True stories with my favorite escort

[theotherside69]

This is a ture story about my favorite escort, who i have seen numerous times over the last 7 years when she visits my city. When it all started, i was a newbie in the ts world and didn't know what i was looking for but being with her has been the best sexual experience of my life. This is a recap of as many of our meetings that i can remember and that stand out to me!

My first time i met her, i remember calling her up when she was in town and telling her that i was nervous about being with a woman like her but that i was very curious and anxtious and was hoping that she could fullfill a fantasy as i had always wondered what it was like for a woman to cum in my mouth. She was very happy i asked for that and said it would be something that i would always remember.

Her pictures on eros were of a busty woman who was built, thick but not fat with great tits (44 DD) and ass and she said she was 8.5 inches. AS it turns out, she never lied on the size!

I arrived at her hotel and went up shortly thereafter. standing in the doorway was a beautiful, well rounded woman (i knew this from her pics) who had on thigh high stockings, heels, a garter with thong and a black teddy top. We introduced ourselves and made out like teenagers while my hands roamed her big luscious breasts and ass. She started to remove my clothes and guided my hand between her legs. i could feel her cock hardened from the outside and she moaned with pleassure. We moved to the bed and as we did, she dropped her thong and me the rest of my clothes. on the bed we played with one another, stroking and fondling til she asked me to suck her cock. I kissed my way down her neck and her breasts, teased the inside of her legs and then began to worship my first cock. Condom free, i gently licking her shaft and then swallowing her head and sucking away like a madman. She is about 8.5 inches and very thick. I couldn't take it all but did the best i could. She was moaning and rubbing her fingers through my hair and pushing my head deeper down on her. she then had me sit all the way back on the back against the headboard and stood up, straddled my face and pushed her cock down my throat. she was holding the headboard, telling me to rub and squeeze her nipples when her legs started to shake. She told me she was going to cum while looking down at me and i just grabbed her ass cheeks and pulled her in closer til she filled my mouth up with my first ever load of white, creamy cum. As i held her cum in my mouth, she put her hands on my mouth and told me to swallow every drop. Which i did and it taste so good! She then blew me and it didn't take long to shoot down her throat. We said our goodbyes and i told her i wouldn't forget her.

About 2 months goes by and i see that she is in town again and the memory of that first meeting kept running through my head, so i just knew that i needed to set up another appointment with her. Called, she remembered me and we were good for later that night. Same routine as before. Great kissing at the frontdoor with fondling and petting. clothers were shed and onto the bed we went with her again straddling my face, asking me if i liked the taste of her cum. i uttered "um hm" with her fat juicy cock in mouth and she started to face fuck me, grabbing my head and the headboard. I had a chance to free my mouth from her cock for a second and told her that i wanted her to fuck me and to take my virginity! she smiled and very eagily got between my legs, pulling them apart and slapping her hard cock on my hole. What i noticed was that she was bare - no condom. i was taken by surprise but well enough to ask her for a rubber.

she put it on but lost her hardon and since i was a virgin and tight, there was no way she could get in. She went down to my cock and started to suck away and within seconds i was pumping my seed into her throat which see swallowed. Then, her turn! back to me against the headboard and me sucking for all my life and shortly after she came deep into my throat! normal chit chat and goodbyes were said with the knowledge that this would continue!

Next meeting a few months later and When i arrived, she was wearing a bra that barely contained those massive breasts, a thong, thigh highs and heels and all of them were black lace. We kissed heavily as soon as i walked against the door and i started to pull her tits out of her bra and squeeze hard. I kissed her neck and worked down to her tits and nipples, flicking them with my tounge and biting them gently. I could feel her growing in her thong and her hands were all over my ass and cock. we walked over to the bed, i stopped to leave a present on her desk. With her on the edge of the bed, she pulled my shirt off, undid my belt and had me drop naked right in front of her. She began to rub her nails between my legs working her way up to may balls and cock. She rubbed it for a few seconds before smiling and taking my cock in her mouth and giving me one of the beset blow jobs ever, so good that i had to have her stop after just a few minutes. She moved her hands up my back, pulled me in for a deep kiss and then had guided my head down to her ever growing, rock hard cock. i sucked and licked for a long time! her cock fits very nicely in my mouth and i was getting better at doing it. She was loving it! i got up on the bed, still with my mouth wrapped around her stick and moved into a 69 with me on top. After a few minutes of this, i said to her that one of us needs to get fucked! so she moved into a doggy style position on the edge of the bed and i got behind her. While sliding lube on both my cock and her hole, she grabbed my cock and rubbed it bare on her ass and began to guide it into her hole. Stunned, i stopped and reached for a hat, slid it on and began to pound my very first she-ass. Because she was so tight and having been awhile since i busted via sex, i only lasted a few minutes before i came in the hat and collapsed onto the bed on top of her! she smiled and said it was her turn to lose her load, so back up against the headboard i went and she strattled my face and jammed her fat cock deep into my mouth, telling me to suck her hard. I did and also used my hands like female pornstars do in a circular motion at the tip and her legs started to shake before grabbing the headboard and blasting her load down my throat. I smiled up at her as she staired into my eyes and i swallowed it all right before she kissed me and thanked me.

We would stay in touch via email and text messages for a while when she was out of town, sexting and flirting hard! there was even one time when i was horny, i text her and she told me to call her. When she answered she said, "listen" and put the phone down as she was having her cocked sucked by a client. She let me listen as she fucked him and hearing him squeal as she penetrated him made me even more horned up and eager to have to my first cock inside of me.

About a month later, she posted on eros, I took note and called when she arrived. Appointment made and up i went. My lady friend with a special something extra was wearing her normal bustier, thong, thigh highs and heels - this time in white. Lots of making out at the door with my hand rubbing her cock hard thru her panties and reaching in trying to spring it to full attention. SUCCESS and i immediately dropped right to my knees, pulling her cock to the side of her thong and began to suck her hard cock which i have now grown to love and worship so much! to the bed we went as she watched me shed my clothes. heavy petting and dick sucking by me to her as she toyed my ass with her finger then into a 69 with me on top. her mouth is so wet, i knew i didn't have much time before i lost my seed so i told her i needed that ass. She got up, grabbed the lube and spread it on my cock and on her ass as she was standing up. onto the edge of the bed she went with me behind her, grabbing her tits on the reach around and my cock sliding up and down her crack. She looked back at me and said, "take ur ass." she bent over and grabbed my cock to guide her to her hole again. I remember the last time being very close to barebacking her and she had me right at her hole again. with my bare cock pushing right up against her hole, she again said in a hot, pationate voice "take ur ass." So in i went, pushing right past her wall hole and sliding all the way in. for the first time i was barebacking an ass. meeting her thrusts and pumping her faster and harder as she told me i felt my legs begin to shake and told her i was going to cum. I asked "can i cum in ur ass?" and she grunted out "yes, cum in my ass." i pumped everything i had deep inside of her right as she blasted her load all over the bed while bent over. I was a little nervous about what i had just happened but i went with it. Neither one of us said a word about the barebacking. we just kissed, talked like we normally do as i got dressed and said our goodbyes.

While she was out of town, there was more sexting with pictures and stories about her sexcapades in the industry. I would tell her how i would jerkoff, thinking about my bare cock in her ass and cumming inside of her and she'd respond that i was special and that she doesn't do that with everyone but has a select few who she lets do it and they're married. it was very hot to me and turned me on, thinking of her barebacking and me being able to do it just like they do in porn.

A few months later, she's back in town and of course we set up a date together! same details. Heavy kissing at the door, cock sucking both ways and while i was on top of her in a 69 i told her how hard i was going to fuck her and fill her ass with my cum to which her legs shook and a long stream of cum went into my mouth. I swallowed and licked every drop and told her it was my turn. I got her into missionary and with her thick legs over my shoulders, i slide my again raw cock right into her welcoming hole and pumped and pumped and fucked hard. Great stamina this time for me and after 5 minutes in mish, i flipped her on her stomach and slid right back into that round, plum ass and collapsed on top of her, pumping away and kissing her neck. I leaned into her ear and told her i wanted her to fuck me today too and said i want her to take my virgin ass. at that point she begged me to cum in her ass and i blasted a huge load deep inside of her while falling right on top of her.

After she came back from the bathroom, i was still naked and dropped right to my knees in front of her, trying to get her hard. She kept telling me that it might not work but while saying this, moaning with extasy as i sucked away. i would break away from sucking, licking her balls and shaft and saying to her that i wanted this bare cock in my ass. i told her that i wanted it bad, begging while sucking her. She pulled me up and had me get onto the bed on my back. She grabbed the lube for my ass and her cock. She started to lose hardness a bit and since i was a virgin, she was having trouble getting in. Trying to bring her back to life, i was begging for her to fuck me, that i wanted her to be my first and that i wanted to feel her cum inside of me. She limply got in and started to rock into me. I begged her to cum in my ass but she said she didn't do that. she tried to fuck me for another minute but to no avail. I never truly got my first cock in my ass. While we were getting dressed she mentioned how tight i was and that one way for me to losen up was to have a few drinks next time before i came over or perhaps use something and as she said "snow helps" if your into that. I knew what she had meant and had tried it before. Kissed, said our goodbyes and continued our sexting while she was out of town.

Then one night, after months had passed i hadn't checked eros in awhile, i was out at a bar and i was partying. I told her that i wished she were intown cause it was time for me to get fucked! the text came back from her telling me that she was actually in an adjacent state for the first time ever. despite it being late, i told her i'd be over in 35 minutes and for her to put her sexiest outfit on and have her cock ready as she was going to fuck me! she told me to "get over here and get your ramming!" I arrived at the hotel and went right up to her room. the door was adjar and she was standing behind it, in all black bra, panties, thigh highs and 6 inch heels! she towered over me and pulled me into her for some hard and deep french kissing while telling me what was going to happen to me. I dropped right to my knees and sprung her cock, soft and 4-5 inches at first but growing quickly with my touch and the wetness from my mouth. five minutes of pure sucking and ball fondling by me with her shifting midway thru so i could see myself in the mirror on the wall. She pulled me up, told me to shed my clothes but also said to "set some up on the dresser" for us. I did and having already used my share i have trouble getting hard but she said she's the opposite when first done and that she could go all night and that my ass was hers. deed done and she laid on her back and i kneeled at the side of the bed and started to suck her cock and go to town, deepthroating her the best i could. I moved up into a 69 and we went like that for a few minutes before she instructed me to get on the edge of the bed on my knees with my ass up in the air. she got behind me with a bottle of lube in her hand, putting some on her cock and some on my ass. she then grabbed my hips and pushed her barecock right up against my waiting hole. Me having never been fucked or having anything but her fingers in my ass never entered our minds. It was the moment i had been waiting for since i saw her the first time. she pushed against me and pulled my hips towards her. It never hurt at all going in but i could feel her length pushing deeper inside of me. She pushed all the way in at first, stopped, girated her hips moving her cock in circles in my ass, then pounded away with passion. She just litterally pounded the shit out of my and between her moans and my grunts all i heard was her thighs and pelvis slapping against my ass. I turned around and asked her "do you have a condom on?" and she said "no." I then asked her where she was going to cum and she said "in ur ass." i sat up off my hands and felt her tits pressed against my back while we exchanged a french kiss. She pushed me back down and pumped my faster and faster. I could feel her start to shake and said to her "your legs are shaking." she said "i'm gonna cum baby" and pushed her 8.5 inch bare she-cock as deep into my ass as she could and let out the loudest grunt i've ever heard from a woman. I could feel her cock pulsating in my ass. 1 blast, then a second then a 3rd. It felt amazing! it was what i wanted for the longest time! she kept her cock in my ass for a minute, telling me that my ass had 3 days worth of her cum inside of me and fingernailing my legs and pelvis while i stroked and stroked. I couldn't cum so she pulled out and went to wash up. When she came out i was on up on the bed using her cum leaking out of my ass as lube and jerking off. She crawled next to me, running her fingers up and down my body, whispering in my ear how great my ass felt on her bare cock and how wonderfull it felt to cum inside me ass and how i was jerking off right now with a huge load of cum in my ass, the same cum that she wanted me to spurt out of my cock and how turned on she gets with how risky and taboo i get with her. she was also stroking her cock at the same time and got very hard again, laid back on the bed and i sucked her some more til i felt it was time to fuck again. I looked up at her as i moved my mouth off her cock and told her i was going to ride her until she came inside of me again. i straddled her cock in a catchers style position and lowered myself onto her thick hard cock. I dropped down oto her legs, taking all 8.5 inches and she pumped up and down harder and harder as i jerked my cock. she fucked me like this for 5 minutes til she flipped me into mishionary, spread my legs and pounded away. She jacked me cock as fast as she was pushing her fat cock into me and i came all over my chest and just as i did, she collapsed ontop of me, kissed me and pushed her cock inside of me as she let a another load of sperm into my ass. we usually spend about an hour together. this time was almost 2! we kissed and talked about how we would do this again and she asked me that if i were to right any reviews on TER that i leave the barebacking sex out. I joked and said of course i will cause if i said something, i'd lose the chance to do this again!

Since that time when she barebacked me and came in my ass, we have seen one another 3 more times. Everytime there's a lil "party" involed and everytime i now get fucked bareback and she cums inside my ass! it's hot and as questionable as it is, i love it. i do know that she barebacks a few other clients. in fact she told me and showed me a picture of one! she also lets me listen in on the bareback sessions that she has (sometimes the client knows the phones on other times it's a secret!). She knows how turned on i get when i hear the other guy say "cum in my ass" and that it all turns me on!

taboo, kinky, risky or not she's a special friend with a special relationship that we have built. The next time she's in town, we're going to attempt a 3-some, either with another provider or with one of her willing clients.

[Louis_K]

Nice story. Sounds like a hot time.

[blackshemalelove]

wowwwww.....dream come true for every ts fan...fuck the risk....we all gonna die one day arent we? dont get me wrong, i love life....but sometimes for such a connection is worthit.....said that we cant know the person but i understand

[tsluvr61]

Wow great story. You are better than I since I am so deftly afraid of HIV this would never happen for me, even though I would love to!

[theotherside69]

UPDATE!

Figured add go ahead and add on!

She text me to let me know she was coming to town during the month of October, had sent me pics of her hard cock (multiples!) and wrote that she wouldn't cum for 3 days and would wait to unload it in my ass!

We set up a time to meet at her place, late nite, and when i got there, she was dressed in a black lace bra, black thigh highs, black garter and black 5 inch spiked heels. As soon as I walked in, she shut the door behind me and we started making out like teenagers at the door. we each rubber asses then moving to one another's cocks. i kissed me way down her neck, then to her tits, snapping her bra off and then she pushed me down to my knees and slide her thong to the side and unleashed her hardening cock. it was a little flacid at first (but still very thick) and started to grow in my mouth as i licked and sucked her to a full 8.5 inches. i sucked and licked as she started to moan and grab my head and push me further down to deep throat her and gag. after about 5-10 mins of this, still in the doorway and me still in all my clothes, she told me to move to the bed and put my ass in the air. I stripped quickly as she went to the bathroom and got onto the bed doggy as she came out stroking her curved hard pole. she rubbed her finger along my ass, got behind me, grinding her bare cock against my crack. I told her since we are actually going without any party favors this time, to be gentle and use plenty of lube! She laughed and said "you always know how to take me like a champ!"

she grabbed the bottle of lube, stroked her cock and rubber some on my ass. She then positioned herself right behind me and slowly pushed her way into me, grabbing my hips, pulling them closer to her, and pushing her hips towards mine. As she slowly worked her way in, she ran her finger nails all up and down my front as her large breasts pushed against my back. Once she was all the way inside, she then started to fuck me hard and fast and furious. She would push my head down onto the bed, driving her bare cock into me deep, telling me how much she loves to fuck her slut. She put one of her legs up onto the bed to get in deeper and after a minute, started to grunt and moan. she put her leg down and said she was going to cum. I told her to "go ahead, cum in my ass. cum in your sluts ass!"...and then she moaned hard as her legs shook and her cock pulsated deep inside of me, blasting 3 days worth of cum inside of me. She left it in me while i was in doggy and reached around and stroked my rock hard cock. within seconds, i was blowing a HUGE load all over the hotel comforter! (makes you think twice when you stay over doesn't it! ha!)

we cleaned up and talked about life as we always do. she would tell me about some of the clients she had seen recently - which got me exceptionally hard and her too! we started playing with each other's cocks, moved into a 69. then, she crawled up between my legs holding her rock hard bare cock, saying she didn't think she was going to get hard again but i did it! she didn't need any lube this time as she rubber her cock along my ass crack, telling me she was going to use her cum that was leaking out of my ass!

She pushed my legs up around my ears and pounded me for a good 10 mins then slide down to lay on top of me, thrusting her hips in and out of me, whispering dirty into my ear. That's when i told her to cum inside me while she stared into my eyes. She put her arms straight out on the bed and thrust a couple of more times before moaning and collapsing into me as her cock pulsated over and over in my ass. we lauged, kissed and she slid out of me and blew me til i exploded in her mouth. she giggled, opened her mouth, showed me my load and then swallowed it all and then kissed me. We said our goodbyes cause we know we're going to do it again! - ALOT

[Blackadder7]

Let us know how your HIV test results come out.

[Zabrowski]

Let us know how your HIV test results come out.

Lol so true!!!!