More of this blonde slut in her high heels.  She loves fuck me shoes.  

I confess that I used to be Mr. Nice Guy. I had a trove of women as friends and even a few relationships. Yet, I learned pretty quickly that being nice is not what majority of women want. Majority of women want Mr. Treat Me Like Complete Shit. So, I changed just like that. I went overnight from Mr. Nice Guy to Mr. Treat Me Like Shit and you know something? I love the new change. I get MORE PUSSY that I ever DREAMED of. Left and right, my cock is actually sore at times because of overuse. Actually, I almost can't keep enough cum going because my balls are a tad painful. It goes away if I stop fucking for a day but once I'm nailing two or three chicks a day I'm passing out from exhaustion. Satisfying a chick is hard work and takes a lot of energy!

I've lost weight because I've been fucking so much. I dropped at least 30lbs.

So, now I treat women like garbage. For example:
- I don't pay for ANYTHING. I don't buy them shit.
- I make one of them pay part of my rent.
- I make another pay the other half.
- I fuck them whenever, where ever.
- I actually call a couple "My Little Cum Dumpster"
- I don't spent time on the phone with them, 2 minutes is my max, and I don't give a fuck what they are saying.
- I don't really listen to their sob stories about this or that.

...honestly, I just don't give a fuck anymore. Women are such whores who spread their legs for anyone and anything.

One other tip: I don't have any male friends or best friends anymore. I found that I couldn't trust these guys to be loyal to the bro code. They all try to fuck my girlfriends in one way or another. Well, the shoe is on the other foot because these guys that have girlfriends and one is married better watch the fuck out. I'm coming out there, guns blazing, ready to fuck their girlfriends and wives... because that is what an asshole would do.

I'm sick of being in the "friend" zone and not getting ANY pussy. Women don't respect you and want to fuck you if you're "nice".

They all are whores and want to be treated like such.

So... that is what I will do. Fuck Mr. Nice Guy.

I confess my therapist who is stunning hot blonde who wears white T shirts & no bra in "jest" said how do I feel about a "3 some" with her boyfriend. Ive never fucked girl with another guy in the room let alone nother guy right next to me up her ass. so I didnt bite. She was pissed.So for the net few sessoions she would wear short skirts , bare legs & take her shoes off &rub bare feet. She knew I loved it.So she tried another angle..I showed her a photo of me with Sexy avril Lavigne & she said.. "would you do a three some wth avril & me? Isaid.Hell YES. SO iff anyone know how to reach avril LOL..

I hate this tmdtmd faggot. Why the fuck has he posted 100's of pics of some asian chick sucking some guy off??? Can someone seriously beat him with their shoe? Appreciated.

I confess I want to fuck my 2nd cousin and she wants to fuck me. I wrote out this long boring ass story sob story explaining our lives but realized you all wouldnt give a fuck. We're flirting. We've discussed fucking but decided it would be weird but the other night we got on a good drunk and made out. Im bound by morals and so is she. Where I'm from incest isn't exactly unheard of but MY direct family would probably disown me. I swear though this girl.. This isn't just some fling someone I just want to get my dick into. She's more. I've never related to a person on this level. I never thought I'd even be considering it. But it's like finding the perfect person but it's just too taboo to have it and it drives me nuts. I know this is probably a terrible place to find actual advice but on a serious note what would you do. Put yourself in my shoes. Is a moral dilemma passing up something that could be great?

Also I probably should mention I met her about 6 months ago. It's not like I was raised around her I didnt even know she existed until then. We started talking online one day and we just hit it off. She's also beautiful. But to keep this private I need to keep pictures off limits I'm sorry. I'll describe her if you'd like.

yo can we talk about something for a minute?? jesus, alright now that i have your attention. ima tell u something i aint never told anybody before not even my homeboy. this one time i straight up walked home from school then i seen this girl i know. okay i mean KNOW that bitch. she was a straight up skank. anyway she was at a car stickihg her fucking head in the window looking stupid n shit. so i said hey yo steffany but damn she didnt hear me. i said it again hey yo steffany. this time she turned around looked at me n went back to window like she stupid or someshit. then she stepped back and fuck the damn car took off i didnt even know there was a nigga up in there. then this the fucked up part.. crazy ho walked up to me to say wassup and damn nigga ...she had a string of cum dangling off her motherfucking eyelid. she was giving a nigga head in that car. i looked at her and man she looked so nasty i fucking threw up all over my fucking shoes. shit was embarrassing. straight up ratchet ho smh.

Not a Word Was Spoken
Had flirted a lot with my cousin's daughter. It was accidental, we were talking about relationships and I let it slip what a manwhore I can be. She was intrigued, asked to see pics. We swapped pics, flirted more. She wasn't happy with her husband, he was much older and his health made sex rare. There was always that, well maybe. There were a few chances, but nothing happened.
Then she came into town alone, a couple days early for another cousin's wedding. She got a hotel room away from the rest of the wedding party, asking me to come by one night. Now I had alone time with her, watching TV in a family member's basement. I had my arm around her and was feeling her up while rubbing myself. she didn't make a move, so I just left it as flirting. Well we chatted most of the night, watching nothing on TV. She asked if i'd lay with her, I took of my shoes, socks, pants, slipped into the bed next to her, instant erection. From then on nothing was said. I pulled it out again, stroking it while we stared at the TV. I was close to giving up, figuring she wasn't going to cross the lin....... then it happened. She slid her hand up my leg and replaced mine with hers, never looking at it but took over the stroking. I soaked that in for a couple moments, then silently undid her top, exposing her huge tits.
Rubbing, sucking, biting her nipples. She got aroused then pushed me off her breast, thought it was over, but again, in complete silence she leaned over and took my cock in her mouth, moving over to grind herself on my leg as she did.
We continued for a long time, her sucking, me fingering, her stroking, me sucking. I swore she'd stop me but she didn't, instead opening her legs up as i rolled on top of her. It was surreal, no words were spoken as I began fucking her. She came again and again, then I pulled out and came on her thighs.

Part 20: Our Adventure [rest of the story on my profile :) ]

So I havent told you my name at all and that has its reasons. I think I'll just assume a pseudonym. I chose Sam (Still Anonymous Motherless - makes sense right? :D) so things will be a bit easier for me and for you as well.

Anyway, after Anna told me about her sex adventures with Beth, I wanted to get better at oral as well. So when Haley was out of house for a week, we met up whenever Jim left the house. First few times we did the basics. She was laying on her back while I went down on her. We had a deal that she would give me precise instructions on what to do and so I learned fast. When first it took her forever to cum (also because she had to concentrate to give instructions all the time) by the end of day 3 and after 10+ sessions. (Of course we also had sex in between, just left that out because its not really relevant).

The next day Anna went on her knees on the bed and lifted her ass up so I could lick her pussy. I had to get used to this new position but at the end of the day I mastered that as well. The last day Haley was away, we practised 69. Now this is a real challenge, I can barely think when I get my cock sucked by such a godess like Anna. Still, at the end of the day I was doing okay. When Haley came back I also told her I wanted to learn how to please her better and we did the same game, only faster since I already knew what I was doing. I just wanted to make sure she would grow suspicious.

There was another reason, why I wanted to practise my oral skills. I wanted to fuck Beth. And the only way I would get to fuck her was, if I was good at pleasing her.

The next time Anna and Beth met, Anna told Beth she had a surprise for her. While they were away drinking, I waited in my car in front of Beths appartment complex. When I saw them coming, I followed them to the door and got in with them, without Beth noticing. I went to the stairs, Beths flat was on the third floor. When I came there, the door was already closed. I could hear moans, so they had to be very close to the door. So I waited patiently. The moans subsided. I looked around, getting impatient. What if someone saw me? But then the door opened slowly and Anna waved me in. She had a blindfold in her hand and went to the bedroom. I slowly undressed, waited a minute then went to the bedroom door. It wasnt closed completely and I could hear Anna say:"Do you see anything? No? very good. Now let me get the second part of the surprise."
With that I entered the room, silently. There she was. Beth was laying on her bed, legs spread, pussy waiting to get licked. I went down on her while Anna watched me. She was fingering herself, I could hear her wet pussy. I stopped for a bit and Anna, holding her head near mine said "you like that?"
Beth answered "It feels a bit different than usual but I like it." So I kept going and soon Beth's pussy was super wet.
Beth:"Oh damn... when do I get to pleasure you Anna?"
I moved away slowly and Anna started stroking Beth.
A:"Soon enough... But wouldnt you love to get fucked right now? I mean, how long since you had a real dick?"
B:"Way too fucking long..."
Anna(touching Beths pussy):"If we just had a man here... would you let him fuck you? No matter what he looks like or who he is?"
B: "I would take any dick right about now..."
I put on my plain white mask. Anna pulled Beths hips to the edge of the bed, then kissed her on the mouth.
A:"Just imagine my dildo was a dick okay?"
B:"Okay..."
A:"And keep your hand where they are, otherwise you will destroy the illusion."
Beth nodded. I silently got in position, put my tip against her pussy.
A:"I will go slow..."
I pushed in the tip.
B:"That feels so... real... ughh"
I went back and forth, penetrating her deeper every time. When I was half way in Beth said
B:"Damn I wanna be fucked by a real man now." (Anna encouraged her to say more)
B:"I want my wet pussy slammed, and filled with hot cum. I want to be fucked hard and rough. uhhhgghh"
A:"You really what that?"
B:"Yessss.."
A:"Remove the blindfold then."
Beth did as she was told. She stared at me, or rather the mask.
B:"Who are you..?"
She didnt seem afraid, just surprised.
A:"Do you want to know who he is or do you wanna get fucked?"
B:"I want to get fucked."
So I started ramming her. Her tight pussy felt amazing. She moaned like a freak until Anna sat on her face. Anna faced me and pressed her hands against my chest. I couldnt take her hands because I was holding Beths legs up. I felt Beth's pussy contracting with her orgasm. We changed positions. Beth turned 180° so her head was on the edge of the bed, Anna in doggystyle position over her. Beth was eating out Anna while I was lubing up Anna's asshole and my dick. I slowly started penetrating her ass. Anna's moans were loud as never before. I fucked her ass slowly and after only 3 min or so Anna screamed, cumming so hard she gushed all over Beths face and my legs. Then she squirted again. And again. I pulled out and she collapsed next to Beth, twitching in an ongoing orgasm. I started fucking Beths head, since it was in a perfect position for that. When Anna recovered, Beth and her both got on their knees and they finished me off together. Anna was way better at head so I came in her mouth, filling it with my hot cum. She swallowed like a good girl.
B:"I wanted some of that cum as well.."
A:"Sorry sweety... maybe next time..."
B(looking up to me):"So there will be a next time?"
I nodded.

Anna and Beth would meet 2 or 3 times before my next chance with Beth. Beth was getting impatient. She wanted dick again, but only mine, since I knew how to please a girl. She wouldnt directly tell Anna that she wanted to fuck me, just say things like "I REALLY need a dick right now." And so on, but Anna made her wait (as I had suggested). So after three weeks or so, Anna told Beth:"If you want dick, tell me when you're home. Then some day, first you'll hear my voice and then see him."
B:"What does that mean?"
A:"You'll see..."

Some days later, I was at Beths appartment complex again. I rang her bell. When she answered over the coms, I held my phone to the mic and played a audio file I had from Anna. On it she said "Hey its me Anna, do you mind if I come up?"
So Beth opened the door for me and I went up. On the third floor I put on my mask. Beths door was open and I went in and shut it.
B(from another room):"Hey Anna, make yourself comfortable.."
When she didnt hear anything back she came to me. She wore panties and a crop top, no underwear. When she first saw me, she jumped.
B:"Woah there, you scared me! I thought you were Anna!... Well I guess thats what she meant when she said I'll hear her voice and then see you..."
I didnt answer and just slipped out of my shoes. She went up to me and touched the mask.
B:"You know I had hoped we could get rid of this mask..."
I shook my head.
B:"I want to see the man behind that mask... I want to know your name, your age... "
I softly pushed her away and pulled down my pants.
B:"Right to work huh? Well I got to admit... the mystery surrounding you kinda turns me on..."
She lifted one of her legs and started rubbing herself while I undressed.
When I was done she was already getting wet. I went to her, lifted her up and carried her to the bed. Now it was her turn to undress. It was done quickly and my erection was coming quickly as well.
B:"So... how is this going to work... if you dont speak... can I command you what to do?"
I thought about it for a second. Shrugged.
B:"I'll just tell you what I like and we'll go from there okay? Would you go down on me please....But wait, you cant with that mask on!"
She looked like she solved the puzzle and came forth victorious. But I went to her, softly took her hands and covered her eyes with them.
B:"You want me to cover my eyes? Arent you afraid I will cheat?"
I signaled her "you peek - I leave". She nodded.
I went down and watched her cover her eyes, moved the mask upwards and started licking her clit. I used all I learned with Anna, started fingering her after a while...
B:"Dont stop please... go on ohh ugghhguh. yeah oh... make me cum please... yeees."
Soon she came, her pussy dripping with her juice. I put the mask back on and removed her hands from her eyes. I showed her a small peace of paper which I had prepared in advance. On it: "Hard or Slow?"
B:"Can you fuck me slow, please? I'm sensitive right now..."
So we went missionary. My masked face right over hers. I just pushed in my tip.
B:"Fucking a total stranger in a mask is so fucking hot..." she kissed the masks mouth. I put my hand behind her neck and pushed the mask onto her mouth, while she made out with it. after a few seconds I had to move my head away, because I couldnt breath enough.

I pushed in inch by inch, feeling every single bit slipping in. Beth's moans got louder with every inch as well. When I was all in, I waited a few seconds before slowly pulling out again. I pushed in slowly again, a bit faster than the first time. I continued like this till I reached an acceptable speed. I started playing with her tits, but she grabbed my hands and said "go more slow here as well... please..."
So I gave her two fingers to suck on and when they were wet I used them on her tits, circling her nipples. Her second orgasm of the night came soon, her pussy contracting around my huge dick. Slowly fucking like this, I could go on forever so after an hour, Beth had had 4 orgasms total and I had none. But I didnt care, her pussy, her body, all felt great. After said hour, Beth finally got on her knees and sucked me dry. I had a huge cumshot coming, since we had been fucking for so long. Nevertheless, she swallowed it all.
B:"Holy shit I never had such a big cumshot..."
I left a few minutes after without ever saying a word.

A few weeks later, Beth was craving for cock again. I hadnt been at her appartment for all that time.

So once again I came to her, this time with a different audio file so she wouldnt expect me once again.
But when I came to her door, she was already standing in it. She smiled when she saw who her visitor was and went inside with me. We went to her bedroom right away and she laid down and spread her legs. I went down on her as soon as she had her eyes covered. Her first orgasm came just as fast as last time and when it did she immediately said "now fuck me hard. Push your dick in right away. and then fuck me hard."
I forced her into doggystyle. I forced myself into her and she squeaked. I grabbed her hips and fucked her as hard as I could. She took the pounding like a boss and when I was panting heavily under my mask we switched positions to cowgirl and she rode my dick like a champ.
B:"Grab my titties... grab em hard..."
I grabbed them and squeezed them, Beth squeaked again and came on my dick. I filled her pussy with my cum. she collapsed onto me. She then slipped off me and cuddled to my side.
B:"You know... all I really what now is to kiss you... I promise, I will keep my eyes closed..."
After thinking for a few moments I nodded. She closed her eyes and I pulled up the mask. I started kissing her lightly but soon enough we were making out really hard. We were making out so much that I god hard again. Her hand found my dick and soon she was sucking me off again. I covered my face again. After I shot my load down her throat I was getting ready to leave when Beth said:"You know whats strange? I feel like I'm falling in love with you..."

I never saw her again.

End of Part 20

For many years I jerked to pictures and videos of traps. One day I took a trip and had an experience for myself. The fantasy was way better than the reality.

The trap looks good when they are all done up and you are in the right light, but when you get back to the hotel most of the shit comes off. The sexy legs and height fall when the shoes come off. The tits fade away when they take off the bra. Most of the real traps you encounter don't have the money for real fakes. So they just use push-up bras to make it look like they have tits..

Both of you normally want a shower before you get to the dirty, so when the makeup eventually comes off you are left with a petite fem dude with girly hair. Once you get down to business it also kinda sucks. You only have two holes to fuck with. Get some head is fine, then its all downhill.

Playing with the d is kinda fucked up. You aren't playing with the d of some hot passable fem shemale like you see in pornos. you are playing with a dudes dick. Its like jerkin yourself off but without any feeling. Blowing is another story. With a condom on its pretty much like sucking on a balloon, and condom off is pretty gay haha. No but you have to be careful with STDs and shit. Who really wants some strange dude blowing loading in your mouth.

I guess you could ask them to stay dressed, but I know my balls stink after walking around all night, so I can only assume theirs do too?

Not to mention the level of crazy you have to deal with with a trap. They may have an STD. They may try and rob you. They may try coming back unannounced to your hotel. They may beg for money. I've had all but the STD thing happen so far.

Chicks are way better. They don't look quite as good without all the shit on their face, but it is pure woman. You wake up in the middle of the night next to a chick you feel pretty good. You wake up next to a trap you met on a drunken night out and the only think you think is how can I get her the fuck out of here.

The story I am going to share with you is all too true. I am telling it because it is a great story but there are some conclusions that I have come to that may be of some help to others who may be faced with the same opportunity that I had.

First the event that started it all. My dad was gone a lot when my younger brother and I were growing up. He owned his own company and was very successful but it required him to travel one to two weeks out of a month. Additionally he was an avid hunter so during hunting season he was gone as well. I was not into hunting then as much as my brother was so he went with my father far more than I did. That was especially true after I starting fucking our mother.

It all began when I was young and would get my mom to let me sleep with her. As a young boy this was all innocent. My dad would be out of town and mom would let me get in the bed with her after my brother was asleep. She didn’t want him to be jealous. I need to tell you what she looked like. Mom was 5’2” and weighed between 120-135 lbs. at this time. Her waist was about 26-28 inches and she had 36D breasts with deep pink areolas and thick lovely nipples. Her hair was dark brown and very long, hanging down to her small, cute ass. Her standard sleepwear was always panties and a short, thin gown that went to her mid thigh. As a kid it wasn`t long until I was captivated by her big firm tits. Quietly in the night I would lean my face into those large, soft mounds and jack off but I was careful not to wake her.

As a young teenager this sleeping arrangement went on when dad was gone. As you can guess jacking off wasn`t enough; I was “feeling her up” every night I slept with her. Every part of her naked body was known to me but soon that was no longer enough. I was consumed with the desire to fuck her. I had recently lost my virginity to a neighborhood college girl and as a result was enthralled by sex. The idea of fucking my mother was overwhelming.

On that fateful night I waited for my brother to fall asleep in his room, which never took long. I padded down the hall, checked on him to assure he was asleep, then slipped into my mom’s room. She was reading but looked over at me and smiled - I’ll never forget it – and said, “Hey baby, is your brother asleep?”
“Yes ma`am” I replied. She patted the place next to her on the bed, “Come get in the bed.”
I did and cuddled next to her, nestling into my favorite place up against her with the left side of my face using her right breast as a pillow. We chatted some then she read for about another hour. Once she kissed me on the forehead and said goodnight she turned out the light and rolled on her left side. I spooned her which she always allowed. I waited for what seemed like eternity to be confident she was asleep. I was rock hard and my dick was poking into her ass. When I was certain she was asleep I gently pulled her gown up and slowly pulled her panties down to her ankles, freeing one leg.

I can`t explain what I was thinking except I was consumed with lust, I wanted her bad. The fact this was my mother and my little brother slept in the next room was just that much more erotic.
Removing my t-shirt and shorts I scooted down to where my dick was at her pussy and draped my right leg over hers then pushed the head of my cock into her vagina. I almost blew my wad. I will always remember the smooth, wet feeling of the length of my dick pushing up into my mom until her ass was mashed against my abdomen. I was all the way inside her.

She never moved. Seeing this I began to slowly pump her sweet pussy while cupping her right tit. As it sank into my head that I was actually fucking my mother my pumping turned to thrusts and I felt my balls tighten as I erupted inside her, shooting streams of cum into my little mother.

I went into my parents’ bath and got a warm, damp cloth to clean her as well as myself then fixed her clothes. I couldn’t believe she hadn`t said or done anything. The next morning was a Saturday and she was up clearing my brother’s breakfast dishes, he had already gone to a friend’s house as he was an early riser. Mom acted like nothing happened. I spent the whole day on edge thinking the other shoe would drop. I came home a bit late that night from a buddy’s house to learn from my mom who was in bed, that my brother was spending the night at his best friend’s house and that my dad would be home the following day. I knew I had to get her to agree to let me sleep with her. I wanted to fuck her again.
“In that case mom, can I please sleep with you?
“I guess so.” She replied very casually.

After my shower I dressed for bed and nearly hyperventilated entering her room.
She had turned off the light. “Mom?”
“Its ok honey, come to bed.” She answered. I was so hard.

I got into the bed and lay there in the dark silence, not sure of what to do. I knew what I wanted to do but not knowing what she was up to was killing me. Surely she couldn’t have slept through it all last night. Her soft voice broke the silence.

“Baby, I know what you did to me last night.”
I nearly had a stroke but I kept my mouth shut.
“Its ok, I let you, I know you needed it. You really enjoyed doing me, didn’t you?”
Her voice was smooth and even, just a slight hint of seriousness to it.
“Yes…” I choked.
She reached over and took my hand.
“Listen to me carefully, son. No one can know what happened last night.” She was very serious now.
“I know, mom.”
“I mean it, no one.” She pressed.
“Yeah I get it, ok” I said, taken off guard.
“Can you keep it quiet?” she asked, turning on her side to face me. I could smell the fragrance of her bath soap and feel her breath on my skin, my boner returned.
“I swear mom, I really do.” My voice was a hoarse whisper.
“As long as you keep your word you can do it with me whenever your dad is away and your brother isn’t around.” She said softly.
I couldn’t believe my luck.
“Momma, are you saying that as long as we`re alone I can fuck you?”
“Yes, and I had my tubes tied when I had your brother so we don`t have to worry about any problems.”
That night my mom sucked me off. I turned on the little reading light and watched her naked and kneeling between my legs with her long hair draped over my crotch. Her soft wet mouth made me cum and she took it, spitting it out into some tissue. It was incredible. I ate her pussy then climbed on top of her lovely body and watched her face as I sank my eight and a half inch dick into my mom`s trimmed pussy. Her smooth legs wrapped around my waist as I rocked my hips back and forth engrossed in the feel of her pussy, the sounds my mother makes as I fuck her, the feel of her big firm tits pressed against my bare chest – all of it created a deeply sensual nirvana. I felt her cum, over and over. It was more than I could take – cum ripped out of me in torrents. I heard my mom moan my name.

For several years after that my mom and I fucked under the conditions we agreed on. I have done her ass and any other way possible. I met my wife, a beautiful woman, and have gone on to have children. All sounds good right? Slow down.

Sex is powerful; a consenting sexual relationship with your mother is far more powerful than you can imagine if you have actually done it. No matter how hard you try to keep a lid on it the energy seeps out. My dad never learned the actual truth but he knows the connection between my mom and I is very strong. When I was young he was jealous and we never were close. I was a rebel he could not reign in. I did not respect him. I knew I did things to my mother, his wife that he couldn’t. This undermined a healthy relationship with my dad. Now my parents are in their 70s and my dad and I are good (they are still married and I haven’t had sex with my mom in 10 years). My brother always felt second place, even though my mom loved him and did her best he told me years ago he felt mom had a special preference for me.

Moral of the story? If you actually have a real chance of bedding your mother think carefully. Nothing is done in a vacuum regardless of how good or trouble-free it appears. In the end I have to say I wouldn’t have changed it. I loved making love to my mother, more so than my wife. My wife was always uncomfortable with my relationship with my mom and after 23 years we divorced, thankfully it wasn`t bitter. No one knows what happened but everyone around me has in some way felt the repercussions.

How It Started 3 1 and 2 were posted earlier
After Jack left I jumped up and got in the shower. It was Saturday and I didn’t have to work until Monday. I thought I had better hurry before Jack gets impatient and starts to get angry. I had grabbed a razor and some shaving cream before I got in the shower. I have been shaving my private areas for a couple of month now. I didn’t have very thick hair on my arms or legs and I had never had much facial hair. I only shaved maybe once a week and only because it looked straggly. I shaved my legs and what few hairs I had on my chest. I made sure my ass and front side was smooth. The plug was still in my ass when I got ready to shave there so, I had to pull it out, shave and then put it back in. My body felt strange when I got out of the shower. It was cool and tingly. I went to the mirror and started doing my hair. I was trying to curl it while I was blow drying it and it sound funny but, it was looking pretty good. I put on some make up to help me look more like a girl. When I got done I went to get something to wear. I didn’t have a lot of clothes to wear. Mostly what I had were panties, sleepwear, and a couple outfits. I never needed much because I only wore them in my room. I put on a thong and found a pair of shorts that were really tight and short. I remembered I had bought a halter top when I bought those shorts. Then I heard Jack say “Come on Sue. We don’t have all fucking day.” He was mad, so I hurried up and put on the shirt I had on last night and tied it over my stomach. Then I thought “OH FUCK. I had forgotten my chastity device.” I got it out of the drawer and put it on my dick. I clicked the lock and didn’t know what to do with the key. I stuck it in my pocket and ran downstairs.
When I got downstairs, Jack was in the kitchen. I said “I’m sorry for taking too long.” Jack looked me up and down. He said “You are worse than a woman. Did you wear everything I told you to?” I nodded yes. “Well let’s see.” He replied. I unbuttoned the front of my shorts and turned around. I pulled them down over my ass and bent over. I reached back and spread my ass cheeks so, he could see the pink jewel on the end of the plug. He walked over and rubbed my ass. Jack grabbed the end of the plug and started to pull it out. The fat part the plug slipped out of my ass and he pushed it back in. I moaned when he did it. Jack said “You like that sissy don’t you. Now turn around and show me what else you got on.” I stood up and turned around. He snickered when he saw the lock and said “That’s nice. Where’s the key?” I reached down and got the key out of my pocket. I handed it to him with my hand shaking so much I almost dropped it. Jack said “Is that the only one?” I nodded yes and Jack smacked me a crossed my face hard. He said “Don’t lie to me. Is this the only key?” My eyes watered up as I shook my head no. He told me to go get the rest of them. I ran to my room and got the other two keys. I went back to the kitchen to where Jack was standing and put my hand out with the keys. He took the keys and said “This better be all of them or you will be sorry.” I blurted out “I’m already sorry.” And he just laughed.
“Come on Sue.” He said “Were going for a ride.” My eyes got wide with fear. I had never been out of the house dressed like this. I said “Please Jack no. I don’t want to leave. I’ll be good and do anything you want. Just don’t make me be seen like this.” Jack said “It will be ok. You look great and where we’re going nobody will see you.” I was kind of flattered that he thought I looked good but, was scared of where he was taking me. He grabbed my arm and started pulling me towards the door. We got to the driveway and he told me to get in his truck. I got in the passenger side and he started to back out when he said “Slide over here next to me.” I slid over and it looked like I was his girlfriend on a date. We didn’t drive far before he was reaching in his pants and pulling his cock out. I looked down and knew what he wanted me to do. I slid down the seat and turned so that I was facing his lap. I lowered my mouth until it was just above his cock and he pushed the back of my head down on his cock. I bobbed my head up and down sucking him. We were going down the highway with me sucking him the best I could when I heard a horn blow. I never stopped but Jack laughed and said “I think the truckers like you. Get back on the seat with your knees pulled up.” I never stopped sucking his cock as I climbed back on the seat and put my knees under my body. My mouth was on his cock and my ass was up pointing towards the passenger window. I didn’t look back not wanting to see who was going to see me. Jack told me to take my shorts and thong off. I shook my head no with his cock in my mouth. He grabbed the hair on the back of my head and shoved me down until his cock was all the way down my throat. I couldn’t breathe this way and he knew it. Then Jack said “Do it and I will let go.” I couldn’t get my shorts off fast enough and when I did he released my hair. Now my ass was bare and facing the window for everybody to see. Jack loved it. He would speed up to catch some trucks and then slow down when we were beside them. He did this a couple of times and then told me to reach back and pull my plug out. I did as I was told and the he said “Start fucking your ass with that thing until I tell you to stop.” The plug would stretch my asshole when the fat part went in and out. I was still sucking his cock and every time the large part would pass though me, I would be forced to take a deep breath causing me to suck him deeper in to my throat. He rolled the window down and I could hear horns blowing and I thought I heard people hollering something. This went on for a while and then Jack rolled the window up. He told me to sit up and put my shorts back on.
I got turned around and when I looked up I saw that we were pulling into a mall parking lot. I was scared as hell, not knowing what Jack was doing. He said “We are going shopping. You need some new things to wear.” I was scared. I had never been in public dressed as a girl. I had fantasized about it but, never had the courage to do it. He parked the truck and got out and said “Come on lets go.” I just sat there and refused to get out and Jack said “Sue, you better do what I say or I will take you to that truck stop on the highway and let all the truckers that you just flashed fuck you until can’t walk!” I knew I had to do what he said so; I got out and walked into the mall with him holding my arm really tight. Our first stop was Victoria Secrets. Jack was picking up lacy thongs and sleepwear. Then he turns and said “You need some bras. What size do we get? Double A-.” and laughed. He called a sales woman over and asked where they kept the bras that would fit his girlfriend. It was funny I almost smiled when I thought about him calling me his girlfriend. She pointed to the area of the store to go. He found some bras that were for flat cheated women. He handed me several and then he saw the garter and stocking. He like them and grabbed a few of them. My arms were full of things and he walked me to the checkout. I put the stuff on the counter and the girl scanned them. It was over $400 of stuff. I looked at Jack and he bent down and whispered to me “You better get your credit card out before I start sending your pics to my friends.” I paid for the thing and we left the store. The rest of the day was more of the same. We want into a lot of store and bought more clothes. Everything he picked out was slutty clothes that a prostitute might wear. He even made me but heels and boots at a shoe store.
We were walking down the mall and I was amazed that all day nobody seemed to know I was a guy. I even had seen a few guys checking me out like I was girl. Then all of a sudden I saw a group of guys that I had seen before. They were friends of Jack and John for the gym or the bars. I never looked up and just walked by them. Jack stopped to talk to them. I walked down the mall and thought I better stop and wait. After a few minutes Jack walked up and grabbed the back of my neck and said “Don’t you ever walk away from me? You should have stopped and chatted with the guys that will be fucking you soon!” I didn’t know what to say but, “I’m sorry” Was he really going to make me fuck all his friends? Maybe he was just threatening me. Then he said “You owe me for that and I know how make you pay.” I guess we were done at the mall because he led me out to his truck and we started to drive.
We drove for awhile to a place I was not familiar with. It was a part of town that was run down and an area that most normal people go. There were vacant building everywhere and a few people that looked like they were wondering around. Jack pulled the truck over and said “Get out! I want you to get out of the truck and walk down this street. I’ll pick you up in three blocks if you make it that far. All you got to do is anyone you pass you got to ask them if you can suck their cock! If they want you to you got to go with them and do as they say. Suck them; fuck them or whatever it takes to get them to cum on or in you.” I panicked and pleaded Jack not to make me do this. I told him I would do anything he asked just please take me home. He said “Tell me what you will do to make this not happen.” I started blurting out that I would suck his cock anytime he wanted and he could fuck my ass as often as he liked and I would be a good slut for him. He said “OK only two blocks then.” I screamed “NOOO, I’ll dress like a whore and you can show me off to anybody you like. I will act like a slut and you can take me anywhere you want and show me off to your friends.” Jack said “Just one block unless you got more to offer.” I thought and then whimpered “I will suck and fuck all of you friends and I will be your whore to use. Please don’t make me walk down this street.”
Jack said that he would agree to this if I proved that I was a good whore. He said “Pick someone on this street and suck their cock and we could go home.” I didn’t have a choice and it was better than having to walk three blocks and have sex with everyone on the street. I looked around and pointed to an old bum that was sleeping in a doorway. I figured he probably not interested. Jack pulled the truck next to the doorway and rolled down my window. Jack said “Go ahead and ask him.” I called out to the man and he just grunted. I yelled again and he rolled over and I seen his face. In the doorway he was all balled up but, when he looked up I saw he was a black man. “Tell him” Jack said. I said “Sir, Do you want me to suck your dick? I will if you want me too. He got up and started to walk towards the truck and Jack said “Show him your ass.” I turned around and put my ass up toward the window. I pulled my shorts down over my ass just as he got to the truck window. He was looking at my ass and Jack asked him if he wanted to get in. I heard the door open and I moved over to let him in. He got in the truck without saying anything. Jack said “Ask him again.” I asked him if he wanted me to suck his cock and then he started reaching in his pants. He unbuttoned and unzipped his pants and pulled out the biggest fucking cock I had ever seen. Jack started laughing and said “Good choice Sue.” His cock looked more like an arm than a cock. It was at least a foot long and as big around as a beer bottle. I knew there was no way I could suck his dick. Jack started to drive and told me to get busy. I crawled down to the floor in between the bums legs and put my face in front of his cock. I reached to the side of the seat and moved it as far back as it would go. This gave me room to move around and kneel in front of him. He smelled terrible. He smelled like burnt wood and strong body odor. I started licking his cock and it tasted just as bad as it smelled. I tried spitting on it a lot to help the taste, but it only helped a little bit. He was getting hard and thank god it didn’t get much bigger. I was licking up and down his cock and he was moaning. I put the head of his cock and tried to take him in my mouth. I was only able to get a couple of inches in and my mouth was full. Jack must have thought I wasn’t trying hard enough because he grabbed the back of my head and started pushing me down. Even with him pushing, it wouldn’t go down my throat. I only had less than half of his cock in me. The bum was starting to breathe heavy and was moaning. Jack pulled my head back and said “Not to fast Sue. Don’t make him cum yet. I want to see how much of that monster you can take in your sissy ass.” I pleaded with Jack not to make me do that. I knew his cock would hurt me and probably give me some sort of STD. Jack didn’t want to hear it. “We can go back and you can fuck all the men in that area if you want.” Jack said. I told him that I didn’t want to do that either. He said “It your choice.” I knew I would lose. I lost the last night. I lost this morning and I’m going to lose now.
I got up without saying a word or looking at either one of them I got up and pulled down my shorts and thong down. Jack said “Bend over and let your lover pull that thing out of your ass.” I leaned towards Jack and put my ass up towards the bum. He looked at my ass for a while with a confused look on his face. Then I thought “Oh fuck, he thought I was a girl.” He reached out and touched my ass and I cringed. He spread my ass cheeks and was looking at my bottom with a pink jewel in it. He grabbed the plug and started pulling like he didn’t knew what it was. He kept pulling harder watching my ass stretch around it until in came out. He looked at the plug and then I saw him put it his pocket. I remember thinking it was kind of funny. He must have thought the jewel was worth something. I got back up and moved until I was sitting on his lap. I rose up until I could point his cock at my asshole. I sat back down and started putting pressure on it to push it in. It felt like I was sitting on a pole. It wasn’t going in at all. I pushed back as hard as I could and it never went in anymore. I looked at Jack and said “It’s not going to fit.” Jack told me to look in the glove box. I opened it and saw some condoms and some gel. I grabbed the condoms and Jack hollered “No slut, use the gel.” I squirted some of the gel on my hand and reached back to put it on his cock. I thought I better use a lot and put more in my hand to spread on my asshole. I got back up and put his cock back to the entrance of my ass and pushed. “OH FUCK” I squealed. Only the head of his cock went in me. It felt so big and burned as my ass tried to stretch around it. It still only went in an inch or so and stopped. I would push back but, my ass won’t open for it.
Then all of a sudden we hit a big bump in the road. The jolt slammed me down on his cock and another couple of inches went in me. I screamed like I stabbed and was not able to breathe. The pain was terrible. I was trying to maintain my balance while I got used to the size of his cock. Jack saw what the bump did and must have got an idea. He started giving the truck gas which pushed my back towards the bum’s cock. Then he would slow up and then give the truck gas again. This made me moved back and forth on the bum’s cock. Another inch slide in me and I was holding on the dash trying to control. All of a sudden Jack turned down a street and I recognized the area. We were back at the mall. I thought “Oh no, everybody was going to see me.” That was not why Jack came here. The mall was big and had a road that circled it. When we hit the first speed bump I knew why Jack came here. The bum’s cock slammed another inch in me. The mall road had a lot of big speed bumps on it to keep people from speeding. I was doing my best to hold on to keep control when Jack said “Put your hands on your head Sue.” I knew that meant there would be nothing stopping that cock from going all the way in me. I let go of the dash and put my hands on my head when the next bump hit. His cock slammed into me and I think I almost blacked out. I pushed with my legs trying to lift myself some and the next bump came. More and more of the bum’s cock was going deeper into my ass. The speed bumps seemed to be very close together and my legs were tired and I couldn’t lift myself anymore. Every bump pushed his cock farther in me. My ass didn’t hurt much now but, I felt a lot of pressure on my insides. My weight forcing down and the speed bumps slamming me on his cock must have pushed the bum over the edge. He grabbed me around the waist and pulled me down hard on his cock. I felt his cock drive deeper than ever and I felt his course hair rub against my ass. He was all the way inside me. My stomach felt like I had been punched in it. He grunted as he came in my ass and then he released me. I was too weak to lift myself off his cock and just sat there impale by his big cock.
Jack reached over and grabbed me by the arm and pulled me towards him. The bum’s cock was yanked out of my ass and Jack said “Funs over get the fuck out dirt bag. Get the fuck out.” The bum never said a word and just stuffed his cock into his pants and opened the truck door. As soon as he was out Jack sped off. He looked at me and said “What a slut you turned out to be. Time to go home sissy.”