problem i think.  can we pencil in Wednesday 10th.  Which hotel is best for you? xx

That's great babe. I'm not fussed about what hotel, as long as we meet xxx

Wednesday the 10th it is then.  i will see what deal i can get for the best (will probably be either travelodge xxx or xxx), with a view to meeting you about 2 ish.  i will get to hotel earlier so i am suitably dressed and ready for you.  i want it to be as perfect as possible for you.  xxx

further to my email last night we are now booked at the travelodge . i only have to confirm the early check in tomorrow.

can't wait to be sucking your cock. xxx

Fantastic and believe me I can't wait to have my cock deep at the back of your throat xxx

you will have to be a little gentle with me, i am only a little girl!!

i will contact you again in a week or so, as i assume you will have had enough of my girly clingy emails for now.  xx

Hi honey
I ain't had enough of your girly messages.
I was in a car accident Thursday morning and my car was wrote off. I'm okay just a little bit sore xxx

Oh no. (very concerned girlfriend mode activated)  i hope you are ok and that we can still meet.  i want to care of you and nurse you back to full health.  maybe i need to start looking at buying a nurses uniform to look after you!!

i don't mind giving you a massage if that is what you need.

I didn't make the "no more messages" because you hadn't answered, i just assumed you don't want me to be super clingy etc.

hope you get fully recovered xxxxxx

Hi babe
Can't wait to meet you. Yes a massage would be nice. I'm not doing too badly. Just a few aches, pains and few bruises but nothing that won't heal xxx

i think i may be able to come up with something that takes your mind from any aches or pains you have!

can't wait to stroke my hands over your muscly body. xxx 

 i will leave it there for the moment - there is more to come!!!!

my first poll

i have just added my first poll to the right hand side of this blog.  please take the time to vote as i do value your opinion.

i have been thinking about my hot new dress and i have realised that i have a bit of dilemma as to what to wear with it.

i am currently trying to arrange a meet with another man for some sissy sex, and of course i want to "blow him away" with my new dress.  so here is my dilemma.  i know that real men love to see stockings on a girl.  i do think the dress is a bit tight to wear suspenders as the clips would show, so it does have to be hold ups.

however, my sexiest shoes are some black 5.5 inch high peep toe (see previous post about 18 months ago) and some nude pumps with a 5" heel.  i also have a pair of black court shoes with a 4" heel.

now when i look at fashion models etc. wearing a similar dress, the real girls don't seem to wearing any hosiery, just some black heels (usually strappy sandals), a look that i can replicate with my peep toe heels.  i am planning on shaving my legs anyway.

however i know that men like stockings.  but do stockings go with peep toe (my thoughts are not really) but i am asking for help.

if not do i need to get some shoes to wear with stockings, or will i get away with my nude pumps or oldish black courts.

i love having sissy dilemmas!!!!!

sissygasm

Hi all,

this is just a post to reflect on a bit of an abnormal day for me.  i am not going flesh out all the whys etc. but the following did happen...

1) A sissygasm
As i have not cum since before the start of october (doing my bit for Stoptober), i have been quite horny on occasions, although not as horny as some of you may think (once you get past the few couple of weeks, not having an orgasm is not that bad).

Anyway, i digress - on the weekends so far i have been using my aneros for about 20-30 mins to see if i can cum like a girl.  on the last 3 occasions this has not worked, although it has been pleasurable.

i was reading a few tumblr blogs that have hot men in them ( i try to associated any sexual exploits with naked men if possible), as i was trying to achieve the hands-free orgasm that the aneros can provide.  however, this reading lead me onto reading about milking, and i read an article on how to milk yourself with an aneros if you were not patient enough for hte hands free version.


As i read this, it basically said grab the aneros and do the motion yourself with your hands rather than try to stimulate it with your "pussy".

i didn;t have much time so that it what i did, and after a failed attempt where i came close, i did manage an anal orgasm, or a sissygasm as i have heard it referred to (i like that phrase).  I was not hard, but spurted quite a bit of pale liquid around as my body shook and convulsed.  i did eat it all up as well if you were going to ask.

i was shaking for about 20 minutes afterwards.  having a sissygasm was fun, and i doubt it will be my last, i had just not thought of trying this.  i had tried to "hit the spot" on many occasions with my dildo and i have succeeded, but this was much easier.

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

Later in the day.......

As mentioned in a previous post, i had ordered a new dress that i had carefully chosen.  i was very turned on and enjoyed the whole selection process of finding a dress.  i never get that excited thinking about mens clothes.

the above is a picture of the dress.

what i did manage to do today was try the dress on.  very quickly.

all i can say is wow, wow, wow.

it is absolutely awesome, it is made from stretchy nylon,  and the style is "sheath", but i didn't quite realise how figure hugging it would be.
it took me a few attempts to fasten the rear zipper all the way up (i hope a man can help me out of it!!), but once i had it on i was like wow, wow, wow.

it is quite tight, and as it is knee length, it is a bit restrictive, which only adds to the glamour and feel for me.  i looked at myself in it and then spun around - i was unfortunately not looking in a full length mirror, but i knew i looked good - i just felt it.

i was also physically shaking with the wow factor of the dress and how i looked and how it felt on me.  i don't think i have ever physically shook when putting on any piece of clothing until now.  this must mean i like it!!!

i can't wait until i have time to dress up properly, do my makeup and put on this dress.  i will take some photos then.

Did i mention that i like the dress??

almost busted again, but then busted (i think)

So as i am in a very girly mood, i think my girly side is leaking into my everyday life more and more.

At work i am wearing a tinmted lip balm and panties where possible. i am also looking at sissy porn on my phone (hunky men and other sissy blogs) while i have not cum in quite a while now.

So a couple of incidents happened this last week......

As my colleague was talking on the phone to the IT dept he said one of the other employees wanted an iphone.  at this point i said i did too.

The IT guy said for me to shut up and "why doesn't he just come out and stop using the wife as a smoke screen"

i blushed bright red immediately.

while they were still on the phone i went to the toilet, passing the IT dept.  i popped my head in the door and said tot he other IT guy that i wanted a fuchia iphone in a joking manner. what i didn't realise was that i was stood in t he doorway with my hands on my hips in a very unmanly pose.  This was totally natural to me and i hadn't thought anything of it until they looked at me and commented again - telling me to just go as i would not win!!!

so i was almost outed.....

until later in the day when i returned home.........

like many of you who do not have an understanding partner, i have a secret stash of my female clothes.  Until recently this has always been in the loft, but is now in the garage so i can access it easier.

However over the past 6 weeks or so i brought a few pair of panties and my chastity belt (the pink CB6000 - i will post more about chastity later) in tot he house and hid them in a set of drawers i have in "my bathroom" (i use the house bathroom, the wife uses the en-suite)

Now my bathroom does not cleaned as much as the other, but usually gets a once over every couple of weeks or so, but these drawers never get touched, hence the hiding place!!

However after wearing a pair of panties from this lot, i took them off and realised that the other items that were in the drawer with the panties (and the chastity belt which was in the drawer below) had been cleaned out and all that was left was my girly things.....

My wife has not yet commented on this, and i am not going to bring it up, but i have been busted!

Hopefully it will lead to some panties under the christmas tree......

Hi Girls,

just a quick post to say i have not disappeared from the planet or anything.  i have pretty much run out of things to say!

for the record i have done Stoptober - i gave up cumming.  it was hard to begin with, but now not so much.  it has been about 38 days or so since my last orgasm.  honestly at the moment i am not missing them, but sometimes find that if i have time alone i have nothing to do!!

however, i have ordered a new chastity device to help me out with this, and a new dress to treat myself.  this is the dress, but i am not sure it will look anything as nice on me.......




i am hoping it adds a bit of "girly girl" to soften out my masculinity (or what is left of it!!)

#2 Female Appreciation

Introduction

The idea of this seminar is to introduce you as to what you should be looking at when you see a female

I suspect that currently when you see what is considered to be a young attractive woman you will think she is hot and /or sexy.

You notice her ass, her breasts, her legs and possibly her hair before you see her eyes and smile.

However, this needs to change.  This seminar is intended to be a guide to how to view woman so you can learn from them and become a better sissy - you do want to become a better sissy don't you?

Seminar Topic

So when you look at females from now on you need to appreciate  the trouble she has gone to.  for the first couple of weeks you need to study their mannerisms, how they walk, how they talk, how they carry their hands etc.

But this stage should not last too long before you move to the important clothing appreciation.

When you see an attractive woman in public, you must de-sexualise her from your brain so you can look at her and learn.

You need to disassociate your sexual urges from looking at the girl and focus on the important things you should be looking at.

So when you do see any girl you should look at the clothes she is wearing, not her "assets".

You need to be able to describe what she is wearing, what looks good about the clothes and what doesn't, although the "doesn't bit will not be relevant for a while until you have more experience of woman's clothing and how to put an outfit together (a future seminar will detail this)

You need to focus on the little details, so you can describe to your tutor what a particular girl was wearing in detail.

for example, in the picture above, the girl is wearing a royal blue dress that finishes mid-thigh.  the dress is quite form fitting with short puff sleeves a rounded v-neck and a peplum.  The girl accessorises this with a white clutch, large white bracelet and several strings of pearls.

You must not focus on anything sexual, in fact after time you should be able to look at 10 photos, describe the outfits and not even notice how big the girls breasts are.  This will come in time if you practice.

This does not stop at fully clothed girls.  If you see a naked girl (but come on, do not kid yourself!!), focus on her make-up.  if she only has underwear on, then focus on the colour, style and type of bra etc.

looking at fashion websites and magazines will help a lot with this and you should factor in some time for this.  Maybe instead of looking at sport on the internet, spend that time looking at fashion.

Conclusions

After a couple of weeks you should be walking down the street with your head buzzing, just describing what females are wearing.  If possible, try to remember or find out where some of the outfits come from.

SSS - PANTIES

So girls, as described earlier, here is the first post......

Any fedback would be appreciated but not necessary.  I am not sure when i will post the next one, but i do want to get 2 or 3 in front.

SSS

Hi Girls,

now i know that you have all forgotten about me, but i do have a few poststo make and share with you all.

I have long been an admirer of sissy assignments and a progression of how a male should change into a female.  I have thought long about this and i know i have changed fromt he timid little sissy trying on his mums panties, tot he sissy who has sucked a cock and bent over for a man.

I feel i am in the position to share a little with the more inexperienced of you, so i decide to write SSS - Susan's Sissy Seminars!!!

This is a series of short information posts about how to see things from a womans perspective (hopefully) and how to learn about womans clothing and sexuality.

I hope you enjoy them, please provide any feedback as necessary so i can improve.

Also future topics that you would like to see, although i do have a list i may have missed something off.

x

Write for me

Hi Girls,

just a quick post regarding a website i discovered while browsing milovana.

It is not really sissy related, but is / can be femdom related and can be useful as a punishment or maybe even soem help an motivation.

the website is called write for me

http://writeforme.org

you do not have to sign up to use it (i haven't) - just click on public tasks.

what is it i hear you ask?

it is a type of punishment software that is the modern version of doing lines at school.  you have to type a particular sentance over and over without mistakes.

make a mistake and more lines can be added or letters substituted, take too long same again.

it can be very difficult and devious - try it out!!!

----

for any Mistresses or MAsters reading this blog - why not set up some tasks for your little ones...???

Male Bulges

Hi Girls,
i am still around and i have been working on something to post here, and that will hopefully be uploaded in the future.

as for me and my turn ons, i don't know what it is (well i do actually!!), but i have been getting very turned on by looking at men.

for a while now i have only ever cum while looking at a picture of a man or a nice cock, so that may have something to do with it, but outside of that i currently have a fascination for men in underwear showing off a nice bulge such as the following:

and one that did make my eyes water a little!!!

Recently i opened the morning newspaper and saw a feature about David Beckham and him posing in his underwear.  It included several photos, including one similar to the following.

I have to say that i was very turned on, and my panties were wet from pre-cum, without me actually getting hard.

the life of a sissy!!!

A view you all want

Hi girls

yes i am still here, yes i am still a sissy, but no i don't have time to dress, only to dream at the moment.

As mentioned in a previous post i was looking for some decent femal point of view porn to help sissify how i see myself having sex.

The search was not entirely fruitful although i did find a couple of gems, including the following.

i bet you all wish it was you!!

you are most welcome.....!!!!!

recent thoughts...

some recent thoughts of mine

I was browsing in a supermarket, not looking at anything particular and I saw a dress and my first thought was that it would look good with some black tights and silver heels.

i went out drinking with a couple of friends, and the first time i have gone out in a long while.  made sure that i continued to sit to pee like the sissy i am.

i have found myself looking at mens crotches

I was sat in a conference with lots of other men and  4 other females.  There were only  5 people in the room with their legs crossed, the rest were slouching about.  bet you can't guess which "man" had his legs crossed!!

photos of shemales do not interest me, as i see myself as a sissy so i cannot see the point of looking at shemales unless i am jealous of their clothes etc.  i certainly do not get turned on by them.

it appears there is so much sissy in me it is spilling over into my (percieved) male life!!

A quick question or help?

This summary is not available. Please click here to view the post.

scallop skirt

I was at a seminar this week sat on the front row (with my legs crossed at my hands neatly on my lap) when i noticed the speaker and more to the point what she was wearing

the lawyer giving the presentation was about early 40's but very slim (she said she was a runner and quite a good one too).

But i just could not take my eyes away from her skirt.

she was wearing a black scalloped skirt similar to the one above with a flowered printed blouse. She also had a blazer jacket, so i guess this formed part of a skirt suit.

to complete the look she was wearing black tights (about 15 denier) and some ankle boots similar to above

The skirt rested just above her knee.  The scalloping on the skirt gave it a really feminine look, and i think it needed the more manly style blazer to even out the look.

i have not been on here for a while as you may have noticed, and i have not dressed for several months for various reasons, including me feeling not very girly at all.  hoever inevitably that feeling is slowly coming back and was accelerated by this simple act of jealousy over a skirt!

i know it is because of all the looking at fashion blogs that i could describe the skirt more fully and how the ensemble was put together.  i can see girl mode been activated very soon!!!!

Closing thoughts

So i have sucked a cock and had a cock in my ass.  i suppose i do now qualify for my "sissy badge"

however i do have a few closing thoughts on this.

1) the guy has been in touch several times since asking me to meet him again, and on one occasion saying that he had felt he had done something to upset me!  there is no way in the world that i will be going with him again for several reasons including a) his very small cock, b) his age and ability/stamina c) his kissing ability (yuk!) and also he never offered to pay towards the room.  i wouldn't have accepted, but i would have thought it courteous to at least offer, especially as i drove over 30 miles there and back +  spent money on lingerie etc.

2) would i do it again?  i still have the nagging bit at the back of my mind that i would like to have a man "take me" and make me feel like a woman, but at the moment i have no plans to repeat this.

3) do i feel different?  a little bit, but not much.  i smile when i think about getting on my knees or when he grabbed my hips to screw me, but then i think of his cock and how it felt in me and i am slightly put off.

4) was it fun? definitely was for him!, less so for me.  i think i could have enjoyed it, but the experience did not last long enough and he was not a good lover.

i certainly think that i was one of the best men he has ever been with, and probably the most convincing TV.  judging by his texts and emails i think he thought he would never get so lucky.  and he won't again!!!

so there you have it, i really consider myself a sissy now, as opposed to a TV.

Thanks for reading.  i will be taking a bit of a blogger break as i have some other projects i want to complete, so i don't think i will have much to post about for a few weeks.

onto the bit you are waiting for part 2

As he didn't want me to suck him off as he would ave cum I got off my knees and we kissed some more.

He then said he wanted to go to the toilet and I should put my nightie on for him.

the nightie was in the toilet so I told him to hurry up and then get on the bed

I nipped into the bathroom and removed my bra and panties that had some of his precum on them as we had gotten closer earlier.

My breasts were stuck very secure thanks to the breast form store strips, so I just pulled up the g string to hide my penis and then put the nightie on.

He was impressed as I could just about see his hard on when I went back in. I did look sexy though.

He said wow etc

i climbed onto his lap and spread my legs over his crotch. I could feel his cock near my ass so unjust moved my hips a little as I bent forward to kiss him again. He pulled me down onto him and we kissed again.  i moved my ass up and down the shaft of his cock as i kissed him.

i could feel him shuffling and moving his cock towards my ass opening. but i kept moving away, then massaging his chest.

i said you can put it in if you put a condom on, he said not yet.

so we kissed some more, then he went to the toilet again!

i was laid on my back ready for him when he came back, i tried to smile sexily and i have no idea how it came out, but he was still horny from looking at his cock!

i spread my legs and he climbed on top of me saying how beautiful i was.

as i only had a g string on , i could feel his cock on and around my ass and crotch area.

we kissed some more as he grinded into me.

he adjusted the position a little until my legs were spread wide and up over his arms towards his shoulders.  surprisingly i found this position very comfortable and i was hoping that he would take me this way.  he didn't.

he moved around a bit and i could feel (well almost feel if you know what i mean!) his cock around my ass.  i knew he wanted to just stick it in there and then, but i pulled my ass back a little and said "not without a condom".

he then said "so you want me to wear a condom then". Duh! its in my profile, been discussed etc etc.

he shuffled around a bit more, a bit more kissing then held up my legs again until my ass was in the air, sort of twirling his cock around the entrance.

eventually i was getting a bit bored to tell the truth, so i just said "are you going to fuck me or what?"

"ok" he replied letting my legs down so i could reach to the side of the bed, sit on the bed and get a condom.
he obviously wanted me to put it on for him, so i opened the packet and leant towards him.  I put the condom over the head of his cock and started to pull it down.

as he was so small the teet of the condom was almost non-existant before the rubber tightened allowing me to roll it down.  Then that is where i nearly lost it and told him what a small cock he had.  The condom was actually slack once it had passed the head!!  slack!

once i was sure i had rolled it down as far as i could (not far), i looked back up at him.  he said "get on your knees", so i did with my ass facing him and my head on the pillows.

i could feel him fumbling behind me and pulling my g-string to the side.

as mentioned, i was already lubed up so i knew that i would no problem taking him, no matter how tight i was!

i could feel his head against my opening, i leaned back a little and as quick as a flash i had lost my virginity.

i could feel his hands grab my hips and get comfortable as he moved behind me.  i could feel him tugging and pulling on my hips, but i honestly could not feel him in my ass!  i arched my back a little and then i felt something almost touch my prostrate, but not quite.  up to that point i wasn't entirely sure whether he was in me or not!

i thought i might as well get some fun out of this, so i clamped my ass muscles around his cock. and i felt him thrust about twice more before he said "ooooohhhhh, i think you got me too excited".  Is that it? i thought. I never felt him pulse, but he did stop thrusting and was breathing heavily.

the only consolation was that he did not say "it has never happened before".  at that moment my mind just related with all the women who have been disappointed that the man has not lasted very long.  he did not have his cock in me for more than 30 seconds.  I know i was dressed nice etc, but come on 30 seconds?  i would have got more out of a teenage virgin!

I could feel him let go of me and pull away.  That was it! i could hardly believe it.  No wonder he didn't want to screw me!

as he climbed off me i turned around to see him fiddling with the condom to remove it and walking to the bathroom.

i pulled my nightie back down and turned over so i was laid on my back when he returned.

after a couple of minutes he did return, said how lovely i looked and climbed onto me.  we kissed for a bit then he pulled us over and laid on his back, motioning for me to cuddle up to him. so i did.  i placed my head on his shoulder and ran my legs over his legs as i trailed my other arm around his chest.  he seemed to purr a little when i did this, and the intimacy was nice for me as well.

we had some idle chit chat as he asked how long i had been dressing etc etc.  i think i was by far the best sissy he had ever come across (or cum into!)

after a few minutes we started kissing again and i could feel his cock grow (but not that much!)

he turned me over and climbed onto me again.  i genuinely believe that he was either running out of time, or just did not have the stamina to go again, as i could feel him pressing his cock against my ass, but i wouldn't let him in without a condom

he then said he had to go, before kissing me a bit more.

i asked him if he would let me dress him, and he said ok.  so i climbed out of bed got his shorts and held them out for him.  as i pulled them up his legs i was level with his cock, so i took into my mouth again.  i thought that this would show a nice thank you for him, but he stopped me from sucking after a few seconds.
i helped him on with his trousers, then his shirt/jumper before we kissed again.

as he was about to leave he remembered that i had asked for some photos.  he took out his phone and asked if it was ok.  sure i said, trying to pose as sexily as possible.  he was more interested in the rear of me, so i posed a couple of times as directed

with a " i really want to meet you again" he started towards the door and we parted.

"Like hell" i thought, "you have too small a cock for me!!"

i then removed my make-up, got changed and went home.

totally forgetting to pick up the pair of silk stocking hold-ups at the back of the bathroom door!!!!

quick insert before the story continues...

i thought i would add this in now, so as to give some perspective to the story......

the photos he took of me in my babydoll are as follows (these are referred to in the next post)

this is a photo of my dildos (bruce - the bigger one, and roger the smaller one)

roger was bought, as stated in an earlier post, to hopefully help me hit my prostrate repeatedly.  it was chosen for the shape and style.  i can (and have on many occasions) taken the larger dildo, both in my throat and in my ass.  i can deep throat it, but not for too long.  i can ride it for a while.  i am sure you can see the size comparison, especially the girth.

they guy i was with resembled the smaller dildo, except after sucking on it to compare sizes, he was actually smaller than that in length and girth.

here is a picture of his cock.  i know it does look on the small side, but i had hoped it was the angle, but it wasn't.  in fact the angle taken was very flattering!!!.

onto the bit you are waiting for part 1

I have written this in a bit of a note format, and to be honest i can't be bothered with fleshing it all out.  i assume you get the picture...

my heart skipped a beat when he knocked at the door.  i walked over, smiled sexily and opened the door to let him in.  he looked me up and down, walked past me and then said, "hi, you look very nice, well, this is me i hope i don't look too bad"

he looked like a smaller version of Bobby Davro, slightly plumpish, unshaven and smelling of smoke despite his profile saying he didn't smoke.  he was about 5 ft 6 inches tall, which meant that (since i am about 5'7" to start with, then i was wearing 5 1/2 heels) i towered above him!  all in all not someone i would fancy.

he held his arms out with a "so what do you think" pose.  i thought what the hell, i am here, dressed and raring to go, i might as well.  so i smiled and said OK, and took a step towards him and started to kiss him.  He instantly put his arms all around me and then his mouth was all over mine.  i think he must have a really big mouth, because he just smothered me.  I could taste the smoke on his tongue as we embraced.

he had his arms around my back/waist and i had my arms around his back and it seemed to feel a little awkward until i realised that girls tend to put their arms around a mans neck.  once i had adjusted this it felt better and he pulled me even closer.

you can tell how interested i was as i remember listening to jo whiley..

his hands were soon on my ass, pulling up my dress, me pulling it down a couple of times, until i decided not to bother and let him feel away.  we were close together. not really dancing, but did have a bit of a sway.

he roughly grabbing my boobs, which was a bit of a shock, especially how hard he was feeling them.

i dropped my hand to feel his cock, stroking it through his trousers.

bit more kissing

then i unzipped his trousers, more rubbing of his cock

by now dress was around my waist, panties and suspenders / stockings on show

i was having trouble undoing his trousers, so he undid them and let them fall to the floor

feeling him up in his boxer shorts i could feel his penis, and it felt hard, but there didn't seem much of it.

he stripped off his jumper and t-shirt while i tied my hair into a ponytail to keep it out of the way.

he then walked up behind me and grabbed me, so i started grinding my panties against his boxer shorts after a bit i was turned back around for more kissing

feeling into his boxer shorts, grabbing hold of his cock and wanking him

lots more kissing, often quite rough from him - he was definitely not a good kisser.

I could feel the damp stickyness of precum on his penis on my hand

was expecting his cock to grow and grow, but that was it.  how small could it be i thought?

i could feel he wanted my dress off so i did. i took off my dress and managed to keep wig on

 i kicked off my shoes to make us more level

This is what i looked like (except with some make-up on!)

he paid me a few compliments on how good i looked etc

kissing my neck turning me on a bit and making me shiver which was nice.

i put my hands in his boxer shorts and pulled them down exposing his cock

the cut head was about the size of a small mushroom and perfectly formed, but the shaft was about as thick as my thumb and i have small hands. How long was it? i hear you ask- as it had a pronounced upwards curve i would be very generous 4 1/2 inches. and yes that is generous.

"Is that it" i thought as i kissed and wanked him off a bit, hoping it would fill with blood and grow.
more kissing and a bit of wanking and i gently felt his hands on my shoulders, i took this to mean that he wanted me on my knees.

i kissed his neck, then slowly traced my tongue and kissing down his body towards his groin, until i was on my knees facing his cock.  this was the first time i had come face to face with a cock, and it seemed even smaller when i was next to it.

i gave it a few more squeezes with my hand before i put my lips against the head and gave it a lick.  i could taste the pre-cum mixed with a bit of urine, but after a few licks the taste disappeared.  i licked up and down the shaft (which didn't take long), over the head and again on the shaft.  a few kisses on the side before i took the head into my mouth and bobbed my head on it.

i was now a cock sucker.

as it was so small i could use my tongue on the head while it was in my mouth, so i did.  i took it out of my mouth, held it in my hands again and licked kissed it a bit more.  it felt like licking a lollipop, in fact i have had bigger lollipops!

i took it back in my mouth and i thought i would swallow him.  deep throating would not be the phrase to use as it only just reached the back of my mouth!  i held it for a few seconds before i felt my gag reflex about to go so i just composed myself and sucked on it.    i felt his hands on my head so i just bobbed my head in time with the rhythm. after a few seconds he took his hands off the back of my head , which was actually a bit of a disappointment as i wanted the guidance, and having his hands there helped me concentrate on the task and they just sort of felt good!

i kept up the rhythm for a few seconds, then went a bit faster

I was bobbing my head away, often taking all of him in my mouth when he said slow down I don't want to cum yet. I had only been sucking for about 20 seconds!

to be continued......

during the day

i had booked and paid for the hotel, getting lucky as i found a discount code for £10 off.  the room cost a total of £21, which wasn't bad really.


i was excited all day for the meeting.  my nerves were causing knots in my stomach and i could hardly work with anticipation.  i was about to be a fully fledged sissy, and i wanted it badly.

The hotel was booked and paid for, the car was loaded up with all of my sissy clothes, underwear and make up that i thought i may need.


throughout the day i was checking for when my new dress had been delivered to the local store.  all day checking my phone and the tracking details on the website.  the tracking details didn't change and i had a bad feeling that i was not going to be wearing a new dress, especially as it was one that i had fallen in love with.

alas it was not meant to be.  there was no email or text message, and i even checked with the delivery point on my way to the meet.

I also thought i was not destined to get there either.  i had set off about 30 mins earlier than i had planned, but then the motorway was shut for an accident.  luckily i knew a bit of a back way and i got to the hotel at about 7.15 pm

i quickly set about getting shaved and getting dressed.

i glued my breast forms to my chest and put on my new bra and thong in lacy black/pink.

i did my make up - foundation, powder 2 shades of eye shadow, mascara and some red lipstick.

i put on  a suspender belt and stockings, making sure i could still get my thong off.  i lubed up my behind and i was going to put a medium butt plug in to help me relax, but it slid in so easy i decided against it.

my short black dress was next, followed by my wig and jewellery.

a couple of text messages to/from him and i was ready.

i knew he loved babydoll nighties, and i had bought one for the meet, so i hung it at the back of the toilet door, with a pair of hold up stockings and the matching g-string.

i was just about to put my shoes on, when i snagged my stockings (a silk pair from ann summers).  luckily i had bought a spare pair that day (as well as the hold ups) and quickly changed.

I dimmed the lights, put the condoms next to the bed and did a quick tidy up.  i was ready with about a minute to spare when there was a knock at the door.......

the email exchange 3

 monday 17th dec

 

you can go in first,get ready then text me your room number xxx

 

 That is fine i will let reception know that i am expecting you later.

What time do you think you will be able to get there? i was hoping to get there for about 7 and then get dressed etc (approx 30-40 mins)

 

got a guy coming round to fix my pc at 4-45. i will get there for 7-45/8-00. give you time to make yourself beautiful for me. i can only stop till 10ish. my number xxxx xxx

 

 That is like you - perfect!!

i hope we have time to have a dance (the girly romance bit i am looking most forward to), then plenty of time to make you happy, at least twice if possible

xxx

 darling i am not perfect, grey hair, 57 years old etc. we will have time to dance and anything else romantic you would like. laying together and just kissing and cuddling xxx

 

you are perfect to me, that i s why i agreed to marry you.

you treat me like a lady until we get into bed - then treat me like a whore. what more does a girl want?

 

 I keep reading this over and over. having a slow dance with you, sneaking a kiss here and there, you touching my bottom, me leaning on your shoulder before we undress each other and climb into bed for lots of kissing and cuddling sounds perfect to me.

i do have one other request if posible (please feel free to say no) - would it be possible for you to take a couple of pictures of me. i would like a couple of me dressed (if we can wait that long) and if possible one while i am pleasuring you with my mouth and bottom?

i am sure you know how to treat a lady...

xxxxx