Post Office

So, I took a mental health day today.  I got all dressed up in a red sweater and black skirt, black flats.  I decided I wanted to suck some cock.  Hehe.  I posted an ad but have not been overly successful.  I had a couple lined up but I think that they chicken out.  Damn.  I think I have one coming over now.  I hope.

In the mean time, I took a trip over to the post office and strolled around a shopping center.  I could not quite get up the nerve to go into any shops except the post office.  I'll get there.

Here are some pictures of my adventure:

Changes

So, the wife is moving out.  She says that she thinks of me as her girlfriend, not her husband.  There is nothing that I can do to change her mind so, c'est la vie.  I will be busy getting the house ready to sell.  Then, I need to find a place to live.  I am thinking an apartment, for now, so that I am not heavily committed.  In the mean time, I am thinking that the apartment will be seriously girly.  We'll see.  It will also free up my time to dress more.  And host more too.  So many cocks, so little time.

So, while she is moving out, the wife and I will stay married.  For the time being anyway...too many financial and medical issues to sort out.  Maybe when the US health care situation settles down I will be able to get my own insurance.  In the mean time, she is interested in going shopping with me dressed.  I am not sure how I feel about this but it is possible that she will be able to cope with it better after being around me in a pretty dress.  I can hope.

Here are some recent pictures. I would love some feedback on how I look.

Truly a Cocksucker

So, it has been a while since I posted.  First, I have been pretty busy as a cocksucker.  In the past month I have visited a guy in his hotel room during the afternoon.  Imagine me walking around looking for the correct door in my new black dress.  The maintenance guy gave me a funny look but, oh well.  I also sucked a guy in his truck.  I met him in a parking lot, got out and hopped into his truck.  We drove to a pulloff and got in the back seat.  Finally, I went to a guys house.  In each case I only gave blowjobs.  And they all gave me a load to swallow.

I have also been shopping at Talbots.  That is where I got the new black dress,  I also bought a pretty skirt and sweater, which I tried on in the dressing room.  It was so much fun.

Boyfriend?

So, I one of the two guys I sucked recently asked me to get together again.   I could not host at home, nor could he, so, I met him in a parking lot.  I got partially dressed and slipped out of the house, finishing my makeup and putting on my cute WH/BM skirt.  I then drove to the parking lot, purposely parking a few cars away from him.  I stepped out of the car, slipped my purse onto my shoulder and walked across the parking lot to the car.  It was very exhilarating. I opened the car door and slipped into his car, being careful to keep my knees closed and smoothing my skirt underneath.  How fem.  We drove off and soon his hand was between my legs!  Mmmm.  He then un-did his pants and lowered them.  I leaned over and began to lick his pretty cock.  Soon I was kneeling on the floor and going at it like there was no tomorrow!  Eventually, he found a secluded spot and stopped the car.  He then proceeded to face-fuck me.  He held my head as he thrust all the way in.  I gagged a bit but eventually got used to it.  Mmmm.  My mascara did run a bit though.  So, I wanted him to cum in my mouth so I used a combination of my hand and mouth to get him really going.  I could sense that he was close by the grunts and moans.  He came in my mouth and I swallowed without my  really realizing it.  Damn.  So, we drove off, and as we did, I  lowered the visor mirror, checked my makeup.  My eyes were a mess, looking like some slut that had just sucked off a guy.  Giggle.  I then opened my purse and took out my lipstick and reapplied it.  Mmmm, so girly.  He dropped me off at my car and I took a quick stroll around to get that sexy walking in heels feeling.  A lady was getting into her car and noticed me but did not seem to get that I was a sissy.  Hehe.  I must be getting good. 

So, apparently he does not like the girdle that I use to hold up my stockings.  He wants to get me a pretty thong.  I told him that I would need a garter belt then.  I so hope that he does!  I am thinking that I will require a present each time I suck cock from what I think could be a group of "regulars".  Perfume, lingerie, clothes...I may have a new profession!

Update

Hi All,

I have not posted for a while.  Sorry. 

So, I deleted a number of posts that dealt with my being a counter girl for a major cosmetics company.  I was enjoying myself so much that I did not want someone in the organization to recognize me and call me on it.  Again, sorry. 

So, I am getting better and better at applying makeup.  My briefcase is essentially a large purse now and I always have some makeup on.  I am starting to feel like it is actually a part of me.  And I feel so sissy with a makeup bag always at my fingertips. 

In other areas, I have sucked off and fucked two more men.  They seem to love me as they want to get together again as soon as possible.  I really need to try two things still. Having a man cum in my mouth and having a man shoot on my pretty sissy face.  I am sure that these will happen soon.  I also want to fluff a guy and then perform clean-up duty on the lady.  It is so sissy! 

Thanks for listening and feel free to comment or ask questions! 

Love, Diane

My Perspective Today

I have been pondering my present status.  I clearly have one foot out of the closet.  I am totally scared of showing my true self to friends and family.  But I am out to many, many people now.  I suppose that it is a matter of time before someone who knows compares notes with one of my friends or coworkers.  I am not sure what I will do at that point but I shall not worry about it now.  I will probably play it based on the reaction of the friend....

In any case, I coined the expression "anonymously out" to describe my present state.  I have now bought clothes in many stores, having tried them on with the sales clerk's assistance.  I buy makeup while wearing makeup.  I wear women's clothes when I get my hair and nails done.  I wore a women's suit, stockings and flats to a bar and had a drink.  I frequently wear jewelry while running errands.  So, there are probably well over 100 people who know that I am a sissy.  The world has not crashed down on me!  Not one of the persons listed above has said anything to suggest that they disapprove of my sissiness.  Wow. 

So, I am not sure where I shall go from here. 

I did it! More thoughts!

So, as you might be able to tell, I had sucked a cock and been fucked.  And even kissed a guy.  Wow.  I am now a complete sissy.  I placed an ad on Craig's List and picked amongst the candidates.   He arrive to find me wearing my grey sweater dress.  I wasted no time in getting on my knees and opening his pants.   He was soft but after some effort on my part, he hardened.  I am proud to say that I managed to take him all the way in.  It was so much fun but he did not cum.  I was amazed at his manly smell and enjoyed the pre-cum as it came out but I was disappointed that I did not get a sudden explosion to the back of my throat.  In any case, I asked him if he would fuck me.  He bent me over the couch and proceeded to slide it in.  I loved it!  He pumped me nice and hard, as I wiggled my sweet ass to meet his thrusts.  I could tell when he came by the way he was breathing and the fast pace of the fucking but I did not feel the cum.  Another disappointment.  I did enjoy as he slowly slipped out of my ass and I turned and gave him a big kiss!  He has asked for a return engagement, hehe...we'll see. 

I am seriously considering a second act tonight....