I’ve always been kind of an exhibitionist. I always found a way to fuck my past girlfriends and now wife somewhere where me might be seen by a stranger. I’ve always been lucky enough to find slim, firm bodied, cute women.

When I was 30 I had a girlfriend who was 18 and she was willing to be risky. She had a great body and I wanted the whole world to see me fucking her. We did it on my apartment balcony, in front of open windows, on a sidewalk and in the car. All of course FULLY naked.

Once with a different girlfriend we parked on a street in a neighborhood of a large college campus. It was at night and there were a lot of trees lining the street and the shielded much of the street lights so it was fairly dark. We started messing around in the car and eventually I got her out and fucked her from behind against the passenger side. Two girls who definitely looked college age came walking down the sidewalk and stopped when they saw us. I saw them so I pulled my dick out and rested it on her ass for a few seconds. I was thrilled to be showing those two my hard cock and I came as soon as I put it back in. That is my favorite memory of all time.

Julie called last night to tell us she was engaged. We both saw it on Facebook but she really wanted to tell my wife. The fiancee was headed out that night on a business trip and she wanted to go out and celebrate. So I became designated driver. Bar talk was the typical "what's been going on over the past 2 months". Sort of weird since everyone sees everything on Facebook these days. At some point it turns to our old jobs (we all used to work together). Then we get to the stories. Blah blah blah. At least my cokes were free since I had the keys. I was about 6 cokes in, 3hrs later, and pretty sure both women were blitzed. My wife kept giggling, which made Julie giggle, and the cycle would just repeat. No one slurred words, so I was hoping the hangover would be mild. I told the bartender to watch them for a moment, grabbed the keys, and moved the car near the door. With his help I got them both in. They could walk, I was just being overly cautious. My wife wanted the back seat. She got in, buckled, and pretty much laid down for the ride home. Julie took the passenger seat and we were off. I figured since they were both blitzed we'd just head to our place. Julie could crash on the couch and we'd take her home in the morning.

Like I said both women were pretty blitzed. My wife was asleep within minutes. Julie giggled a bit more, looked back at my wife, then put her hand on my lap. She rubs back and forth a couple times and then says my wife's a lightweight. I tell her she's blitzed too and she giggles even more. Her hand slowly goes from rubbing to unzipping. I start to protest and she giggles a little more then leans over. Rubbing, to unzipping, to stroking, to kissing, to sucking. It took 30 minutes to get home, she drained me in 20. I actually had to pull over on the turnpike before I went. She worked me so hard, every last drop, then sucked while she played with my balls to make sure I had none left. The whole time my wife was still passed out in the back.

Julie's little snack seemed to sober her up a bit. She giggled some more, told me to blame everything on her being drunk. I guess she had a crush on me but she was my wife's friend at work, and we'd already started dating. When we got home helped me get my wife out of the car. I laid my wife on the bed and Julie said we should undress her. She'd hate to ruin a dress with vomit. It took some drunk ballet but we got the dress off. Then Julie spread my wife's legs.

My wife told me years ago that she'd never been with another woman. Julie just couldn't resist. I sat on the edge of the bed watching her slowly go down on my wife. She was drunk, out cold, but Julie was on her knees working her just as hard as she'd worked me. When Julie started to get up I stepped behind her.

She knew it was coming, and giggled as my fingers teased her first. Pounding any woman when she's bent over in a hell of a visual. Pounding your wife's best friend, while she's eating your wife, that's almost too much. Even though Julie drained me earlier I knew it wouldn't last but I was determined to make her go first. Soon enough she was moaning, my wife started softly moaning in her sleep, and then I felt her shiver. Once I was certain she was going I decided to go for the gold. I used a wet finger first, then slowly worked my way into her ass. Her moans changed. I could tell she wasn't expecting that. So I pressed her head into my wife's snatch while I pushed harder into her ass. I'd wanted to give her a facial, but getting it in her ass was all I could handle. She purred as I drained my second load.

Obviously I'm typing this up this morning. Julie and my wife are still passed out and it's a little after 1pm. We'd all called in sick. Thinking about it I think it was a setup. My wife would never agree to a 3some, and Julie didn't seem all that blitzed. If it wasn't a setup then it sure seemed like it. If it was, then she got more then she expected!

Mail Order Bride: My Experiences
This is probably going to be a long read.
I'm not sure if anyone on this site has delved into mail order brides, but if you've got the money and you're lonely - it's not the worst thing in the world to do. I've always had several fetishes for oriental and even Russian ladies. So after grieving for a few years after my wife left me for another woman (yes, that fucked with me in so many ways), I decided to try the dating scene. I'd make matches, sometimes even hook up with the lady but nothing really ever clicked enough for me to have a long term relationship with the women. It was date, fuck, on to the next. It got old fast and I was looking for something more, looking for a woman that was actually in to me. So one day I decided to try it.

The sign up fees are stupid and can range from $70 - $200 a month depending on the package you select. I figured I'd make quick work out of it and find someone I was interested in and exchange personal information with them. SO I signed up.
A lot of these girls look like 10/10 models - they all have professional pictures taken and I was like "well I just got scammed, they're all fake as fuck." Seeing all of these flawless women was a bit of a turn off for me - being in my late 40s, I knew I wasn't a bad looking guy but these women - all of them were way out of my league and I had my doubts, especially because I know a majority of them are after citizenship. I felt like I made a big mistake.
I contacted a couple of the ladies, usually didn't get a response. One day I logged in and this very attractive Filipino lady left me a message, just saying "Hi. Saw your profile."
I went to her profile and looked at her pictures, and just kinda shook my head.
I was talking to other women on there, but nothing really panned out. A lot of them barely spoke English.
So I chatted her up. I told her that we had an obvious age difference, and that I didn't know if she'd be comfortable with that. She replied back, "Most Filipina ladies like older men, it's kind of a cultural thing. I like older white men."
So we hit it off. We decided to exchange personal details and I called her up and we'd talk on Skype too. We'd laugh, joke, and just talk about everything under the sun - including her past relationships. She was engaged to be married but the guy got another woman pregnant and the marriage was cancelled. She talked about some of her boyfriends being abused and drinking all the time. She told me about her parents and how she moved out of the house at a young age and supports herself by having a masters degree in economics and works in Manilla and helps with city planning. We talked for months and months. We'd get intimate on Skype, she'd start fingering her pussy, moaning that she wished I was inside her.
"When are you coming, or should I come visit you?" she asked.
My heart raced. So I made plans to take off work for a week and fly out to the Philippines. It's a long flight and I couldn't even sleep - but when I got on the ground I got off the plane, and went outside the airport and called her. She was waiting for me and saw me standing by the road, and honked her horn. She got out of her car and ran up to me, gave me a great big hug and kissed me on the lips. Holy fuck she looked better than her pictures, she could have easily been a model. I loaded my luggage in her car and hopped in the passenger seat. I'm used to order, at least somewhat order - but driving in the Philippines scared the ever fuck out of me. It was very unnerving. From nice paved roads to roads cratered with massive potholes then to dirt roads - we finally made it to her small house that she was renting. We talked all the way to her place, I was so shocked I finally got to meet her - because I didn't feel like it would ever happen.
I was nervous and didn't want to push myself on her, I was worried that maybe I was ugly to her in person.
We got inside, and she made me feel right at home.
"You must be hungry! I cooked this yesterday for you, I'll heat it up, and I'll get you some tea!"
She spoke perfect English, with a small accent from Tagalog.
I told her not to worry. I felt a bit nervous - all the discussions we had, all the cybersex we had - I felt out of place.
She called me over to her small little kitchen table and had a plate prepared for me, with hot peppers, fish and some other ingredients. I have no idea what it's called (even to this day).
"You said you like spicy babe," she said smiling.
I took a few bites. My mouth was on fire, tears ran down my face.
"Holy fuck!" I said, "It's perfect."
She giggled, and her small firm chest bounced at bit. She caught me looking.
"Now now, there's enough time for that later. You still think I'm attractive right? I was so worried that you wouldn't think I'm attractive... "
I looked at her, "You're beautiful, absolutely stunning. Of course I'm attracted to you - physically and mentally. Hopefully I'm not ugly to you..."
Her eyes widened, "Oh, you're fucking hot dude, I'm still very interested in you!"
So we watched some TV, she obviously was horny, as I held her hand she guided me down her shorts to reveal a shaved and dripping wet pussy.
I haven't had sex in a long time. I didn't last long at all. Just how tight she was, how perfect her body was, and how beautifully she looked right into my eyes while I was inside her. I felt her touch my soul so deeply.
"I always imagined this moment, just like this..." she said, smiling.
"Oh, I thought I'd last a lot longer than I did, it's your turn to cum..."
She moaned as she played with my cum dripping out of her swollen pussy. Her fingers spread her dark brown pussy lips aside, showing a beautiful pink inside, as white dribbles of my sperm leaked onto her couch.
My mouth found her small supple tits, licking and sucking - I worked my way down to her dripping shaved pussy, and started massaging her clit with my tongue.
She moaned and grabbed a fist full of my hair, pulling me closer as her hips moved back and forth as I ate her out.
"I'll always be yours, I love you..." she moaned.
"I love you too," I said taking a quick breath.
She began to buck and moan, "Fuck..." she whispered, releasing my hair from her grip.
"I'm not going to want to leave you here," I admitted.
It got late, we ate dinner and went to bed. We fucked again before falling asleep.
We were to lovers who seemed obsessed. She took the week off of work so she could show me the sites around Manilla.
While she took me around to see the sites, something popped into my head - "just marry her already."
I went into a jewelry store by myself (she had errands to run) and got her a nice engagement ring.
The next time she took me out on the town, there was this big beautiful fountain (not sure of the name of it) and I got down on one knee.
"You bring so much life to me, my mind body and soul would ache without you being in my life, will you marry me?"
Her eyes widened, and she looked right into my eyes. There was an uncomfortable silence which seemed to last for an eternity.
"Of course I'll marry you!"
People around us clapped and congratulated us.
I didn't know how easy it was to get married in the Philippines. It's almost like Vegas but without Elvis overseeing your vows.
We fucked every single day, sometimes twice to three times in the same day. We discussed that she was going to quit her job and move with me to the USA. So I helped her pack a lot of her stuff in boxes and we mailed the boxes to my address. She talked to her landlord who owned the property and told them she was leaving at the end of the week, so she can move to the USA with her husband.
The landlord congratulated her and wished her well.
I've been married to her for 15 years and she is still the most amazing woman I've ever met in my life.
We've had 2 kids together and her body snapped right back into shape. She's as beautiful as ever. A timeless beauty. So yeah. Sometimes those crazy mail order bride sites actually work.

I live on a dirt road. So I'm thinkin' I'm gonna park my truck on the side of the road, or just off it.
Pop an add on craigslist and find a guy.
I want to sit bent over the passenger seat, naked, ass out so someone can walk up and fuck me.

Might try it tonight. I hope I can get fucked. =D

Sitting in partners VW passenger seat for a wank. 

Yesterday I was at a sell serve car wash I was clean out my car when a really cute chick pulled up next to me and started clean my car at first I just keep clean but then she started vacumming the passengers side of the car and just the front she was bent over had the nices ass I have seen she was in tight yoga pants I could tells she wasn't wearing any panties the funny thing she vacummed that side of the car for ten mins and I know it doesn't take that long I just stared at that ass and got an instant hard on!!

Last night my wife and I went to a party that was a dressy affair. She looked stunning as usual and I enjoyed all of the guys looking at and talking to her. We knew most of the people there and one of them was friend of ours who I’ve wanted to fuck since we met her. She’s so cute and hot and last night was wearing a dress that left her shoulders and the top of her back bare. I took the opportunity to hug her a few times and touch her soft, bare skin and it made me horny as hell. When we left the party I was driving and my wife kinda leaned back in the passenger seat and I asked her if she wanted to go home or have some more fun. She asked what I had in mind and I said I’d like to show her off some more and she said okay. I pulled over in a parking lot, leaned over and started kissing her while reaching up her dress and rubbing her pussy. While getting her horny I was trying to decide where to go but couldn’t decide so I told her to rub herself while I drove. I decided to drive through some parking lots of restaurants and businesses that were open late while looking for a dude to show her off to. She had pulled her dress up to her waist, spread her legs and was rubbing herself over her panties. I’d been driving through a 24 hour Walmart parking lot of all places when I finally spotted and good looking guy coming out of the store with 2 bags in his hand so I pulled up next to him with him on the passenger side, the window was down and I stopped and said “hey she wants to know if you want to watch”. He said “oh damn” then “sure”. He then asked if he could get in the back seat to watch so I asked her and she said “I don’t care”. I was super happy and horny now so after he got in I started driving and pulled in a parking lot behind a nearby closed restaurant. I pulled her panties off so he could see her naked pussy and started to finger her and then I asked her if he could touch her. She surprised me when she said yes and he then slid his hand down her dress and caressed her tits for a minute. He then tried to reach her pussy but couldn’t comfortably reach it and it was an awkward angle to since the parking lot was so dark I told him to get out and open her door. When he opened her door I told her to swing her legs out and while she did that he actually dropped his pants and touched his own dick. I guess he just assumed I’d be okay with it and believe me, I was. I’m secretly Bi and don’t think my wife knows because we’ve never been in this situation and I’m pretty sure she’d divorce me if she found out. As soon as I saw his cock I had to take mine out and start jerking. He dropped to his knees and started kissing her legs then worked his way up to her pussy. He didn’t ask if he could, she didn’t stop him and I was loving it. After a little while I asked her if he could fuck her and she said “oh yeah” while kind of breathless. That would have been a really uncomfortable angle so I told her to get out of the car and stand up. She loves being fucked from behind so she got out, moved to the trunk of the car and pulled up her dress showing off her amazing ass. He got behind her while I stood to her side and he started rubbing his cock across her pussy and over her asshole getting his cockhead lubed. His cock was hot and I really wanted to touch it but I couldn’t let her know. It was bigger than mine and had a thick head on it. I was slowly just rubbing my own because I was so close to cumming and didn’t want to. He finally put it in and started fucking her nice and slow. I could tell she came within like a minute and was really loving it. After a few minutes he asked her where she wanted him to cum and she said “let me do it for you” and he said “well I’m ready “ so she pushed him away, turned around, got on her knees and put his cock in her mouth. That was when I blew my load! The sight of my very hot wife with another dude’s cock in her mouth, and it being a gorgeous cock he kept shaved was too much. To top it off, he was cute, well built, maybe in his late 20’s with a flat stomach. Anyway, she let him cum in her mouth and licked it clean for a minute afterwards. She stood and straightened herself up and got back in the car while he and I were pulling up our pants and before we got back in I got his number in case she wants to do it again somewhere. When we got home I spent about 30 minutes licking and sucking her pussy before fucking her and I swear I could taste his dick. I can’t wait to see her do this again if she will.

I am writing this to you this because I have to. My master is making me share my story as part of my punishment for being a sissy faggot bitch. My name is Toby, I own a construction company that has about 10 employees and we are fairly successful. Successful enough that I don’t need to be at work much and have a fair amount of spare time. This is where my problem began. I Started jerking off to porno like all the time. It was all that I could do. 2- 3 times a day, always to porn, and the porn got harder and harder. One day I stumbled across a porno vid of 2 guys. The one guy was fucking the other guys mouth hard. I was intrigued and for the first time I came to the thought of 2 guys. Immediately afterwards I was disgusted and ashamed that I had just jerked off to gay porn. wtf.. Im not gay. I deleted the memory and cache off my comp and figured that I would never need to worry about it again.
A week or so passed and had forgotten about my gay incident. Life was normal, my gf Candice and I had just moved in together, things were going great. One night I was one the computer and got deep into rape porn and other hard-core stuff. I found myself jerking off to gay porn again. This time I didn’t get discouraged and went all out and fingered my ass while jerking off watching gay porn. Afterwards I was slightly ashamed but not as bad.
This trend continued and I started jerking off to gay porn daily. It was just normal for me. I also started experimenting with anal. By using cucumbers with condoms on and anal pumping myself. I was becoming a real pervert.
At some point some night I discovered craigslist. I started to play with it and even started to contact and reply to some of the ads. That’s not exactly true. I really started to reply to ads. All the time. I would be setting up dates with guys and standing them up. I became known as a time waster. And that’s what I was just a tease.
One night I got brave with all the dates and I actually was so horny that I figured I will maybe try to suck a dick. I picked one ad with a guy with a nice clean looking dick and set up a meeting in a deserted parking lot.
So there he was with his blue mini-van. I can remembering being so nervous approaching the passenger side door. He rolled down his window and for the first time I saw my master.
“why your as good-looking as you are in the pics” Master exclaimed.
“thank you, you are too, so you want to do this?” I replied
“for sure! Hop in.” master encouraged
I got in his mini-van and he lite up a cigarette. Hew was about 38 years old, clean shaven, a little over-weight but still handsome. He had tattoos and I quickly noticed his scare on his face. I didn’t want to say anything about it and just ignored it.
master was rubbing his dick through his pants “so lets get down to business”
he pulled his dick out and I immediately went down on him. His dick was about 6-7 inches long and not that thick, he was circumcised and his dick tasted like soap. He held the back of my head lightly pushing down every so often.. I really didn’t like to tell you the truth and was hoping it would end soon. He started to pump my face harder and came. I spit it all out and it was not pleasant at all. He was pissed cause I made a mess and he actually slapped me on the back of the head. I didn’t react because I just wanted it all over with.
“Get out, you worthless slave.. you should be punished for not swallowing. “ I looked at this guy like he had 2 heads. Slave? Punished? This guy was sick in my mind, I just got in my truck and left.
In my mind I was never going to suck another dick again but I wasn’t gone for 20 minutes when I noticed that my wallet was missing. I quickly grabbed my i-phone and checked my email to see if buddy had contacted me. I opened it up and saw and email from him with an attachment. I open the email and it reads “he sissy, looks like I got your wallet. I also want you to check out the nice new video I have. You will come back to this parking lot immediately and clean up your mess.” I was shocked. I opened the attachment and my heart sank.. It was a video of me sucking masters beautiful cock. He must have taped me in the act. Fuck me I thought.. this prick has my wallet and all my info and a video of me sucking his dick.
I immediately got in my car and went to the parking lot. When I got there he was waiting outside his car. I pulled up and got out really nervously.
“Well, I’ll make you a deal, you clean that up in my truck there and let me fuck your ass while doing it and Ill delete the video. If you don’t then I will be emailing it to all your employee’s, your girlfriend, your parents. I have all your personal info and I can make this happen. So its your choice. You be a good bitch and finish what you started you go on with your life. You don’t and you go on know as a dicksucker.”
“fuck you man.. Ill call the police.” I retorted.
“go ahead. I just got out of jail, I’m not afraid.. where do you think I got this scar.. plus you do that and I’ll fuck you up.. now I am going to forgive you if you immediately get in there and start cleaning..”
He was serious.. fuck me.. I slowly bent over and leaned in and started to wipe the seat with my hand..
“I have nothing to wipe this up with I pleaded..”
Master then came up behind me and yanked my pants down to my ankles and started to push his dick against my asshole.. it slide in but still hurt. I was so nervous about someone catching us I just wanted it to finish.
“here lick it up.. lick up your mess you fucking pig slut” he pushed my head into the mess…
so here I was, bent over with my face in a pile of cum and getting my ass fucked. How did this happen? How did I get myself into this? I wasn’t licking the mess up and master didn’t seem to care. He was fucking my ass like he was trying to kill it. After about 2 minutes of hard fucking I sensed he was getting close to finishing.
“please don’t cum in me,” I pleaded
“shut your mouth you fucking slut. I will cum where I want” he replied
“do you have any std’s” I asked concerned as there were no condoms, but Master didn’t respond and he started to push hard hurting me..
“uhh, uggh, ugh, take it you bitch,” master slowly relaxed still deep inside me “ I don’t know if I have and std, I’ve never been tested. You gunna get tested in a month or so and tell me, I don’t have anything serious, they would tell you in jail.”
Wtf I thought?? Anyways.. I had done my part. He gave me back my wallet and promised to delete the video.. I didn’t really believe it. I kinda at that point new that my ordeal was not over. But I wanted out of the van as fast as I could. I quickly pulled up my pants and I got in my car and left.
When I got home I felt sick to my stomach, I went to the shower and didn’t get out for an hour. I washed and washed and washed, I couldn’t get clean. When I got out of the shower I noticed that I had a text message, it was master. Now that he had my info he knew who I was he had me pegged. The text was simply another video… I opened it and it was a video he took while he was fucking my ass.
“do you think I would let your sweet ass get away now did you?” the text read

i have some confessions. im a pervert
yesterday, I pulled into a truck stop to change into my work clothes. Instead of going inside, I changed in my car in the front seat. The back windows are tinted, but the front ones are not. Im parked facing a grassy embankment, with an open spot in the parking lot on the passenger side. I pull out my dick and start growing hard, hoping a lady will park next to me. Finally, an old lady with a dog took her dog to go pee... right next to my car. she was walking away at first. (side note, the tiny dog on her leash had balls that nearly dragged on the ground)... then she turned around and stood there while her dog searched for a place to pee. She had glasses on and was an old white grandma, kinda overweight. She was staring angled at my car and I know she could see inside. I stared back with sunglasses on as well and got so hard, jerking my dick. She watched me for about 30 seconds, and she smiled! i wanted her to get in my car so bad. she started walking away as soon as i was reaching for a McDonalds cup to cum in. sorry if that wasnt hot. Im going to keep flashing ladies.... haaa...
next confession, today i heard my dad and his girlfriend having sex. first time ever, i had never heard him with my mom before either. i live below my dads room and came home early... unexpectedly i start hearing moans through my vents... what was hot about it was i couldnt hear my dad at all, except for the occasional bed squeak! the moans were perfect, and if my dad could please her like that then i know that horny little slut would love me. I kept listening growing hard in my pants,, the moans would go soft and then soon start picking back up. as the bed slammed harder she made the sexiest noises ever! i had had enough and went outside to my car to smoke a jay. i wanna fuck my dads girlfriend so bad.

Sorry no picture people, but the story is true: (I needed a place to vent, and I've been here before, so here it goes)

I recently got a job at a small family business that needed more employees. Myself and 1 other person (a guy) work here with the Father and his wife and the son and his new wife. Father is about 65 and son is about 30, wives are about the same age as their husbands,. I'm a female, 22 and been working here about 3 months now.

Since it's a family office, there's; always all sorts silly comments between husband and wife. Some funny, some sexual and others, down right mean at times. But in the end, it's all fun and games. And sometimes work. haha

On more than one occasion, the son, Mike joked with his wife that he was going to trade her in for me. "A younger model" as he would put it. She'd always say, "Go for it!" and that was the end of it. However this one time, she replied back with...."Go ahead, maybe SHE'LLl let you stick it in her ass!!" The office fell silent and it was very awkward, so I broke the silence with "Oh hell no, maybe Dave (Other non-family employee) will let him do that." Dave said, HELL no, and we all laughed. Later his wife came up to me apologized and it was out of line, etc. I said I was fine, just a joke, no harm done.

FFWd to this past Saturday evening. I've been at this place called Bar A with my friends since about 7PM, and it's just past midnight now, so I'm pretty drunk. I'm walking to the bathroom when I see Mike and one of his buddies at one of the other bars in this place. (It's a big indoor/outdoor club with about 8 different bars)

I walk up to him and slurr my way through saying hi how are you etc before I run to the bathroom. When I come back we talk for a bit and he asks me how I'm getting home. I tell him, I drove, but I'll probably just go back with one of my friends. Mike then offers to drive my car home and his buddy will follow in his, and it's all good. everyone is safe. I think it's a marvelous idea! I tell my friends what's gong on, and they immediately all say in almost perfect unison: 'HOPE YOU GET LAID" nice and loud for half the bar to hear! haha (Or at least it sounded that way.) But that was not my intention.

So, 1 more drink later with Mike and his buddy, he takes my keys, we get in my car, I get in the passengers seat, and suddenly I realize I am blowing him! I mean SERIOUSLY!....I do not recall anything that lead up to this. My mind clicked off after sitting down, and clicked on with his cock in my mouth! I didn't know what to do...Stop? Finish? I freaked out and started to choke and said, OMG what am I doing...and sat up. we were in my driveway. I asked where his friend went, Mike said he left! I said, what happened? He said, "You said thanks for driving, I said No problem, and next thing I knew you were going down on me!" I said, "Why didn't you stop me?" He said, "I tried but you told me to just let you, because you always wanted to"

I said, "I don't remember! I remember getting in the car, and just now, sucking on your dick!

He then says....Oh umm, speaking of that, can you finish, I'm really close!

I look at him, as if he is insane, and say, "are you fucking serious??" he laughs, and says, ok, well can I at least come in your place and call an Uber?

I say OK.

Shit there is more to this story, but I have to go.... I';ll finish later if people are interested!

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.”