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The weather in this part of the country sucks. I was born and raised here and never quite got used to temperatures in the low hundreds in the summer and then howling winds that blew the snow parallel with the ground all winter. This wasn't Minnesota or one of those states but Kansas. Yeah, the home of wheat and coyotes.

I'm Bob and twenty-seven and was on my way from Wichita to just south of San Antonio, Texas for a job interview and was tooling along just over the Oklahoma line at seventy when I saw a young fellow at the side of the road with his thumb out. I pulled over and he ran up to my passengers' door; he was wearing a backpack and carrying a small suitcase so perhaps I should say he waddled up.

"Hi, I'm going down into Texas. Are you heading that way?"

"Sure am tiger, hop in."

The young fellow looked to be totally dehydrated with the Kansas heat and I asked if he would like a drink. I had a cooler in the back of the van with some beer, soda and water on top of a couple of bag of ice. In this kind of weather I never leave home without being prepared. Any breakdown along some of the lightly traveled highways out here can be deadly without readily available liquids. He almost jumped into the rear seat to get a soda.

I was just cruising along and our conversations ranged from sports, to current events and then all around the gym in politics. He introduced himself as Jimmy and was nineteen and was going to Texas to see an old friend of his from school.

"Jimmy, I'm planning on stopping at the next rest stop and going in for a sandwich or something. I'll be more than happy to pay for yours if you would like to join me."

"Gee, that would be great. I didn't have any breakfast and I'm almost broke and starving."

Our late lunch early dinner hit the spot. I hadn't had any lunch and only toast and coffee for breakfast so my stomach was talking to me.

By the time we were back in the van and heading south we were at ease with each other and our conversation was far more interesting. I pushed him on his love life and he sadly told me his girlfriend had dumped him for another guy some months ago and he hadn't found anyone else since. He was quite open about his sex with her and figured that might have been the reason for the breakup. He moaned that he wasn't very well hung and he thought her old boyfriend was so that was why she went back with him.

"Jimmy, open the glove compartment and grab that yellow envelope. There are some pictures there that might give you some satisfaction."

The pics were of nudes of various descriptions. There were some of just gals, others of guys and gals in action, and some of guys in action with other guys.

He thumbed through them somewhat fast but then went back over them paying a lot more attention to each pic the second time through them.

"Holy shit, look at the tits on her" he howled as he came across one particularly well endowed.

He was starting to spend more time on each pic and I noticed that he was spending a fair amount of time on the gay male shots as well.

I'm bisexual and looking down at his crotch could see a slight bulge that could be interesting.

He kept going back to the beginning of the pile and then starting over again. By his second or third time through them I could actually hear him breathing a little harder. At one point he reached down to his crotch to reposition his cock. It must have been getting a little harder and was cramped for space the way it was positioned. Damn, he wasn't going to be with me forever so if I was going to have something happen with him it would have to start soon.

"Jimmy, from the bulge growing in your jeans it looks as if some of them are getting you a little excited." I joked.

"Yeah, some of them are hotter than any I have ever seen in real life" he answered.

"Why don't you let that thing out for some air before it gets strangled in your pants?" I said as I reached over and lightly rested my hand on his bulge.

He just looked at me and sort of stuttered, "Maybe I ought to. It's starting to hurt it's so cramped up in these tight jeans."

"Here let me help." As I moved my fingers to the top of his zipper and started to lower it.

He moved his hand under mine and lowered the zipper to the bottom. I looked over and when I saw that I let my fingers delve inside and freed up his cock to come out. He was right, he was a little on the small side and it was obvious why his girlfriend left..

Fortunately the traffic was very light so I didn't have to worry about that as my fingers started to lightly massage the head of his cock. He had been circumcised so my fingers instantly went to the head of it and gathered some of his precum and rolled it around.

"Oh God Bob, that feels wonderful. I never had a guy do this for me before."

"Just lay your head back against the head rest and relax and let me give you some relief."

A few miles further down the road there was a parking area and I pulled over and got in the shade of a few trees planted around the perimeter. As soon as I got the van parked I moved my seat back to give myself some room and then leaned over and positioned my head just above the head of his throbbing cock and slowly lowered my mouth to take it in. He had his eyes closed as I was doing this and I could feel him jump up with the shock of my warm mouth wrapped around the top of it.

"Oh Bob, do it, please do it. I never could talk my girlfriend into sucking me off."

I began to raise and lower my mouth. His cock was small enough I could easily take it all the way in without gagging. He was excited enough that I knew it wasn't going to be long before he was exploding. I let my free hand move down and lightly encircled his balls. As soon as I touched them he unloaded. A good few spurts of his hot come shot to the back of my throat as I continued moving and sucking. By that time he was squirming his ass around and trying to push his softening cock deeper in my mouth. I let my mouth remain just where it was as I licked up every drop of his come. Every time my tongue slid over the head of his cock he moaned some more. This fellow's cock has been seriously neglected.

I lifted my head and moved over and pulled his face to me and planted a huge kiss on his waiting mouth.

"Bob, you were wonderful"

"Glad you enjoyed it Jimmy," as I reached down and let my own cock out. Jimmy only had about four inches of hard cock and I certainly wasn't like any of the monsters talked about on in the online chat rooms but I did have a solid seven inches and it was harder than a rock right then.

"Jimmy, give me your hand and how about you letting it give me some pleasure?"

"You mean you want me to jack you off."

"Well, after what I just did for you ... yes."

"Bob, I never did that to a guy before. You won't think I am weird if I do it for you will you?"

"Hell no Jim. You are just a guy giving another guy some relief."

I moved his hand over the top of my shaft and he instantly wrapped his fingers around my shaft and began to go through the motions.

"Jimmy, hold on and let me lower my pants to give you some more room."

I dropped my jeans to my ankles and it was if he was mesmerized with looking at my cock. His eyes never left it and his hand quickly went back to where he had been holding it.

"Geez, you're huge." He mumbled.

I did every thing in my power not to have an orgasm too quickly for I wanted this young fellow to wrap his warm mouth around my cock before I came.

He was jerking a little too fast and I had him slow down and knew I could hold off a long time at the rate he settled in on. He moved around so his head was facing my cock closer than it was and he had one hand on my shaft and he let the other one roam around my balls and them up and onto the head of my now pulsing cock.

I moved a hand to the back of his neck and pulled down ever so gently.

"Jimmy, just let your lips touch the head of me and I'll come a lot faster."

"Geez Bob, I could never suck you off it that's want you want me to do."

"Just do as I ask and we'll see where it leads." I answered.

I continued with the slight pressure on the back of his neck and he did have his lips barely touching the very tip of my cock.

"Jimmy, open your mouth a little and let the very tip of my cock in a little ways."

He did that without any comment and as soon as I felt his mouth open I increased the pressure on the back of his neck and threw my hips up a little and ended up with a few inches buried in his hot virgin mouth.

He pulled away saying, " Bob, don't shoot in my mouth. It will make me sick."

"Jimmy, don't sweat it. I felt the exact same way the first time I did it too."

He put his mouth back down and was soon moving up and down exactly the same way I did to him just a few minutes earlier. I soon felt the pressure rising in my balls and knew I'd be coming in a few seconds. I then put both hands behind his head and pulled down on it at the same time I was throwing my cock up at him. I got another inch or two in before I began to unload. I shot stream after stream deep into his throat and I could hear as well as feel him gagging. I pulled out and told him to open the door on his side if he was going to be sick. I damn sure didn't want him puking all over my van.

"No, I'll be all right." He answered.

"Bob, that wasn't fair. You pulled me down on you so hard I couldn't get up at all. It felt as if you were going to jam your cock all the way down my throat."

"Jimmy, I'm sorry but you really did get me hot and I lost control for a few seconds there. You sure made me feel good. How many other guys have you done that to?" I asked thinking that I knew the answer but thought I'd give him a chance to change what I thought it was.

"Damnit Bob, that is the first time I ever did that and when you did it to me that was the first time for that too."

"Oh yeah, I'm sorry Jim, I forgot. Hey, get your mouth back down there and lick up the rest of my juices the way I did for you."

He dropped his mouth down and soon had his tongue encircling the head of my cock lapping up everything that was still showing. There was no question he was enjoying this and I knew that before this day was over he would be doing it again and possibly a lot more.

We sat like that for quite some time. I had one hand on his now soft cock and he was resting his on the head of mine.

"Jimmy, as I told you earlier I am heading to a spot just south of San Antonio and know that I'll never make it there today. I am thinking of getting a motel just outside of Dallas, grabbing some dinner and then hitting the sack and getting up early in the morning ready to finish the trip. You can stay with me if you want depending on how far you have to go."

"Hell Bob, I'm heading all the way down to the coast so I'll be happy to tag along with your plans. I'm sure I can get another ride in the morning down as far as I need to go."

Super news for that will give me a chance to see just how far I can take this sweet little virgin.

I was able to get a king size bed in the Quality Inn I checked into and we found a great steak house only a short walk away from it. I had a tasty T-bone and Jimmy settled for a Sirloin before we headed back to the room.

We weren't in the room for a few minutes when I told him to drop his pants and sit on the easy chair in the corner. He just looked at me but did exactly as I ordered.

"Jimmy, I'm going to give you a better blow job than you ever even dreamed of before now."

I stripped down as well and as soon as he sat on the chair I dropped between his legs and began to fondle his completely soft cock. It wasn't showing any sign of life when I raised up and planted a kiss on his sweet lips. "Oh Bob, that was the second time you kissed me and I never had a guy do that before."

"Jimmy, you must have enjoyed it because just look at your cock. It is standing up to its full length."

I dropped down and took his little shaft between a couple of fingers and then began to lick it from the base up to the tip and back again. He was small enough that I could get him completely in my mouth and have my face buried in his pubic hair. When I had him all the way in I used my tongue to lick under his shaft and that seemed to turn him on a little more. I then thought of trying something that would later turn out to be more interesting. I wet a finger and then dropped that hand down under his cheeks and let the wet finger play around with the puckered lips of his asshole. He moaned a little with that and when I slipped the finger in his ass up to the first knuckle he threw his ass from side to side saying, "Oh yes, Bob, that feels terrific." Well now, maybe better things are ahead.

I pushed that hand a little more and soon had the finger buried up to the middle knuckle and he was moaning big time. I then began to fuck his ass with the finger and he threw his arms wide open saying, "Oh God, that feels magnificent." It wasn't much longer before he was shooting his load down my throat again and I quickly licked up every drop.

I went into the bathroom to clean up and when I returned to the room he was sitting on the side of the bed with the remote control from the TV in his hands as he changed channels. My cock was hard anticipating what might be in store for it and I walked up to him and pushed my cock in his face and said,

"Your turn to do your thing Jim:

He was somewhat reluctant to make a move but I put one hand behind is head and guided him to where I wanted him. When my cock was in front of his mouth I pushed forward a little and I soon had it pushing against the lips of his sweet little mouth.

"Open up Jim and take care of me."

As soon as I felt his mouth open I pushed in and soon had it in about four inches. I didn't think he could take any more without gagging so I stopped there.

"Go to it Jimmy, move that sweet mouth of yours on me."

As he began to move on and off of me I reached behind his head with both hands and pulled him to me. I wasn't going to wait for him to get his motions down pat ... I was going to fuck his face until I exploded.

Every now and then I would push another inch in deeper and then pull out a bit before he got sick.

"Jimmy, use your tongue while it's in your mouth, let it roam all around me."

It didn't take long before I was filling his mouth with my come.

"Jimmy, c'mon, lick me clean and swallow every drop."

Did he ever. By the time his mouth was finished cleaning me off there wasn't a drop of my juices anywhere to be seen.

He pulled off and looked up at me and asked,

"Bob, did I do it right for you? I sure wanted to make you feel good."

"You were perfect Jimmy. You seem to be getting better at it each time you do it for me."

After the excitement he showed when I had my finger up his ass earlier I had some intentions of introducing my cock to it but was a little fearful it would scare him off. It might be better to take it easy and arrange to do that another time.

Just then he looked up at me and said,

"Bob, there is something about me that I didn't tell you about."

"And what's that."

"I won't be returning to my home up in Wichita. My father died a few years back in a car accident and my mother has been going from one guy to the next for that last year or so. A few months ago she announced she was going to marry her current boyfriend and they were going to sell our house and move into a one-bedroom apartment so I would have to find my own place to live. That's the reason I am going down to see my old friend hoping he'll let me live with him. Another thing is that when you kissed me earlier that was the first time in as long as I can remember anyone showed any feeling for me at all. I could have cried when you did it."

Oh shit, this could get serious in a hurry.

"Well, I'm sorry to hear about your mother's decision but I am happy that I was the one who showed you some love and feelings. Come up here and let me give you a hug."

He almost jumped into my arms and I lowered him to the bed.

"Tiger, its about time we got some shut eye if we are going to get on the road at a reasonable time in the morning."

"OK Bob and he flung himself over to the far side of the big bed.

It must have been four or five in the morning when I awoke with my usual early morning hard-on. I went into the bathroom to relieve myself and while there grabbed a tube of KY out of my ditty bag in case I was going to get lucky with young Jimmy.

When I got back into the bed I started to cuddle to him and since we were naked my now half-hard dick was right up against the cheeks of his ass. I pushed my hips around a bit and it didn't take long for my dick to fully rise to the occasion. Jimmy felt it right away and leaned back over his shoulder to say, "Do you want me to suck you off again Bob?"

"No Jimmy, I have something else in mind. Do you remember how good it felt when I put my finger up your ass? Well, I think I would like to put the head of my cock up there to really turn you on."

"Oh God no Bob. Your dick is a lot thicker than your finger and it would hurt terribly."

"No, I don't think it would if I use some of this KY jelly on it and you are able to relax. What do you say, can I try it?"

"Oh Bob, I do want to please you but I am afraid."

"No sweat Jimmy. I'll start and if the pain gets too much just tell me and I'll stop right away. OK?"

"OK, if you promise to stop when I say so."

"Promise."

I lathered up my cock with KY and took a big gob of the cream and worked it in between the tight lips of his asshole.

"Now just relax Jimmy. It will hurt a lot more if you are all tight and wound up."

"OK, go ahead and do it."

I pushed the head of my cock against the lips of his asshole and gave a little push. All that happened was that his asshole retreated from the pressure as it resisted the penetration of my cock. I reached down and held each of his hips as I gave another push and this time I popped in a couple of inches.

"Oh Bob, that really does hurt."

"Jimmy, ease up. We have just started and you are still uptight. RELAX"

I pulled him back at me some more and went in another few inches but this time he was crying with the pain.

"Bob, I can't go on with this. It's hurting me more than I can bear," he sobbed.

"OK Jim. I won't go in any further but let's just lay like this for a little while as my cock softens."

I had no damn intention of letting my cock get soft but I thought it would comfort him if he thought the end was in sight.

I reached around and pulled his face back around to me and planted another kiss on him. He loved it and pushed one of his hands around to my neck and pulled our faces ever closer together.

"Bob, you make me feel as if you really care about me."

"And I do. Jim, it seems as if the pain has gone down. How about if I try to go in a little more?"

"OK but go slow."

I pulled his hips back as I pushed my ass forward and as I gave another thrust I was almost buried.

"Jim. I am almost all the way in you. One more push will do it."

By now he wasn't just sobbing but he was all out crying. "Ok, go ahead" he shuddered.

I gave another light push and was in him to my full seven inches. I waited a minute to see if his crying would stop or at least slow down but it didn't. I was damn sure not going to waste this penetration so I began to move ever so slowly.

"Jim, would you like it better if I pulled it out of you for a minute and let you turn over on you back so you could put your legs up in the air as I slipped it back into you. That way you could see my face as I was fucking your ass and watch me as I had my orgasm?"

He thought that would be a good idea and it didn't take very long before I was slipping back into him with one long smooth thrust. He had stopped crying when I had taken it out of him but the reinsertion brought the pain back and his tears started to flow again.
I was thrusting deep but slow and could feel his prostate rubbing my cock and doing that must have aroused him for it was only a minute or two later that his cock was standing straight up at me.

"Jim, look at yourself. Your cock is hard again. Me fucking you has got it aroused so why don't you jerk it off in time with my thrusting up your ass."

He reached down and began to slowly beat his meat.

I could feel the heat starting deep inside of me and I found myself pounding his ass harder and faster as my orgasm was overcoming me. Once that pressure started I couldn't stop it. Another few thrusts and I was spurting cum deep up his virgin ass and he looked at me to say, "I could feel your cock pulse through the walls of my ass. You are sliding in and out of me a lot easier now so it must be your cum is greasing me up too."

I wasn't in the mood for any conversation right at that moment so I kept right on thrusting until I had dumped ever drop of cum I was able to deep in his ass.

"That was terrific Jimmy and I want to thank you for staying with it until I shot my load."

"Bob, even though that hurt a lot I think it will get better every time we do it. I really like you a lot and want to please you any way I can so from now on any time you want me to suck you off or you fell like fucking my ass just say so and I'll let you. OK?"

"That will be just fine Jimmy."

"Jimmy, stop jerking off. I have another idea you will like even more."

I rolled over and lay on my back saying, "Jimmy, it's your turn to fuck my ass. How about it?"

"Oh God, will you let me do that to you?"

"Sure tiger. I'll throw my legs in the air while you stick that thing in me." As small as his cock was I wondered if I would even feel it.

"Grab some of that KY jelly on the night stand and cover your cock with it. You sure don't want to hurt me now do you?"

His cock almost fell in me without a problem and as I expected, I knew it was in but could barely feel it. I had taken a friends eight incher a week or so ago and loved it. This cock was not only short but thin as well.

"Fuck me stud. Fuck me." I yelled. I figured I might as well make him feel like a true lover boy.

I could hear his breathing getting faster and knew he was close. When he finally let go he almost shouted, "WOW, here I come."

He pulsed a little as he dumped his load in me and to make things a little better for him I reached up and pulled his face down to mine and gave him another one of the kisses he seemed to like so much.

"Oh Bob, that was awesome. I never did that to a guy before and your ass is a lot tighter than my old girlfriends pussy."

We slept until 10 AM and then hit the road. I dropped Jimmy off just outside of San Antonio and gave him my cell phone number in case he needed to get in touch with me. Who knows, he might want his ass fucked again.

I went on my job interview and was pleased with everything they told me about it. It sounded as if they were impressed with me and that I would more than likely hear their offer in a couple of days. I was elated and thought I would see a bit of the town before heading back to Wichita. I was having dinner that night in a great little Mexican restaurant when my cell phone started buzzing. It was Jimmy. His friend wasn't going to be able to give him a place to stay since the company he worked for was moving him to Florida and he didn't know anything about the kind of apartment he was going to get there. He would let Jimmy know after he got settled but that was going to be a few weeks off. Jimmy was all out of sorts and I could hear him sobbing as he told me all of this. He asked if he could stay with me until then and thinking about what a great piece of ass he was I agreed.

He hitched back up to where I was staying and we headed out to Wichita that afternoon. We were just a few miles out of town when I told him to help me get my cock out for I wanted him to give me a blow job as we were heading up the highway. I slid my seat back and told him to get busy. Damn, the k** can really suck a cock. By the time I was shooting my load I was afraid I was going to run off the highway.

I got my job offer a few days later and was gong to start in a week. Jimmy called his friend to see if he could come and join him early and the guy agreed. I drove him down to the bus stop the day he was leaving and promised I would answer any of his calls on my cell phone and warned him of taking a bunch of strange cocks up his ass in the future. He promised he would be true to me until we met again. Suuuuurrrrrreeee....!

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Man gets a blowjob from a hitchhiker

When I was younger there used to be a bumper sticker that read “Ass, Gas or Grass, No one rides for free.” It was really late on a Sunday night. I was half way into a three hour ride from Albuquerque New Mexico to my home in the northwest corner of the state. I was driving on a stretch of road called US 550. Since my divorce I spent some weekends in Albuquerque because of the strip clubs. Albuquerque had a couple that were totally nude, but no alcohol. That was fine with me. I do...

3 years ago
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Runaway Hitchhiker

‘What the fuck!!’ Ray exclaimed, ‘Am I ever going to catch a break?’ The left rear tire on his SUV was again losing air from the slow leak and was noticeably flatter when he pulled into the truck stop diner to grab a bite than it was when he had set out in the morning. At least I’m at a truck stop with a garage, he thought. They should be able to either fix the leak or sell me a new tire. The past two months had been nothing but one kick in the ass after another for Ray Blanton. He had...

2 years ago
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The Hiker

After skinny dipping the lone camper steps out of the shallow stream at her campsite. The midday sun is hot and, being so far from civilization here deep in the woods, she sees no harm in lying naked upon her open sleeping bag and letting the warms rays of the sun dry her off. She lies there staring up at the swaying branches of the towering trees above her and listens to the sounds of nature. The soft fluttering of the leaves, the gentle chirping of unseen birds, the steady hiss of a nearby...

4 years ago
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The sexy hitch hiker

Howdy all, my name is Carol Lynn Pearce from Southern Texas. I am twenty nine years old and live in a small town near Houston. I lived on my own with a couple of cats and liked it that way. I worked five days a week down at the beauty parlor as a beautician, I made pretty good money. But some day I’m going to be rich, filthy rich and live in a mansion. One hot, summer’s day in late July, I had just picked up some groceries from the local store and was heading home in my car when I noticed a...

4 years ago
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Lonely Hitch Hiker

One day I was driving home, it was pouring rain out, I seen a young girl huddled under a tree trying to stay dry with a sign and a backpack trying to get to South Carolina, any help appreciate. I drove by then turned around, I pulled into the parking lot. And walked over to her. Meet me over at that hotel im getting you a room for the night.no you don’t have to ...your gonna freeze to death c’mon. I met met her at the hotel and set her up with a room, handed her my business card and told her...

2 years ago
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The Hitch Hiker

It was a great Saturday morning. I was up early making sure the Harley was all ready to go. I was planing on a run with my friends and it was going to be an all week long get away. Now let me give some back ground I am a mid aged guy that had some luck and some bad luck. I worked hard and invested well. I got married and that did not work out due to the job. Too much away from home. Got some k**s but they are all good and I have paid out the divorce and still I am able to retire early. My house...

2 years ago
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PATRICIA AND THE HITCHHIKER

Patricia saw him on the side of the road he was tall and dressed in leather he had a biker look about him but he was clean shaven with just the hint of stubble across his handsome face he had on mirror sunglasses that reflected the sun it was what had caught her eye as she tooled down the highway she was going to visit her aunt in Washington and it was a long drive from San Diego but she liked road trips a great time for reflection a time to clear your mind and think things through she had just...

1 year ago
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The Hitch Hiker

Driving down a dark and isolated road, late at night and in the middle of a thunderstorm, you are finding it difficult to see even a few arms lengths infront of your windscreen. You had to hang back after work to help your boss with a "special task" in their office, you didn't realise how long that was going to take until it was 10pm and you saw the weather outside. Lucky for you, the road you take to get home is quite no matter what so you can relax a little bit while your heaters are on full...

Fantasy
2 years ago
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A Sissy Hiker

My girlfriend Sara and I decided to take a hiking trip in the mountains for a few days. The plan was to be driven deep into the mountain by the park service and then spend three days and nights hiking back. We carefully pack more than we needed in case of any emergency. We were driven to the furthest camp site, very secluded, perfect in a way. We were able to get in a short hike around our camp site before the sun started to set. After a nice dinner and a bottle of wine, we...

4 years ago
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Hitchhiking 1993

How to flirt by e-mail? Through stories of past experiences, perhaps? What was your first experience with a fella? Where did you meet him? How did it come about? Was it a once off, or the beginning of something special? How did you feel? Mine was in 1993, so I was quite young, as I hitch-hiked from Dublin to Cork. A man picked me up, in a nice big car. He was in his late forties with a bushy beard. He had a pleasant manner and we chatted about the usual things, including the...

4 years ago
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Hitchhiking Baby Doll Part One

I hadn't been in his cab for more than a half hour when the driver who picked me up, brought up the subject of sex to me."Last week, I had a guy and girl riding with me and they both liked giving me blow jobs. And, you know, if I closed my eyes, I couldn't tell the difference of which one was sucking me off. They were both excellent at sucking cock.""That sounds like you had a fun ride," I replied.The fact that I was a cute cross-dressing boy made the solution simple to me. My trucker was about...

Crossdressing
1 year ago
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Picking up hitch hikers

Hi All as always thank you for wanting to read my post you all make me feel so fem and slutty when you do. Anyway, the other day I was driving to the mall. It was cold and raining a little out so I was wearing my skinny jeans but the thick 6 garter straps of the garter belt I was wearing where clearly visible pushing up from under my jeans. Diving down the main 2 lane road out of town there was a guy hitching he had a pack pack clearly a hiker. I felt sorry for him standing in the rain and...

4 years ago
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Hitching a Ride

Hitching a RideI had been sitting in the hot afternoon sun, at the Interstate on ramp for hours. Just me, my back pack, and a sign that said Memphis. I was just thinking I should find some shade when a red mini-van pulled over. I gathered my things as quickly as I could, when I reached the passenger side door, I was suprised to find the driver was an older lady. I would of guessed she was in her late 40s to mid 50s. Now days its tough to get a ride period, but being picked up by a woman is...

3 years ago
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Hitching a ride

This story is about an event that happened while i was in the military names have been altered as this happened during the don't ask don't tell era of the military. Duty had just ended it was a Friday and i wasn't scheduled for duty during the weekend. I knew i wanted too go into town but didn't have a ride and didn't want to spend a lot of money on cab fare. I was a private first class and did not get paid a lot of money so i figured i would do what all good soldiers do and that is walk into...

4 years ago
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Hitchhiking

This wasn't what I had had in mind when I set off, on my tour of America, I had planned to take Greyhounds for most of the way, however that plan was short-lived when I realised I had nowhere near enough money. I even doubted I'd have enough to find a place to sleep, buy food let alone use the public transport. Unfortunately, that left me hitchhiking most of the way, which despite carrying inherent risk, also meant relying on the kindness of strangers, of which is in very short supply...

2 years ago
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Hitchhiking and getting a wild ride

I was 16 years old and had only been driving for about 6 months. I had an old truck given to me. It was not much but it was mine. It had a lot of minor problems, one in particular led to this story: The fuel gauge did not work. Since I had just started driving I was not very good at estimating gas usage and how much I had left in the tank. It was mid-July and I was on my way home from work. I worked for a local farmer and we had been putting up hay since early that morning. The field we...

1 year ago
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Hitchhiking

Introduction: I start my tour of america with a bang, if you know what i mean I stood in the pouring rain soaked, teeth chattering, and clothes plastered to my skin. My bag next to me, I was sure that all my stuff would be ruined. Suddenly, a gust of wind sent me stumbling, tripping over my bag, I collapsed into one of the many lakes of muddy rainwater on the side of the road. Tears flowing down my cheeks, I stood up, my sodden clothes covered in mud. This wasnt what I had had in mind when I...

4 years ago
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Hitchhiking Baby Doll Part One

I hadn’t been in his cab for more than a half hour when the driver who picked me up, brought up the subject of sex to me. ‘Last week, I had a guy and girl riding with me and they both liked giving me blow jobs. And, you know, if I closed my eyes, I couldn’t tell the difference of which one was sucking me off. They were both excellent at sucking cock.’ ‘That sounds like you had a fun ride,’ I replied. The fact that I was a cute cross-dressing boy made the solution simple to me. My trucker was...

3 years ago
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Hitchhiking Baby Doll Part Two

I woke my trucker stud up in the middle of the night by sucking on his cock and making it hard for him. When I had him good and hard, I climbed back up between his legs and let him put it in me again. His cock was nice and big and my ass was good and tight. It felt good to feel like a girl receiving anal from her big Daddy. While we lay on our sides in his bunk and fucked, my trucker stud reached around me and played with my dickie. He was sweet to be thinking about pleasing me while I...

2 years ago
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Hitchhiking Baby Doll Part Three

When it comes to getting men to want to fuck her, a girl has to put her ass to good work. I discovered this when I was eighteen and first started being a tranny hooker around the adult book store. I was wearing my first miniskirt with a thong panty underneath, walking down the street. My ass cheeks were hanging out of the bottom of the miniskirt and men were slowing down to look at me, blow me kisses and talk to me. It wasn’t long until I was in their cars and making money sucking them off or...

3 years ago
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Hitch Hiking across Europe part 2

Sue and Gavin (I finally found out their names), were a working couple who both worked in the city and so left early Monday morning, before I woke up, and I awoke to find a note…darling Kaye …stay as long as you want, we will be back on Thursday evening, so I rose showered and shaved all over , and had a poke around and found a wonderful maids uniform, sweet frilly dress with apron attached, beautiful silk seamed stockings, superb black basque with 8 suspender straps to hold up my stockings,...

4 years ago
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Hitch Hiking across Europe

I wanted to go visit my cousin in Germany but couldn’t afford it really, but on a whim I decided to go for it, just pack a few essentials and hit the motorway with my thumb out. Anyway to cut a long story short I finally got a lift from a couple in a nice big Mercedes, and started chatting, like you do about everything and nothing, when we came to a service station and they had to fill up with petrol and have a bite to eat, explaining i was kinda broke, the wife says that is okay, we will buy...

2 years ago
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Hitch Hiker Part 3

Continued..................Me rocking about on Jomo's big Dick was making me cum and then squirt. Jomo had closed my legs firmly together and was sat open legged. He knew in this position I was at the mercy of his weapon as I slid all the way down his thin but very long shaft, this time I was being deep drilled as the hot balls slapped into my ass cheeks. Jomo juddered as I squashed his sack full of his black seed, so I jiggled about on him holding onto his big naked thighs as I did.He took...

2 years ago
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Hitchhiking Baby Doll Part Three

When it comes to getting men to want to fuck her, a girl has to put her ass to good work. I discovered this when I was eighteen and first started being a tranny hooker around the adult book store. I was wearing my first miniskirt with a thong panty underneath, walking down the street. My ass cheeks were hanging out of the bottom of the miniskirt and men were slowing down to look at me, blow me kisses and talk to me. It wasn't long until I was in their cars and making money sucking them off or...

Crossdressing
3 years ago
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Hitchhiking Baby Doll Part Two

I woke my trucker stud up in the middle of the night by sucking on his cock and making it hard for him. When I had him good and hard, I climbed back up between his legs and let him put it in me again. His cock was nice and big and my ass was good and tight. It felt good to feel like a girl receiving anal from her big Daddy. While we lay on our sides in his bunk and fucked, my trucker stud reached around me and played with my dickie. He was sweet to be thinking about pleasing me while I pleased...

Crossdressing
4 years ago
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Hitch Hinking My Way To Fantasy

Hi, I am Amit. I am currently a student pursuing an engineering degree. A few days ago I had a thrilling incident which changed my whole life and now I want to share this with everyone. I am a 19 year old male having quite a fair complexion a soft voice and a 5 X 1.5 inch dick. Some guy broke into my room and stole all my books. As my exams were approaching near I decided to buy new books. I usually buy books from Tonk Phatak but that day I decided otherwise, I went to Chaura Rasta instead. I...

4 years ago
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Hitching a Ride in My Bikini

Hitching a Ride in My BikiniBy SaraOz and billy69boyMy name is Sara, and this is based on a true story of a ride I got home from the beach. I was planning to take the bus home after taking a shower in the changing room. I had put my bag on the seat but it fell off and when I opened the shower curtain, my shorts and top were in the water on the floor. I had no choice but to put my bikini back on, as at least it was dry. I missed the bus, so I started walking up the road to go to a bus stop a...

2 years ago
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Hitching a Ride to Slavery

Hitching a Ride to SlaveryPart 1BydidmakerCharlie put the large truck in park and turned of the ignition. It sure was good to be home again after a few weeks on the road. The house and yard looked pretty much the same as when he left since he lived alone. I climbed out of the cabin and onto the driveway. He paused and wondered if he should wake his passenger  and let her know they had arrived, but decided against it since she could probably use the rest while he sorted out the mail and other...

2 years ago
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Lost Hikers

Joshua clenched his fists, tried to block his hearing, and concentrated, yet again, on solely walking forward. It had been her idea, of course. He’d gotten the phone call first thing in the morning. He could remember it vividly. The ringing had woken him up just after six in the morning. On a Saturday. He had planned on sleeping until noon and doing nothing the whole day. And then he had picked up the phone. Before he could get a word out, he heard the excited voice on the...

4 years ago
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The Hikers

I draped my rain soaked clothes across the chair and scooted it closer to the open flame of the fireplace. Except for a towel , I sat there naked, trying to take the chill from my body. There’s nothing like getting caught in a torrential downpour at dusk in the middle of the woods. Fortunately, I had remembered this cabin from previous excursions and hurried in to take shelter. I sat mesmerized by the fire, watching the flames dancing upward as they chased away the chill. I wondered to myself...

4 years ago
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The Hikers

I draped my rain soaked clothes across the chair and scooted it closer to the open flame of the fireplace. Except for a towel , I sat there naked, trying to take the chill from my body. There's nothing like getting caught in a torrential downpour at dusk in the middle of the woods. Fortunately, I had remembered this cabin from previous excursions and hurried in to take shelter. I sat mesmerized by the fire, watching the flames dancing upward as they chased away the chill. I wondered to myself...

Group Sex
3 years ago
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The Hitch Hikers

I was the typical, horny, eighteen-year-old back in the late sixties. It was a warm Spring Saturday evening in southern Michigan. My girlfriend and I had recently broken up, and I was looking for someone to take her place. Jim, my long time friend, and I had been riding around doing a whole lot of nothing that night, and it was getting late. Jim was spending the night at my place, and we were about to head home. It was then that we spotted them. We were completely surprised to see them...

2 years ago
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Hitching A Ride With A Trucker

Ann and Will have been together for a couple of years and one evening when he was getting ready to go back on the road he started to tease her about leaving her behind and picking up some strange pussy on the road. Suddenly Ann got this look in her eyes that told Will she was plotting something exciting and devious that involved sex. Both were open-minded when it came to sex and their sex life was anything but dull.“I see you have that look in your eyes, Ann, but do I dare ask what your devious...

Straight Sex
4 years ago
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Hitchhiker

Franc saw her standing on the paved shoulder, right after he made a turn into William Flynn highway. "Good luck," Franc muttered to himself, "hitchhike isn't a feasible thing nowadays; it's the eighties, not the sixties anymore." He took a look at the dashboard clock, it was close to four-thirty in the afternoon. Franc was driving from Pittsburgh, Pennsylvania, back to New York City where he worked and lived. Despite his purpose of going to Pittsburgh was to attend one of his...

1 year ago
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Hitching a Ride to Murder

I was thirty-five at the time, and had been working some construction jobs in the Midwest. It was Fall now, about time for the snow to start to fall and the construction season to grind to a halt, so I was ready to head home to California. My pickup was pretty much on its last legs, so I decided to sell it and take alternative transportation home. The hitchhiking idea was pretty much a lark. I had plenty of money from the jobs I'd been doing, so if I didn't get a ride I could pay for a...

3 years ago
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Hitching Home

It is easier if I just tell it how it happened, I was 21X6 and hitch hiking home from visiting my girl friend. I was getting desperate for a lift when a large jaguar pulled up, as I opened the door I was facing a guy in his mid 40's who was smartly dressed, when I told him where I was headed he told me to hop in as he passed close to where I wanted. I knew from past experience that it took about 4 hours to drive from here so thought I might as well get comfortable. We talked as we went and I...

2 years ago
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Hitching a lift

Jennie was really regretting not bringing a coat; her pink vest top and denim mini skirt seemed skimpy in hindsight but were hardly out of place in the August heat. It was nearly 11pm now and the temperature was cooling, goose bumps were appearing on her long slight legs and she was aware of the male glances at her hardening nipples (Jennie had nice c cup breasts but never felt the need to wear a bra). She and Matt had argued again, and this time, was the last time he would ever raise a hand...

Straight Sex
2 years ago
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The Hitchiker

The banging on my cab door rocketed me out of an exhausted sleep. I didn't know who was knocking, but I did know why.I climbed out of my sleeper and looked out the driver's side window of the old cab over Mack. Standing there in the dim light was a working girl, a 'lot lizard'. I rolled down the window about half way and said, "Hey girl, what you up to?"She smiled and replied, "Not too much, baby. Do you need a date?"I told her no, that I was as broke as a church mouse. She waved a hand at me...

Straight Sex
2 years ago
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Jerked Off By Hitchiker

I had the best thing happen to me the other day,i am a rep for a holiday company,and my job takes me all over the uk,well i dont normally stop for hitchikers,not in these times,but i was traveling to liverpool,and as i was leaving the motoway services,i noticed this young girl,nice lookin aswell,she was thumbing,and it was pouring with rain,i felt sorry for her,so i pulled over and asked where she was heading,she said to her mum`s in Manchester,so i told her to dump her bags in the back,she did...

4 years ago
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The Hitchiker

The Hitchhiker I saw him on the way back from Houston, headed west. I normally don't pick up hitchhikers but he was so adorable standing on the side of the road with his beautiful brown hair waving in the wind. Once he got in the car, I realized he was just a boy maybe nineteen years old. Up close he reminded me of one of those male models I see in the magazines. We had a long way to go and filled the time by talking. His name was Billy. I loved the woodsy accent of his voice. He used...

3 years ago
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Two Couples Meet RecHiker

We have had some pretty warm weather here in the northeast this past week or so and I have a place close to me that I not only go to "see the show" but also try to "be the show"!Last week was one of those exceptional weeks when all was going just right. I have many stories to tell of my adventures "up on the mountain".First let me tell you a bit of how I dress on the trial. I wear hiking boots and a pair of baggy shorts with an elastic band top which makes them easy to get off or on, depending...

4 years ago
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Young Teenage Hitchiker

The first time was when I was just 18 years old, about a week after high school. I had long, red, curly hair - about an inch above my shoulders. I weighed about 170 lbs., and I was 6' tall. I was a little hippie stud muffin that was into everything, and despite my perpetual horniness and perverse fantasies, my sex life was almost ordinary. I had a steady high school girlfriend to fuck and fuck we did. In the Spring, the last days before the previous Easter break, my girlfriend had already...

3 years ago
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The Hitchhikers

I was driving along highway 101 in northern California, heading back south to home after a few days of visiting friends in Humboldt County. It was springtime and had been a nice few days, hiking through the Redwoods and walking the beach. And I could still take my time going home, as it was still several days before I had to return to work. By the way, I was 52 years old at the time, a teacher on spring break. I was not as wild as other spring breakers, but I had my moments. Okay, not the sex...

2 years ago
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HITCHHIKING PART 1

Part 1 In my early 20's I decided to hitch hike across the US from New York down to Florida then across to California. My friends told me I would be mugged or murdered before I got to Texas but I'd done a bit of research I and thought I was pretty safe, however on one ride I got a lot more than i'd bargained for and more than I could have hoped for. I was hitchhiking just outside of Jackson in the pounding June sun praying I got picked up before my brain juices started evaporating when a beat...

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