CrossdressingChapter 4 of 4Ongoing

Alexa’s Chronicles

Alexa's Chronicles Pt. 04 Peak Interest

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Alexa's Chronicles Pt. 04 Peak Interest

I place my feet on the immaculate marble floor beside the bed and walk to the balcony. I walk outside and take in the sweeping tropical views; the white caps break sleepily across the turquoise bay as palm leaves rustle in the breeze. I can hear the surf lap up the shore before retreating, over and over. There are a couple of joggers making their way along the thin path between the hotel room and the beach, two young athletic men, shirts off and sweating; thirsty work in this heat. one of them waves and they laugh to each other; I wave back aware that I am fully visible and wearing just the white lingerie set, suspender belt holding up a pair of immaculate sheer tights. Of course, from where they were the runners would not make out the silhouette of my cock, pressed up against the frills of my panties, nor would they imagine the cooling stainless steel throbbing as my buttocks clench, giving gentle waves of pleasure as the butt plug presses my insides. The exhibitionist in me finds excitement in the risk; I can't help but arch in pleasure. I sit on a cushion, pressing the plug further and writhing my buttocks in satisfaction.

So far I have shared a few tales from my first year at university, my first samplings of sexual adventure. University was a time of experimentation, tasting the fruits of physical pleasure. Initially I had limited myself to making love with other crossdressers and the occasional open-minded girlfriend however, I was yearning for male companionship. I had not had any luck so far and as my first year drew to a close I found myself disappointed. I left to go home for the summer with low expectations of meeting anybody back home and resolved myself to enjoy the British summer.

Peak District, Summer 2021.

For anybody who has not ventured to the great outdoors in the UK, you are missing out. The spectacular countryside does wonder to lift your spirits. The Peak District in Derbyshire is one such destination with a brutally exposed landscape allowing panoramic vistas of the open heathland.

I had a long summer ahead and an empty diary so when a spell of warm, sunny weather settled I booked a dorm room in the Peak District and set off early morning to arrive in time for a nice walk with a plan to settle into a quiet inn for a few drinks and get some rest away from it all.

The day came and the sun had broken the darkness in the sky, the temperature was stifling, sitting at around 25c at night and with no wind to take the edge of the heat. I turned off my alarm clock and jumped in the shower, turning the dial to cool the water, my white skin goosebumped under the fresh water and I lathered my crimson hair and body. I had been taking some hormone treatment to enlarge my breasts and I cupped them in my palms, they were small but had taken on an aesthetically pleasing perkiness, it had also made my nipples intensely sensitive to touch and even just lightly cupping them started off a wave of arousal. I continued to lather down my body working between my buttocks and down my legs.

I got out of the shower and quickly dressed in my hiking gear, a pair of breathable high-hemed shorts and a light sports top. I had additional layers in my backpack as well as all the necessary hydration and energy snacks and finally a bikini and towel; you never knew if there might be an opportunity for a dip with a view!

I started the car and made my way out of the sleepy village onto the motorway for the hundred-mile-or-so trip north. The road was quiet as I had set off before the mad morning rush. After a coffee break at one of the service stations I was off the motorway in no time and weaving along the scenic country roads, taking care to avoid the sleepy blackbirds and occasional pheasant puttering along the lanes; I was in no rush.

By 9 o clock I was parked up by the hostel and gangs of hikers were assembling for their day out in the car park. I killed the ignition and grabbed my bag, walking into reception. Check in was not until after midday so I registered and went back to the car to apply sun cream. I applied thick layers of strong suncream as my delicate skin was prone to burning, I smoothed the cream into my calves and thighs, working it up to smear the last parts against my buttocks, pressed tight into my shorts.

I pulled on my rucksack and set off on the preplanned route which wound up a lane directly from the hostel. After a mile or so I hooked left onto an unmade walking path and continued out further into nature, away from the civilization of the villages below. Thankfully the paths were quiet on this day and I had long stretches to myself, I could hear the bird song and the bubbling of a small brook someway off the path. I took a deep breath and took in the fresh country air, sighing in content, the sun was getting high in the sky and I could see blue sky from horizon to horizon.

After an hour or so, I reached my target destination, a small waterfall landmark with a plunge pool below. There was the odd group of hikers sat around who had arrived to the same point. I found a quiet spot overlooking the fall and took my water bottle and lunch from my bag, I took a slug of ice cold water from the thermal bottle, sighing in satisfaction and ate my sandwich. I was sweating quite heavily and it the temperature seemed to be still climbing. I was mulling over the idea of a swim, I was a little self conscious and was hoping to find the spot deserted as I did not want a load of strangers looking at my body but I resolved to do it, hell it was not often you found yourself in such an outstanding area of beauty!

I finished my lunch and found a rocky outcrop where I could hide behind to strip off and change into my bikini, I wish I had a more conservative swim suit but it was too late for that. I pulled off my clothes and put on the bikini quickly, scanning around to make sure nobody was looking. I cupped my cock in between my legs as best I could as I did not want to show to obviously. Taking my towel I made my way down to the waters edge. I sat daintily down and dipped my legs into the water, it was colder than I expected, as I shifted my ass off the warm rock and into the water below I let out a gasp as the icy hilltop water enveloped my body. I noticed people's eyes glance around at the sound and I pulled my head under the water before emerging and swimming a few laps of the pool. After a while my breathing regulated and it felt so pleasant to be floating in the water in such peaceful surroundings. I floated onto my back, my red hair fanned behind my head as I drifted lazily around in the water, I could feel eyes on me, I heard a disapproving wife scold her husband and playfully slap him for being  a pervert, clearly she had caught him staring. I had been self conscious but now I felt a sense of arousal, a personal confidence that people were clearly admiring my body, wanting it, perhaps thinking of it tonight when they were in their beds. I had to stop my thinking, ungracefully splashing over to my front and breast stroking to the waters edge and climbing myself out. I dried off as best I could and made my way back up to the outcrop to change, I could feel my bikini panties had wedged into my ass, exposing my pert little buttocks to the hikers behind, I skirted a finger along the hem to straighten them out.

Changed and refreshed after the plunge, I started to make my descent back down to the village below. There was still not a single cloud in the sky you could not wish for a more perfect day, I was in a blissful mood and not focused on anything except the present splendid surroundings I found myself in. My feet gently crunched on the gravel path as I plodded along, my mind empty and free.

I came back to the fork in the path as it joined the road on the final stretch down to the village, as I rounded the corner I jumped with a start as a person almost knocked into me, coming straight down the other path on the other side. As I regained composure I saw it was a guy, about my age, he had also jumped. We both laughed and he made a joke about how thankfully nobody had seen him scream.

"How was your walk, get anywhere nice?" he asked. I told him about the views and the waterfall I had found, he knew it and said how he had nearly taken the same route. When I told him about the swim he groaned, explaining his route was really hot and that the water sounded like a much better option.

We exchanged names, his name was Dan and he was athletic, loved his hiking and had travelled up down from the North East. We hit it off and indeed he was also a first year at university having just finished in Leeds. We shared stories and laughed along the final mile back down to the village. Like myself Dan was staying over, he explained how he had no plans for the rest of the afternoon except he planned to go to a pub, a really nice oldie worldy place with nice beer. This sounded perfect and so I agreed to join.

We got to the pub and went in to order a drink, but with the weather being so nice we decided to sit outside and take in the vista. Dan grabbed two beers and brought them out. The afternoon drifted along and we laughed and made merry, comfortable enough to jibe each other now and as a slight breeze picked up we made our way into a quiet corner seat inside the pub. The place was now packed with other drinkers, sharing tales of their day out on the hills. Dan was on pints and I had switched to halves, struggling to keep up. I was really starting to fancy him and hoped he would make a move, I only had a niggling worry about my little secret. I was sure he did not know. Dan had momentarily gone quiet, I could tell something was going through his mind and my stomach knotted in excitement, anticipation.

"Should we go for a stroll together, get some fresh air" Dan proffered, looking over, slightly nervously. My heart leapt, I so wanted to say yes. But I pulled myself back, I had to come clean.

"Dan, you know, this afternoon has been so great, I have had a blast. Yeah I want a walk, but I need to tell you something as I want to make sure you are okay with it". Dan looked puzzled. The pub was loud but I still wanted such sensitive details to be whispered, not spoken; I reached over to Dan's ear and gave him my truth.

I could see Dan's brain whirring for an answer, trying to comprehend, he had not known. My feelings slumped, I guess it did matter. Dan sat for a moment and glugged his beer. "You know, I have had a great time and this doesn't change anything, I still want to walk with you".

I will never forget the confidence Dan gave me that afternoon when his decision validated me and I felt so accepted. We walked out the pub and I playfully grazed his hand, he grabbed mine and we walked along the lane.

After a while we came to a series of barns, one of them was open fronted with bales of hay gathered inside. Dan beckoned my arm, pulling me towards the barn, I giggled and let him guide me. Once we were inside he pulled me to face him and put his hand to my cheek pulling my hair back behind my ear. He leant in and kissed my lips, our hot mouths embracing. His tongue entered, pressing my lower lip down and then flirting with my tongue. We embraced here for several minutes before pulling back breathlessly. Dan said how he had a room at an inn a few minutes down the road and offered me to come back with him. I recalled my dorm room bed which looked like it would remain empty, at least for a while longer. I agreed and we made our way down the rest of the road to Dan's accommodation.

It was quiet inn and you could hear the stairs creak as we went up the stairs to the small cluster of rooms above. Dan clicked the old, oversized key into the lock and opened the door. We went inside and immediately embraced, continuing our kissing from before. "Let's shower, it has been a hot day" said Dan. We undressed and made our way into the tight ensuite shower room. I left my cotton white knickers on as I did not want to expose myself so suddenly to Dan at this moment, I resolved to shower at least partially covered for now.

We got in the shower and the cleansing warm water rained down on our skin, washing the days grime and sun cream away. I could hardly see however the tight space meant our bodies were thrust against each other, Dan had pressed the wall mounted shower gel to get a handful and lathered it into my skin, I did the same for him. As I glanced down I saw my white knickers had gone see through, the pinkness of my little cock pressed upward against the fabric. Dan pressed his hand around my back, caressing the lather and working it into my fleshy buttocks, his palm skirted down and past my anus, making me gasp in pleasure. Dan was hard and his veiny cock was pressing against my upper thigh as he turned in the shower. He pulled my panties to the side, gently caressing my cock and smiling. We turned off the water and dried off, at least partially.

I went out and flopped onto the crisp white linen of the bed, Dan followed beside me and we made out, pressing our tongues against each other, open mouthed now and moaning.

I motioned Dan to stand, his cock now pronounced at head height, glistening at the top. I held his gaze as I moved forward, licking from the base of his shaft upward to the tip. The precum left a delicate string between my lips and his cock as I pulled away, I then opened and took him in my mouth, shallow at first, massaging him with my tongue. He was wide at the head, narrowing slightly towards the base. I worked my mouth down taking more of him inside until I gagged, I pulled back, my eyes watering but loving every moment. I had wanted this for so long. I worked back along his shaft, taking the whole lot in my mouth, I placed Dan's hand on the back of my head, reassuring me I could take it and let him rock, fucking my mouth with his cock. The wetness was coating my chin, dripping to my breasts below.

Dan pushed me back on the bed, pressing my breasts with his hand, they responded, giving waves of pain and pleasure at the same time as he kneaded my fleshy small mounds. He moved his mouth down to where my cock lay, pulsing occasionally as I clenched in pleasure but not fully erect; I had found myself less erect nowadays since my treatment despite still being ragingly horny. As Dan took my glans in his mouth, licking up and down as if kissing a girl down there, the direct stimulation caused me to rise, my cock growing into his mouth, he groaned with pleasure and moved up and down, he moved a finger down and started to work it against my butthole, using the wetness from the front to gain purchase and open me up slightly.

Dan lay on the bed and I mounted him upside down, pressing my cock into his face, I could feel my balls drape across his nose, marking him with my scent, making him mine. I took his cock in my mouth and worked up and down for a while. We lay there positioned in 69 and lost in mutual ecstasy, the reciprocal giving and taking of pleasure, my fleshy cheeks pulled taut by his hands and my hole glistening, ready and willing.

I moved off and turned around, pressing my hands into Dan's chest as I lowered myself, gyrating my buttocks up and down across his shaft, I sat upright taking his cock and holding it against my own, casing each of our shafts in wet so they were slipping against each other. I held his shaft firm and pressed his bulbous head against myself, I could feel the resistance, the delicious but futile attempts my body made to thwart entry but he was too strong and he slipped in. The entire head breached past in one painful motion causing me to gasp with delight. I now lay motionless briefly, I then pulled back; working his helmet against my hole until my body yielded. His helmet was wide and it caught against me, stretching me each time he passed causing me to sigh out loud. It got easier as I tired and eventually he could pass further, stretching my tight canal and opening me up. I took him deep now, feeling him press against further resistance spots inside but forcing them open with his manly strength. Now I was at his base, I could feel his head pressed against some inner part of me as I worked back and forth, my cock was flopping against his tight, washboard belly leaving glistening trails of precum as he milked my insides.

Dan moved me off, positioning me in doggy position on the edge of the bed. My hands were underneath me beneath my stomach and he pinned my wrists gently with one hand while he pressed against my hole, I looked over my shoulder and caught sight of us in a mirror on the dressing table, I could see my hole gaped open as Dan plunged himself inside, he moved fully in and out, each time my canal collapsing and making involuntary contractions as he then filled her up again creating waves of pleasure. I was so close to climax as each entry, his wide head would press my spot into submission, milking my cock further onto the bed. Dan had now clasped my buttocks painfully as he thrust as deep as he could, guttural sounds emanating as he pressed me down now prone, onto the bed, collapsing on top of me. I was in total submission. He pressed a hand on my cheek, turning me and probing my mouth, not out of love now but out of want; he was using me, thrusting his tongue into my mouth. He moved a hand to my breast, pinching my sensitive nipple, his other hand was against my supine cock fingering the glans while he bred me from behind. Dan's thrusts became aggressive and sporadic as I felt warm spurts hit my inner cavities, coating me in his cum. This sent me over the edge and I spasmed, filling his hand with my mess as I wriggled my cock against his fingers. My hole clenched upon him, pulling tight as he left me causing a final exhale from down there, I looked in the mirror and saw his juice escaping from my rectum and snaking down my balls, meeting my own juice that had been smeared there, spontaneously, I coated my hand in it all and licked it, kissing Dan so we were covered in the salty seed we had created.

I slept there that night. We woke early in the morning and made love again before going on a walk together. That night we stayed an extra night and fucked for hours before parting ways. We stayed in contact but I never saw Dan again. He is a cherished memory, one I recall from time to time when I am lonely and it makes me feel warm.

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