Weekend Bike Rides

As I think back remembering some of the crazy times and things I've done to dress up in women's lingerie I'm continually reminded of episodes that occurred over the years and how lucky I have been.

One such episode happened over a period of time when I was married to a stunning very attractive woman. We lived in a house on the east side of Vegas on the edge of civilization and open desert, close to an area of town known as the swamp where all of the water run off from Las Vegas flows to the east of the city collecting together at the swamp, before flowing farther east southeast to Lake Mead. The swamp was full of wildlife and trails making the area great for mountain biking.

I have always battled with an uncontrollable urge to dress up in some ladies lingerie and jackoff. The look of the clothes and the way they feel against my skin is like a drug for me. I did my best to control my desire to play dress up during my marriage but like most of the times before I would lose that battle.

I collected a bag of women's underwear, stockings different lingerie items by being a laundry thief, something I have done from a young age when I needed women's underwear to satisfy my desires. I had even purchased a pair of spiked high heels to wear for the times when I needed to dress up. I don't need to wear heels but they really compliment the look making my transformation more complete.

Every person I have ever been with while Crossdressing has complimented on how sexy I looked in the clothes which is probably why I never had any trouble finding company either man or woman to play with when I dressed up to have fun.

My wife knew of my attraction to sexy lingerie often accommodating me by wearing different outfits to bed without ever knowing that I liked to wear similar things as well.

There was a time that almost every weekend I would take a early morning for myself to go for a mountain bike ride leaving directly from our house out into the desert while the temperature outside was cool. I rode all over the desert taking many different trails through washes and culverts often finding discarded pornography in piles of illegal dumping.

I started to ride a fence line of a nearby golf course because the air was cooler looking for lost golf ball's when I found a pathway through a dense area of cottonwood trees and heavy brush growing from all of the excess water from the golf course that was built around a natural spring.

Inside this dense area about the size of a football field were small areas of tossed around clothing, old bras, panties, pantyhose even different shoes thrown around mixed in with scattered pornography magazines. There had to be others over the years similar to me using this area to secretly dress or play around with ladies clothes which excited me now even more.

I could tell that the clothes had been scattered here over years and years but also some items very recently. Along with the clothes there were different magazines like playboy, hustler, cheri, and more scattered around half covered by tree leaves and sand.

A pile of clothing with a few magazines here with another pile fifty feet away then another and another. If you looked low across the ground under the brush you could see through the thick brush allowing me to find more piles of stuff. I constantly looked on my rides trying to catch someone there to find another person like me in the act.

It was fun to ride out there in shorts and a tank top dressed to rip up the desert, then in the cool shade take a break, with my bike on its kick stand close to my hidden bag of clothes. I'd get undressed taking off my macho man clothing and put on a pair of pantyhose to smooth out my leg hair and give me that feminine look then put on a pair of panties and a bra as I flipped through pages of the old crusty magazines I'd collect from the area.

The added excitement just knowing that others have been right here in this same spot looking at these same magazines of women wearing lingerie playing with sex toys, sucking dick, getting fucked the same way I am was making me super horny. I finish getting dressed up by wearing a nightgown looking full slip to complete my look followed by putting on my heels, everything I kept hidden out there rolled up in a lawn and leaf bag which allowed me to revisit this spot at anytime without suspicion by my wife.

After years and years of wearing heels helped my ability to walk in them in the desert though it wasn't easy.

Our sex life was great even though I have always kept my cross dressing a secret from everyone friends and family well almost, the only person who knew about this side of my life was my aunt she's kept my secret since I was a kid. I did have a couple run ins with my stepmom which I try my best to forget.

So I would ride out there by the golf course only a couple miles from home to dress up in women's lingerie and jackoff while looking through old porn magazines until I allowed myself to cum, I just wanted to enjoy the feeling of the clothes as long as possible then change back into my man clothes, hide my bag of women's clothing then ride back into the desert working up a sweat before going home to the wife.

On this day in particular I had ridden out there with my backpack stuffed with new clothes and a eight inch hard plastic vibrator that ran on two "c" batteries that created a powerful vibration, a small plastic container of Vaseline and a couple of newer xxx magazines.

Before leaving on my bike ride I took a couple of tokes off a joint also bringing my eighties style sneak-a-tok smokeless pipe packed with some really good pot along with me, riding through the desert cutting your own path was nice with a little buzz.

I road directly to the spot by the golf course, the trees in full bloom creating a canopy of shade from the hot sun, the low brush so thick you really need to know where the pathways through the brush because they aren't easily seen during the warm months.

The clear cold water creek running heaviest in the summer making it a perfect spot for my transformation able to drink cold water if needed and wash up.

I got all dressed up in different ladies underwear with pantyhose first using my pocket knife to cut a small hole at the crotch that allows my dick to escape the confines of the pantyhose when it gets hard. I then put on a bra using rolled up pantyhose to fill out the cups, putting on a full slip and panties the whole time flipping pages in a xxx magazine while taking hits of weed from my pipe making me really high as I slipped on my four inch pump high heels before laying out my small blanket to lay on.

I was so excited as I began flipping the pages of the magazine looking at the women servicing hard dicks, my own growing dick stiffening underneath the layers of silky clothing at the site of these women in all their glory wishing it was me she was sucking off or better yet it was me being the one sucking the dick.

As I look at the pictures I began using the vibrator touching it gently to my shaft just below the head of my dick, the vibrations multiplied by the tight stretched nylon material gripping my body tighter as my cock swells up in size near seven and a half inches long a inch and a half or so wide.

Using the tip of the vibe I pinpoint the sensation to the most sensitive spots running the length of my shaft from tip to base I stroke it slowly up and down as I flip the pages. The sound of the trickling water mixed with the fluttering of tree leaves in the breeze all combined with my loud buzzing vibrator mixed together with how stoned I was had me so relaxed.

I love this moment of euphoria when I forget about being a man and transform myself mentally into a woman without wearing any makeup and the simple fact I have always had a mustache, in my mind I'm a woman sexually for the time being.

Doing my best to prolong orgasm I would have to continually turn off the vibrator to allow me to calm down and keep from cuming finishing one magazine and opening another while keeping my hard dick from exploding which would bring an end to my fun for the day.

I tease myself in this way for quite some time not wanting the feeling of these sexy clothes or my excitement to stop but finally I had to get off the built up tension was past the boiling point.

As I continued running the vibrator around on my hard cock I guided the mushroom head of my dick towards the hole I had cut with my knife after just putting the pantyhose on. The moment I pushed the tip of my dick to hit the hole it shot right out instantly standing rock hard with the soft silky material of the panties caressing my cock. I grabbed hold of it squeezing it hard as I jacked off using the silky panty to stroke my dick, I gripped my panty wrapped dick squeezing tightly rapidly stroking up and down as I stare at a picture of this woman wearing black lingerie and heels sucking on this beautiful hard cock while another guy is fucking her from behind, moaning a little louder I began cumming, thrust after thrust I filled the panties with my load until I was drained when I hear a twig snap.

Suddenly I look towards the sound and see this older man who had been walking the golf course fence line looking for stray golf balls, he was standing in this small opening in the dense brush watching me with his old dick swelled up in his hand as he quietly stroked it as he watched my show. Only when I had begun cumming and moaning did he lose his grip on the small bag of golf ball's dropping it to the ground breaking the small dried twig as it hit the ground.

Again I'd been caught but for me it wasn't my first time, I have been caught many times over the years by strangers. Even though every time is terrifying, not knowing what would take place after catching me so exposed I knew just what I needed to do to keep my secret a secret.

I looked at the man asking him to join me, to allow me to suck his dick, that it would be my pleasure to help him get off just to keep my secret. The man picked up his bag of balls then with his walking stick he approached me, his semi hard dick hanging from the zipper of his walking shorts his big umbrella hat being knocked around by the brush.

As he got closer to me I moved from laying on my blanket to my knees positioning my mouth for his dick, now kneeling before him as he dropped his bag of balls to the ground while leaning his walking stick against the brush while asking to see one of the magazines I had laying on the ground.

I handed the stranger a magazine as I took hold of his cock with my other hand, the thick soft fleshy skin thickening to my touch as I put my lips around it, slowly taking it into my wet cock hungry mouth, the man was hiding his view of me using the open magazine to separate us.

His fleshy dick getting bigger and harder as I sucked it like the professional I am, my warm wet drooling mouth bobbing up and down the length of his shaft as it grew harder in my mouth the head of his dick responding to my tongue as it filled with blood swelling, stretching the skin as it grew more bulbous in size.

The sound of magazine pages flipping as I sucked his dick thinking about the pictures I just got off looking at those same pictures he was now enjoying was now exciting me even more, again I had been caught in my most vulnerable way by a stranger even though I had often fantasized about it happening here in this area, in my mind it was usually my catching someone else the person who also used this area to play around with women's clothes and it wasn't this man or me being caught.

I really enjoy sucking a dick taking it from a limp soft state making it grow thick and hard with my mouth until it can't resist any longer causing it to explode it's load and being a man myself I now how good it feels busting a load of cum, the relief of tension when you cum is so satisfying to me I enjoy giving that pleasure to others.

In no hurry I sucked on the old man's dick taking my time to earn his trust, to make him happy was to continue keeping my secret, scared of what could happen if it ever got out. The man stood there going through the pages of my magazine while I happily sucked his cock.

His dick was the perfect size for me to give a blowjob to, about five or six inches long just the right length for me to take it all in my mouth without gagging, able to swallow it all helps me control my suction while my tongue teases it dancing around the shaft and under the rim of it's head. I don't know how long it had been since someone sucked him off but he was really enjoying what I was doing for him.

I continued to suck his cock a little surprised at how long he was lasting with my warm wet mouth massaging his swollen hard dick while looking at the sexy women in the magazine. Normally they don't last more than a couple minutes maybe fifteen minutes maximum but he was holding out, enjoying every second of what I was doing for him.

After some time he stopped flipping pages finally settling on one of the women laid out in the magazine and he began to be more focused on the pleasures he was receiving, his cock swelling to its thickest so far and his breathing becoming more labored so I increased my suction causing my cheek walls to add more pressure to the shaft of his cock. I could taste his precum mixed in with my saliva as my suction began to pull it out from within him, he was close to cuming.

I continued to suck him more vigorously before I removed my mouth from his hard cock and began quickly stroking it between a couple fingers and my thumb, watching the bulbous head all swollen dark red as it began spurting short wads of creamy white cum onto my face and chest. After a few quick little splatters of cum his dick exploded a massive load years of buildup shot out coating my face neck and chest in one blast before it dropped limp between my fingers as he closed the magazine tossing it to the ground.

He stepped back away from me before putting his spent dick away tucking it back into his shorts. He grabbed his walking stick, picked up his bag of golf balls and began to walk away then said that he would look for me the next time he was ball hunting a thanked me for the blowjob.

After the first moment of shock while being caught as a man wearing women's things I look inward for survival. The majority of men will not turn down any outright offer of a blowjob, many of them just want to take up the offer of getting their dick sucked, cumming, and leaving as though nothing happened while others take advantage of the power they have over me.

This old man was harmless just roaming around before running into a situation that excited him enough to stroke himself. I didn't need to worry about him and whenever I'd run into him again out there I would happily suck him off again which I did on a few occasions.