About 6 months passed since Rosie and I started our Saturday night roleplay, and it was win-win for both of us. For my part I had an attractive woman pander to my every desire once a week, draining me of every little bit of pent up frustration. While the money I was paying her every week meant she had more than enough to focus solely on her studies. It also helped that the sex was insanely good for both of us.
Then one Sunday afternoon my mother called about my cousin’s wedding. She was coy at first, trying to feel me out, but it became obvious this wasn’t a normal catch up with her son call, Mum was after something and finally it landed.
“I need you to bring plus one.”
“I’ve already RSVP’d, I can’t just bring a date with no notice.”
“It’s not no notice if I’m telling you to do it. Sarah’s had a bunch of people pull out at the last minute, but the venue won’t refund any money, so they need to fill the seats. It doesn’t matter who you bring, just bring someone, anyone. Literally any woman will do.”
I sighed, a little too loudly
“Peter John Callahan don’t make your mother beg, do this for your cousin.”
“I’m not trying to make you beg but I don’t even know who I’d ask.”
“What about your housemate? A woman that beautiful isn’t living with you unless she wants to, I’m sure she’d agree.”
There it was, the real reason my mother called: a not so subtle attempt at interfering in my love life. Unfortunately I’d been in the middle of something when the call came in, so had just put it on speaker. Meaning that Rosie who was sitting in the living room had heard every word, and was now trying to cover a smile. I had to get Mum off the phone now before she said anything even more embarrassing.
“Ok, I’ll ask her, but no promises she can make it. Oh, and you’ll need to check with Sarah about another room then, if they’ve had that many people pull out I’m sure there will be one.”
I said my goodbyes and turned to face Rosie, who was still grinning at my embarrassment.
“Your Mum thinks I’m beautiful huh? And why exactly are you showing your mother photos of me?”
“You’re the one tagging me on your Instagram photos. She’s been asking about you for months, not believing me when I say we’re just housemates.”
Rosie just let me squirm there for a second, still grinning at me.
“Look, I won’t break a promise to my Mum.” I said “So, Rosie, would you please come to my cousin’s wedding with me?”
“I’d love to.” she replied happily “When and where is it? Also I’m going to assume you have no idea about the dress code, colours or theme?”
I stood there gaping that she’d agreed, why couldn’t she have just said No?
“It’s in a fortnight up the coast. I was driving up on Friday for a family get together with the wedding on Saturday.”
“Great! That’s plenty of time for me to find something appropriate to wear, just send me your Mum’s number so I can get the details.”
She got serious for a second “Pete, if you really don’t want me to go, just let me know and I’ll say No, but from the sounds of things your Mum isn’t going to drop this. Wouldn’t it be better to do this at a wedding where there’s lots of other people to take her attention and I’m ‘just a plus one’ instead of her insisting on a private lunch?”
Rosie did have a point, but she continued with a sly smile “Besides, if it’s a Saturday maybe Mistress Rosie can do you a deal for a girlfriend experience wedding package.”
With a bulge already forming in my pants I nodded in agreement and sent Rosie my Mum’s details.
It felt weird not heading to work on a Friday morning, and my mind kept racing with things I’d forgotten to do, but Rosie and I were packed ready for our weekend away. It felt even weirder to think about that I was heading for a weekend away with Rosie, so I was a complete bundle of nerves pacing the living room when Rosie dropped her bags at the front door.
“Are you OK Peter?”
I looked up hurriedly – there was only one occasion Rosie called me “Peter”, and only one occasion when she used that sultry tone.
Rosie was dressed casually with a very girl next door vibe. Flat sandals, calf length flowing skirt and a plain body doll T shirt with a V neck that hugged her curves and showed a modestly acceptable amount of cleavage. The only thing out of place for this as the perfect “meet the parents” outfit was the “Mistress Rosie” choker sitting in that V, and I got hard instantly. In the months of our roleplay Mistress Rosie had become an entire persona that would come out whenever Rosie put on that choker, and it was the only time Rosie called me “Peter”. More than that, I’d been conditioned so the merest glimpse of that choker got me hard and horny.
“I’m fine.” I mumbled out, not sure what to make of this development. I’d obviously made a deal with Mistress Rosie for a “girlfriend experience” at the wedding, but I’d still assumed that would be Saturday night only, so having her appear on a Friday morning threw me for a loop.
“I’m not sure you are.” Mistress Rosie purred “I think you’re wound a little tight.”
Mistress Rosie was exotic and sultry and always in control, even as she was being totally submissive to her customer’s desires. As her only customer “Peter,” I was more assertive and direct than I had ever been with any other woman, helped by Mistress Rosie always seeming to know exactly what I really wanted even when I couldn’t say it.
“I think,” she said, stepping in close “That you need a little relief before we go.” she said dropping to her knees.
I didn’t say a word as she reached up and undid my shorts, unzipping me with a deliberate, antagonising slowness. Next she slowly pulled my trunks down, until my cock, already hard and dripping, bounced in her face. Gently she kissed the head, sucking on it ever so slightly before she pulled back to remove her shirt. Wearing just a plain bra that still showed off her perfect D cup breasts she resumed sucking ever so slightly on the head of my cock. She watched me with those mesmerising eyes and little by little she’d bob further down the length of my shaft. Slowly she slipped one bra strap off an arm, then the other, my cock never leaving her mouth, then she pulled it down revealing herself completely to me. I groaned in pleasure as I gawked at those perfect tits, and the sight of my cock disappearing into Mistress Rosie’s red full lips. One of her hands came up to fondle my balls as her pace increased on my cock, taking in my full length with ease.
“Oh god,” I moaned “That feels so good.”
Mistress Rosie sped up, bobbing furiously on my cock, and I couldn’t hold it any longer, cumming into her mouth, Mistress Rosie swallowing every drop.
I stood there panting, feeling all the tension leave me, just as Mistress Rosie knew it would.
Then there was a knock on the door. Mistress Rosie reached up and with a quick flick undid the choker while the other grabbed her shirt off the floor.
“That’ll be Jennifer” Rosie said returned to her normal self covering herself with her shirt “I said we could drive her up. Let her in will you while I go fix myself up?”
She walked off down the hallway leaving me there, pants still around my ankles. A second knock brought me back to the real world.
“Be there in a tick” I called frantically pulling my pants back on.
The drive up was an interesting affair as my older sister and Rosie chatted away like they’d been best friends for years. This was how I found out that rather than Mum just telling Rosie the information she needed, Mum had added her to the women’s family group chat for the wedding, and Rosie had already hit it off with most of the women in my life.
“Don’t worry” Rosie said once this had been explained to me “They haven’t told me any of your embarrassing stories.”
“Only because we’re saving them to be told in person” my sister Jennifer added with a laugh.
I take after my father with my introversion, but this wedding was for my mother’s side of the family, who are as extroverted as they come. As such they’d arranged for our side of the wedding to all arrive a day early for a big family catch up and we arrived just as things were beginning to kick off. Bubbly, outgoing Rosie fit in immediately, being pulled deep into the woman’s group to meet everyone, while I did my best impression of a wall. Soon enough I found the quiet cousins group and settled in with a drink for the afternoon. An afternoon that was filled with constant interruptions of family telling me how great Rosie was, and how lucky I was to find her, ignoring all protests I made that we were just housemates.
Hours passed until Rosie came over grinning from ear to ear “Hey Pete, your family is great, they’re so welcoming and fun.” she said dropping into a chair next to me.
“Also they say check-in has opened up, so do you want to come with me and we can get our bags up to our rooms and not have to worry about it later.”
The chance for a break was welcome, so we grabbed our bags from the car and headed to the front desk.
“And here are your room keys sir” the receptionist said “One for you and one for your girlfriend. Either will work in the door.”
“Oh she’s not my girlf… wait only 1 room? I thought a second had been booked.”
“I’m sorry sir but we’ve been fully booked for months and there’s only one room in your name.”
“Pete, it’s ok.” Rosie said sensing I was about to panic and pulling me away from the front desk “We’re both adults and it’s only 2 nights.”
“What about my family? I don’t want them to think I’m taking advantage of you.”
“Pete, half your family are already convinced that we’re sleeping together, and the other half want us to. And they all know you aren’t like that. It’ll be fine.”
“If you’re sure.”
“I’m sure.”
“Besides” she added as the receptionist moved away “this will make things easier for Mistress Rosie.”
The family gathering went through the afternoon and into the evening, but with the big day tomorrow Rosie and I found ourselves alone in our deluxe king suite a little after 9pm.
“I’m going to have a shower and get changed” Rosie said, then added with a grin “No peeking now.”
I laughed and started digging out my own pyjamas thankful I’d decided to pack them “Have fun.”
I sat on the bed scrolling listlessly on my phone while I waited for Rosie, until I heard the bathroom door open.
“Hello Peter.” said Mistress Rosie.
My cock got instantly hard as I locked my eyes on her. She was wearing a see through lace nighty paired only with a sexy pair of panties and her obligatory “Mistress Rosie” choker. Her hair had been let fully down, and flowed over her body in waves, the only thing covering her breasts.
“I think” she started, talking a step forward into the room while I swallowed heavily.
“that you” one hand came up, pulling a nighty strap from her shoulder as she came closer
“have had” the other hand pulled off the other nightly strap
“a very” the nighty dropped to the floor and she gracefully stepped out of it
“long day” and she was standing before me in just her panties and that choker.
I looked up at her standing over me, those perfect breasts making teasing shapes in her silky smooth hair, those mesmerising eyes boring into mine, and that sultry Mistress Rosie tone making my stomach do backflips.
It was all I could do to nod.
“Would sir care for another blowjob?” she asked “They always seem to calm him.”
This was Mistress Rosie in a nutshell, never crass and almost clinical, if not for the sultry tone that made everything seem erotic.
“Yes.” I said standing up, our bodies now so close her erect nipples were brushing my chest through her hair “But I would also like to eat you out at the same time.”
“Would sir care to be on top, so he can use my throat as he sees fit?”
“No, I want you on top, it’s where you do your best work.”
“As sir desires.” she replied, hands already working away at the buttons on my shirt. I let her undress me slowly, until I was standing there, my hard cock in her hand as she rubbed it gently.
“Is sir going to lie down?” she asked coyly, hand still caressing my cock.
I replied only by gently cupping her breast, running my thumb over her nipple causing her to moan deeply. My other hand gently probed between her legs, finding her already moist as she spread them so I could massage her pussy. I leant in to kiss her, and we stood there for a while, tongues duelling in our mouths as our hands pleased each other gently.
I broke the kiss “Yes, I would like to lie down now.” and I grabbed her around the waist, pulling her onto the bed with me.
We squirmed our way up the bed, kissing and caressing as we went.
“I would very much like to eat you now.”
“Of course sir” said Mistress Rosie and moved around to place her crotch over my face.
I wasted no time trying to remove her panties, just pushed them to the side so my tongue could finally taste her. Mistress Rosie in turn started to suck gently on the head of my cock, causing me to moan deeply into her pussy. I wrapped my arms around her hips and onto her pert butt, pulling her cheeks apart so my tongue could drill deeper into her pussy. Slowly I twirled it around tasting her juices, before I wormed it down onto her clit. I’d long go learned how to bring her to the edge, and started teasing her clit gently with my tongue, just enough to push her there. For her part Mistress Rosie was demonstrating her usual exemplary oral skills, suckling gently on my head, one hand slowly stroking my length. She knew how badly I wanted her to go deep, but was teasing me until I was ready. She knew I could have asked, or begged or ordered her, but she also knew after this morning how badly I’d want to return the favour first. My tongue started to flick more insistently on her clit, driving her to moan deeply on my cock.
I rubbed my hands up her back, then slowly around her sides, until they were gently cupping her extremely sensitive breasts. I knew that the slightest nipple play would push her over the edge so I gently rubbed them with my fingertips and was rewarded with Mistress Rosie convulsing through a body shaking orgasm above me, her screams of pleasure muted by the cock in her mouth.
With her orgasm out of the way Mistress Rosie started to bob further and further on my cock, giving me what I needed, but I wasn’t done. Staying away from her nipples I continued to caress her breasts and flick her clit, Mistress Rosie’s deep moans vibrating on my cock. The pleasure threw off her bobbing rhythm as I twisted and teased with my tongue, before a gentle tweak of her nipples sent her cumming on my face again.
This time Mistress Rosie started bobbing furiously bobbing on my cock, trying to bring me to orgasm, but I still wasn’t done. My tongue started flicking across her clit again and Mistress Rosie tried to lift her hips away, but I gently pushed down on her butt, and she relented, allowing my tongue to resume pleasuring her. I had one hand gently massaging a breast, staying well away from her nipples, the other making sure her clit stayed within reach of my tongue, as Mistress Rosie bobbed the full length of my cock. I could feel my orgasm building and timed it perfectly with Mistress Rosie’s, pumping a full load into her mouth that she frantically swallowed while moaning through her orgasm.
I moved my hand off her hips and she rolled onto the bed beside me, both of us panting deeply.
“Sir was certainly vigorous tonight.”
“Well it’s not often I see you twice in a week Mistress Rosie, I wanted to make it special.”
“There is still tomorrow. We should get some rest.” and she padded off to the bathroom.
I’d pulled my pants on before Rosie appeared at the door wearing her usual bedtime combo of singlet and shorts.
“All yours Pete, but don’t be long, I’m tired.”
I grinned at her and went for a quick shower.
Saturday morning was a quiet affair. Rosie had been whisked off early to join the women in their pre-wedding routines of hair, makeup and all the other things they do, so I found my dad for a catch up.
Soon enough though it was time for us all to suit up, and make our way to the ceremony.
Being a destination wedding the ceremony was being held on grounds, so I knew not to wait for Rosie, that she’d be coming with all the women when it was time. Sure enough I watched the group of familiar faces start filing through, and I waited for Rosie. I must have missed her in the throng because next thing I know she’s standing beside me.
“Hey Pete.”
“Hey Rosi…” I got out turning to face her before all the words got stuck in my throat. She was stunning.
Her dress was a deep red with short sleeves and a neckline that plunged low enough to show off her amazing breasts but in an elegant, classy manner. It was cinched at the waist showing off her hourglass figure and from there flowed all the way down to her ankles, but a split down one side that started mid-thigh allowing teasing flashes of her shapely leg as she walked. Her hair had been done up with a series of braids to then cascade down over one shoulder and seemed to glow under the lights, so silky smooth and helped accentuate the simple makeup around her eyes. Finally her necklace was a number of pendants forming a triangle that plunged into the dress’s neckline, very reminiscent of the lace on the Mistress Rosie choker I knew so well.
“You look…” I groped for the right words to describe how good she looked “.. amazing” I finished with lamely.
She blushed a little and smiled up at me “You’ve scrubbed up pretty good yourself.”
“I’ll leave you kids alone” my Mum interrupted with a knowing smile “I’ve got to make sure your father has actually turned up this time.”
“Let’s go find a seat” Rosie said taking my hand.
I followed behind her in a state of shell shock, and managed to get through the ceremony without staring too much at her.
The reception was about what you’d expect: food, drinks, speeches and the usual whatnot, then things kicked into the afterparty.
Rosie being Rosie was almost immediately swept up by the other women, and they danced their hearts out. It seemed the groom’s family was just as extroverted as mine with a lot of unfamiliar faces mixed up in the fun, drinking and dancing and cheering. I watched Rosie get hit on more than once, but she always politely let them down and never so much as danced with any of the guys. For my part she did convince me to get up once or twice, but even with Rosie leading me I still felt like I had two left feet.
At midnight the bar closed and things started to die down, people peeling off as they finished their drinks, Rosie collapsing into a seat next to me.
“I haven’t had this much fun in ages” she said slightly drunk “Thank you for bringing me. But I think it’s time you take me to bed.”
I tried not to react to the double meaning and stood holding out a hand for her.
“Thanks” she said standing, a little unsteady “I think I need to..” and she cuddled into my arm “Ok, lead the way.”
We made our way slowly into the night, Rosie’s head on my shoulder as she leant onto me for support.
I wasn’t exactly sober either, so it was the drunk leading the drunk, but we eventually made it to our room and I led her to the bed where she flopped down.
“Oh my feet are killing me.” she moaned.
I knelt down before her and gently undid her heels, placing them to the side.
Rosie sat back up, and looked down at me “Pete” she said her eyes capturing mine “Kiss me.”
“Rosie..I..” I stammered my brain locking up.
She gently grabbed my tie, pulling me in close.
“Pete, I said Mistress Rosie was going to give you the girlfriend experience didn’t I? Well this is the true girlfriend experience. We’ve spent all day at a wedding, I’m drunk, but I’m also really really horny from spending all day with you looking so fucking hot in that suit, but I’ve had to be a good girl and keep my hands off you, so right now I want you to kiss me, and then fuck me. Fuck me.”
Then she pulled on my tie until our lips met and our mouths opened kissing each other deeply.
I broke the kiss “Rosie, are you sure?”
“Pete, don’t worry, I want this.”
I had no more arguments and kissed her, Rosie moaning into my mouth. Her hands let go of my tie long enough for her to push my jacket off my shoulders and I threw it vaguely in the direction of the chair.
When my hands went up to remove the tie she blocked me “No, this stays on.” and she pulled on it to kiss me again.
Somehow we managed to get my shirt off while we kissed, me still kneeling at the edge of the bed, Rosie using my tie to control me.
She pulled me in for another kiss, and my hands made their way to the back of her dress, feeling for the zipper. I managed to unhook the lock and start pulling it down. Rosie pushed me back and stood, unzipping it the remainder of the way before slipping it off her shoulders. The material flowed off her until the cinch at the waist caught it, her top half covered by the sexiest red strapless bra I’d ever seen. I looked up at her with undisguised lust.
“You like me like this don’t you? Half dressed?”
“It’s so fucking hot.”
“Unfortunately I want you to fuck me nice and hard and this is just going to get in the way.” she said before pulling the cinch undone so the dress fell to the floor exposing the matching panties.
I almost growled in desire and stood, throwing her back onto the bed before climbing on top. Rosie pulled on my tie again and we kissed as she wrapped those sexy legs around me. I started to kiss my down her neck and across her clavicle, Rosie letting go of the tie so I could kiss my way further and further down. Gently I started to kiss across her breasts, sucking on her nipples through the bra. They were still just as sensitive as always, and a hand brought up between her legs found her panties completely soaked.
“Oh fuck yes.” Rosie moaned as I gently pulled aside the lacy material and ran a finger along her dripping wet lips, my mouth still tease her nipple from outside the bra.
She bucked her hips as I inserted a finger, and probed the walls looking for just the right spot. Rosie’s moans got deeper, her hands pulling my head onto her breast, her hip lifting to give me a better angle.
“Stop” she moaned and I froze, had she changed her mind?
“Not yet. I want you first.” she continued, pushing me towards the end of the bed.
I stood at the end as she dropped to her knees, hands frantically working at my pants until she yanked everything down to my ankles my cock springing free. Rosie wasted no time taking it into her mouth bobbing on it sloppily, her hands on my butt pulling me deeper.
“Ohh fuuck.” I moaned as she worked me.
“Are you going to cum?”
“Not yet, it just feels so good.”
“Good. No cumming yet.” as she went back to sucking on my cock.
Her hair-do was coming apart, falling over her face as she bobbed vigorously on my cock so I used one hand to gather it up so I could see my cock entering those perfect lips. She grabbed my other hand and placed it on her head, I took the hint and pushed her all the way onto my cock moaning deeply. I let her off and she took a big breath before diving back on, bobbing her head so delightfully.
I could feel myself building so I pulled on her hair “Slow down.”
She pulled all the way off my cock and stood, grabbing my tie to pull me into a kiss.
“Take of my bra” she said before pulling me into another kiss.
I deftly undid the clasp, and she moaned as the lace dragged across her sensitive nipples as I removed it.
“Eat me out while you calm down.” she ordered lying back down on the bed “And don’t make me cum yet, I want to wait until I have your cock.”
I kicked my shoes off before leaning forward to kiss my way across her belly and down to those sexy panties. They were still a little askew from my fingers earlier but I made no attempt to remove them any further, just kissed and licked what skin was already exposed, Rosie moaning loudly in desire. I kept teasing her until a hand landed on my head, then slid it’s way to my neck and grabbed tie.
“Take them off and do it properly” she ordered.
I grinned to myself and hooked my hands into her panties and pulled on them. Rosie had to let go of the tie long enough for me to remove them, but immediately spread her legs once they were off and I needed no further prompting to resume my duties. I ran my tongue along the length of her pussy tasting all the juices she was making for me, before flicking across her clit. Rosie’s response was electric, her hips bucking up into my mouth. Slowly I teased her, ticking flicking across her clit before pulling off, making sure she never came too close to cumming. Just like she ordered.
She was lost in pleasure as I licked and teased her until “Oh God, I can’t take it anymore. I need to you fuck me. Fuck me now.”
I stood up, thinking to myself Shit, where did I pack those condoms?
Reading my mind Rosie grabbed the tie and pulled me down “No. I can’t wait, fuck me now, just .. pull out, OK?”
I hesitated for a second, my cock screaming at me to just go for it.
Rosie pulled harder on the tie “Fuck. Me. Now.” and kissed me.
With a lusty growl I pushed her onto the bed without breaking the kiss and lined up my cock. She was so wet I went balls deep on first thrust, moaning deeply into each other’s mouths. We were both lost in lust as I pounding her tight pussy raw for the very first time, feeling it as it gripped my cock on every thrust. I wasn’t sure how long I could hold out, but Rosie beat me there, her whole body convulsing as her pussy clamped around my cock in orgasm.
I was so close I pulled out, as she lay there panting with the force of orgasm.
She looked up at me, her breasts bouncing with the force of her breathing. “That.. was.. so.. fucking.. good” she managed to get out, while she looked at my cock twitching.
“Your turn.” she said “I want you to cum for me.”
I stood there expecting her to suck me off, but she shook her head at me “I want you to use my pussy.”
Again I hesitated, so she sat up, grabbing my tie again and pulling me down “Fuck my tight pussy until you’re ready to cum then pull out. I want to feel you some more.”
I pushed deep into her again, as we kissed, her hand on my tie holding me tight against her. We kissed as I fucked her, our moans mingling as I felt myself build closer and closer to orgasm. I held on as long as I could, Rosie holding me against her, until I couldn’t any longer and I pulled out, Rosie moaning in disappointment. My cum shot up between our stomachs as I rubbed my cock against her, grunting and groaning through my orgasm, our lips still firmly locking into place by Rosie’s grip on my tie.
When Rosie finally let go, I flopped onto the bed next to her, both of us panting deeply.
Both of us still drunk and horny we showered off the mess I’d made together, both of us still excited for round 2. Except the moment we landed in bed, exhausted, we both fell asleep.
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