My wife Deb and I are in our early 40s and we have a healthy sex life. She enjoys sex and is quite open in bed, but she had not done anything too wild in her younger days, because “there wasn’t a chance” she claimed.
Sometimes when we make love, we’d roleplay and imagine scenarios where she’s fucked by multiple men, and those fantasies spiced up our sessions. The thought of other men and multiple men having a go at her made both of us extra high when we fucked. After playing that fantasy for a while, I’d get a hard-on when imagining a graphic picture of her opening her pussy and letting another man’s cock go into her.
Increasingly, I toyed with the idea of making the fantasy a reality, at least for once.
I broached the idea to her. She was obviously keen on the idea from a lust perspective but had the usual reservations about privacy and safety.
The idea was discussed on and off for a few years but we did not seriously plan to do it.
Finally, earlier this year, I told her we are not getting any younger. She still looks attractive for her age and still has a healthy sexual appetite. I said if we don’t try this soon, we’d never going to try it. If we do it, I’m sure she’d rather the men be lustfully going at her, and not have any reservations.
So we discussed it seriously and worked out all the potential problems and anxieties.
Without going into details, we found three young men in their early 20s. All were athletes who were fit and muscular but not beefcakes. Jake was boyish looking, Zack was a bit of a hipster with a goatee and Dan was the type with angular jawline and facial features. They were relatively good looking.
The rule was simple - no S&M or anal, and anything goes as long as Deb is ok. Deb or I can call it off any moment. The promise made to the men is that minimally, Deb would make them cum one way or another. Whatever way, we will go with the flow. Most decisions will be made on the fly, at the moment.
We checked into a 5 star hotel, all 5 of us together.
Deb was in a simple but elegant black dress.
The 3 men took a shower to clean up. They came out into the room, all fully nude, as agreed.
I was sitting on a couch in a corner while Deb was waiting for them on the bed.
She stood up when they emerged from the bathroom. Everyone stared at one another a bit awkwardly and no one knew how to start.
So I got set the mood by dimming the light. Deb walked up to them and slowly turned her back to them without a word.
Anticipating what would happen in the next hour, all the 3 men were semi hard. Dan got Deb’s cue and made the first move by putting her hands on her waist, slowing wrapping his arms around her and hugging her. He moved his hands up and caressed her breasts through her dress. Deb took a deep breath but showed no protest. He moved his hands to her dress zipper at her back and asked “can I?”
Deb nodded.
Dan pulled down the zip quickly, and was in a bit of a hurry in pulling her dress down, letting it fall to her feet, revealing her in a black, semi transparent one-piece lingerie that did not cover much of her breasts.
Deb was very well maintained for her age. She had B+/C- boobs that were firm and bouncy despite kids, nice perky nipples and a nice ass. While she had lost her 24 inch waists, she was certainly not fat, and very desirable. The cocks of all the 3 men became very hard at the sight of this MILF in an instant. In their minds, they must be thinking their dreams will be coming true in a moment, fucking a MILF.
Dan started to grope Deb from behind. He wasted no time in going after her breasts, squeezing and kneading them through the thin lingerie. Deb responded with deep audible breaths. The light was too dim for me to see if she was awkward or embarrassed. Dan got very hard and pushed his cock against her butt and started to grind her from behind.
The other two men got very hard at the sight of this scene and started to lay their hands on Deb. At first they were a bit probing, caressing her stomach and shoulders. But before long, all subtlety was lost and 3 pairs of hands were all over her breasts, squeezing her them and twiddling her nipples.
Zack got bolder and slipped his hand down and under her lingerie. Deb gasped at his touch and Zack mumbled “wow” in surprise when he touched public hair and bare skin – because she was pantiless. The other two looked down to see what was Zack exclaiming about. Zack pulled up her lingerie to show his pals his find – a bare pussy. Deb’s pussy lips were wet, and so were Zack’s fingers – he had her pussy juice on his fingers.
The three pairs of hands then roamed between Deb’s breasts and pussy. They were a bit rough with her tits but gentle with her down there, as instructed before. Deb let out a few moans. Her fantasy has began. She was being groped by 3 virile young men. They were naked, hard, and feeling her breasts, pussy and all over. They lusted for her, and she obviously was getting very turned on.
The men’s caresses on Deb’s neither region gradually made her part her thighs but it was not easy when she was standing. She was nudged to the edge of the bed where she sat down. Dan gently pushed her and she laid down, with both legs on the bed. The men went at her again, this time Dan and Jake kissed and sucked her breasts while Zack put his hand between her legs.
Deb couldn’t resist the stimulation – her moans got louder and her legs gradually parted. Before long, she was fully spread open and her wet pussy was in full view of everyone. Her pussy lips were very wet, red and slightly swollen. Zack was expertly stroking her pussy lips with his hand, occasionally rubbing on her clit. Deb’s eyes were closed and she breathed deeply everytime his fingers ran up and down her pussy lips. Zack was young but was obviously skilled.
Zack knelt down between Deb’s legs and lowered his head. He wanted to proceed further but needed her permission. “Can I… eat you, Ma’am?” (It was part of our instruction that the men address her as “Ma’am” because she gets an extra high by being in control)
“Yes, go ahead, my boy…” she responded with a faint smile. I can imagine she was both turned on and embarrassed by how things are playing out but the embarrassment was not showing at all.
Zack set to work by first planting soft kisses on Deb’s inner thighs, avoiding her pussy. He was indeed experienced. After being teased in this way for a while, Deb squirmed and shifted her pussy under Zack’s face, at the same time reaching to hold his head with her hands, guiding him to where she wanted him to be. She needed his tongue on her pussy.
That was the cue Zack needed. He lowered his head and began to kiss and lick Deb’s pussy, slowly increasing his tempo and moving from short flicks of his tongue to long licks from bottom to top. The other two men got into action as well - they pulled down her lingerie to fully expose her breasts and started to grope and suck them hungrily. Deb moaned and squirmed as all her vital parts were served by the 3 horny men.
At this point, Deb lost all inhibitions, if there was any at this point. She reached out her hands to grab the hard cocks of Dan and Jake to stroke them. Without warning, she pulled Dan’s 6 inch tool to her face, opened her mouth, and started sucking it hungrily. Dan closed his eyes and enjoyed the unexpected treat.
One of our favorite porn scenes was a woman being eaten while she sucks a cock and performs a handjob on another. Here Deb was living that scene in reality, and I was witnessing it. It was as hot as it was surreal.
Deb loved to be eaten and cums easily that way. However, she has a tendency to recoil away from the man giving her oral after she cums because she would get too sensitive in her private bits. This time I planned a surprise for her and gave the men instructions to give her a different experience.
Deb could not last long under a skilled tongue and Zack was not a novice. Very soon, her breathing intensified and moaning become louder. Zack gave a few flicks on her clit and sent her over the edge. She let go of Dan’s cock, which was hard as steel and smeared with her saliva. She buckled her hips and moaned in ecstasy as she orgasmed. She then instinctively tried to close her legs and move away from Zack. But to her surprise, she couldn’t budge because Jake and Dan were pinning her down onto the bed. Each man held on to one of her legs and one of her arms, and pinned her firmly down spread-eagled.
Zack launched his attack - latching on to her pussy with his mouth and frenched it vigorously. It sent Deb into a frenzy.
“No!! Let… let… me go! Stop… ahhh… ohh… stop! God… fucking stop… ahhh.. sensitive… can’t … can’t … take it… ahhh…. ahhhhhh…. fuck!” She wailed, screamed and moaned. Her hips buckled and her whole body spasmed and shivered as waves of pleasure surged through her body, making her orgasm again and again. Her hands grabbed onto the bed sheets so tightly that sinews popped up in her arms. In the dimmed light, I could see her boobs with erect nipples jiggled as she squirmed uncontrollably, as her face got drenched with sweat and tears.
She convulsed for a full minute before relaxing, and Zack raised his head while the other two released their grips on her. She laid on bed spent, her pussy wet with saliva and her own cunt juice. She had just had the most explosive and longest orgasm in her life and all 4 men were massively turned-on by the spectacle. All the cocks in the room were at full hardness and all of them needed relief soon.
The 3 men wanted some real action – they wanted to fuck Deb. But none of them knew how to make the move. Deb gave Dan a slap on his butt and prodded him “well… aren’t you going to do something?”
Dan move between Deb’s legs, which she opened again, revealing her love hole in its full glory. Dan’s cock, with a big mushroom cock head, was almost pulsating.
“Ma’am, can I fuck you?” he asked, as he rubbed his cock on her pussy lips.
“I want your cock in me…” Deb replied, looking at him directly in his eyes.
Dan picked up a condom pack at the side table, tore it open and began to roll it on. Deb unexpectedly grabbed his hand, took the rubber from him, and tossed it aside. Then she spread herself a little wider. She was exercising her “raw option”. It was safe because all safety precautions and checks had been done but everyone was surprised. Deb was really going all out.
“Ma’am, you sure I can go in raw?” Dan wanted to be sure.
“Shut up and fuck me…” Deb whispered. Although she came multiple times, she had not had a cock in her, and she was becoming horny again.
Dan put his cock at the entrance of Deb’s pussy, rubbed it a bit, then shoved it in swiftly. He was too horny. Both Dan and Deb exclaimed with a synchronised “oooh” as he filled her up. Deb was being fucked by a young man who’s almost a stranger, raw, in front of her husband. Her pussy was being violated by an engorged cock and she was enjoying it thoroughly. She turned to look at me, with a look that was a mixture of lust, embarrassment and a bit of guilt. She saw me stroking my own very hard cock and immediately knew everything was ok. Dan started pumping her with hard, long strokes, making her bite her lips.
I stepped forward to have a closer look, and saw at close range Dan’s cock sliding in and out of Deb’s pussy, with a rhythmic “piaking” sound as he pounded her. She looked at him and me and let out a series of moans, very lusty moans. She was enjoying seeing me being fucked as much as I was enjoying watching her.
Dan was very high and didn’t last long. He grunted and pulled out suddenly, squirting a stream of cum on Deb’s thighs. Deb had not asked him to withdraw – he must have withdrew because of confusion.
Jake was the shy one and had not been in as much action as the other two men, who had eaten her, been sucked by her and fucked her.
Deb turned to Jake and asked “Don’t you wanna have a go?”
Jake was shy “what can I do, Ma’am?”
“Anything you want…”
Jake reached out and groped Deb’s boobs and stroked himself with his other hand. He was still shy to do what he really wanted to do.
“Put your cock in me and fuck me, silly boy!” Deb chided.
Jake took a deep breath, put his cock the opening of Deb’s pussy, then slowly pushed it in, breathing deeply and grimacing in pleasure as he entered her. He then started to pump slowly.
“Harder… fuck me harder…” Deb encouraged.
Jake did as he was told, and everyone could tell he wouldn’t be able to last long. Like Dan, he started to pull out just as he was about to cum, but was surprised when Deb grabbed his butt and held him tight. He went with the flow and finish it off with a couple of hard, long thrusts, twitching as he emptied his balls into Deb’s pussy.
When Jake pulled out, a sticky trail of cum flowed out.
Zack was the only one left. Being the most experienced and chill, he wasted no time in getting between Deb’s legs. But Deb had other ideas. She pushed Zack onto the bed, straddled him, and lowered herself onto his hard cock. When she was fully impaled, both of them heaved signs of relief. Then she began grinding and riding him. That’s her favourite fucking position – one where she could cum very quickly. With all the pent up desire, Zack could not last too. Deb knew he was nearing the end, so she upped the tempo to orgasm together. They came almost at the same time, both moaning in pleasure, with Zack grabbing Deb’s boobs roughly as he pumped his cum into her pussy.
Deb slid off Zack, with cum dripping from her pussy. She had just been fucked by 3 young men raw, with 2 of them cumming in her. She felt so satisfied, so fulfilled, so wanted, so lustful and so dirty. She felt so good.
She looked around and saw that Zack was still semi-hard, and was surprised to see Dan and Jake fully hard again. The two young men had been so turned on watching the live action that they were ready for another round.
Deb reached out both her hands and wrapped them around the cocks of Jake and Dan. She then began to caress and stroke them. As older men would know, a married woman is so much more skilled in stroking cocks and finding critical spots. Within minutes she got both men breathing heavily and groaning as their cocks became engorged. She pulled down their foreskins, revealing two swollen cock heads, pulsating to the young man’s heart beats.
Deb then let go of the cocks, laid on her back and opened her legs. She was preparing them for her pleasure. Both men couldn’t wait to have round two with her.
“Ma’am, let me fuck you again please…” horniness got the better of Jake and he wasn’t so shy anymore.
“Ma’am, permission to fuck you…” Dan was quick to ask as well.
Both men needed a pussy and were fighting to go first.
Jake suddenly knelt down, lowered his head and started eating Deb.
“Urghhh…” Deb was caught by surprised “Good boy…” as she caressed the young man’s hair.
Dan cupped both Deb’s breasts and started to knead them.
Deb closed her eyes, and moaned in approval.
“Good job… now fuck me… and fuck me hard…” she beckoned Jake.
Jake got up, his lips wet with Deb’s juices, and thrust his veiny cock into Deb’s pussy. It went in easily and he began pumping her like a rabbit.
“Ma’am… this is so good… your pussy… so tight… your body so sexy… damn shiok…” Jake grunted as he enjoyed my wife’s body. Knowing Deb, those dirty compliments must had drove up her horniness by a few notches. She moaned in approval at every thrust, and looked sluttily at Jake’s lust filled face as they fucked.
I picked up my phone, walked up, and started recording a close-up of Jake’s cock sliding in and out of Deb’s pussy. It was a most erotic sight and I needed to capture the scene.
After pumping for 5 minutes, Jake grimaced. He grabbed Deb’s breasts roughly and thrust deep into her, jerking his hips as he pumped another load of cum into her.
Dan almost pushed Jake aside as he pulled out.
“Hurry… hurry… I need cock… fuck me… fuck me. Rape me!” Deb commanded.
Dan held both Deb’s hands, pinned her down, and thrusted his cock into her love hole. Then he fucked her like he was raping her. Deb pretended to struggle but obviously she could not break free. More obviously, she was enjoying this pretend rape by this handsome young man who was so desperate for her body. Another of her fantasy fulfilled!
Dan went at Deb like a rabbit, pumping her fast and hard. Deb responded to every thrust with a moan of approval. Finally, Dan thrust deeply into Deb and held her groin tightly to his. Deb took a deep breath as the full length of Dan’s cock filled her up. Dan grabbed Deb’s tits and shuddered as he shot his load. Spent, he withdrew his cock from Deb’s swollen pussy. Moments later, cum dribbled from her pussy.
But Deb wasn’t satisfied. Dan had brought her close to another climax and left her hanging dry. Still filled with lust, she involuntarily rubbed her pussy with one hand and squeezed her own breast with the other, trying to make herself cum.
Dan and Jake were done for the day. But Zack had recovered and his cock had become very hard watching all the action. It was surely not right that Deb had to touch herself to get off. He positioned himself between Deb’s legs and she spread her legs in eager anticipation, a CFM look on her face.
Zack had other ideas. Instead of plunging into Deb’s eager pussy, he started rubbing his cock head on Deb’s pussy, going in circular motion on her clit. That got Deb even hotter, and she started grinding her pussy on his cock. Before long, Zack worked up a tempo with Deb and they began to grind in a rhythmic motion. Zack read Deb’s body well - he brought her close to orgasm and just as about she was about to cum, he suddenly thrust his cock into her. That sent Deb over the edge. Deb let out a loud yelp, arched her back, and her body twitched as her orgasm overcame her.
Deb collapsed back onto the bed when her orgasm subsided. Zack pulled out, still hard. He had not cum yet.
At this point Deb was totally overcame with lust. She got on her knees lowered her head and took Zack’s cock hungrily in her mouth and sucked it in a most lusty manner. Her hands, tongue and mouth were totally over Zack’s cock - she was sucking him with wild abandon, like a porn star. I know she especially like Zack’s type of looks and wanted to enjoy his body to the fullest. It’s a big turn on to witness a woman suck cock without shame - Dan, Jake and I picked at the live show as Deb devoured Zack’s cock.
Zack lasted about 3 minutes before he motioned to Deb he was about to cum. Needless to say, Deb would not let go. She sucked harder, and took all of Zack’s load as he squirted his cum into her mouth. Deb gave him long hard strokes with her hand to make sure everything was milked into her mouth. When The last drop was milked from Zack’s cock, Deb slowly took it out and licked her lips. She had taken his cum in her mouth and swallowed every single drop.
Her wild tryst with the 3 men had ended, but the night was not yet over…
It was time for the 3 young men to leave. They washed up, dressed and I escorted them to the hotel lobby.
When I got returned to the room, Deb had showered, and was wrapped in a bath robe.
What just happened was quite bizzare. We had wanted to try this but neither of us thought it would go so far, with 3 men fucking her raw, multiple times. I did not expect her to be so uninhibited fucking 3 men with me watching. For me, it was a mix of emotions.
In the 15 years we were married, I had been quite actively fucking around behind her back. I had a few affairs and had also fucked an uncountable number of MLs, FLs, and escorts of many nationalities. I had also fulfilled many of my fantasies like having a MFF 3 some, fucking a colleague, fucking Japanese, Korean, Ang Mo girls, having ONS with married MILFs. I suspect she had had a couple of affairs too, but surely not as wild as the things I did. I think we both suspected we had been fooling around but it was don’t ask don’t tell.
Watching her fulfilling her fantasies and lust right in front of me was quite an experience. I was turned on, a bit jealous, and also happy to see her enjoy herself so thoroughly. Maybe it’s guilt from my part that I’ve had my share of sexual enjoyment on the side while she hadn’t? I don’t know.
She was a little awkward when I came into the room.
“Everything ok?” she asked
I unzipped and pulled down my boxers to show her my still erected cock. “What do you think?”
She smiled and immediately knew everything was cool. Her slightly worrisome look turned to embarrassment.
“I didnt expect it to turn out like that, you know… I just…”
I didn’t reply and just removed all my clothes, my cock still hard.
Deb took the cue and dropped her robe. She was of course, not wearing anything underneath. I walked towards her, and she knew what she had to do. She spread herself wide on the bed. Her pussy, which was fucked so many times by 3 men merely 30 minutes ago, was still a bit swolllen. Her pussy lips were parted and moist.
Without saying a word, I got between her legs and pushed my cock slowly into her. We both sighed in relief as my cock slid into her. I was especially relieved after watching her in action for so long - her warm pussy felt so good. I pushed my cock completely into her, enjoying my wife’s pussy which was used by 3 other men just moments before.
Then I decided to “interview” her with my cock in her.
“Did you like the whole session?”
“Yes” she said shyly but firmly, with a hint of guilt.
“Tell me how you felt…”
“Slutty… lusty…. wanted… sexy… embarassed… very horny…”
My cock hardened as I listened to her.
“How did you feel when you saw me watching you get fucked?”
“Guilty… embarrassed… my heart was pounding… very turned on…”
“Did you like me watching you get fucked?”
“Yes…” she had to avert her eyes as she confessed.
“Do you want to do this again?”
“I can’t stop thinking about it as I showered. I wish I can be fucked like that everyday…”
“Which part did you like most?”
“It was a turn on to open my legs and show my pussy to them when I hardly know them… When they held me down and ate me, I thought I was going to die from cumming… I also loved it when they took turns to fuck me… every one of them was so desperate to fuck me… I felt so wanted and I felt like a porn queen. It was a fantasy I had since I was 16… to be gangbanged by a group of men…”
“Which boy do you like most?”
“Zack… he’s so cute. I wish he can be my boy toy…”
“You enjoyed sucking their cocks?”
She nodded.
“Do you know you fucked them like a slut?”
“At first it was a bit awkward and embarrassing. But after they had had their hands and mouth on my pussy, I had my hands on their cocks, and one of them put his cock in me, I just thought… screw it… just enjoy this… and I just let lust take over… it was so… liberating to fuck so freely… grab a cock and suck it when I felt like it… open up and let a man fuck me whenever I want…”
“Did you enjoy being a slut?”
“Yes…”
This conversation was making both of us feel so horny.
I badly wanted to pump her and cum, but decided to play a bit with her.
I pulled out slowly. Deb was surprised “Don’t you want to finish it? I’m very horny too…”
“Let me know how badly you want to be fucked” I said standing at the side of the bed.
She knew I was toying with her and she played along. She got off the bed, knelt in front of me, looked at me and said “dear, let me serve you…” She lowered her head, took my cock in her mouth and started to blow my already hard cock. As she sucked she reached down and rubbed her pussy.
Having sucked my cock for 15 years, she was really good and knew how to pace me and read my reactions. She stopped just when I was close to climax,
“Dear please fuck me. I beg you. Please put your cock in me and fuck me. I’m sorry I fucked the boys and you had to wait… I’m very horny and I need your cock in me… I’m kneeling here begging you… Please… please… please use my body…” she pleaded with doe like eyes, her hands still slowly and firmly stroking my cock.
I nodded. It may look like I was in control but that was furthest from reality. She had sucked me close to climax and was controlling my orgasm with her firm hj strokes as she “pleaded” with me.
She laid on bed, spread wide and gave me her best CFM slutty look. “Please fuck me dear… please… I beg you…”
That got me so hot. I thrust my cock into her and pumped her like there was no tomorrow, my hands all over her tits. She moaned and held me tight as she was ravaged by me.
“Yes dear yes yes yes… fuck me… fuck me… I’m yours to fuck…”
With my cock in her and images of her being fucked playing in my mind, I exploded in her.
We had not expected the session to be so explosive for both of us.
Deb and I talked a lot about the event after that.
We both agreed it was a great experience, and there was no negative feelings of guilt, resentment or jealousy. In fact, we got very horny thinking and talking about it.
Interestingly, it also opened up honest conversations and confessions about some of our indiscretions before the event. She admitted that she had a short 6 month affair with an ex colleague 5 years ago and had a few ONS when she was on business trips some years back. I had been much more naughty than her, and decided that it was prudent to do a partial disclosure. I confessed I had a couple of short affairs with ex colleagues and used escorts when I travelled, but under reported my encounters at least 10 times! I guess we are at a stage where we are very comfortable with our relationship, so these disclosures did not ignite any fights. In fact, we both kinda suspected each others’ indiscretions all along, but we knew our relationship and commitment was strong, and understood we need side release, so we never pursued our suspicions. Now that everything is in the open, we were actually turned on by each other’s stories. Strange but true.
Inevitably, the conversation turned to: what shall we do next? We spoke about a MFF 3-some, swinging or more adventures for her. But we could not think of suitable partners that won’t compromise our privacy or spoil relationships. It’s not easy to simply approach friends (we don’t know how they’ll take it!) and arranging with strangers always bear some risks.
So we threw ideas back and forth for a few months without any real action.
Things started to get interesting when Deb had a young intern, Roy, in her office reporting her her. He was a final year student in a local University, and Deb admitted she finds him attractive.
At my encouragement, she started to tease him by wearing attire that is revealing to office. Once she wore a low cut blouse that revealed her cleavage underneath her power suit. When she had Roy in her room discussing a project, she purposely removed her jacket on the pretext of poor air conditioning.
The same evening, while we were making love, she described it to me…
“He was stealing glances down my blouse… I know he could see my black lacy bra…”
“So how did you feel? What do you do?” I probed, as I pushed my cock deeper into her.
“Damn exciting… I purposely dropped my document so I have to bend down to pick it up. The boy got an eye-full! He may even have caught a glimpse of my nipples…”
“Did he make any moves?”
“Of course not… He’s a young boy. Where got so daring. He just ogled and tried not to be too obvious… I saw a huge bulge in his pants when he walked out. I think he sure go toilet and pcc… haha”
“How did you feel?”
“I was quite horny knowing he was checking out my tits all the time…”
I got harder hearing that and gave her a few thrusts “you were horny? What were you thinking?”
“Errr… I wished he had grabbed my tits, pull down my panties and just fuck me on my desk…” Deb confessed
“So you got wet fantasizing about fucking your intern?”
“Yes…” she moaned as I thrust my cock slowly in and out of her, half turned on by her dirty fantasy, half turned on by my cock in her.
“Did you do anything after he left?”
“I touched my pussy and found I was quite wet… so… so… I went to the ladies, pulled down my panties in a cubicle and rubbed myself until I cum. Can’t remember when was the last time I did that…”
“You are such a slutty MILF… doing that when you are in your 40s!” I pretended to chide her, while increasing the pace of my thrusts.
“Yes I’m a slut… I want him to fuck me… ohhhh… dear fuck me… fuck me… if you don’t fuck me, I’m going to fuck Roy in office tomorrow…”
We both cum together as we talked dirty about her intern.
What is in store for Deb and her intern in the week ahead?
Of course Deb did not fuck Roy the next day, but her hots for him grew day by day. She admitted she could not stop having sexual fantasies about him. I egged her to take things further, but obviously she needs to be careful.
From her observation, he was definitely taking peeks at her. She often caught him taking glances at her, especially when she dressed well. Still, there was too little signs for Deb to take things further.
A week later, Jessie, one of Deb’s one-downs, told her that in a drinking session, Roy unwittingly let out that he thought Deb was very hot, and got teased by everyone. Deb and Jessie had a good laugh about it. Unknown to Jessie, Deb was excited to confirm that Roy had a sexual attraction to her.
We started to plan for something to happen.
The opportunity came when Deb’s team needed to do a major presentation in KL. She decided to include Roy in the trip to help with logistics and create presentation slides. Of course, she had other things in mind.
We picked a hotel where the room had a huge wardrobe, one which I could hide in comfortably.
Deb and I checked into adjacent rooms without her colleagues’ knowledge.
The plan was to lure Roy over on the eve of the presentation, on the pretext of going through the slides.
Deb told Roy over the team dinner at the hotel restaurant that she wanted to spend some time discussing changes in the slides after dinner, and she would text him about it later.
Once back in her room, she and I got into the shower and we made out. I got her wet and horny but did not fuck her and did not make her cum. In fact, she had not had an orgasm for a week. At the end of the shower, she was literally biting her lips and refraining from jumping on me or touching herself. She was in heat!
She texted Roy that she was too tired to meet him at the business floor and whether he minded meeting in her room. Being an intern, of course Roy said yes. He did not know what was in store for him!
I hid in the large wardrobe as planned. The wardrobe was large enough to accommodate me and a small folding stool I brought along. At least I have some comfort! The louvers on the wardrobe door gave me a good view of the room, including the desk and the bed. while keeping me hidden from anyone in the room.
Deb was in a black night gown. She deliberately picked one that is not too revealing but it did have a slit down her chest and she went braless.
Soon we heard the doorbell. It must be Roy.
Deb opened the door and I heard Roy saying good evening to his boss.
I saw a boy, about 1.75m tall walked into the room with Deb. He had good built and was quite good looking.
They sat on opposite ends of the desk and started going though their presentation deck. When they spoke, I could tell that Roy was a little nervous. Perhaps because he was alone with his hot female boss in a hotel room. Perhaps because Deb was in a night gown. Although he was green, surely he must realise it was not so appropriate to be discussing work in a female colleague’s hotel room, with her in a night gown! Or maybe he was too inexperienced to know what is inappropriate or not?
They were talking about work and the content of the deck for about 15 minutes when Deb suddenly said “what are you looking at?”
“Nothing Mrs Loo… nothing…” was Roy’s sheepish reply. He had been caught staring down Deb’s night gown downblouse for sure!
Deb straightened in her chair, which made her erected nipples stand out on the thin fabric of her gown. “Oh shit… I forgot to wear a bra… I’m so sorry… usually I don’t wear a bra when I change down…”
“No no… I’m sorry… I shouldn’t have looked” Roy was almost stammering, but he was relieved Deb was not mad.
“Nevermind… not your fault… let’s finish this…” Deb said nonchalantly and went on with the slides. She did not make any attempt to cover up and her nipples were still protruding from her gown.
They finished the discussion in the next 5 minutes but it was obvious Roy was getting nervous and distracted.
“Alright done!” Deb said.
“Yes! I’ll go back now? So you can rest?”
“Ok…” Deb said.
As Roy stood and up turned around, Deb called out “Roy… sit down…” in a somewhat firm voice.
Roy froze before sitting down. He must be feeling quite nervous and did not know what to expect.
Deb leaned forward and said “I heard from the grapevine what you said about me…”
“errr… I’m not sure what you heard, Mrs Loo”
“What were you looking at just now”
“Nothing… nothing… I’m sorry Mrs Loo…”
“No… I’m not asking you to be sorry. I’m asking you what were you looking at? Tell me, or you’ll really be sorry!” Deb was being very cheeky.
“Because of what you’re wearing… I can’t help looking… looking.. at your chest…”
“My boobs you mean?”
“… yes…”
At this point, Deb leaned forward a little, giving Roy an eyeful. But now he was scared, and averted his gaze.
“Roy… "
“Yes Mrs Loo…”
“Look at me…”
Deb slipped one of the straps of her gown off the shoulders and let it slide off, revealing half her left boob. I could almost see a bit of her nipple.
There was a deathly silence.
“Whatever happens here in KL, stays in KL, ok?” Deb whispered.
Roy was frozen.