Weekend Wonders Pt. 01

Weekend Wonders Pt. 01

One night after work, several colleagues invited me to a new German beer house on Flinders Lane in Melbourne. The weather was awful; cold, windy and raining hard. It was the last winter until the Millennium, and it dragged. We worked in the back office of a large international bank, settling equity and derivative transactions, and had known each other for several years, and got on well.

Despite the foul weather, our spirits were high. There were maybe ten of us, split equally, and represented the closest of our respective teams. Sylvana was a feisty first-generation Australian of Italian parents. She was short, very short, not even 5 feet tall. However, she had smoky southern Mediterranean looks, a classic hourglass figure, blonde hair, big tits and a peach of an arse. She always wore short skirts at work, not provocatively, but they did show off her shapely legs. They looked even better with stockings.

Anyway, the German beer got the better of me, and I asked Sylvana whether she'd like to go on a date. I knew she was single since a few weeks earlier we were at another venue after work, and I overheard her talking to a female colleague that her ex had been pestering her.

To my utter disbelief, Sylvana said she would love to go on a date with me. We slept together a couple of weeks later. Being five years older than me, I found her bedroom demeanour quite dominant and was happy to take direction, being somewhat intimidated by her confidence for someone of short stature.

Early on in our sexual discovery, Sylvana disclosed, over a beer, that she was a fan of anal sex. I nearly fainted but somehow remained steady. These were words to my ears, but I was careful to retain a poker face.

Shortly after, we dashed across the road and disappeared into the office toilets. Sitting on the toilet lid, I tried fucking Sylvana anally in the reverse cowgirl position, but she rejected it. Doggy next and no problem. When I was about to climax, she demanded I come in her mouth like all previous non-anal times.

As the weeks progressed, we settled into a friends-with-benefits arrangement. We occasionally dated, she came over on the weekends but never stayed the night, and during the week, we spent our lunch hours across the road from the office drinking beers and fucking in the disabled toilet. In fact, the latter activity formed the bulk of our sexual relations. Sylvana appeared to get off getting fucked in public, and I also grew to enjoy its riskiness.

Over the course of six months, this was our routine, and it became a little stale. I yearned for more variety and excitement, different positions and longer sessions with some kink thrown in for good measure.

"Then why don't we go away for the weekend?" Sylvana suggested after I laid out grievances, "Just us and anything you can dream up."

"I hope you will have some ideas too?"

"Maybe one or two," She replied coyly.

"I've a lot of ideas," I chuckled, "You might not like them all."

"There's only one way to find out."

Over the next week, I looked at various weekend opportunities and alternatives and decided on the Mornington Peninsula, which was a short drive from my place, and promised to maximise our time together.

There was a toss-up between the two venues. The one I picked was more than I could afford, but it promised an environment to maximise the erotic encounter. The guesthouse was perched on a hill with views over the valley to the northwest and sea views to the southeast. The ensuite room sported a large walk-in shower, a bath, and other luxury appointments.

Sylvana was pleased, and we made plans to maximise our weekend away by taking an annual leave day on Friday. To my utter surprise, she asked if she could stay over on Thursday evening. We left Melbourne at 9 AM and drove leisurely to the Mornington Peninsula, frequently stopping for coffee and snacks.

Late Spring had finally warmed the landscape. High clouds scudded across the sky, and the sun shone on our weekend getaway. We both felt uplifted by the weather and relaxed in each other's company.

We found our accommodation and checked in. While the room was not yet available, we left our bags and returned to the car. We then toured the area, visiting beaches, pubs, vineyards, and other tourist attractions. We thoroughly enjoyed ourselves, and we exchanged much mutual affection.

In the afternoon, I parked the car at the Flinders Hotel for dinner. The sun sank in the west, bathing the town in yellow and orange hues. The boom from Bass Strait was unmistakable, and the low profile of Phillip Island could be seen over the eastern horizon. The sky now was clear, and the sea air wafted across our nostrils.

After dinner, we drove back to the guesthouse and were bowled over by the luxury and opulence of the room I booked. The single room with an ensuite was bright and spacious. The king bed was beautifully turned down, and there was a gift basket including a bottle of red wine in the kitchenette. There was a private, small deck off the lounge with two chairs and a small table with views down the valley.

"Oh, I love this," Sylvana gushed, "Thank you for choosing this place."

"You are more than welcome."

As we brought our bags in, I uncorked the wine and poured Sylvana a glass, and sat on the deck, enjoying the final light of the day and listening to the sound of a light breeze rustling spring leaves.

We finished the bottle just as the temperature cooled enough to make us shiver, so we moved back into our room. Sylvana decided to take a shower and brought a small bag into the bathroom. She spent almost an hour in there.

Lying on the bed in my boxer shorts, I switched on the TV and caught the second half of an AFL game while drinking a second bottle of wine that we brought with us, patiently waiting for my paramour to return. My dick was itching for action, and my hand unconsciously squeezed the shaft.

Finally, Sylvana emerged from the bathroom dressed in a black silk robe, tied at the waist by a red bow, dolled up to the nines with dark eyeshadow, cherry-ripe lipstick and a dusting of foundation that perfectly complimented her flaming ginger hair. Her eyelashes fluttered, and earrings sparkled in the light. As she stood by the bathroom door, I noticed the red high heels, which increased her height by several inches, and that her legs were encased in sheer black stockings. On her arms were black silk gloves to the elbow.

What was underneath that robe impressed me and was beyond my wildest imagination. Sylvana pulled off the stripped-down and high-end looks with effortless skill, but this was next-level classiness.

Maybe this was one of her ideas?

"Do you like this look?"

"You scrub up well," I joked, before adding, "Seriously, girl, you are smoking hot!"

"And I like what I'm seeing," She teased, before bending slightly and blowing me a kiss.

Sylvana slowly approached the bed, and, at the side, she twirled, before untying the red bow and discarding the gown.

"Holy fuck!" I exclaimed as the site before me.

Instead of boring work clothes, that I simply pulled down and located the wet spot, Sylvana wore the most amazing combination of lingerie I have ever seen.

Wearing the black gloves, black girdle and stockings; these were offset by matching sheer bra and G-string together with the red high heels. My cock hardened several degrees more than usual. Sylvana, please by my positive reaction, squeezed her tits, swayed her hips and snaked a hand down to her pussy.

Spinning around, the string that bisected her arse crack revealed a shiny object protruding from her favourite fuck hole.

"What is that?" I asked after reaching over and gently tugging on the base of what Sylvana humorously called a butt plug.

"First time wearing it," She chuckled, "For your viewing pleasure."

As I applied pressure, Sylvana bent down and arched her back and pushed her butt cheeks towards my face. She indicated that I was to play with the toy by pulling it out to it maximum circumference and release it.

"Oh, fuck yeah!" Sylvana sighed, "I love that. Makes me so wet."

When I eventually withdrew the toy from her butt, I spread Sylvana's cheeks and shamelessly rimmed her greasy bung with unrestrained enthusiasm. Even when she came, I kept at it, even deepthroating the butt plug. The taste of both was sublime.

"No more," Sylvana begged, "My kitty needs attention."

She stood up and eased the red panties down her slender legs, before plonking herself unceremoniously on the bed next to me as I repositioned so that I could access her swollen cunt. I loved that Sylvana maintained a small tuft of ginger hair just above her unpierced clit.

When eating Sylvana, she insisted that I dab a few drops of wine or beer on her pussy for the stinging reaction. This stimulation helped her orgasm. That hot box was steaming with musk and dripping with juice. Lying on her back with her legs pulled back as far as Sylvana could, the vista was so inviting. There was even a small gape from the back door.

I licked, lapped and sucked at Sylvana's pussy, taking a lot more time with my technique as we were not on a lunch break but had all weekend. She came hard at the moment my jaw started aching, but it was worth it to draw out such a strong climax.

And that was the only cunt action of the night. From this point on, it was the butt and nothing but. And that pleased me.

"You want me to suck you for a bit," Sylvana teased, "Or straight to the A?"

"I think you know the answer to that," I laughed.

Sylvana rolled her eyes in mock annoyance. Nevertheless, she rolled over and retrieved a small bag from the suitcase. Inside, she pulled out a small hand towel and a bottle of lubricant. My cock received a generous covering and for several minutes, Sylvana gave me a wonderful hand job as she massaged the greased into my pole.

Next, Sylvana got onto her hands and knees and presented her tush for me. I was expressly invited to lube her winking pucker. This was an exciting new development. Ordinarily, anal was spit and dick in cramped public bathroom!

Intending to take my time, I squeezed a large amount of good into the brown valley and smeared it all over her cheeks and crack. Next, I circled my index finger over the O-ring and my ring finger across her pussy lips, already leaking badly. Sylvana was purring quietly, her head resting on the pillow, eyes screwed tightly closed.

I applied the lightest pressure and was surprised when Sylvana's greedy rosette swallowed my digit up to the middle knuckle. For what seemed like an age, I finger fucked Sylvana's arsehole and cunt, really working that grease inside for what I intended to be a monster anal session. By the end, she was pushing her anus on my finger and gently tickling her clit

"I need your cock!" Sylvana finally said, softly but with a hint of urgency.

Pressing the glistening head of my cock against the pucker, I invited Sylvana to push back. With ease I was balls deep in no time.

"How does that feel?"

"The best it's ever felt!"

Admittedly, anal penetration was smooth and effortless. The lubrication had done its job and had not sacrificed any of Sylvana's legendary tightness. There was no need for Sylvana to adjust to the intrusion, she was fucking back immediately, slowly at first but with increasing vigour.

"We should use this all the time," I suggested, referring to our 'spit and dick' lunchtime sessions.

Sylvana never answered. Instead, she was grunting into the pillow while slamming her dirty hole onto my cock. Tonight though, was not going to be exclusively doggy anal as we were used to.

"Turn over," I ordered.

I grabbed Sylvana's hips and pushed her legs back and slid my cock back into her relaxed shitter and pumped it hard. Our eyes were locked as my weight pressed against her tiny body. Our respective looks displayed surprise at how good this new anal position was.

It was the same when we switched to cowgirl. Sylvana rode my cock hard, leaning in for passionate kisses, before leaning back to a series of small climaxes. By now, her face had blushed but her flaming hair bounced with the same vigour as her 'de-specialised' tits slapped together.

After a much-needed break, we resume our experimental, multi position anal session. I intended to make use of the full-length mirror on the wardrobe. Inserting my cock into Sylvana's gaping dirt box, I grabbed her thighs underneath the knees and pulled her up against my chest into a sort-of reverse cowgirl position while she threw her arms around me for support.

Turning around, I showed us in the mirror and began moving Sylvana's tiny body up and down my greasy cock.

"Oh, my god!" Sylvana shrieked in pure astonishment, "I can see you fucking my arse."

Looking over her shoulder into the mirror, the visual was indeed erotic!

Because she was so short and light, I was able to sustain this reverse cowgirl position for an extended period, mesmerised by the optics.

"Fucking hell," I panted, "I never thought I'd star in my own porno!"

"So hot!"

Sylvana released her grip and began rubbing her clit to several minor climaxes, equally turned on by the reflection. I was naked and sweating, she was dressed in the most erotic lingerie with those red high heels, her delicate feet.

"Oh, man," I panted, "I really need to come!"

"In my mouth!"

"Not this time," I hissed.

Turning away from the mirror, I gently placed Sylvana back on the bed, smoothly transitioning back to the doggy position. She instantly divined my intention and leaned into it by spreading her tiny butt cheeks.

Several strokes later, I unleashed a monster load, growling and screaming in equal measure. My spasming cock slammed balls deep inside Sylvana's dirty bung.

"Oh, oh, oh!" She squealed, "I can feel it!"

This admission was made because before tonight, my climax had always been in her mouth. Once, I came on her tits and was admonished for it. Sylvana was a confessed cumguzzler!

My body went limp and pressed against her, almost crushing her under my weight. Sylvana protested, and I recovered my senses. As my cock deflated, I pulled out with a satisfying pop. Her pucker instantly snapped shut. No gape for me.

"That was fucking amazing!" I panted, standing by the side of the bed and wiped my dripping brow.

"Next time, I want it in my mouth," Sylvana growled.

"Hm, I can feed you this load," I suggested, expecting an instant rejection.

Sylvana rolled over, cheeks flushed and chest pumping.

"I don't think so!"

The dismissal was not surprising, but not without precedent. One time in Melbourne, during one of our lunchtime trysts, I pulled out for the facial, but my cock was 'soiled'. I prepared to wipe it clean; Sylvana, however, too turned on to either notice or care, took my meat down her throat, finished me off and cleaned me up without batting an eyelid. The 'incident' was never discussed.

"Next time, then," I said, "Come with me."

Sylvana gripped my hand and followed me to the expansive bathroom. Inside, she removed her lingerie. Once she was naked, she sat on the toilet and shamelessly pissed in front of me, legs spread, with a look that dared me to do the same.

I needed to go as well. Standing next to my dirty lover, I let rip a stream across Sylvana's breasts and stomach, and our two streams converged in the bowl. She looked up at me with a huge grin, her eyes slightly glazed.

"Pisci in bocca," She squeaked.

Not speaking Italian, I initially had no idea what she said, but actions speak louder than words. With her mouth open and tongue extended, I understood but could hardly believe my luck. Perhaps this overdue weekend holiday was breathing new life into our relationship.

Directing my stream upwards, it splashed on her tongue and filled her smiling mouth. Sylvana did not swallow anything; she let it pool before spilling it on her chest. The smile said it all.

Once finished, we showered together, had a final glass of wine and hit the bed, exhausted.

"Was my lingerie selection to your liking?" Sylvana asked.

"Never seen anything like it."

"Took me ages to select the right combo."

"Was that one of your ideas?" I asked as we lay in bed, cuddling, almost on the point of sleep.

"Yes, it was one!" Sylvana giggled, "I have others."

"Oh, yes?"

"There's a second bag of surprises," She said in the darkness, "Where that butt plug came from."

"You brought more toys?"

"A lot more," Sylvana confirmed, "But that's tomorrow's fun."

I wondered if Sylvana could see my Cheshire grin in the darkness or feel my pulse quicken? Luckily for her, I was utterly drained by that monster session and desperately needed sleep. Hearing the contented breaths on my chest confirmed that Sylvana had fallen asleep. My turn was next, and let tomorrow bring what it will.