My Hobby Pt. 04: Maddie

If you read about my first hotel MILF Chloe then you'll know I was already obsessed with those sexy little air hostesses that were always strutting about the place. I always enjoyed seeing them but as a group both in Uniform and afterwards when they were in the bar they were such a group and seemed almost impossible to approach and believe me I had seen enough guys try it and retreat with an embarrassed look on their faces. I wanted to tick Air Hostess off on my Wife fucking list but I didn't fancy getting a redneck in attempting it. There's no way back from that the Women remember you were that guy! But in the end I did it so let me tell you the story.

As I sat in the bar sipping a beer and waiting for food I mulled over my air hostess obsession and problem. If a group of women are always a group how do you get close enough to figure out who's married and how do you then get that woman away from the group. I'll be honest it was a problem that had me well and truly stumped. But as it would happen luck was about to be on my side. In the morning as I went for breakfast I was completely distracted by what appeared to be the entire Air Crew of a 747 heading out of the hotel, as I turned to watch those cute arses wiggle out the door. I bumped into someone.

"Oh, I'm sorry, I wasn't paying attention." I blurted out.

"No damage done." Was the reply I received and while my ears were processing that, my eyes were processing this utterly gorgeous blonde bombshell Air Hostess that I had just walked into.

"If you're staying here tonight I'll buy you a drink to apologise for my clumsiness?"

She shook her head and moved her luscious blonde hair behind her ear and, oh hello is that a ring I see?,

"Just heading out but I've seen you around the hotel a bit you can owe me that drink."

And with that she wiggled out that door. Christ almighty what a woman. I was still processing events but I was sure of one thing when she had rearranged her hair after I bumped into her there was definitely a gold circle on the correct hand. I got myself some food and sat down eating I ran things through my head:

Blonde, approx. 5 foot 6 taller in those heels.

Really fuckin pretty maybe early 30s.

Killer body curves in all the right places and while she didn't have huge breasts they looked like they would be a decent handful.

She had "noticed" me around the hotel? OK that's a good thing, you can talk to someone in a group if they've noticed you and I now had a reason to talk to her.

And finally she was married!

Fuck I had a full on boner at breakfast and I had to go do some work and didn't have the time to take care of myself before hand!

I'll be honest the weeks that passed were just fucking boring, it was all work and no play and while I was a regular in the hotel I wasn't a weekly guest and despite really enjoying my hobby I didn't want to get reprimanded for booking into a hotel every week all of a sudden when I was at best a fortnightly or monthly visitor. Much as I really wanted to I was gonna have to be patient.

Finally I was back in Manchester and as I was checking in and walking through the lobby I was pleased to see a line of sexy little airhostesses but unfortunately not my blonde bombshell. God I hope she is here tonight. Well screw it time for the gym, finishing my work-out I decided to hit the pool followed by the sauna and this proved to be a good choice. As I surfaced from swimming a length I saw a blonde woman easing into the pool. Could it be her I wondered? I decided to stop as she was just there, standing up and sweeping water out of my face I was next to the blonde from a few weeks ago.

"Hello there?" I said as I finally processed who this was. "I believe I owe you a drink?"

She laughed, "Yeah I think you do for knocking poor little me over"

I could tell she was ribbing me as we really hadn't bumped that hard but as I had initiated it cause I can't help myself, sometimes I am my own best and worst enemy.

At times I am glad I work out as she definitely checked me out as we started to talk and you all know I did the same. Now she wasn't wearing a bikini but the one piece she did have on showed that she had a figure that just had me imagining gripping her hips and ploughing her from behind. Much more importantly with her hair pulled back into a pony tail for swimming her long graceful neck and delicate features really did spring out. She was very pretty and really reminded me of Cameron Diaz.

Show me a man that doesn't fancy Cameron Diaz and I'll show you a man who's either dead or who prefers other men. She was stunning. If I could get between her legs it would be a massive victory for me.

"Oh come on," I joked back, "I only bumped you a wee bit, maybe I only owe you a small drink!"

"Uhuh mister, this lady was promised a drink and I expect a gentleman to keep his promises."

"I'm not much of a gentleman but I will happily have a drink with you."

The tone of this conversation was so flirty, the body language was very flirty. While I loved a surrender and a chase a simple case of a bored wife wanting to play away in this instance would suit me down to the ground. But it's never that easy!

She kind of laughed, shrugged at my comment, "Well these laps aren't gonna swim themselves are they," and with that she threw herself forward and I got a delicious view of her arse as she started to swim. I watched her for a moment, she had good style but I'd kind of finished so headed into the sauna.

After a good old sweat, I was taking a cold shower, no plunge pool in the hotel, when she finished her swim. Walking out she sashayed towards me and no man could have missed her hips swaying in that fashion, oh yeah I thought that's deliberate, that's a little look at me walk right there.

"Heat good?" she asked.

"Yeah just perfect." I replied drinking in her wet curves. For the first time I got a good look at her legs and yeah they were stunning slim calves and thighs that were just perfectly tanned and toned. This woman kept herself in shape.

"Great I'll see you in the bar then for that drink?"

"It's a date," I replied loving her tinkling laugh as she walked into the sauna and shut the door.

Back in my room, I took my time getting ready, I figured I had a decent shot here but wanted to make sure I was decently turned out, but casual cause it's a hotel and well shaved. No one likes a bit of stubble rash!

Despite taking my time I was first to the bar, I decided to order a beer and take a seat at the bar chatting away with the barman and quite frankly playing it cool.

I felt a hand rest on my shoulder and as I turned my head heard, "So about that drink?"

I turned towards the gorgeous blonde now standing very close to me. "Sure what's your poison?" I patted the seat next to me indicating that she should join me. I was glad when she did.

As she slid into the seat I got a chance to check out her legs again as she was wearing a short little white skirt, it wasn't tight and she had paired it with like a sloppy jumper and trainers so it was quite a casual look. I did enjoy the extra flash of thigh as she slid into the bar seat.

"Glass of red wine please." She said with a smile that seemed to light up her face.

I ordered her drink and turned towards her, I couldn't resist a bit of light flirting/teasing.

"So bit dressed up for just the hotel bar, you got plans tonight?"

And oh did she not just hit right back, "Really this is slumming it for me, what's your excuse?"

Her drink arrived and I was happy to chink glasses in the traditional "Cheers."

"Yeah standard packing for the trip suit, couple of shirts, jeans, t-shirt, gym stuff clean underwear. Seldom think about it really." Shrugging as I said all that and then taking a drink of my beer.

"You know what, me too actually. Different but yeah this outfit is packing related. Obviously you know I'm an Air Hostess, so we kind of get a route and know how long to pack for."

I nodded watching her speak and take the occasional drink from her glass, christ she really was good looking and I was pleased to see both a sparkly diamond engagement ring and the normal gold band indicating she had taken her vows and was another man's property.

"But this time my route changed after I started and last night and tonight were meant to be in Berlin and we had a bit of a night out planned, so with that not happening I throw this look together with what was clean. Normally I'm a jeans and a t-shirt kind of gal myself."

"Well that outfit looks great on you. Really looks kind of I don't know cozy smart? Is that a thing?"

"It is now, I like it cozy smart, like smart casual but more wintery."

"I always find this hotel can be cold if the bar isn't busy." I said.

"Yeah that's why I threw this massive jumper on, even if it is designed to slide off one shoulder."

I'd noticed that one of her shoulders was bare showing of a lovely pale pink bra strap. I'm sure I'm not alone in this but one of the sexiest things for me is any outfit choice that displays the bra strap, Couldn't tell you why I just think it's hot, maybe because growing up lingerie was hidden but now more outfits seem to show it off.

"I like the off shoulder look," I arched an eyebrow as I said this.

"I'll bet you do." She was going to continue and then laughed and stopped. "I was going to say your name but we haven't even introduced ourselves yet."

She extended her hand, "Hi I'm Madeline, but you can call me Maddie."

I took her hand, noting her beautifully manicured nails.

"Nice to meet you Maddie, I'm Rob, just plain old Rob."

"Well Rob it's nice to meet you too, you know a bit about me, tell me a bit about you?"

We chatted for a while, I told her about my job, regular hotel stays etc. She told me a bit about her life in the sky tbh, sounded like we both liked the travel and perks more than we liked the actual jobs.

"So Rob you married, engaged, partnered, Gay?" She asked with a twinkle in her eye.

"None of the above, just enjoying life and not up for settling down. How about you." I did slightly indicate towards her ring finger and she looked down at my gesture.

Holding her hand up and waggling her fingers at me she said, "Married obviously, been a couple of years known him more like 5."

"No kids yet?"

"No, it's not easy with out jobs, especially not with my job and I guess a bit like you I might have settled down a bit and gotten married but not wanting to give up the travel for kids."

"Life sure does get complicated once you're past 25 eh? I figured when I was at Uni that once I graduated it'd be all plain sailing but no, bills, relationships, marriage, kids etc. They all become a kind of pressure."

She nodded, "Exactly, people ask me since I turned 30," she made a kind of shush gesture as she said 30 and followed on in a very sarcastic voice.

"When are you having kids, oh times running out you know, you won't be young forever, kids are great."

I laughed and ordered us another round as we didn't seem to be moving and I figured this was going well.

"I think women get that way more than men, and for the record you don't look 30!"

"Thanks," she said leaning forward, "I'm actually 32."

Hey I'd been spot on with my guess awesome.

"Pressures really on then, you'll be a dried-up old hag in no time."

She belly laughed at that and as she did so touched me on the knee.

"That's funny cause it's true."

I placed my hand over hers feeling her rings against my palm. First touch had been initiated. Keeping my hand on hers as she straightened up and our drinks arrived.

"A toast, to not settling down too early no matter what people say!"

Our glasses chinked, "I can drink to that." And still my hand covered hers.

As we sat there for a couple of second effectively holding hands and drinking. I studied her face and she studied mine.

Now normally you'll know at these moments I try to figure out what drives the woman, what triggers can I pull to get them into the position I want. But this woman she was directly checking me out. First 5 years of marriage is normally very much the fidelity years. I wasn't confused, you learn to go with the flow in this game but this woman was very different to some of the others I'd met over the years.

"So do you fancy getting some food?"

"You did say this was a date right?"

I must admit I spluttered into my drink and she chortled happily seeing my words come back to haunt me.

"I did, didn't I? In which case it would be rude of me not to wine and dine you first!"

Oh she got the suggestion and at that point I think she remembered where her hand was. She gently moved her hand off my knee.

With a very wicked look she replied, "Well yes indeed I do like both those things before I get 69'd."

And with that she slid off her bar stool exposing a lot of gorgeous bare thigh to me. She gestured towards the hotel restaurant.

"Shall we?"

Yeah I'd never met a woman like this before, tonight was gonna be fun.

It's usually easy enough to get a table for 2 in the hotel and tonight was no exception. The girl running the restaurant, who I had on every visit noticed was very cute, quickly took our room numbers and got us a seat. I'd love to say it was intimate but in reality is was a table for 2 in a row of tables for 2. Maddie slid into the bench seat and I pulled out the seat in the passage and we sat down. The waitress quickly came over, gave us our menu and asked if we wanted to bring our tab from the bar through. I nodded yes and asked if we could have another round of drinks.

While she was away getting our drinks I asked. "So what do you fancy?"

"Hmmmmmmm I'm not sure, think I might go for the steak."

I nodded a steak was a good choice but I was a really lazy eater in the hotel preferring carbs and beer than anything healthy.

"Think I'm just gonna go for my usual pizza."

"You fat bastard," She replied with a huge smile on her face. "I wish I could eat that but I'd pile on the pounds if I ate what I wanted given I spend most nights in a hotel."

"Yeah I hear ya, but hey you can steal a bite if you want to? I think I put on a few pounds when I first started travelling, it's why I always make sure I do the gym in the hotel."

She nodded as I said that and at that moment our drinks arrived.

"So anyway here's to random dates with people you barely bump into."

Maddie laughed and I was beginning to really enjoy her laugh as it really did make her face just light up.

"Yes random dates, in hotels, with strange men, while married. That's probably not a toast you hear often eh?"

"Pretty unique I would imagine."

I'll not bore you with the details as food arrived there was small talk mainly on how good the food was and whether anyone was having a dessert (no-one did). As the waitress took our plates and made sure she had the right details on the right room things took an interesting turn. Timewise it was about 21:30.

"So Rob fancy a nightcap?" Maddie asked with an expression I could only describe as curious and nervous on her face.

"Absolutely."

"Great will I grab a bottle and we can head back to my room?"

Yeah that's where it got interesting, I got an invite, one little hand hold, some mild flirting and without really trying I was being invited to the room with the bed which was pretty much exactly where I wanted to be with this woman.

"Sure, hope your room is tidier than mine?"

She laughed, "Errrrr probably not, but if you don't care then neither do I."

I watched her arse and legs as she walked in the general direction of the bar, was that a bounce in her step or was I reading too much into it?

I had a look around the bar, it was busy as normal but I didn't see the usual gang of Air Hostesses but who cares I was going back to the room of one. OH man was I getting excited, I could feel myself getting hard as I thought about fucking a married Air Hostess. Top 5 fantasy every time and I felt sure I was gonna achieve it tonight. Which is weird as I am not usually optimistic about any of my conquests, but this just felt different. It could all still end up in a bad case of blue balls but hopefully not.

"Wine & crisps, hotel room classics."

I simply laughed and followed her as she walked towards the elevator. She quickly selected the 10th floor so she was a loyalty points queen and had an exec room. I wasn't quite there yet, but was interested to see what I would be getting in a few months time.

"Exec room, nice!"

"They're not too different, bit bigger, bit darker and have a nicer view obviously, better bathroom. I like it but I wouldn't pay for the difference."

"I doubt most regular travellers would but it's always nice to get the perks"

"Left turn Rob," she said as I headed out the lift. I was gonna wait for her anyway.

"After you."

Her room was a decent distance away from the elevator, I hate having a room too close to that noise machine. As she opened the door I felt my cock surge in my pants, god was that her uniform on the bed?

"Yeah sorry I just did a quick change earlier."

"All fine here maybe you can change back later?"

"HAHAHAHAHAHA got an Airhostess fetish Rob?"

"How many men have you met that don't?"

She laughed again, "True true, not many." She quickly put the bottle down and picked up her uniform. "I'm afraid this needs to go away and stay clean, not got an alternative due to this rota changes."

"Damn it," I said picking up the bottle and opening it with a laugh.

From a personal perspective it was the woman I was interested in, I knew she was an air hostess that was all I needed, her dressed up in uniform would have felt a bit contrived tbh and I wanted her naked and screaming anyway.

After she had hung up her uniform she came over and took a glass.

"Thanks"

"It's a pleasure, now tell me do you often invite strange men you bump into up to your room?"

She laughed, "I honestly don't."

I was about to speak when she carried on. "But you know sometimes it's just nice to have some company."

I was back on some uncertain ground, as I had been hoping for a slightly flirty response. She took a drink of her wine and sat down, the couch in the exec room was a bit nicer, was almost like a mini lounge than just a small sofa. As she sat down she crossed her legs and I swear I saw a flash of panty. She patted the seat next to her.

"Come sit next to me Rob."

Was never going to refuse an invite like that, I went and sat next to her. I made sure to get as much contact as possible while still turning to face her.

"Thanks for the invite this is cozy."

She slowly took a drink while looking at me over the top of her glass.

"Listen I've never done anything like this before." She started but tailed off. I waited on her to continue. "You're probably thinking what the hell is this woman up to?"

I nodded while watching here there was something going on but I wasn't sure what.

"I've been more than flirty with you and invite you back to my room."

"An invitation I always enjoy from a woman." I interjected.

"I'm sure you do." She stopped suddenly. "Do you get this type of invitation a lot?"

Ahhh now there is a question I thought, how best to respond.

"Not as often as I would like." Keep it light, she doesn't need to know I'm desperate to fuck her.

Maddie seemed to take that the way I meant it and continued, "Anyway I invite you back, you're probably thinking you're getting luck and then I go all cold on you immediately."

I was keen to play this in the way I wanted it so I put a hand on her leg, lovely smooth, warm and silky to the touch and leaned forward, "I didn't find it cold, you're married I didn't expect anything."

This is actually true as you know, I want a lot but I never expect to get it easy, I always expect a moral struggle.

"OK well that's good to hear, because I had absolutely no plan when I invited you up, it just seemed the natural thing to do and all the best things happen when there is no plan."

I nodded and started to stroke her leg as we both looked at each other. I sipped my wine and drowned in her eyes for a moment while lightly stroking the skin of her leg. Without making any decisive move upwards towards the hem of the skirt.

"Anything completely ruled out?"

Hell may as well figure if she is gonna put up a fight or not.

She shrugged, "We'll find out I guess. No plan remember."

OK no plan, but also nothing ruled out. I was back on more comfortable ground this felt similar to Chloe who resisted but in many ways was a relatively easy conquest and I had thought Maddie was gonna be a slam dunk. I reckon she is just going through the motions to make herself feel like she isn't a cheating slut. I watched her and she watched me and all the time my fingers were running in little circles on her thigh. I could feel this starting to get to her and she shifted slightly in her seat which both moved her closer to me and made her uncross her legs.

She put her hand on my hand, "That's ticklish."

"It was meant to be sexy!" I said with a shrug.

She looked at me and pointed at her neck, "This is where sexy starts for me."

OH fuck yeah here we go.

"Oh is it now," I said as I followed her finger by running a finger down her neck. I leaned forward and started to nuzzle her neck with my lips and tongue. She moved her head to the side to give me greater access and I heard the distinct sound of her putting her glass down on the side table.

Her hand now free of her glass, I did wonder if she had drained it or not, ran through my hair as I kissed down the side of her neck and moved my hand back onto her knee. Squeezing her knee softly as I did so.

"Mmmmmmmmmm, that's nice."

I stopped for a moment to drain my glass and get rid of it which allowed me to move an arm behind her and mesh myself to the side of her body. I had plans on those tits of hers in a minute or 2 as I reckoned this woman was gonna fire up nicely and lose control.

Resuming my kisses I heard her hiss through her teeth and moved my hand from her knee to around her waist. Slowly running my fingers across her abdomen without sneaking them below her sloppy jumper. Remembering how her jumper hung off one shoulder I kissed down her neck, across her collar bone and down to where the jumper was barely hanging onto her shoulder. Allowing me to pull her bra strap with my teeth as I kissed past and also leaving a trail of my saliva drying on her skin.

I looked up and could see her eyes sparkling with what I hoped was desire and not laughter. Using her hand that was tangled in my hair she pulled me to her and we kissed. It was one of those kisses you remember as it seemed to happen in slow motion. The space between us closed, our lips met softly and slightly open. Her tongue snaked out slightly as we came together in a soft sensual kiss.

As that first kiss concluded, she pulled back slightly with a smile on her face.

"Wow that was really something."

I nodded, "It really was very sensual."

We looked at each other and our lips met again, as they did so I took the opportunity to slide my hand under her top and onto her flat midriff. My hand feeling cool initially against her hot silky skin. As my hand warmed up and her breathing became a bit more flustered I started to move my hand upwards. We both knew where it was going, we both knew, I think, that she was not going to try and stop me. But still I took my time savoured the moment. I think we both sighed as my hand finally captured her breast. The fabric of her bra felt soft and sheer and I could only imagine the view of her dark puffy nipple through what I assumed was a pink mesh fabric.

As my hand caressed her breast she pulled me into a deeper embrace and kiss and I could feel her breathing starting to get heavier. I could feel her smaller pants as I manipulated her breasts, she moaned out loud for the first time as I pinched and pulled her nipple.

"Ooooooohhhhhhhhhhh."

I loved hearing that moan, loved hearing her break the silence as her pleasure echoed in the room. Things were heating up nicely between us. I started to kiss the side of her neck, the area she had said was where sexy started for her again.

She almost purred as I kissed her throat, pinched her nipple and really started to heat her up. I moved my mouth up to her ear.

"I can't wait to taste your pussy."

She moved to look me in the eye, "I am ready to be 69'd now for sure."

And with that, this wonderful, sexy, blonde bombshell took my hand and pulled me towards the bed. This woman was still gonna surprise me, however I have not once failed to fuck a wife after I ate her to an orgasm.

At the bottom of the bed she turned towards me, bit her bottom lip and reached her hands towards the button on my jeans.

"C'mon then stud show me what you're packing? Show me how hard I gotta work it!"

I laughed "Missy Elliot reference nice."

And with that I pull my top off over my head and I felt her fingers snap open the button on my jeans.

There was no hesitation, she ran her hands to the side of my hips found both waistbands and lowered both to my knees. My cock inevitably surged free!

"Fuck me Rob you are packing a lot of meat there."

Always nice to hear you might be a woman's biggest cock.

"It's never gotten any complaints." I said looking down at her. I reached down and stepped out of everything finally naked in her room. I pulled her up and swapped our places.

"I am sure this skirt is a barrier to very little but it simply has to go."

She shimmied as I said this making the skirt swish. It was a sexy little move. I reached around behind her unzipped the skirt, and slowly lowered it down her legs. I don't know about you but I really do like to see a sexy woman in her lingerie so I left her panties on to get that view.

She was breath taking. Her breast from my sitting angle looked pert, more than a handful and had long erect nipples, I guess she was turned on. Her hips flared beautifully and her panties just seemed to skim her hips and frame her pussy. She was a work of art. Absolute perfection.

"Wow Maddie you are one sexy woman."

She smiled, moved her hands behind her back and removed her bra, throwing it somewhere behind her. Her tits were amazing. I moved my hands to her hips, looked up at her face, she was gently biting her lower lip, which was super cute. I hooked my fingers into her panties and lowered them down her legs. Her pussy came into view. It was shaved completely bare, my favourite and was very neat little box. I could only imagine it was nice and tight. I could not wait to taste her.

As I looked at her cunt she gently pushed me back, "Skootch up or else this 69 runs out of room very quickly."

Quickly moving up the bed she jumped on top of me, kissed me hard and ground her pussy against the shaft of my cock, I groaned deeply into her mouth as she did so.

She sat up looked down at me, almost shook her head a bit, I recognised the sign of that hesitation that uncertainty, good I still liked to do a bit of work even if it was persuasion I was planning to do with my tongue against her pussy.

Slowly she swung around, "Ready down there?"

"Sure am, how bout you?"

She simply leaned forward, lowered herself towards my face and engulfed my cock with her mouth. I would have groaned but her pussy was covering my mouth.

I moved my hands quickly, spread her pussy lips and tasted her with one long lick along her slit, I heard a muffled moan around my cock as I made contact. God she tasted nice.

I'm not sure about you but I always find 69 a very weird sexual experience, you want to work on the others pleasure but at the same time you wanna groan out loud when she hits that sweet spot on your cock.

Anyway I got down to business. As I said she had a tight little pussy so I spread those lips and started to really work on her, I could tell buy the groans around my cock I was doing a decent job.

The other thing I find odd about 69 is everything is upside down that up stroke of the tongue to the clit is kind of the start of the motion, it take a lot more thought.

As I was getting into my groove, I could feel my balls tightening, Maddie had been going to town on my cock, she was a spectacular cock sucker, I liked her style it was all business no finesse, she was just gobbling my cock sliding her lips up and down my length and swirling her tongue around the head.

I moved my mouth slightly, sucked in her clit and started to lash it with my tongue. Her mouth shot off my cock as she couldn't contain herself.

"oh fuck that's soooo good. Yessssssss."

I smiled briefly and continued to try to get her off. I could tell she was close as she abandoned her efforts on my cock and felt her sit and and while I couldn't see I thought she was probably pulling her nipples with her fingers, I could just about make out her elbows.

"Oh fuck yeah, oh god Rob, I'm so close."

I applied a bit more speed and a bit more pressure and could feel her hips moving and undulating as she reached her peak with an explosion she came all over my face and I started to lap up her juices as she rode through her orgasm.

"Unnnngggghhhhhhhhh." She groaned as she came

I could only imagine her throwing her head back as she came.

"Huh, uh, uh, uh." She continued to pant as she came down from her peak.

I felt her shift above me and her weight shifted from my face, "fuck me Rob that was sensational." As she said this her hand curled around my cock and I felt her tongue snake out and lick it.

In a flash of inspiration I decided to move quickly away from her before she could engulf my cock again. Much as I would have enjoyed cumming down her throat I figured this was maybe my best chance to get between her legs. She looked back at me as I moved I could see she was confused. I sat up a bit and gestured towards her.

"Come 'ere."

She quickly turned and as I sat up she deliciously moulded her body to me as we met in a sitting kiss.

"Mmmmmmm, I can taste myself." She whispered.

"You taste delicious."

We kissed like this for a moment until she started to rock herself against my cock which I could feel was now firmly lodged between her swollen labia.

"Oh fuck that feels good." She moaned adjusting herself slightly and grinding against me harder.

Her grinding motion was getting harder and faster I knew this was the moment.

"Fuck me, put it in and fuck me." I whispered into her ear.

She went still for a second. "I really shouldn't, really shouldn't" She said her forehead on my shoulder.

I was subtly flexing my cock while she battled with her fidelity. I was fairly certain she was gonna pull up, and then start to ride me but she hadn't yet.

"Oh god that feels so good." Her hips started to flex and grind into me again, I'm not sure if she was even aware she was doing it.

"It'll feel so much better inside you, it's what you need." I whispered into her ear.

"OH fuck I'm gonna........ UHHU"

With a shudder, she had a small orgasm just from grinding against my cock. I could feel her wetness drenching my shaft. I was desperate to be inside her.

"You're so wet Maddie, so ready to fuck me."

She audibly groaned, "Oh god Rob my whole body, my entire being wants to ride you hard."

I heard a but in that statement so let her continue.

"I've never done anything like this, even in my early days of being on long haul, I've never given in and fucked a pilot and I guess I wanted to many times."

Her hips had started to subtly grind against me again.

"How far have you gone before?" I asked even though I knew it potentially took me into a bad place.

"Never this far, never this naked, never this close. Oh god I could just flex my hips and you'd slip in, would be so easy."

"I want you Maddie, you can feel how hard you've made me, my cock is dripping wet from your pussy juice."

She kind of giggled at that, "Yeah sorry about that."

"Don't be it feels amazing."

I slide my hand down her back slowly cupping her butt and subtly pulling her up and towards me. She resisted moving towards the head of my cock but resumed her grinding. I could tell there was something holding her back, something that wasn't her vows or it didn't seem to be, she had already cheated quite thoroughly but maybe she was able to compartmentalise non-penetrative and penetrative cheating as somehow different! Obviously I only count it as a conquest when I am balls deep so makes sense!

"Rob do you have a condom?" she finally asked.

I pulled her head up to look me in the eye. "I think you know I don't."

"I've, I've," she stuttered, "I've never fucked bareback. Always been so careful."

"You make your husband wear a johnny?"

She simply nodded.

I was somewhat at a loss here, didn't know what to say or do so I let my instinct drive me.

"Is it a safe time in your cycle?"

I could see her thinking hard

"Maybe, not the best but not the worst."

"Think how good it feels just now and how good it'll feel to have my cock inside you bare."

Her hips flex and drove her lips along the length of my cock.

She panted, "Fuck Rob. Are you clean?"

Again I looked her in the eyes, "I am yes, I get tested regularly. Not that it would matter tbh given how much riding against my bare cock your pussy has been doing already."

She looked down and giggled, "Yeah I guess so."

"If you're asking about protection does that mean...." I let the moment hang.

She bit her bottom lip, god I loved that, threw her blond her back and simply kissed me deeply. As our tongues battled her hips stopped grinding on me and she moved up, this allowed mu cock to spring upwards and as we kissed I felt her move her pussy towards my cock. Fuckin yes here we go married air hostess riding her first bareback cock and I was absolutely determined to be the first person to cum inside her. Our sexual organs touched, she moaned softly at that and at that she stopped kissing me. Reached behind and underneath herself and lined my cock up with her entrance. Slowly agonisingly slowly she pushed down and we both watched each others expressions change as her cunt expanded around my cock. Inch after inch was devoured by her tight, soaking wet pussy until her groin was meshed with mine and we both sighed out loud.

"Oh god that feels so good, so different."

"You're so tight, so fuckin wet."

OH my god I think this was my best married fuck ever, not only had she surrendered to me, she had lowered herself down on my cock and I was the first man she had ever fucked bareback. I was gonna take her cum inside virginity and I knew she was unprotected. I'd never had a pregnancy kink but fuck the very idea of knocking her up made me harder than I had ever been. I think my encounter with Chloe had given me a love of that risky edge of knocking one of these married woman up and having their husband raise my child. Fuckin wild thoughts.

Slowly she started to take her first ride up on my cock, she felt fuckin amazing and her face looked gorgeous as she started to fuck me slowly. I think initially she was getting used to the different feel. I know I hate having to wear a condom, I will but I don't like it half as much so if she had always been a good clean girl then this must feel so different for her.

"How does that feel Maddie, with a bare cock in you?"

"I, I fuck I can't explain how different it feels." She pulled back from me a bit and said very matter of fact, "Plus you are friggin huge compared to anyone I've fucked before."

"You took me so well, your pussy feels amazing."

In my experience there are 2 types of women when they get on top, ones that move their hips deliciously in little circles and ones that really slam themselves up and down on a dick. Maddie was the second type.

"Oh, oh, oh, oh," Maddie moaned as she rode my cock.

Her pussy was really nice around me and she was effectively bouncing up and down giving my cock a full stroke each time.

"Fuck I never knew anyone could get so deep." She panted.

"Bareback and breaking virgin territory in your cunt." I replied watching as her blonde hair framed her face as she fucked me.

Maddies hands moved up to cup her own breasts as she rode my cock with her head thrown back he movements were a bit erratic. She leaned forward and kissed me still ramming my cock deep inside her.

"Fuck this feels good Rob."

"It sure does."

We locked lips and I could hear Maddie making groaning noises as she rode me. There was a sheen of sweat covering both out bodies and I felt like I was starting to approach a peak.

"OH fuck that feels so good." I moaned as she created a rocking motion with her hips, keeping me deep inside her and putting a lot of stimulation on my swollen knobhead.

Suddenly Maddie seemed to stiffen, throw her head back and moan.

"Ooooooohhhhhhhhhhhhh."

I watched as her orgasm overtook her, her long blonde hair framing her face as it crumpled and feel in an orgasmic crescendo. As she rode out her orgasm, I lay back and enjoyed the view of this gorgeous married air hostess cumming hard on my cock. I briefly considered turning us over so I could pound her but I wanted her to make the decision on where I came! Wanted to see what she would decide. Once again this was a risky little shag for the cheating wife.

She rained kisses down on me, "Oh god that was good, I love your cock."

"Keep riding it baby, I aint cum yet."

A look of determination came on her face and she started to ride me furiously. God her pussy was absolute heaven around me and I knew I would not last too much longer. She continued to ride me and I felt my balls start to rise, I Pulled her towards me, kissed her and whispered into her ear.

"So good your gonna make me cum."

She looked down at me, smiled and said, "Good, be the first to cum in me. I want to feel it."

OH yes I was gonna knock this air hostess up I felt myself get harder at the thought. With her slamming our bodies together, I grabbed her hips and thrust up as she thrust down burying my cock deep inside her and released. I came hard against her cervix in 5 big blasts of cum. Feeling my release Maddie moaned, low and deep as for the first time in her life someone came inside her and truly triggered her cervix response to pull that cum into her waiting fertile womb.

Maddie looked down at me panting her hair plastered against her sweaty face.

"That was amazing, so much better, can not believe how much better bareback feels and oh my god I felt you cum in me felt my body react fuck that was intense."

I moved her hair behind her ears and kissed her deeply, moving her off me and onto the bed.

"Amazing sex and you did all the hard work."

She smiled at me and we kissed gently for a while no further words required.

After a while Maddie pulled back and looked me in the eye.

"However the feel of cum running out of me is not one I enjoy I'll errr be right back."

I enjoyed watching that peach of an arse head into the bathroom. Now I had enjoyed this so far but I absolutely wanted to pound this woman, wanted to be powering into her cunt and making her scream the thought of which already had me well on my way to ready for round 2.

Maddie walked back in her hips swaying and her plump breasts also swaying deliciously as she walked back towards the bed as she eased herself under the covers I pounced. Grabbing her roughly I pulled her into an embrace that locked our bodies together and then locked our lips together. Fortunately she was clearly ready for another round as well as she kissed me fervently moaning into my mouth as my hand found her breast and groped it.

As we kissed passionately, I felt her hand reach down between us to grasp my growing erection. Her hand started to stroke me back to full attention. God her hand felt good on my cock.

"Oh that's good Maddie," I moaned as her hand twisted on my shaft.

She felt me move slightly and moved with me, spreading her legs as I moved between them. Never letting go of my cock. She guided me to her pussy and ran my swollen head between her pussy lips. I always really enjoy when a woman does this as it feels so good. I couldn't help but smirk as I looked down at her hand wrapped around my cock with her wedding ring glinting. Oh I love this unbelievable claiming another mans property.

I couldn't help myself, "Guide me in."

She positioned me at her entrance and with her legs wrapped around me pulled me towards her as I surged deep into her tight married cunt.

"Ooooffffftttttt." I groaned as her wetness enveloped me fully again.

"OH god." She screamed as I started to fuck her hard.

Her being on top had been incredible but as you know if you have followed my stories I do enjoy pounding these little wives in a way that their dear devoted husbands likely seldom do. With Maddie's reaction sure felt like she had needed a good pounding for a while. With her legs wrapped around me, her blonde hair spread on the bed like a halo and with her tits moving delightfully as I started long urgent deep strokes into her I was going to enjoy this.

"Oh my god yes, fuck me hard." She screamed.

"I'm gonna." I grunted as I picked up the pace. Slamming our bodies together.

I really started to pound into her now driving myself into her deeply with each stroke, making sure our groins mashed together and each thrust sent little jolts into her sensitive clit.

"Oh god Maddie, I groaned I love fucking your married pussy."

Her eyes flew open then a bit and internally I loved it as the realisation that I truly did get off on this hit.

"Fuck me then you bastard, fuck my married cunt."

Oh yes this was giving me Louise vibes!

"Take it deep in your married pussy," I groaned as I put her legs over my shoulders and railed her deep and hard.

"Uh, uh, uh, uh. Ffffffuuuuuuuccccccckkkkkkkkkkkk." She screamed as her orgasm smashed through her body.

I knew I couldn't last much longer and with the possibility of knocking this blonde air hostess up I wanted to bury myself as deep as possible inside her. With 5 long deep strokes I drove myself into the hilt and exploded deep inside her married cunt.

"Oh god." I shouted, "So fucking good."

I could still feel my cock pulsing as I released her legs and panting we came down from what had been a very intense, very frantic fuck.

I lay back as Maddie once again skipped off to the toilet. I'm not convinced she was enjoying the aftermath of letting someone cum inside her too much. Her husband the poor bugger would deffo not be getting in bareback anytime soon. Though she might have to let him a few times just in case I had knocked her up!

Honestly Chloe & Maddie being slightly risky fucks had given me a new kink!

Maddie came back and she looked gloriously well shagged. I love seeing a woman who has that flush from cumming so hard that they are just flushed and fulfilled and hopefully still horny. I wasn't sure I was finished with my air hostess.

Maddie stopped at the side of the bed.

"Alright mister, this has been fun but some of us have a flight to be on early tomorrow."

"Surely you've got one more round in ya Maddie?"

I reached towards her with a twinkle in my eyes. She kinda sighed but did take my hand.

"OK, ok but you need to be out of here soon I really do need some sleep."

Yasssssss, I was gonna fuck her one last time. Perfect I wanted her in doggy if I could.

Despite being on borrowed time I let her set the pace which was quite slow and sensual as we kissed and let our hands slowly draw patterns on each others bodies?

"Whats your favourite position?" I asked her as we broke apart momentarily. Her hand continued it's languid slide down my abs as she considered this?

"I like being on top, I really like what we just did never done that over the shoulders part before, super deep. Normally I Just like missionary! Plain, vanilla but it works for me."

"How about doggy?"

"Is that your favourite Rob?"

"I do enjoy it yes. Maybe not favourite but up there for sure."

"Well if you can get hard again I can take it on my knees!"

I reached over and pulled her hand down towards my crotch. "Give a man a hand would you!"

Laughing she ran her long nails up my shaft. Which made me shudder and I realised with disappointment that she had not raked those long nails down my back! Probably afraid to break one I expect.

"Well, well what have we here?" Maddie said as my cock started to spring to life, while she had an excellent pussy and a talented mouth her hands were every bit as good.

"A cock ready to be buried deep and slamming against your g-spot."

She made a bit of a face, I guess maybe doggy really was not a position she liked. Fuck it she was getting it anyway.

"Not really like doggy?"

"It's OK just the way you said slamming, not sure I like it that rough."

"Trust me, you'll enjoy it."

I moved to stand up and gestured for her to scoot down to the edge of the bed. She looked surprised.

"It's better when I am standing."

"OK."

And with that she presented herself to me lewdly at the bottom of the bed. God her arse looked exceptional and I could see her glistening vulva between her legs. It was about to glisten more as I filled it with my cum.

I moved into position, I was already thinking that I didn't need this to be rough, though I suspected she would love it really she had liked being doubled over and fucked hard. What I really wanted here was to cum with her make sure my cum was deposited as her cervix was fluttering and looking for it. God where had this pregnancy kink came from bloody hell!

I lined up, put my hands on her hips and entered her slowly it was delicious to feel my cock part her labia and inch by inch bury itself in her.

"Ahhhhhhhhh." She moaned upon entry.

I felt myself bottom out in her sheath, she really did have an exceptional pussy one of the best I've ever fucked. That first push in was delightful as her pert little bum was pressed against my pelvis, it felt like heaven. I braced myself for a good grasp on her hips and started with long slow strokes making sure to get as much delicious contact with her g-spot as possible. I quickly settled into a good rhythm as Maddie's moans filled the air. I reach around and took her tit in my hand giving that long nipple a nice solid pinch.

"Ahhhhhhh." She cried out.

I'd already fucked Maddie twice but the way my cock felt in her from behind was a new experience for us both it felt fantastic!

"Oh jesus, oh christ that's good." Maddie wailed as I slapped our bodies together.

Each thrust brought her gorgeous arse rocking back into my pelvis with the most delicious slap noise. Maddie had dropped forward onto her elbows with her forehead on the bed as the electric thrills shot through her body. I wanted to tip her over the edge, wanted her to cum before I let myself cum in her. God I needed that feeling for my new kink!

Releasing her tit, I moved my hand between her legs and started to frig her clit. Her response was immediate. She almost wailed as I assaulted as many of her pleasure centres as possible. If I hadn't needed a good grip on her I would have plunged a thumb up her arse but Maddie was really writhing on the end of my cock now as orgasmic sensations started to fire through the centre of her being.

With what I can only describe as a strangled grunt I felt Maddie explode into her orgasm and knew this was my moment this was the moment I knocked her up. Speeding up I thrust into her deeply and as her pussy started to milk my cock I slammed myself deep and released inside her again.

Oh god the feeling of her tight married cunt vibrating around my cock knowing that she was unprotected I swear it added something to the whole experience for me. That to be honest I've seldom experienced since. Maybe it was a time and place thing but fuck me it blew my load and blew my mind right then!

Stepping back I pulled out of her looking down at the blonde bombshell I had just thoroughly fucked for the past few hours. She moved her hair out of her face and continued to pant as those little sensations continued to fire through her body.

I needed a drink and staggered over to where the bottle was and took a pull straight from the top couldn't be bothered to find my glass.

"Pass it her then?" Maddie said sitting up on the bed.

I sat next to her passed her the bottle and we drank for a couple of minutes.

Until she said, "Well mister it's been an experience, but this Air Hostess has to be up and out early so I need to sleep."

I always figure getting more than a couple of shags in one of these encounters is a bonus and this had absolutely exceeded my wildest air hostess fantasies.

"You finally got that Air Hostess Rob how do I compare to the fantasy?"

I chuckled, "Were you reading my mind? You absolutely exceed the fantasy a million times better. I don't think I ever expected such an erotic experience so yeah thanks."

"Great glad to hear I will be featuring in your wank bank for a while to come!" She said with a huge smile handing me back the bottle which I drained.

"Straight into the top 3 shags list Maddie straight in!"

Once again her glorious laugh made me smile. She touched my arm as we sat there for a second.

"Anyway sleep, please fuck off and let me sleep this has been great and all but I need sleep."

"No worries," I said starting to gather my clothing and get dressed. I knew the night was over and looking forward to a good sleep myself.

"I guess I might see you again," I said, wondering if there was any traction in any future encounters.

All she said was, "Maybe." And like that I gave her a last kiss and let myself out of the room. What a night, what a woman I wasn't exaggerating top 3 shags of all time for so many reasons.