As I was engrossed staring at Grace’s spread pussy, an arm wrapped around my waist and another hand reach out from behind me and grabbed my cock.
It was Deb.
She stroked my throbbing cock a few times and guided it towards Grace’s pussy, rubbing it along her pussy lips. Deb was playing with her friend’s pussy with her husband’s cock!
I was super turned on by what Deb was doing to me. I could also feel her boobs pressing on my back, which was again, another turn-on.
Grace was a bit taken aback by surprise too. She was still embarrassed and her face was quite red. But she was clearly enjoying it, as her legs spread willingly and she let out soft gasps as Deb guided my cock up and down along her pussy lips.
“Do you want it Grace? Do you want him to fuck you?” Deb naughtily taunted.
“Yes…” Grace whimpered in a barely audible voice between her breaths.
“If you want my hubby’s cock, you got to ask properly Grace!”
“Deb… Deb… don’t torture me like that. Can you let your hubby fuck me? Can you let him put his cock in me? I need it…” Grace surprised us by imploring at Deb, looking at her straight in her eyes.
That was exactly what Deb wanted to hear.
Deb pointed my cock at the slit of her friend’s pussy, and push me from behind gently.
My wife was pushing me to insert my cock into another woman’s pussy!
Grace and I gasped involuntarily as my cock head entered her. She was tight! I was so horny and I wanted to push in all the way at one shot but decided to hold my cool and enter her slowly.
We both let out loud groans when I buried my cock completely into Grace.
“Oh shit oh shit oh shit… I can’t believe this…” Grace had her hands over her face again, struck by what we were doing.
I began to pump and fuck her with long slow strokes. Now, Deb was kneeling beside us, watching my cock sliding in and out of Grace’s pussy. Grace was quite tight - she really hasn’t been fucking for a while. Every single stroke was immensely enjoyable.
When it comes to sex, one of the golden rules is that all feelings of embarrassment or guilt will magically disappear once a cock enters a pussy.
After a few thrusts, Grace started to get into the act completely. Her face was still red, but more from horniness than embarrassment. Her moans got louder and unrestrained. Her hands wrapped around my arms as my cock send waves of pleasure into her body. I leaned forward and hugged her, catching eye contact with her. She looked away momentarily, but I held my gaze at her as I continue to pump her. That was when she locked eyes with me and we both looked at each other, silently acknowledging how we were enjoying the fuck. I locked lips and frenched her and she reciprocated. By now, she was holding me tightly and her hips were gyrating with my pumping. We were fucking wantonly.
Without warning, Grace tensed up and let out a small shriek. I knew she was cumming so I plunged my cock deep into her and held still to let her orgasm play itself out. I felt myself tensing up and wanted to withdrew, but Grace held on to my butt tightly and refused to let me go.
“Shoot in her… she wants it!” Deb whispered in my ear. Her hand reached down and fondled my balls.
I couldn’t take it and shot my load into Grace.
I had fucked my wife’s friend in front of her.
I pulled out slowly from Grace and my still-hard cock sprung up like a spring.
Cum started to dribble out of Grace’s pussy… my cum. I’ve always liked to watch cum dripping out of a pussy I just fucked raw, watching it in my wife’s presence strangely made it extra kinky.
I did not have the opportunity to relish the sight for long. Without warning, Deb pushed me down and mounted me, cowgirl style, and started to grind me furiously. Looking up at her flushed face, I realised she had been building herself up to an orgasm by fingering herself as she watched me fuck Grace. Now that I’ve done Grace, Deb wanted to cum with my cock in her. So there we have it, my cock, smeared with Grace’s juices and my cum, was deep in Deb, with her grinding away.
It didn’t take long. Within a minute, Deb started her orgasm spasms. I quickly sat up and nibbled on her left nipple while roughly squeezing her other boob with with my hand. That was a sure way of triggering a massive O for her. Sure enough, she moaned loudly as waves of pleasure hit her as she came hard.
Seconds later, Deb calmed down and I unlatched from her breast. We both turned around and realised Grace was watching us fuck and cum, her mouth slightly agape.
“Wow…” Grace mustered a reaction, and smiled bashfully with a tinge of awkwardness. “That was quite a show… I guess I gotta wash up…”
Grace got up and headed to the bathroom.
Deb got off me. My cock was now smeared in the two women’s juices and my own cum. Freed from Deb’s pussy and expended, I slowly lost my erection.
Grace came out of the bathroom shortly. She had put on her tight blue dress again, only this time she was braless and I could see her nipples quite clearly under the thin fabric of her dress. I guess she didn’t bother with a bra after what we’ve done.
“You guys don’t want to wash up?” she said, staring at us, who were slouched on the couch, still naked.
“You enjoyed that?” Deb asked, passing her a glass of wine.
Grace took a big sip, sat down between us, and turned the question back “what do you think?”
“Come on. Answer me. Don’t cop out!” Deb was persistent.
Grace took another sip of the wine. “It was explosive… I had not fucked for some time… and doing your hub in front of you… was so wrong but so good… and then seeing you ride him later… was really a big turn on…”
“You are still horny?” Deb probed.
“When I was washing up… I kept thinking about him fucking me… his cock… felt so good…” Grace wasn’t shy about it now.
My cock twitched and went semi-hard listening to her confession.
“Ooops…” Grace noticed and covered her mouth “Sorry!” she giggled like a young girl.
“Go for it…” Deb whispered under her breath.
I lunged at Grace and pinned her down on the couch, taking her by surprise. I roughly pulled down her dress to reveal her breasts and erect nipples and dug my hand under her dress to find her wearing her panties. I pulled up her dress, spread her legs, and pulled her panties to the side, revealing her pussy. She let out a small scream but didn’t resist. Her pussy lips were still red and swollen from the last fuck, and still wet.
This time I didn’t want any subtlety. I held both her hands down above her head, positioned my erect cock between her legs, and started to rub it along her pussy lips. After some grinding, my cock found her opening. Without warning, I shove my hard cock deep into her in one full stroke.
Grace threw her head back and gasped. I didn’t give her any time to breath and kept pounding, hard. The room was filled with a piaking sound interlaced with her moans. Fucking Grace like I was raping her made me extra horny, and soon I felt my orgasm building up.
“So good… so good… so good… so wrong but so good… fuck me… fuck me… fuck me… fuck me…” Grace implored like a wanton woman.
Grace came suddenly, and I felt her pussy muscles tighten and clamping on my cock. That sent me over the edge as well, and I spill my second load of cum into her warm pussy. I hugged her tight and sucked on her breast as we both came. She shuddered and whimpered, and I could feel her pussy’s spasms as her orgasm overwhelmed her.
When I withdrew, I realised Deb had been filming the scene on her phone all this while. She pointed her phone at our genitals, making sure to capture my cock withdrawing from Grace’s pussy, leaving a trail of cum.
Finally, the 3 of us washed up and called it a day.
Deb and I did not stay the night as Grace had an early flight the next day.
We left the hotel wondering if the encounter with Grace would be the first and last.
Turns out the next adventure was Deb’s adventure.
A few weeks later, I got a WhatsApp message from Deb at 10am when I was in a meeting.
Deb: Guess what? Roy messaged me?
Me: Who’s Roy?
Deb: Aiyah… that intern from my company lah…
Me: Oooh… that one that fulfilled your fantasy… what does he want?
Deb: He started messaging me this morning. At first just asking me how I am, etc. Then started to tell me how much he missed our sessions in KL.
Me: I thought you told him not to mention those sessions after you get back?
Deb: Yeah… I told him that… but after we started chatting… we talked dirty…
Me: How dirty?
Deb: You wanna see?
Me: Sure…
Deb then cut and pasted a whole chunk of exchanges between him and Roy. I scrolled that the long exchange - it contained dirty, lusty details. First Roy said how much he missed fucking Deb, describing in detail what they did in KL. At first Deb just egged him on but didn’t reciprocate. Then she started sharing her memories as well. Before long, both were openly sharing their lust for each other and how much they wanted to fuck again. Things got so hot for Roy that he ducked into a toilet and told Deb he was so horny he needed to jerk off. Deb confessed she was very wet chatting with him.
Me: Wow… did the chat end here?
Deb: No… it’s still on-going… he is asking if I want to fuck him during lunch… in a motel!
Me: Seriously?
Deb: He’s saying let’s go to the Hotel 81 in town
Me: You game for it?
Deb: Budget hotels are so dinky! The last time I went was with you when we were in our 20s… I’m too old for that kinda thing… but…
Me: But…?
Deb: But it also sounds kinky and dirty…
Me: You want to fuck him… right?
Deb: Yah lah yah lah… you ok?
Me: Same rule… confess your lust!
Deb: I fantasized about him a few times after the last session… and he made me damn horny with these messages. I’m damn wet now you know?
Me: So… what do you want?
Deb: I want to see and suck his cock. I want to open my legs for him. I want his cock in me ok? I want him to ravage me and fuck me. Happy?
Me: Haha… can! But how can I watch?
Deb: Hotel 81 got no closet for you to hide!
Me: WhatsApp video call…
Deb: Hmmmm… I think can… I hide it strategically… maybe using my shawl…
Me: Give it a go…
Deb: You really ok ah?
Me: Go for it!
And so the crazy plan was for Deb to meet Roy at a motel over lunchtime and let him fuck her brains out, while live streaming to me via WhatsApp video…
30 minutes later, Ibreceived more messages from Deb.
Deb: Ok, we are meeting at Hotel81 at xxx Road, at 1230pm. What are you going to do? Watch over WhatsApp video?
I glanced at my watch and checked my schedule.
Me: I can be there as well…
Deb: No closet for you to hide in lah!
Me: I parked myself outside… and visit you after you are done… what time do you have to return to office?
Deb: Hmmm… I can shift my afternoon meeting to 3pm
Me: That’s the plan!
My meeting was supposed to end to 12 noon but Ibmade an excuse and left at 1145pm. I don"t want to miss anything!
I drove to Hotel81 and reached found a street side parking lot directly opposite the hotel. From my car, Ibcould see the front entrance of the hotel. I checked mybwatch. It was 1220pm. So Ibtexted Debra.
Me: I’m there already. Park across the road. You there yet?
Deb: In a cab! I dont want to be seen going into the hotel with him, how???
Me: Aiyah… use the back entrance lah…
I was sharing a 101 tip that I used myself with fuck buddies and FLs withvmy wife!
Deb: How can you are such an expert?!?!
Me:
Deb: He said he’s there already…
I looked across the street and saw a young man in business wear pacing at the entrance of the hotel, before disappearing around the building - he had headed to the back entrance.
At 1235pm, a cab pulled up 20 m from the hotel and Deb stepped out. She was in her usual Shelton way business wear, a tight A-line skirt and a white blouse. She had her Raybans on. She looked around, stared momentarily in mybdirection as she recognized my car. I messaged her.
Me: Hello!
Deb: There you are! Did you see him?
Me: He headed to the back entrance
Deb: Yeah he just messaged me… should I go ahead? This is quite crazy! What if someone sees me?
Me: I already saw you!
Deb: You!! You saw him fuck me the other time!
Me: Just do it!
Deb: You think Nike is it??
With that, Deb strode in her heels behind the hotel and disappeared from my sight.
I can only imagine how out of place she would look at the hotel reception - I’ve never seen such well dressed office execs at the reception of Hotel81! I can bet she would get a bit of attention and it would make her nervous and excited.
15 minutes later, I got a message from Deb.
Deb: In the room now. Just showered. His turn to shower now… I set up the video call? Dont forget to mute yourself ok?
Me: Ok
Deb’s incoming video call came in. I accepted, and I got a view of the smallish room. Deb was quite good in her phone placement: I could see the entire bed and almost the entire room. The lights were dimmed but Ibcould see pretty well. There was no obstruction at all. I dont know how she hid the phone but she did a good job. Deb was still in her work wear.
Then I got a message from Deb from her work phone.
Deb: Can see??
Me: Can! Perfect!
Deb: This is so crazy! My heart pounding like crazy!
Me: Not horny anymore?
Deb: Distracted! Ok better stop texting… he’s coming out… you really ok ah?
Me: Start the action already!
With that, Deb put her work phone away. She waved at me on the video and sat herself down on the side of the bed, waiting to get laid, and to be watched by her hubby.
Roy walked out of the bathroom barely 10 seconds later. He had a towel wrapped around himself from the waist down. He looked a little more beefy than last time.
“Wah… someone has been working out…” Deb teased.
“You look bigger too… have you been working out too?” Roy was now totally relaxed with her ex boss.
He sat down beside Deb, and groped her breasts. He was going for it without small talk! There was no need to anyway, both of them know this was going to be a fuck session - all the flirtation already happened on WhapsApp.
“Push up bra lah… dont mess up my blouse please…”
“Ok ma’am… then I’ll just have to remove it…”
Roy reached for Deb’s blouse buttons and started to unbutton them, groping her breasts over her blouse as the buttons came off one by one.
The blouse was off in a jiffy. And Roy’s hands were now on Deb’s bra, squeezing her tits. Deb reached back to unbuckle her bra. Her bra slipped off her shoulders, and Roy roughly squeezed her tits and buried his head into them. Deb’s gasps and moans were soon audible.
Deb’s hands pulled off Roy’s towel to reveal his stiff cock, and she wrapped her hand around it, stroking him as he sucked and licked her tits.
Roy stood up. Deb knew what he wanted, and lowered her head to take his cock in her mouth. This was exactly what she wanted as well. Deb sucked and slurped on Roy’s cock and he reached down to continue with his breast massage for Deb.
“Can’t take it… let me fuck you…” Roy grunted.
Needing no permission, Roy pushed Deb down, reached into her skirt and pulled down her panties swiftly, pulled up her skirt, then pushed her legs apart. Deb was now lying on the edge of the bed, topless, pantiless, skirt up, knees up, legs spread. Her legs were held apart by Roy, who was staring straight at her bare pussy, which must be wet now.
Roy pushed his cock into Deb, uncovered. Both let out deep breathes and the room was soon filled with piaking sounds and their moaning.
They kept at it for 5 minutes before changing position. Deb got on top on him and starting riding him. Minutes later, she shuddered and let out a short scream. She had came. Roy pushed her off, got on top of her and started to pound her in missionary position.
From my phone screen, I had a bottom view and could roughly make out Roy’s cock thrusting in and out of Deb, with his balls banging her pelvis and her legs wrapped around his waist.
“Deb… Deb… I can’t hold… can’t hold…”
“Shoot… shoot… fuck me hard and shoot… I want all that cum… just shoot…”
Roy grunted before letting out a huge sigh. He was spent as well.
He withdrew and laid beside Deb.
At the time, a phone rang. Roy got up to pick it up. He spoke for a while then hang up. It was an urgent call from work. Apologetically, he told Deb he needed to go back to work to deal with an emergency.
I saw Roy get into the shower.
Deb took the opportunity to pick her the phone. She switched off the video call with me and texted.
“Did you watched all that?”
“Bet I did!”
“He needs to go… shit…”
“Well you had one round…”
“He’s coming out… later!”
With that Deb put the phone away.
Deb was obviously not fully satisfied with the encounter. I was fully aroused watching her get fucked. There can be only one way to make this right for her and me…
I got out of the car, dashed across the road, headed into the motel via the back entrance and raced up the stairs. I reached the floor where Deb was at just in time to see Roy walk hastily into the lift.
I dashed to Deb’s room and hit the doorbell.
Deb took quite a while to open the door. I stepped into the room to find her hiding behind the door, naked, with one arm covering her bare breasts. The sheets of the bed was a bit messy. I also noticed a wet patch on the bed - that must have been where they were fucking. She hurriedly closed the door behind me.
“You gave me a scare! Never tell me you are coming up! He just left - you nearly bumped into him!”
“I saw him get into the lift…”
“I was just about to shower… you wait…”
A naughty idea suddenly flashed in my head.
I grabbed Deb from behind as she was walking to the shower and pushed her onto the bed.
“So! You met your young lover here to have a good time??” I raised my voice at her.
Deb stared at me for a moment, bewildered. Then she quickly realised I was screwing with her and played along.
“Sorry dear! Sorry dear… he… he… seduced me…”
“Sorry? You are such a slut! Did he fuck you?”
“Yes dear…”
“Open up!” I commanded.
Deb dutifully spread her legs. Her pussy was red and wet, with her trimmed pussy hair matt and a bit messy. As she and I stared at her womanhood, a drip of milky substance flowed out. Deb turned red with embarrassment and reached for the tissue box.
“Sorry, I haven’t cleaned up…”
“Stop!” I said firmly, and Deb froze.
“Is that his cum?”
“Yes…” Deb said, looking at me in the eye, her face still red.
“Did you enjoy the fuck?”
“Yes…”
“Are you still horny?”
“Yes…”
“Play with yourself…”
Deb reached down and started to rub her pussy. She dabbed her fingers on the drip of cum and rubbed it all over her clit.
The sight was such a big turn on. My wife had just been fucked raw and cip by a young man barely 15 minutes ago, and now she’s masturbating in front of me with his cum dripping out from her pussy.
I removed my clothes. As I dropped my boxers, Deb saw my hard cock springing out.
“You are turned on by this…?”
“Shut up and open up! Time to learn your lesson!”
“Yes dear…. yes dear… all yours dear…”
Deb opened wide and leaned back.
I guided my hard cock to her pussy and started to rub my cock head up and down her lips, fully aware that I’m rubbing her juices and Roy’s cum. Strangely, that thought got me even harder.
Then I slowly entered Deb. She closed her eyes and whimpered.
I pumped her slowly, taking a few long and deliberate strokes. I then withdrew my cock from her pussy, to find my cock smeared with milky stuff, obviously Deb’s juices and Roy’s cum. As my cock popped out, a dribble of cum flowed out of Deb’s pussy. Both of us were looking at our privates and soaking in the moment. I was immensely turned on, and so was Deb.
“Look at all that cum you let him spray in you… you are such a slut…”
“Sorry dear… sorry dear… don’t be angry… let me clean you…”
Deb sat up, bent down, and took my cock in her mouth. She started sucking my cock that was smeared with her young lover’s cum…
I watched Deb cleaned my cock with her mouth. I knew she was very horny by the way she sucked. Perhaps the taste of Roy’s cum on her husband’s cock made her extra horny? I was equally horny thinking about the kinky situation we we in.
“Dear… can you fuck me? I’m really very horny…” Deb was done sucking and pleaded with me.
“He made you so horny? Didn’t he make you cum?”
“I came with him… but I need more…”
“Tell me… do you want to fuck him again? Do you lust for his cock?”
“Dear… yes I do… yes I do… but he’s not here now. Can you do me please? Please?” She was letting all her sluttiness show and it was turning me on.
Deb knelt down on her knees and looked up “Dear, I know I shouldn’t lust for him… but I really need a cock now… please fuck me… please… I beg you… please!”
I looked at her and saw that a wet patch had formed on the bed between her legs, Roy’s cum was still dripping out of her. It turned me on tremendously.
“Slut!” I scolded her and push her down.
Deb gladly opened up and I thrust my hard cock into her hard.
Her love hole felt extra warm. Was it my imagination? It did’t matter. All I knew what that Deb and I were both electrified by us fucking after Roy did her.
I went all out and pumped hard, giving her everything I got. Before long, I felt my orgasm building up. I didn’t slow down and continued ramming into her. Moments later we shuddered at almost the same time, as I shot a huge load into her. I held myself in her as I squeezed my last drop into her pussy. When I finally withdraw, big globs of cum dribbled out of Deb’s pussy. Cum from me and Roy mixed together.
It was one of the most mind blowing fuck we ever had.
Things were quiet for a few months after Deb’s lunchtime romp with Roy.
One day, after we fucked, our pillow talk conversation turned to young lovers. Deb started to quiz me on the young girls I fucked behind her back. I related a few encounters and she asked why I enjoy young meat. I told her I don’t necessarily like younger girls better, but they tend to have slimmer bodies and tighter, wetter holes. The biggest kick is probably ego - it always feels good to insert my cock into a young girl and watch her enjoy the session. Perhaps it’s a way of recapturing lost youth for me.
Deb listened intently without getting jealous.
“What about you? You did any young men besides Roy?” I wanted to know about her exploits too.
“Actually no…”
“Ok… but at least you tried Roy, and you loved it…”
“I wonder how would it feel if it’s someone… more inexperienced…”
“What do you mean? A teenager? You want to be a cradle snatcher?”
“No lah! Not THAT young… maybe a boy in Army or in Uni… someone with very little experience. A young man who would relish me and my body.”
I was surprised! So we started our search again, using various apps.
After a few weeks, we zoomed in on a young man with a profile Deb liked. A man in his second year in Army, who has had only one girlfriend before. We quizzed him on his experience and he claimed to have lost his virginity to his ex girlfriend but he has done it less than 10 times and has never done it raw. His ex girlfriend was petite and a cup A, so he never had a fully developed, mature woman before. Like most men his age, he had been fantasizing about MILFs since he was a teenager.
We arranged for an “interview” at a cafe. The young man showed up, and to Deb’s surprise he was as good looking as his profile photo. He was well built too, standing at 1.78, muscular and tanned, thanks to Army training. Being a boy barely 20, he was a little shy talking to Deb, who was twice his age. But he was clearly attracted to Deb, from the way he looked at her and the bulge in his pants. His name was Dean.
It was a mutual match - both Deb and Dean were good with each other. But Deb wanted it to be a “bao jiak”, so she boldly suggested to see the “goods”. Dean blushed at the suggestion but didn’t reject. We didn’t want to book a room just for this so we decided to do it in the car.
We left the cafe and I drove off, with Deb and Dean at the back seats. As I drove, Deb asked Dean if he mind whipping it out. From the rear view mirror, I saw Dean fumbling with his jeans buttons and zip.
“Oh wow…” Deb gasped.
I couldn’t see what Dean below the belt but I could she Deb’s hand reaching out and going for his crotch.
Dean let out a couple of deep breaths in the next minute as Deb fiddled with his cock.
“The MRT is coming up…” I warned them.
Dean quickly zipped up. I dropped him at the MRT station and drove off.
“So how? Why did you go wow?” I asked.
“He’s quite big!” Deb said with a giggle.
“How big?”
“A bit longer than you… maybe slightly over 6 inches? Just slightly thicker than you. Uncircumcised. Quite nice shape and very clean…”
“Wah… you cock analyser… so is he the one?”
“Dear, I got wet playing with his cock… what do you think?”
Deb received a few messages from Dean the moment we reached home.
The boy was obviously keen and wanted to know if he passed the “interview”.
Deb cock teased him for a couple of hours before telling him he had made the cut. That night, I fucked Deb hard, with her imagining her prospective new toy boy.
The next day, when Deb got home from work, I could tell she was flustered. It wasn’t hard to guess why.
“Too much sexting, dear?” I asked casually.
Deb’s face turned red and showed me her phone.
Her chat with Dean was filled with lusty exchanges, with dirty and lucid details. The boy was desperate for Deb, and although Deb tried to keep her cool in the chat, she had the hots for him too.
Dean was in the Army, so action had to wait. We scheduled a time that was ASAP - Friday night, when Dean is able to book out of camp.
The days in the week went past slowly. Everyday, Deb and Dean kept each other hot and horny through sexting. To develop a build-up for Friday, I refrained from fucking Deb and she refrained from touching herself.
Friday finally came. We had dinner and checked into a 5-star hotel. Deb washed herself and put on a simple red slip dress with a plunging neckline that revealed her cleavage.
Dean had booked out of camp, went home for a shower before heading to the hotel to meet us.
The doorbell rang. I opened the door to see Dean dressed in a plain t-shirt and jeans, looking both nervous and embarrassed. I led him into the room and retreated into a single seater couch at a dark corner of the room. THat should make him less nervous.
Deb greeted Dean warmly and got him to sit with her at the couch, serving him a glass of wine to help him calm his nerves.
After 15 minutes of mindless banter, Dean became more at ease, and started to flirt with Deb, while lustily checking out her cleavage and her lacy white bra.
“Dean… you know what you have to do to get this started…” Deb decided it was time to let the night begin.
Apparently there was some kinda deal that was struck between them when they messaged each other.
Dean stood up, and started to undress himself in front of Deb. He was naked in a minute. Being an Army boy, he was very fit - dark and toned, with sinewy and muscular arms, and well defined abs. His cock was already standing and rock hard. It was indeed bigger than mine.
He stood naked in front of Deb, unsure of what to do, his throbbing cock merely an arm’s length away from Deb’s face.
Although Deb was playing it cool, I could tell she was immensely excited and thrilled. I know she not only wanted that cock in her, she wanted it to cum in her. She wanted to be the first woman Dean spew his seed in, raw. She wanted it to be a sexual experience he will remember for life. She wanted to be ravaged by an inexperienced but super horny young man who is playing out his ultimate sexual fantasy.