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Jessie part 3, craigslist
#1
After moving across state to the metro area and still fighting thoughts of my sexuality... I hit a sexual slump.. I had just broken up with another girlfriend and was a little depressed when I found the personal ads on craigslist.. now at the time I was looking for girls but all I kept seeming to find were bots.. or Russian girls that wanted me to send them money...lol so one drunken night I decided to see what m4m had to offer just for research purposes...Wink  I figured I'm only looking no big deal, I found all kinds of ads but none seemed to really fit me, after an hour or so I decided why not just for fun place an ad just to see if anyone would be interested in just talking to me about maybe sharing encounters or just finding someone who has dabbled once or twice with a cock.. I was expecting no one to respond but what the hell.. curious guy looking for friend for fun was the title,  looking to chat about experiences maybe more,1st timer looking to get my feet wet...bla bla bla... no pic.  I nervously posted while my heart raced thinking I'd get caught but fuck it.. went to the bathroom got another beer, read some older ads and what seemed like forever an email asking me what I'm into.. a few back and forth, asl and what not, while I was telling him about giving my 1st bj, I received another,  same thing, small talk barely getting me aroused then a email came with a nice looking dick pic that read traveler in a hotel,  horny as hell watching porn, cum by... I completely ignored the other two guys as my mind became focused on this cock pic I couldn't stop staring at.. after a few short emails I realized he was 10 minutes from my house.. my head was spinning and I wanted to go.. another email he sent saying just cum by have a beer we can watch some porn and chat, if I feel uncomfortable I can leave, and he was from Indianapolis and nobody would ever find out... I was sold and on my way... knocked on the door next thing I know I'm drinking a beer with Indy talking about the tranny porn on his pc...  shes incredible I love the way them panties hug her cock... he asks me to try a pair on he happens to have in his duffle bag.. he assures me there clean and for some reason I agree to model these silky thong black panties for him... and oh my god best decision ever, that material riding up my ass crack felt natural, I instantly grew rock hard and asked him about the pic he sent me, he asked if I wanted to touch it, of course someone said.. oh my god that was me... what is happening.. I'm wearing a black thong holding another man's cock in my hand as it slowey begins to grow, my mind goes blank, he sits next to me on the bed and I can still see the porn on his pc and of course shes getting a bj.. I'm still stroking his beautiful cock as my head slowly starts to lower towards his precum glistening head. He helps by resting his forearm on my head and spreading his knees apart.. my tongue cleans the precum off and without hesitation my mouth opens and in once again filled with a cock... I am focused on nothing other than taking as much as I can.. he leans back and says yes please suck my dick.. suck it deep... I'm trying my best rubbing his balls just enjoying the moment,  what seems like 10 minutes pass he latches both hand on my head and starts fuckin my face stating he's getting real close.. I assume im about to swallow his load and by this point im all about it when he pulls out of my mouth stands up and tells me he's going to cum on my face... I say yes please and splat 3 huge shots 1 on my cheek, 2 on my chin, I close my eyes and open wide 3 hit my nose... he rubs what's left around my face, and slides his empty cock in my mouth.. I suck on it like a straw trying to get any remains.. I get up embarrassed for some reason retreating to the bathroom where I slide off the panties onto the floor, wipe my face off rinse my mouth out and get dressed, he asks if everything is ok, I say I'm fine, I can't believe what just happened, I said I have to go, I thank him and leave... I wish I would of stayed longer,  I was embarrassed for some reason but yet so happy and excited,  felt  guilty  but loved being in panties... omg what have I just domne...  thank you craigslist... more too come xoxo... cockinmymouthplease..  Wink
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#2
I loved your experience, thanks for sharing
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#3
Hi Wearpanties (cannot remember your name if you posted previously).  Love your stories and reminds me of my encounters I have had.  Perhaps your thrill and enjoyment is the same as mine when I am Anne and love giving pleasure to a man.  Like you, when I am dressed and get to be Anne, I just love being with men and love pleasuring a cock.  Do you think it is because you wish you could be a woman instead of a man?  I look in the mirror and wish I had breasts and a vagina instead of the male parts.   Is it the same for you?
Heart 
Anne
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#4
(12-04-2019, 07:20 AM)Anne Wrote: Hey Anne,

I usually go by Jessie when I'm feeling gurly, I have sat in front of the mirror a time or two wishing I had breasts and a vagina, but then I'd probably just play with them all day and never get anything done...lol doesn't sound too bad, I also love pleasuring a cock as well, most of the time more than pleasuring myself, so its difficult to decide which way I feel from day to day,  I love being a  man but there are those days when I'd give anything to be a woman.. thanks for your time...

Xoxo  jessie





Hi Wearpanties (cannot remember your name if you posted previously).  Love your stories and reminds me of my encounters I have had.  Perhaps your thrill and enjoyment is the same as mine when I am Anne and love giving pleasure to a man.  Like you, when I am dressed and get to be Anne, I just love being with men and love pleasuring a cock.  Do you think it is because you wish you could be a woman instead of a man?  I look in the mirror and wish I had breasts and a vagina instead of the male parts.   Is it the same for you?
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