things to know before i do this?

[anonVA]

hi,

sometime in the near future i will be paying for an escort service for the first time in my life. it will be with a pre-op transexual girl. i am just a naive young man, and i was wondering if there's anything i should watch out for? anything i should know before going through with this? any advice would be great, thanks

 

[madmanmike]

only advice i can give

i live near new orleans and have seen many prostitutes. some are street walkers, some have pimps, some even are high class and charge over $1000. i wouldnt trust any of them.

think about going to a bar and picking up the skankiest person there. think about how many men she has been with, probably without protection, now realize that many prostitutes have had double the sex she has. but i cant stop you from doing this so here are some tips.


1) bring a box of condoms. incase some break. remember she is pre-op so she has to wear one also if you plan on receiving.

2) no matter who is gonna get head make sure they are wearing a condom when it happens. if you wanna suck her off put a condom on her cock. also put one on yours because you dont know what has been in her mouth before and you damn sure dont want it seeping into your body.

3) i assume you plan on have or receiving anal sex so use a water based lubricant. astroglide and KY jelly are fine to use. if you try and use vasoline or most other iol based lubricants it will literally corrode the condom.

4) be polite. just because you are paying her doesnt mean you have permission to treat her like a slut. trust me when you treat a woman bad you dont want to put your cock in her mouth.

5) have fun. and please please please cum back and tell us about it. shemales are my fantasy as well.

 

[anonVA]

is using a condom during oral sex as important as with anal sex? i see porn actors using condoms for intercourse but they never use condoms for the oral sex, so i am curious.

 

[SweetCherry]

Porn actors don't use condoms for oral sex because if they did, the all important "money shot" would be missed. You're hiring an escort. Use a condom. If she doesn't require it, make DAMN sure you do.

 

[lizzie anne]

hello?

i,..have been given,..an invite, to come to this board.
i hope i will be helpful however.....

i went through the few msgs i find here.....
and i cannot relate myself......about using pro services.....
since ''i'' have never done so........nor have i heard anyone i knew back-home that did.......

this is way out of my league.

i hope something more down to earth will show up
thank you........and hello to everyone here......

lizzie anne/sissy slave to my Ms Ann
#377109
southern california/high desert
transitioning he to she
50 yrs old/10 months real time 24/7

 

[Zergplex]

Zergplex Says

I'v never used an 'escort' service before, but I can tell you that a condom during Oral is very nessicary. A good deal of VD's can travel through the mucus membranes in your mouth just as easily as traveling through them on your genitals. Not using one during oral is less unsafe then not using one during anal, but I wouldn't recommend either.

-Zergplex

 

[anonVA]

i just came back from seeing her. i will post all the details and my thoughts after i take a shower and collect my thoughts.

 

[Etoile]

Looking forward to hearing it!

 

[madmanmike]

condoms and oral.

for those of you who dont want the tatse of a condom in your mouth there are some alternatives to the taste of spermicide and latex.

some condom companies have flavored condoms. i have personally only seen mint but i have heard of chocolate and several others. the condom is unlubricated and is dusted with a white powder to give it the flavor. i havnt tried these personally but it is just something to think about.

 

[anonVA]

ok. first the details. i'll try to make it sound like a story for the people who enjoy stories. this is just straight details, my thoughts will be written after, just skip down if you dont want to read this boring story

it's 5:30pm. i drive through rush hour down powhite parkway, but it doesn't take my long to get there. she lives close by. i park in a food lion's back parking lot where she told me to, and call her up from my cell. she gives me directions to walk to the payphone, look to the left, go down the hill between the 2 trees, and come through the porch of her small townhouse. i guess all her clients come through this way. i was lost at first, but i see foot steps in the snow leading up to her porch. maybe she had someone else before me?

she greets me wearing a tight summer dress, with her dog barking at her ankles. the porch leads directly into her living room, which is only lit by a few candles. i think the darkness was to shadow her not-so-smooth skin. in her pictures on the web, she looked pretty, very tight body, big breasts, nice legs, and my favorite, long blonde hair. up close, i realized that her skin was very hard and rough to the touch, even on her face. her hair felt very dry... fake almost... felt like a cheap barbie doll's hair. her breasts were huge, as in the pictures, but once i put my hands on it, i was totally turned off by the big lumps i felt from poor implants. she was only 26, yet her skin on her entire body felt like it's at least 70 years old... very rough...dry...like sandpaper almost... i dont know how that's possible.

before i had a chance to touch her, we chat a bit. i'm the nice, respectful, sweet sort of a person.... and it just didn't feel right jumping right in. i ask her a few questions about her life, nothing too personal. i give her compliments(i'm that type of a person) on her house, herself, find out the name of the dog(tigger), tell her it's my fav character from winney the pooh and how i have a tigger key ring, yaddy yaddy yadda. she responds well, and tells me i'm sweet.

ok, so after a few minutes i sit next to her and lean over to kiss her. her lips to my surprise(didn't expect it since her skin and breasts and hair were so nasty) are very soft. supple. big. nicest lips i've ever kissed. she spreads her legs and i see her clean shaven dick and balls. she tells me to take all of clothes off, so i do. then i lay her down on the couch and start to go down her. i should never have left the lips.

the neck tasted nasty. i dont know what. the breasts without the dress covering them were even worse, the aeorta was stretched out so far, and unevenly. her nipple was very small, i guess the hormones didn't grow them... after moving down some more of her rough skin, she grabs my head and pushes me down to her cock. it's still limp, but i can tell it'll be quite big when it grows, probably about 7.5 inches. it wasn't too thick, thank god, because she kept pushing my head down and pumping me at the same time, making her dick go all the way down my virgin throat. i gag, choke, tears forming in my eyes, nose running.... she gives me enough time in between thrusts to come up for air.

i've had enough. she knew it was my first time, and she was being a bit too rough. so i get up and put my dick in front of her face. she sucks on it for a total of 10 seconds before she stops and just starts jerking with her hand. i guess she doesn't like sucking cock. she makes me lean over to her cock once again, forming an awkward almost 69 position. again she chokes me, while only jerking my dick and not putting it in her mouth. this time my nose is closer to her ass, and i think i smell some aroma of ... poop. ok that's enough, time to move on...

i dont know why, but she got to fuck me first. i guess she really wanted to fuck my tight virgin ass. she bent me over the couch, put a little bit of lube around my butthole, put her condom on, and started to push with her dick. i tell her to wait, it's my first time!!! i take some more lube and put my finger inside. the feeling is warm.. almost burning sensation. i guess it's to numb the pain. i ask her to be gentle, sinc eit's my first time, and she gets to pushing again. when it first went in, i screamed in pain. it hurt SO bad, i had to pull it out. after breathing heavily and her telling me the most important thing is to relax(how can i relax through this pain??), she tries again. i try to relax and just let it be. it hurts again, but much less. now it's all the way in, and i can feel her huge cock in my ass. it's very uncomfortable.

she starts to pump my ass... and of course it starts to hurt again. i ask her once again to be gentle, to go slow. and once again she ignores me after 10 seconds. by now the sharp pain has gone, but it's still quite uncomfortable. she tells me to jerk my dick, but i can't seem to get a hardon. it left me in the first 5 minutes.

after a few minutes, she puts me on my back and holds my legs down over my head. she roughly forces her slightly limp dick( i guess it's not 100% functional because of her hormones) in my ass once again. by now my dick is as limp as it could possible get, and i can't get hard. i want her to stop fucking me so i tell her to come for me. she says if she comes, it's over. the session is over. i dont want that! so i ask her if i can fuck her.

well by now it's too late. my dick is limp, and i can't get it hard again. she refuses to suck on it because.... i dont know why. she doesn't even want to kiss me anymore, and that was the only good part. i grab some lube and start fingering her ass, trying to get some kind of a rise. i swear i felt her shit inside her rectum at the tip of my fingers. that did not help whatsoever getting me turned on. well, after a minute or two of stroking, i get semi hard, about as hard as she got, so i put on the condom and slide it into her ass. i dont know why, i love anal sex with a girl, but i just can't seem to make it feel good this time around. i ask her if she can get on her four's like she had me when she fucked me, and she says.... no. lots of no's today, wait since i was paying, i thought i was supposed to enjoy this.

after like 1 minute my dick is limp again, and i can't get it hard. on top of that when i pulled it out, i could definately smell her shit on the condom. wow what a disguting smell. i was all showered up and cleaned extra careful, yet her as a professional didn't.

it's only been 30 minutes so far. i paid for an hour. but i just couldn't go on... so i carefully tell her that i can't seem to do this, even tho it's been my fantasy for a long time. i tell her how beautiful she is, with a tight woman's body and a pretty dick between her legs. i get up, wash my hands, and get dressed....

_______________________________________

ok now my thoughts.

she was definately not what i had hoped for. rough skin, lumpy breasts, and not very gentle. from afar she looks like a hot blonde chick. up close... and old.. yeah i'll just leave it at that.

i was very nice to her, and she kept telling me i was a very sweet guy... and told me i was very beautiful on several occasions... like when she was fucking my perfect, tight, virgin ass. i guess she felt kind of bad that i couldn't get off, because she told me before i left to call her up again if i wanted to play, she will see me outside of "business" and wont charge me. it could just be that she wants to fuck my tight ass again. or make me deepthroat her cock. who knows. i thought escorts dont do this sort of thing?

she was very picky. didn't wanna do certain positions, didn't want to suck my dick, didn't want to kiss me after she had fucked me, etc. it was a very big turn off.

so it breaks down to this. what did she get out of this? money, popped my anal cherry, got a deepthroat, and only got fucked in her ass for 1 minute. plus she only had to do it for half the agreed time.
what did i get out of this? wasted money, got my ass pounded on which is still kind of numb, choked and gagged on her cock, smelled her shit, tasted her nasty skin, and left with a very limp dick.

big waste of money and time, but hey, now i know what it's like. and to never do it again.

i had more thoughts while i was in the shower, but they escaped me while writing that boring story up above.

 

[Etoile]

Re: condoms and oral.

some condom companies have flavored condoms. i have personally only seen mint but i have heard of chocolate and several others. the condom is unlubricated and is dusted with a white powder to give it the flavor. i havnt tried these personally but it is just something to think about.

My gf and I have a whole collection of these. We've got cherry, grape, vanilla, coca-cola...never tried them though! They're just for the collection. Oh, and we have a strawberry-flavored dental dam too.

 

[Etoile]

Wow, thank you so much for sharing so much, anonVA. I'm sorry to hear you didn't have a good experience, but I'm really glad you had the opportunity to try it. I liked both your story and your after-thoughts. (And I totally understand about forgetting what you were going to say while writing the first part!)

 

[madmanmike]

this is for anonVA

anonVA i am very surprised. and very delighted. i know it was a bad experience for you but please understand. ive grown tired of some of the stories with shemales on this site that are perfect. the anal sex didnt hurt, the cock was the right size, no feces smell during anal sex. it was very refreshing to get a truthful one. it reminded me of what the stories should have some of. thanks for posting man. do you have any more after thoughts? and also can you give me a link to the persons site or where ever you met her? id like to have a vidual of what you meant in the story.

thanks.