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With some trepidation, Jason opened his sister's bedroom door, and we crossed the threshold. My first impression came from the soft scents of candles and perfume. The rest of the room consisted of typical female trappings of someone in their early twenties, an extensive makeup collection, posters and art, and subtle colours.
My nerves were taut, and James looked visibly uncomfortable. We rifled through Hannah's wardrobe and drawers, looked under the bed, but found nothing, not even any sex toys. Her MacBook was the last option, but it was password protected as expected.
Disappointed that we were unable to locate anything incriminating or any dirt on James, we decided to leave. Before exiting, the laundry bin revealed a treasure trove of used panties. I subtly sniffed the crotch of one pair that was heavy with discharge. My cock hardened inside my pants.
"You're such a pervert," James chuckled as he grabbed me by the bulge and pulled me out of the room.
"Do you have any recent photos of your sister?" I asked James when he went back to the guest room, "I could check out her socials incognito."
James airdropped me several pics, and I had to admit that Hannah was very attractive. Like James, she was a tall, well-constructed blonde with a shapely, sun-kissed body and piercing blue eyes. The pics showed a sporty young lady who could sink cold beer easily. Browsing those photos awakened my preference for the fairer sex, which I hid from James, but in any case, I doubt I would get a crack at her.
"Yes, I believe she is single," James chirped, "Never heard her talking about anyone."
There was a lingering scent of Hannah's panties on my nostrils, and I started becoming aroused again, mentally connecting the scent to her pretty face smiling at me on the phone screen.
"I don't think you'll find anything on her Facebook or Instagram," James continued, "As we are all connected."
"Of course," I replied, "She may have other socials, like dating apps, etc."
"Well, good luck!" James chuckled.
"I may find nothing," I said, putting the phone in my pocket, "But the goal is to see what she has on you, and by extension, me."
"You reckon she knows about us?"
"Seems to be the most obvious," I answered, "Unless you're doing other things I'm not privy to?"
James shot me a stern look that did not need any words. I apologised and said I was thinking the whole thing through with the information we had to hand, and Hannah was certainly enigmatic but slightly menacing.
"You reckon she's looked at your phone?"
"She'd need my PIN," James said.
"Unless you left it unlocked and unattended," I opined, "Even for a couple of seconds."
James thought for a moment before saying that he could not definitively rule it out. He showed me his text feed, and yep, I was at the top. There were explicit messages exchanged between us and some spicy photos which would leave a third party in no doubt what our relationship was all about. His other socials gave nothing away about his sexuality or preferences.
"Then I don't know," I shrugged, "You fancy grabbing a beer?"
"Yeah, I wouldn't mind actually," James said, after a brief hug.
We exited his parents' house and walked the short distance to a pub that had seen better days, but it was discreet and had a beer garden. There were a few patrons aside from the obligatory punters.
"I wouldn't worry too much," I reassured a clearly rattled James, "She may be messing with you."
"She's never said anything before."
"We've got nothing to go on," I reminded him, "Other than some cryptic messages."
I further questioned why James should be worried about being outed as gay. James replied by saying he was not ready to "come out" and that eyebrows would certainly be raised that he was dating an older man. Besides, he grinned, James enjoyed the thrill of this secret life, a notion I certainly shared as well, since no one knew about my bisexual preferences.
"We'll get to the bottom of this mystery," I grinned.
"An intentional double entendre?" James chuckled and raised a questioning eyebrow.
I had not intended it that way, but smiled at my faux pas.
"Speaking of which, how is your bottom?" I asked, "It took some punishment earlier."
"Felt great at the time," James grinned, "But there'll be a price to pay tomorrow."
"And for a few days after."
"No doubt."
"Did you like it?"
My cock began hardening again at the sight of James' young bottom taking my entire hand inside it. He wanted to experiment, and that was quite an achievement. The way he rode me afterwards had me coming in record time.
"It was the most erotic thing I've ever done."
"You hard?" James asked mischievously.
"Getting there," I smiled, "Why, what do you have in mind?"
"I want to blow you."
"At yours?" I asked, looking at my watch, "I think we've left that too late."
"We'll find a place," James grinned.
"It's the middle of the afternoon," I laughed, "There's no place I saw on the way down here."
Within the space of an easy ten-minute walk from James' place to the pub, we passed through a gentrified residential suburb with sky high property prices to a densely commercial, bordering on light industrial, area that was right above the flight path from the nearby airport to a rail hub where two suburban lines converged.
Yes, it was the weekend, all the businesses were closed, and there was little foot or vehicular traffic about, yet it was a risky proposition to engage publicly, particularly with the proliferation of CCTV. Despite my concern, I was fucking horny again was pined for James' mouth around my pulsating cock.
After finishing our drinks, we went searching for s suitably discreet location. After investigating and rejecting several possibilities, James spotted a gap in a chain link fence that overlooked a stormwater creek that bisected a railway bridge.
The grassy bank down to the concrete water course was treacherous, but we made it down safely. There was surprisingly little graffiti on the walls of the bridge, considering its isolated location. The water course curved in both directions, and each bank was covered with overgrown weeds as the storm water trickled by. The risk of getting caught in such a location was not high, despite the time of day.
Comfortable, James quickly got to work, kissing me with his usual passion and squeezing my bulge.
"You want me to suck your cock?" He panted into my ear.
His breath and the intensity of his rhetorical question caused my knees to almost buckle.
"Fucking do it, mate," I whispered, unable to find my voice.
Without wasting a second, James dropped to his knees and expertly undid my belt and jeans, shuffling the latter part way down my thighs. Next, his mouth sucked and licked the outside of my briefs, sucking the precum from my leaking slit through the funky fabric.
"Don't tease me," I begged repeatedly, desperate to feel my cock in his mouth, and get off.
James, slowly and excruciatingly, pulled down my briefs, eventually freeing my quivering arrow.
"Look at that," James said in wonderment.
I glanced at my cock to see it leaking profusely. The thick power vein spasming, feeding my exploding hard on.
"That's what you do to me!" I replied in a barely audible and cracking voice with my legs beginning to tremble with anticipation.
"I think there's a sprinkle of additional stimulation here," James chuckled, wrapping his firm hand around my throbbing shaft, "My sister's panties perhaps?"
"Maybe," I conceded.
"Don't worry," James smiled up at me from his submissive position, "I often jerk off while smelling their panties."
"Lucky you!" I sighed, "Now suck!"
I roughly grabbed James' ratty blonde hair and forced his mouth on my cock. As soon as his lips sealed, I released a vocal moan that was thankfully drowned out by the sudden roar of a suburban train crossing the bridge above us.
Using a combination of mouth, throat, hand and tongue, James expertly worked my cock to a fever pitch, constantly edging me closer to an orgasm before pulling back which simultaneously prolong the pleasure but built up the frustration of denial. Eventually, the latter grew more urgent than the former.
James had played me like a fiddle who knew exactly what the tune was. His last words before I blew my stack were to imagine his elder sister naked, legs spread and inviting you in. With that thought firmly implanted in my mind, he drove his mouth hard on my dripping pole, enabling my head to pound against the back of his throat.
He knew I was coming, and when my balls erupted, his lips were slammed hard against my pubic bone, and he somehow managed to stick his tongue out, which tickled my withering sack.
My orgasm was enormous, considering it was not my first of the day. I felt my meat react violently in the hermetically sealed confined of James' slutty mouth. There was even a sensation of his throat contracting and expanding as he swallowed my hot, sticky seed.
I thought I was going to collapse with an overdose of stimulation, but James pinned my mid-thighs against the concrete wall of the bridge to prevent me from crumpling to the ground.
After the shock of the primary orgasm subsided, James lovingly suckled on my deflating shaft, which led to pleasing secondary jolts of pleasure.
"Wow, my friend," James grinned, "You came a lot!"
I wiped my brow of sweat and slumped against the wall, unable to gather enough coherent thoughts to speak sensibly.
James arose and extended a hand to my shoulder to steady my trembling frame. He laughed at the shell-shocked look on my face.
"Fuck me," I exclaimed, "That was so strong!"
"Yeah," James chuckled, "Your balls were going bananas."
I pulled up my jeans with my head in the clouds and unable to think coherently. I could see James cock making an impression against his pants.
"You want me to return the favour?"
"Yes, please!" James replied, unbuttoning his jeans, "I want you to do that special trick."
"You're not too sore for that?"
"I'm going to be sore anyway," James smiled, "Might as well do a bit more."
I stood behind James, spat on my hand and reached around to grab his hardening cock. With my other hand, I slid my bony fingers between the cleft of his arse, seeking out his pucker. James tilted his head back against my shoulder with his hands stroking my arms.
"You ready?" I whispered into his shell-like ear.
"Uh, huh!"
I began stroking his shaft slowly at first while circling a finger against his bung, waiting for the muscle to show signs of relaxing before easing the digit inside.
"Oh, yeah!" James signed repeatedly, his chest rapidly expanding with the pleasure, "Do it faster."
As soon as I increased the pace, I felt James push behind me, and my finger popped inside his funky hole.
"Fuck!" He exclaimed.
I wiggled my finger around James' O-ring while continuing to pump him at a moderate pace, not wanting his to blow too early.
"It's time," He panted.
He bent over, placing two hands against the concrete bridge pillar. I dropped to my knees, his shitter inches from my face. I coughed up a generous amount of saliva and spat it between James' cheeks before gently inserting two fingers up to the knuckles.
"Oh, yeah!" He drawled as I reached for his special spot, "Bring it home."
I synchronised the movements of both hands and increased the tempo. James was taking short breaths in rapid succession, encouraging me on. From my vantage point, I could see his scrotum tighten and knew that James was close.
"Fuck!" He hissed, and his youthful body tensed.
James took in a massive breath and held it for what seemed like an age before releasing it in an explosion of rage and pleasure. Simultaneously, his cock coughed and spat wads of boiling cum onto the wall, ground and over my hand. James writhed and shook as his orgasm overwhelmed him.
As he floated back to reality, James eased my fingers from his well-worn bung, enabling me to lap at the twitching muscle to soothe its soreness.
"Shit, you know how to hit my sweet spot every time," James panted as he took my hand and licked up some stray jizz bolts.
Once he eased his jeans back into position, we hugged, exhausted and fully serviced. After climbing the embankment with some difficulty and getting streetside again, we said our goodbyes and departed in opposite directions.
My journey home took me past the Golden Barley, a pub of great reputation in Sydney's inner west. Grabbing a pint, I took a seat by the window and watched the world go by, deep in thought.
The relationship between James and me was chock-full of filthy experimentation, but was based on a genuine connection and maybe even feelings, but neither of us dwelt too much on that part. Racing around and having a combination of public and private sexual experiences was thrilling enough. Anything else was noise.
Oddly, the image of Hannah drifted into my mind. I retrieved my phone and scrolled to the photo from James. She was a true beauty, and I began fantasising about her potential sexual talents. Did she like anal, like her brother? Is she a swallower or a spitter, like her brother? Fucking them both together? Mmm, my filthy mind was working overtime and my cock spasmed repeatedly.
My fantasising came to an end when James started up a conversation about mundane subjects, but I was happy to chat while downing several pints before heading home for the night.
Waking up in the morning, I turned my phone on and scrolled through my alerts. When I came to WhatsApp, there was a message from an Australian number that I did not recognise.
Clicking on it, my blood froze. "Hi Jason, Hannah here, James' sister. We should chat!!!"
My thumb trembled as it hovered over the text box.
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