Isabel & Hamish

by Mandurah

©Copyright 2023 by Mandurah

Chapter 1

"Hamish, do you know what this coming Saturday is?"

Hamish looked at me blankly, then said, "I know, it's the thirteenth of March."

"And."

"And what? It's not your birthday, nor mine, and it's not Easter. You got me. Would you care to enlighten me?"

"Men. Why are you so hopeless at remembering dates?" I said despairingly.

"Why don't you make it easy for me and tell me?"

My name is Isabel, but Hamish has always called me Izzy. "It's our anniversary this Saturday together for twelve months. Come on, get with it."

"Oh, is that all? I thought It was something important."

"Sod you, you insensitive arse."

I punched him on the shoulder and Hamish feigned injury.

"Ow, ow, kiss me better. I was only messing with you."

"Hamish, you shit. I thought you didn't know."

"The restaurant is already booked, my darling. A good meal, cocktails, and onto a club afterwards, we'll have a perfect night out."

"Please, tell me where we are going," I pleaded hopelessly.

"Sorry, no. You'll have to wait until Saturday."

Although we are both twenty and about to celebrate one year as a couple, we didn't live together. Hamish has suggested many times we should buy a place and move in, but my parents would go spare if I moved in with my boyfriend.

I had a week to decide what to wear, and I thought. I would buy a new dress and sandals for our night out. After looking through several women's fashion stores, I chose a backless white chiffon ruffled dress finishing upper thigh with a U-neck and spaghetti straps. I know he will love me wearing this figure-hugging number. Plus, the high-heeled sandals that were. Peep toe, ankle strap platform sandals in silver. They matched my dress perfectly.

Once Saturday arrived, I looked forward to where Hamish was taking me. The love of my life wanted to surprise me and hadn't, sorry, wouldn't tell me where we were going.

Well, is he in for a pleasant surprise later tonight when he gets into my panties and finds I've trimmed my bush into the shape of the Bermuda Triangle? He loves to run his fingers through my pubes. After shaving, I inspected myself closely in the mirror, turning one way and the other. A little more off the top, and I was happy.

He goes off like a firecracker when I'm wearing silk panties. And that's what I wore. A new pair of skin-coloured satin tanga panties that had a sexy feel and look to them. He gets so excited, and so do I, when he rubs his fingers over my pussy. Mmm, I get so wet.

Pubic hair trimmed, panties on with a spray of perfume to my crotch, then I shimmied into my dress, put my sandals on, and ran my hands over my boobs and hips as I admired myself in the mirror, and thought, I'll blow Hamish's socks off. Yes, I looked good. Then I applied a couple of sprays of perfume to my neck, and I was ready to rock and roll.

I looked at my watch just as he arrived at seven. I greeted him warmly at the door, leaning in for a quick kiss, and after breaking the kiss, Hamish said, "Wow, Izzy, you look super hot tonight." Hamish continued looking me up and down lasciviously.

"Where are you taking me tonight, handsome? Somewhere nice? Somewhere sexy? And will we end up at our favourite spot later?"

Hamish kissed me again and pulled me against him. I could feel his hardness already. "Down, boy. Save it for later."

We walked to his car, and he pushed me against it as he leaned his body into mine, his hands on my arse rubbing my bum cheeks, or maybe he was checking out what panties I wore. The smooch was very enjoyable, and like with all guys, his cock was hard in no time.

"Come on, tiger, let's go, or do you want to visit one of those hotels in Perth where you can rent a room for a limited time during the day?"

"Is that what you would like? You want to visit a cheap hotel and act like you're a whore?"

"Hey, gutter mouth, I never said I was a whore. No, I'm teasing you for later. I'm a sure thing tonight. But would you like me to be a whore for you next weekend and rent a room during the day?"

"You blow me away. Yeah, it would be awesome to see you dressed as a tart with me as your customer."

"Really? You wanna do it then?"

"Sure, why not."

Oh, me and my big mouth. What have I let myself in for? "Great, let's do it," I said despairingly before continuing on a brighter note, "Where are we going tonight?"

"We've been to the restaurant before. It's one of your favourites."

"Oh, fantastic. You're taking me to Jessica's at the Hyatt. Aren't you? I love that place."

Hamish drove into town and kept looking at my legs, and every time he looked, I raised my dress a little higher, revealing more of my thigh.

"Isabel, stop teasing me, or I'll have to pull over and spank you."

I let out a giggle. Hamish has never spanked me and unlikely ever will. "No, you won't. Once you see my satin panties, you wouldn't be able to resist rubbing my pussy through them." I raised my dress to reveal my crotch.

"Oh, fuck, you know I can't resist you wearing satin panties. My cock's bursting to get out, and I'm not going to make it through the night. But I don't think you're right about me spanking you. I would love to spank your arse covered in satin panties."

"No way, sexy. If you spanked me, I'd cut you off.

"Pull into the underground car park, and I'll give you the night’s first surprise."

The look on his face was priceless. He looked like a little kid in a candy store, not knowing where to go first. His head quickly looked at the road and then back at me. “What... what are you gonna do?"

We parked underground, and I quickly undid his trousers and pulled out his semi-hard cock. "Mmmm, what should I do with this?" I teased.

I grabbed the base of his shaft and began to jerk him as my tongue ran around his glans, licking the precum from his pee hole. He was hard in no time. After taking his cock into my mouth, Hamish quickly put his hands on my head, pushing me further down his shaft, his cock touching the back of my throat. I struggled to breathe as my gag reflex kicked in. I pulled back and took a quick breath before Hamish again pushed my head down as saliva ran from my mouth, covering his balls.

I grabbed his nut sack and squeezed. Hamish groaned loudly before I pulled back, removing his cock from my mouth and licking at the heart of his tool. He threw his head back and groaned again while arching his back, his body straining, as I ran my tongue and finger on the underside of his cock.

After licking his shaft, I took him back into my mouth. I sucked and jerked his knob as drool ran from my mouth, covering my hand and his balls. I rubbed and squeezed his nuts again. Hamish held my head as he bucked his hips and shot his hot sticky cum into my mouth, one rope, then another and yet again until he stopped spasming.

With a mouth full of cum I quickly kissed him and shared his seed, pushing it into his mouth. We kissed frantically, and my pussy was wet. I wanted a release. I needed a release. Hamish put his hand under my dress and rubbed my soppy wet panties, and we both groaned as he played with my pussy.

Hamish stopped as quickly as he started. "Izzy, a security guard is coming our way. Quick, I need to pull my pants up, and you need to lower your dress."

The guard was close and looked hard in our direction before he shouted, "Hey, you two. Get a room, and stop fooling around."

What a frustrating start to the night, with almost being caught by the security guard, and now I have wet panties and an overwhelming urge to climax. Talk about frustration. I wanted to cum.

I held on tight to Hamish's arm as we walked towards the restaurant. He had got his rocks off, but not me. I wanted to fool around, but there were so many people around I had to control myself, leaving me frustrated.

I love Jessica's Seafood restaurant. I had a grasshopper cocktail as a pre-dinner drink, smoked salmon for an entree, another grasshopper cocktail, and crayfish mornay for the main. Hamish had a prawn cocktail for the entree and grilled fish of the day, which was washed down with Stella Artois beer.

After our entree, I leaned over to him and whispered in his ear, "I'm wet and turned on. I need to cum can you please help me?"

"We can't do it here. We almost got caught in the car park. What do you want me to do?"

"You could follow me to the ladies and fix me, making me cum in a cubicle."

"No, sorry. I'm so worried that we'll get caught. Can't you cross your legs, go for a walk or something until your urge goes away?"

"You're no fun. Pleeease let's go to the dunny."

"No. I'll take care of you later."

I went to the ladies and masturbated, much to Hamish's disdain.

After our delightful meal, Hamish called our waiter. "Can we have two black Sambuca? Thank you."

"Yes, sir."

"Hamish, what's Sambuca? I don't know if I'll like it."

"No worries, and if you don't like it. I’ll drink it for you, and you can have another grasshopper if you like.”

"Are you trying to get me legless?"

"No, darling, just a happy place."

The waiter brought our Sambuca, and I tasted it. And it had a distinct aniseed and licorice flavour. Mmmm, not too bad.

"What do you think?" He eagerly enquired.

"Yeah, nice. I quite like it."

"Would you like another?"

"Sure thing."

I was light-headed, and we hadn't even made it to the nightclub yet. We each had another, then left.

We caught a taxi to the Vault nightclub and spent the next three hours dancing and drinking cocktails. Well, I drank the cocktails. Hamish had to drive.

I was a happy drunk as we caught another taxi back to the Hyatt to collect our car. "Hamish, do you love me?" I slurred.

"I love you with all my heart."

"How much is that?" I drunkenly slurred.

"About six inches, that you will get very soon." He bawdily replied.

"Aw, goodie. I love your six inches."

We slowly walked towards our car, and I leaned on his shoulder with my arm linked through his. We kissed as Hamish pushed me against the car, and he felt my tits while I groped his cock and balls before he put his hand inside my panties, rubbing up and down my wet slit. I widened my stance, and Hamish slipped a finger inside my soppy, wet cunt. We both moaned into the other's mouth as our passion rose.

Hamish put a second finger up me, my head on his shoulder. "So nice, so good," I softly moaned. I was so relaxed with the drink I didn't have a care in the world as he continued to finger fuck me. A short time later. "Oh, my god. I'm cumming, I'm cumming." My pussy flooded with cum covering his hand and dripping onto my panties.

"Hey, you two. I told you to get a room, now fuck off," the angry guard shouted.

"Yeah, whatever. Get a life, Mr Security Guard." Oh, shit. What's come over me? I've never spoken like that before. It must be the alcohol setting my inhibitions free.

Chapter 2

Hamish and I quickly got in the car to escape Mr Security Guard. "Let's go, Hamish. I want to feel your cock in me," I garbled. Hamish drove to our favourite spot, a secluded section of Rossmoyne, where you could park on the grass that overlooked the river with few streetlights and next to no traffic using the road. He rubbed my thigh, occasionally stroking my crotch as he drove, as my womanly secretions leaked into my already-soaked panties.

As soon as we arrived, Hamish leaned over, kissed me and lowered the back of my chair until I was almost lying down. One hand rubbed up and down my thigh as the other gently squeezed my tit through my dress.

Our passion was high, and our kissing became frantic as Hamish pushed my dress around my waist and rubbed his fingers up and down my pussy. He groaned as I unfastened his pants and began to jerk his cock that felt as hard as steel.

Hamish broke our kiss and lifted my dress up my body, and then I raised my arms, allowing him to take it off me. My stiff nipples hardened further as the cool night air made them ache, longing to be sucked and played with. I lay in my panties as he looked me up and down, his eyes full of wanton lust.

"Oh, fuck, Izzy. You look like a sex goddess wearing satin panties. I love seeing you wearing them."

Our passion was high as I lowered Hamish's pants and jocks down to his knees. He fell forward and sucked on my right boob while he rolled my left nipple between his thumb and forefinger, then slowly, teasingly, slid his free hand down my belly, going under the waistband of my panties until he found my freshly trimmed muff.

Hamish rubbed his fingers up and down my increasingly wet slit, and I let out several appreciative moans as he pleasured my most intimate parts. Hamish slipped one, then a second finger into my pussy, and slowly finger fucked me. I frantically reached for his cock, but he arched his back, not letting me touch it.

My hips gyrated as Hamish drove me towards my orgasm. His thumb rubbed my clit as he increased the speed of fingering me. I raised and lowered my hips. "Oh.... oh.... oh," I moaned as I climaxed.

Once I had recovered from my climax, Hamish hooked his fingers into the waistband of my panties, and I raised my hips off the car seat, allowing him to remove them.

He ran his fingers over my freshly shaped bush. He couldn't see in the dim light but could feel his way as he traced his fingers around the edge of my Bermuda triangle. "Mmmm, I love your bush," Hamish hoarsely whispered while he pushed his pants and jocks down to his ankles and lay on me, kissing me longingly, with his hard-as-steel-cock leaking precum onto my belly.

We kissed and cuddled while Hamish played with my boobs, occasionally running his fingers through my wet pussy lips. I spread my legs as wide as I could in the confines of the car. Hamish moved so he was in the footwell of the passenger's seat, and he kissed his way down my body until he came across my swollen labia, licking my lips before spreading them with his thumbs and lapping my womanly secretions.

I was in heaven when Hamish licked my clit and put two fingers up my pussy. His tongue teased my clit mercilessly, licking and sucking on my shiny pearl. I thrust my hips into his face as another orgasm was about to leave me a moaning wreck when he pulled away, leaving me on edge.

"Hamish, please let me cum, pleeeease don't tease."

When Hamish put his face back against my muff, I quickly put my hands at the back of his head, not allowing him to pull back. His licking became frantic, and I was moaning all the time now. "Yes, yes. I'm cumming," I screamed at the same time there were several sharp knocks on my side window.

I was out of it, off on my planet of ecstasy. The knocks became insistent and more demanding. Hamish squatted between my legs as I looked out of the window. Shit! Busted big time, two cops were looking in. Hamish lowered the window. Darkness turned to day as the car filled with two bright torch lights. Showing off my nakedness and Hamish's rapidly shrinking cock.

"Sir, Ms. Sergeant Tom Croydon, Cann... Isabel!" he shouted.

Oh, shit. I'm in the manure, and the only question is, how deep? How can I get out of this? I thought. "Hi, Dad, what are you doing here?"

“Get dressed and get out of the car,” my father ordered.

I slipped on my panties and put on my bra, got out of the car and dropped my dress over my head. I glanced at the second cop. Wow, she looked so young, maybe my age, and she watched Hamish as he dressed.

Once Hamish and I were dressed, the young cop came to me and asked, “Can you tell me your name, and do you have any identification on you?”

“Isabel Croydon, that’s my father with you, and I have my driver’s license for identification.”

The rookie looked at Dad, who said, “Do your duty, constable.”

Shit, we are in trouble. It looks as though I won’t be getting any favours from Dad tonight. After handing my license to the cop, she went to Hamish and asked the same questions. Once she had our driving licenses, she went back to the van.

“Dad, what’s going on? Can’t you let us go? We’re not harming anyone, just having a good time between the two of us. Please, Dad. Please, can’t you let us go?”

“I can’t believe you two. You come and have sex in a public place with two-storey homes overlooking the reserve and river. The police have received numerous complaints from the residents about couples fornicating in their cars and on the reserve, so we increased the patrols accordingly, and now we’ve caught you.

“Look, I know you two are having sex, and if it was up to me. I would let Hamish spend the night with you in your room, but you know what your Mum’s like. She doesn’t like the idea of our daughter or son having sex in the family home.”

Dad saw the rookie cop approaching and stopped talking. “Both clean, sarge, no record, or outstanding warrants. Should I arrest them?”

“Yes, you should. Put the cuffs on and put them in the back of the van. They can spend a night in the lock-up, thinking about how foolish they have been, before fronting the magistrate in the morning.”

Oh, no, how can this be happening? My father and his rookie are arresting us.

“Ms Croydon put. Your hands behind your back. You are being arrested for committing a sexual act in a public place.”

I pleaded my cause as the young cop led me to the back of the van. “Dad, please, this is so embarrassing. Can’t you look the other way and let us go? Please?”

“Get in the van and mind your head,” the cop said as she helped me get in.

Hamish joined me within a couple of minutes.

I looked forlornly at the floor, as I could hear my Dad and his offsider talking outside, but I couldn’t work out what they were saying.

“Hamish, what can we do?” I said desperately.

He looked at me and shrugged his shoulders. “You tell me. We’re in the back of a police van and handcuffed. I have no idea.”

After a lengthy delay, we drove off to meet our destiny with a police cell. There was no comfort sitting in the back of the van on metal seats as you felt every bump in the road. We travelled for thirty minutes or so before the van slowed and finally came to a stop. I let out a big sigh, knowing I would be spending the night behind bars.

The rookie cop opened the door with my Dad standing behind her, and as I looked out, I saw we were not at the cop shop but back where we started. Oh, what a relief. Dad is letting us off.

After getting out of the van, Hamish and I stood close to each other as Dad looked deadly serious, and his eyes bore into us.

“By rights, you two should be in the lockup waiting to see the magistrate in the morning, but the judge would likely slap you on the wrist or give you a fine and let you go. And after discussing the issue with Constable Willey, we have decided to let you go. I’m sure you have learnt a valuable lesson and will not be caught again. In future, be careful where you decide to have sex. Release them from the cuffs, constable… Go on. Hop it.”

Once released, and relieved with getting off lightly. We quickly got in the car and made our hasty exit. Hamish took me home, and he went back to the uni campus with no more sex for us tonight.

---

This coming weekend, we had planned to have an afternoon of passionate sex with me dressed as a prostitute, with Hamish picking me up off the street and taking me to a hotel. But he changed his mind and suggested we have a weekend getaway at the Geographe Bay Resort in Busselton.

Dad told me he didn’t have a problem with Hamish and me having sex. However, this was the first time we would be away for two nights, and I knew Mum would not be happy.

After arriving home from work around six on Monday, I spoke with Mum about going away. “Mum, Hamish and I are going to Busselton for the weekend,” I said light-heartedly.

Mum gave me a disapproving look, and I rolled my eyes and looked to the ceiling before I said, “Please don’t look at me like that. I’m twenty years old, you know, an adult. I’m not a little kid anymore.”

“I know, but to me… You are still my little girl. I know I should accept you as an adult, and you want to be intimate with your boyfriend. Your Dad told me about the incident on Saturday night, and later, he had a word with me about loosening the apron strings and treating you as a grown-up. He suggested I let you and Hamish spend the night together in your bed. I’m sorry, Isabel. I’m trying, but If I let Hamish stay with you. Then Jason will want Melissa to stay overnight, too.”

“It’s not that bad. Is it? Surely that’s okay? Jason and I are adults, and we should be free to let our boyfriend or girlfriend stay overnight.”

“I know, but please give me some time. I can’t help myself, and I need to come to grips knowing that my little girl will be having sex with her boyfriend in the next room.”

“Muuuuum,” I said, feeling exasperated. “I’m not a little girl any more. Get over it.

“And what about me going away with Hamish this weekend? Are you comfortable with that?”

“Isabel, I’m trying, but you’ll be having sex with him, and I’m having trouble coming to terms with that.”

“For crying out loud. I’ve been having sex since I turned sixteen. What’s the problem?”

Despite the look of shock on Mum’s face when I told her I had been having sex since I turned sixteen, she said, “You’re right. I’m sorry. Go and enjoy yourself, and I’ll try to let it go.”

“And, maybe Hamish could stay with me one night at home and see how you cope? How does that sound?” I said hopefully. Knowing I was pushing my luck.

“No promises, but I’ll let you know.”

“Thanks, Mum.”

Chapter 3

After clearing the air with Mum, I felt better about going away and spending my first all-night stay with Hamish. And It went better than expected, with Mum warming up to let my boyfriend stay overnight.

I packed enough clothes for a week. And not the two nights we had booked. A girl can never have too many clothes, can she?

I finished work at lunchtime on Friday, knowing Hamish had lectures until two, and he told me he would pick me up at three for our two-and-a-half-hour journey to the resort.

Hamish arrived just after three, wearing loose sports shorts tied at the waist, a polo top, and casual loafers. I wore casual floral shorts tied at the waist, a tank top, and open-toe linen sandals.

After a quick smooch, we put my gear in the car and set off. I rested my hand on Hamish’s leg as we travelled along, then worked my way under his shorts and grabbed his cock, then balls, alternately squeezing them. Hamish looked my way and smiled as his cock became hard.

Once we hit the open road, I untied his shorts and began to pull them down. Hamish lifted his butt off the seat, allowing me to pull his shorts and jocks down to mid-thigh. Then I feasted my eyes on his rigid member as I wrapped my hand around his shaft and began to pump him. His manhood pointed straight up as precum gathered on his pee hole. I bent down and swirled my tongue around his glans before I ran it over his tip, collecting his clear fluid.

Hamish groaned as I lightly sucked on the head of his manhood. Teasing his now hard-as-steel cock, and slowly began to thrust his hips as he got close to cumming. I stopped and pulled back. “Izzy, I’m close, please let me cum.”

I sat there with an evil grin, looking at Hamish’s six inches, twitching and swaying from side to side and said, “Not yet, Tiger, we have a long way to go.

As soon as Hamish began to lose his erection, I removed my bra and pulled the top of my tank top down, exposing my right breast and cupping it before dropping my head forward and licking the nipple. “Mmmm, do you like that, Hamish?” I looked through my eyelashes as I continued slowly licking my hardened nipple to see his response, and the look on Hamish’s face was one of pure lust. He groaned and moved his left hand towards my tit, and I slapped it away and said, “Naughty, naughty. Two hands on the wheel at these speeds.”

Hamish put his hand back on the wheel, and I placed my head in his lap, then opened my mouth and took his cock deep until I could feel his pubic hair tickling my nose. He put his hand on the top of my head as I deep-throated him, and I pulled back and said, “Ah, ah, hand back on the wheel.”

I quickly returned to fellating Hamish, running my tongue around his tip, then sucking his mushroom head into my mouth again while pumping his shaft. He bucked his hips and groaned, and again, I stopped and pulled back.

“Stop being a tease, let me cum. You’re giving me blue balls that ache so much, I need to unload.”

“Later,” I wickedly replied as l licked my lips, then my nipple.

Hamish was full of lust and wanton desire, but I kept him on edge for almost two hours, teasing him. I must have got him hard around ten times by licking my nipple and sucking and jerking his cock. The poor guy was so turned on he would have fucked a hole in the ground, and as we approached our resort, we made ourselves presentable again.

“Izzy. You’ve got me so turned on and wound up. I’m going to fuck your brains out as soon as we get in the room,” Hamish lustfully said.

“Promises. Promises.”

After checking in and arriving at our unit, Hamish quickly got our bags, took them inside, and raced me off to the bedroom.

Hamish frantically stripped off, with his hard-on swaying from side to side, leaving me drooling over the object of my desire. My pussy was leaking my womanly juice, and I couldn’t wait for Hamish to douse my fire with his hose. We kissed frantically as Hamish pulled me to him, his groin smashing into mine, and he quickly broke the kiss and looked at me quizzically.

“What panties are you wearing? You’ve got something hard covering your pussy.”

“Take my top off, and you’ll find out.”

Hamish ripped my tank top over my head, revealing a stainless steel band around my waist. Then he quickly pulled my shorts down, disclosing another strip of stainless steel running from my waist, over my pussy, then between my legs and narrowing, as it continued between my bum cheeks until it met the waistband in the small of my back, all secured by two padlocks.

“What the hell is this? You’re wearing a chastity belt. Wow, wow, wow, double wow, you look so hot. If I thought you looked hot wearing satin panties, these stainless steel knickers make you look super fucking hot. Turn around and bend over; let me see you from behind.”

I turned around and bent over, and Hamish let out a loud groan before quickly rubbing my bum cheeks, saying excitedly. “Fuck me, I didn’t think a chastity belt would get me so turned on, but it has. Quick, get the key so I can unlock you and fuck you into the middle of next week.”

“The key is in a small brown purse in my bag. Quick, hurry up, and get it. I’m so wet and turned on. I need to feel your cock inside me.”

Hamish was frantic as he searched my bag, turning it upside down, spilling the contents on the bed, revealing no brown purse.

“Where’s the fucking purse, Izzy? Stop being a tease. Where’s the fucking key,” Hamish roared. “You’ve tormented me for the past three hours, where’s the damn key? My balls are killing me.”

Oh, no. Please. It has to be there, I thought. I can’t believe the purse is missing. But with the contents of my bag scattered across the bed, there was no denying there was no brown purse.

“Hamish, I’m sorry. Truly, I’m so, so sorry. I must have left my purse at home.” And the look on Hamish’s face was one of disbelief.

“What the fuck! You know what that means, don’t you.”

“I’ll be spending the weekend in my ‘tin knickers,’ as you call them,” I said with a laugh, trying to calm Hamish down.

“Yes, it does, and that means I will be going where no man has gone before.”

“No, you can’t. Please, not up my bum. Please don’t go there. I’ll suck you off as many times as you like, or you can cover my face and tits with your creamy goo, please, Hamish; we’ve never talked about anal, let alone doing it.”

Hamish had a determined look about him, and I had teased him no end. He expected to get his cock up me, one way or the other.

“Get the lube, and get on the fucking bed. Head down, arse up,” Hamish demanded.

I felt sorry for him. His cock swayed and twitched as it stood to attention, slapping against his belly when he moved around. We were highly aroused, and I was looking forward to getting his cock up my pussy as much as Hamish wanted to fuck the living daylights out of me. I relented and felt anxious about taking his cock up my arse.

“Please be gentle with me, won’t you?”

“Of course, I will,” Hamish replied, but the look he gave me told me I was likely to get the fucking of my life up my virgin arse.

I retrieved the lube and gave it to Hamish, put my head on the bed and my bum in the air, screwed my eyes tight shut, and firmly gripped the bedding. He got behind me and squeezed my bum cheeks before giving them a hefty slap. Then I felt his lubed finger gently rub over the entrance of my puckered opening. Surprisingly, I found it was an enjoyable sensation.

Hamish dropped more lube onto my butt hole and rubbed it with two fingers, then slowly penetrated my sphincter with his index finger, and I tensed. “Relax, Izzy, it will make it much easier for you.” Easy for you to say. You’re not about to take a cock up the bum, I thought.

The pleasurable sensation grew as Hamish sank his finger to the third knuckle and began to ream my butt hole. Then he pushed a second finger up my arse, causing me to gasp and moan, and I soon began to enjoy the different sensations of having my back door penetrated as he swirled his fingers around, stretching me.

I screamed when he inserted a third finger and rapidly jammed his fingers back and forth. I looked between my legs and watched him finger fuck my arse while his manhood swung from side to side and thought, how the fuck will something that size fit up my bum.

After having my arse stretched and finger fucked, for a while, I felt Hamish push his manhood against my tight opening. He tried and tried, and then I put my hands on my bum cheeks and pulled them apart, my anus began to give way. “Oooh, oooh, please stop, that hurts,” I cried.

Hamish left his cock at my back door entrance and rubbed it up and down, and then he pushed again. I bit my bottom lip to stifle my scream as his cock eased past my sphincter into my rectum. I was gasping and panting as I felt his cock going deeper up my arse until he stopped and let me get accustomed to this intrusion of having a dick up my arse for the first time.

Hamish fell onto my back and grabbed my tits, firmly squeezing them after slowly working his tool inside my bum. “Are you okay? And how do you feel?” he asked.

“Fucking stuffed! Stretched and hurting…but It’s okay,” I meekly said as I grimaced and panted while still getting used to the feeling of having something this big up my arse, hoping the pain would quickly go away.

After waiting until the discomfort became bearable, I said, “Please be gentle. It’s okay, you can fuck my bum now.”

Hamish slowly pulled back and then pushed back in, going balls deep, “Oh, wow, this fucking hurts,” I yelled.

On the next stroke, Hamish pulled all the way out, then quickly jammed his cock back into me, causing me to gasp, and he did this several times.

As the pain eased, I found it enjoyable being taken up my back passage, and I absentmindedly put my hand between my legs to rub my clit, only to find a stainless steel barrier in the way.

Hamish was so wound up that in no time at all, he held me by the hips and picked up the pace and gave my arse a good fucking, jackhammering into me, making me constantly moan as I gripped the bed sheets. He was like a wild man as he grunted, pounding my back door, and he let out a mighty groan as he shot his jizz into my rectum, giving me a small climax.

After Hamish pulled out, we lay next to each other for a while before he went to the bathroom to clean up.

Chapter 4

I spent the next day in my chastity belt. We walked through town and bought several items. We swam in the ocean and enjoyed cuddling on the beach. I attracted several strange looks in my bright stainless steel underwear, and I was horny all day with no possible chance of relief, with two padlocks keeping my pussy securely locked away.

Later that night, we went to a small, intimate restaurant, where I had several grasshopper cocktails and great food. I didn’t tease Hamish as it would do me no good. I knew I would have to blow him before he fucked me up the arse again, and I found it wasn’t that bad once you got used to it.

I was in a happy place with the warmth of the cocktails making me feel light-headed, and strangely, I enjoyed wearing my chastity belt. It would have been so much better had I remembered the key, but Hamish loved it, and I think he secretly wanted to keep me in his ‘tin knickers,’ as he called them, after all the teasing I had done. It was payback time.

It was around nine-thirty when we arrived back at the resort when Hamish suggested we walk down the beach on the soft and squeaky sand. He carried a couple of towels as we wandered down the deserted foreshore, with the moon shining brightly, reflecting off the ocean as we strolled along the water’s edge when he turned to me and said, “Take your clothes off. You look so fucking sexy when you are wearing nothing but your tin knickers.”

I disrobed, and my nipples hardened in the cool air as Hamish quickly bent down and alternately licked and sucked them, making my pussy tingle. After sucking on my tits, he pulled me against him and kissed me passionately, pushing our tongues down the other’s throats. I was aroused and wanted his cock. I put my hand down the front of his shorts and jerked his meaty tool.

We retreated to the tree line, where Hamish laid the towels on the ground and lay down. I pulled his shorts and jocks off and quickly got to work on his cock, as he played with my tits, squeezing and rolling my nipples, making my pussy flood with juice. I had his cock in my mouth when he gently pulled me off him and laid me on my back, and produced a moto tool with a circular cutting blade that he had hidden in the towel.

“Oh, yes, set me free and fuck my pussy,” I gasped.

Within seconds, Hamish had cut through the two padlocks, quickly removing my chastity belt, and fell to my crotch, rubbing his lips through my Bermuda Triangle. It didn’t take him long to lick my clit and put two fingers up my soppy wet cunt. I held his head tightly against my sex and gasped when he put a third finger up me, and I moaned, “Oh, so fucking good.” Hamish was like a man possessed as he frantically fingered me, giving me my first climax of the night.

After climaxing, Hamish got between my legs and held my ankles wide as I took hold of his turgid cock and lined him up to the entrance of my love tunnel. Pushing past my swollen pussy lips, he went balls deep and quickly put my ankles over his shoulders and wrapped his arms around my thighs as he thrust his hard-as-steel cock deep up my pussy that felt so fucking good. And after a while, he pushed his chest against my legs, pushing them over my head until my toes touched the sand.

I was bent in half with my arms stretched to the side as my hands clenched and unclenched while Hamish put his hands on my legs, securing me in that position and rutted me like a wild animal. He was grunting as he fucked me until I was constantly moaning, and my head rolled from side to side as Hamish slammed into me and continually took my breath away, leaving me a moaning wreck. I was in paradise with the way he pleasured me, and he had taken me to another level. I was floating out in space, and he could do anything he wanted, and after continuing for a while, he pulled out and said, “Turn over and get on your knees.”

I turned over, and Hamish got behind me, placed his hands on my hips and jammed his cock up my cunt. He was giving me what we both wanted and fucked me hard and fast and gave me several orgasms. I felt saliva drop onto my butt hole, quickly followed by a finger. Then more saliva and a second finger rubbed my back door opening, and, on the next inward thrust, he pushed his fingers up my arse and pumped them in and out simultaneously as he fucked my twat. Oh, what a feeling. I’m being double penetrated, and with the extra sensation, I screamed, “I’m cumming, I’m cumming.”

After my climax, Hamish continued finger fucking my arse as he fucked my box, then he wrapped his arms under my body, firmly gripping my nipples, and began to pull and squeeze them. I rolled from one orgasm to the next as he pulled on my hardened buds. Then he slowed down, and his thrusts became more forceful as my head was jerked back and forth. I sensed he was close as his breathing became ragged, and with an almighty thrust, he shot his cum deep into my womb, pulled back and did it again and again until he stopped spasming, then collapsed onto my back, and I fell to the ground.

We lay next to one another, breathing hard while we recovered. I rolled over onto his chest and kissed him tenderly before breaking the kiss and saying, “Are you happy now?”

“Awesome, that was a hell of a fucking session, and your ‘tin knickers’ got me so turned on and wound up, you’ll have to wear them again.”

“If you’re going to screw me like that, I’ll wear them all the time.”

“Well, you better put them back on, and I’ll lock my pussy away.”

“Your pussy? It’s my pussy, and I let you play with it.”

Hamish looked at me sternly and said in a deep, authoritative tone, “No, it’s my pussy to fuck. Now put them on.”

“Yes, sir.”

I put my chastity belt back on, and Hamish produced two new padlocks and locked my pussy away.

“Hey, give me the keys.”