That one time I hooked up with a MILF in Hong Kong

I was 22 at the time and I was at the height of my MILF fever. I was travelling around Asia and my last stop was Hong Kong, great city! For a few years prior I would use this dating site called Tagged (I don’t recommend it now it’s become overrun by fake profiles and scammers) and I’d shoot my shot at all the attractive older women I could possibly find. North American women weren’t too keen on me, probably thought I looked too young and was immature (I was) so I would set my search options to other countries and check to see if the women there might be interested. I set mine to Hong Kong and found a lot of beautiful older women and they were very open and friendly to me. I remember when I first laid eyes on this one woman though holy fuck she was perfect. She was 42, Filipina, mom of 4 (her kids back in the Philippines), and judging by her photos she really liked to show off her beautiful body by wearing short tight dresses and high heels. She lived and worked in Hong Kong as a caregiver. I was head over heels gushing like a school boy when she responded to my message and gave me her number so we conversed on WhatsApp for a while and sent each other photos back and forth, I lied about my age on my profile though and said I was 26. Finally I was in Hong Kong and luckily on a Sunday because that’s when all the caregivers get the day off from work, go out with their friends and have fun (Other nationalities who live there would refer to Sunday as “Filipino day”). I texted this woman and surprised her when I said I was in Hong Kong, asked her out for a drink that night and she agreed last minute. She was much sexier in person and a lot of fun to drink with. She wore a long sleeve black shirt, short black denim skirt and these funky platform high heels. We first grabbed food at, you guessed it, Burger King 🤣 got a good feel of each other so we went to some bar, she leaned in for a kiss and I asked her if she wanted to join me in my room for some more kissing time. So I paid the bill and we were on our way, I was over the moon going back there with her and I had such a hard time holding back how horny I was feeling, even once we got in the elevator I went in for another few kisses and put my hand up her skirt. After we each showered I told her to keep her high heels on during sex and she dove straight to my dick giving me the best blow job I think I ever had. She had a way of putting my balls in her mouth and tickling them with her tongue which was a sensation I’ll never forget. We fucked but I didn’t last too long 😅 she said I was her first time with a much younger guy, felt honoured to be honest. Then she spots my passport and sees my birth year then confronts me about my actual age, I come clean to her. She didn’t seem that angry (at least I wasn’t a minor) but she started joking about how she should be thrown in jail for fucking me and I kinda liked it, turned me on. She’s putting her clothes back on because her caregiver family is wondering where she is but I’m getting hard again 😈 she was standing near the door on the phone and I’m on the floor still naked feeling her legs up, I needed another round with this woman because I wasn’t sure if I’d get the chance to see her again. She finishes her phone call and says to me “I have a daughter who would kill me if she found out I just had sex with you” her daughter was just 3 years younger than I was. She grabs me by the earlobe and pushes me back on the bed, lifts up her skirt and sticks my cock through her panties and rides me while she’s fully clothed, this time I’m lasting a lot longer. She’s shaking the bed, her jewellery is rattling and she’s making a lot more noise now, she’s gone totally wild screaming her head off! At one point she yells “Oh Harry Styles!” (I didn’t look like him, don’t know why she screamed this 😅 this was back when One Direction was the talk of the town) and BAM there I go filling up this naughty MILF with more of my cum. What a night to remember! I put some clothes on so I could walk her out, told her that I’ll be back in HK again hopefully and we could see each other. I did end up going back a year later and arranged a date with her but she cancelled on it last minute sadly. Not in touch with her anymore but I’ve creeped her FB and I see she’s found a man her age or older, good I hope she’s happy. I still have all the pics she sent me though so every now and then I’ll jack off to her sluttiest photos and remember the awesome night we had together. I wonder if she had sex with anymore younger guys after me or if I was just a one-off.

One hot week in July with a 19 yo, and a couple [MF] [MFM]

A few years ago I was fortunate enough to have a very good week in an otherwise dull July. First with a rather shy girl who’d just turned 19, and later my first time with a couple new to the lifestyle.

Some background on me: I was 28, 6-ft, 195 lbs. Average shape. I’d posted looking specifically for a submissive girl. I think I was just in a particular mood that day to be more dominant than usual. And when I say Dom/sub, know that I’m using those terms loosely. I have a lot of respect for practitioners of that lifestyle, but I’m not arrogant enough to pretend I know exactly what that entails. In this case, I just wanted to fuck, on my own terms, with someone who wanted just as badly to be used.

Cassie responded to my ad about a week later, when I was no longer in a particularly aggressive mood. I was at work and couldn’t leave until that evening. Which sucked, because she was very straightforward: she wanted to be fucked right now, please come over, here’s my pic, I’m 19, I’ve only had sex once before…

Life Changes Everything [FFM] [Straight Sex] [Bisexual Sex] [Interracial] [Busty] [Huge Boobs] [Huge Ass] [Anal] [BBW] [Creampie] [Impregnation]

“Thank you again,” Sylvia said as we exited the main hall of the Comic-Con.

My cousin’s girlfriend, Sylvia, smiled at me as I carried her four bags. She had cleaned house on all the things she wanted to pick up while here.

“Yeah, thanks again,” Christie said.

Christie was Sylvia’s best friend and was my cousin’s best friend’s girlfriend.

“Max and Wayne would have never come with us,” Christie said.

“Please getting Max to do anything that interests me is a chore,” Sylvia said as we headed for the parking garage.

We all loved Overwatch the Blizzard game and had come dressed as our favourite characters. I came as Doomfist, Sylvia was Mercy, and Christie was Mei.

My cousin Max only played the shooting and sports games. He saw Overwatch as a lame knockoff.

“I love Max as my cousin, but he’s a piece of shit, as a friend or anything else,” I said.

Max had screwed me a couple of times, and as such, we weren’t on the best of talking terms. He still tried to be the want to be gangster that he listened to in the music or saw on television. I had grown past all that, but he always tried to pull me back. So I distanced myself from him, but we were still family, so we had to keep in touch now and then.

[FFM] Superbowl Weekend Visit Turns into a Threesome with my Wife and Her Best Friend: All of us are 27

Sorry for the delay in putting out another story, life has been pretty crazy recently. I’ll try and keep everyone involved with any stories that I think are worthy of sharing, and I have stories of past experiences that I intend on sharing at a later date. Anyway, thanks for everything.

***

This year for the Superbowl, Rachel and I got invited to go stay with her best friend, Karlie, and her husband, Stuart, for the weekend. At first I was pretty bummed because they live several hours away in the next state over, and I’ve never gotten along well with Karlie’s husband. The guy is just very socially awkward, boring, and above all else, Karlie babies him because he can’t be trusted to do the simplest of tasks on his own. However, he does seem like a genuinely nice guy even though we both definitely struggle with finding common ground.

KLIT 96.9 THE RAVE 042 If Only Walls Could Talk Dream Master (FF MF MFF MFM ANAL BONDAGE TOYS ROLE PLAYING)

“”Holding my ear to the wall. Listening to the lonely sound of nothing. Shaking my head in disappointment with a sigh I said, “I just wonder what has been going on.” I crash into bed though laying on the covers. Everything is going through my mind. Even as I reached for the lights I.. I… could hear them!”

“Drive@5, say what? Drive@5… What now? Klit 96.9 The Rave Drive@5 with your perfectly naughty DJ Maeve taking the helm! This is going to be a rough ride all night long!” Nova ReBoot stammered out with the myriad of voices.

“Who here has listened? Who has heard a fight, the slamming door, the wild and passionate slapping of skin in the dead of night? Cum on now we all have heard the naughty goings on cause if not then this society would not exist today. This is DJ Maeve cuming all over your speakers with the hottest tail this time from a neighbor! And I’ll tell you something! This is hot! H Ooo T, hot hot HOoot! Right down to the soaked panties that the neighbor shed! Only here on Klit 96.9 The Rave!”

EST: LAW & PUNISHMENT 135 Visiting Dream Master (FF MF MFF MFM BDSM ANAL BONDAGE SEXUAL VIOLENCE)

These cases are the real reason why the Internal Sex Bureau Gangland has been formed. Any case, name, event is purely fiction. Butt the search for the truth will continue! With ISB Gangland insurgents inserted into every facet of organized and gang type activities.
This is their case, their story…

(Me M26) found F38 to experiment with

I was on tinder just to match and see how things would go with them.

On a swiping session I landed on a brunette with long hair called Sarah, something of a weakness of mine, so I looked at the rest of her profile.

She had a bikini picture and I could see her curves, but she had an athletic body. Her tits were round and firm and she had what are called pokies in this pic which got me excited.
It shocked me to see that she was 38 and even though I’m 26 facially I look 19 so I had doubts we would match. Therefore I studied her profile fantasising about this older woman and all the things I want to do with her.

Her bio said recently divorced no children just want adventures and fun please.

So I swiped right and went to bed. Next morning I had notifications from tinder about people liking me and a couple of matches. Not thinking it would be Sarah I opened just to check and I couldn’t believe that we matched.

EST: LAW & PUNISHMENT 133 Bound Dream Master (FF MF MFF MFM BDSM ANAL BONDAGE SEXUAL VIOLNENCE)

These cases are the real reason why the Internal Sex Bureau Gangland has been formed. Any case, name, event is purely fiction. Butt the search for the truth will continue! With ISB Gangland insurgents inserted into every facet of organized and gang type activities.
This is their case, their story…

Struggling more for show and comfort rather than escaping my bonds. “For once” I thought “Puppy was not mad at me.” Even as Granger finished with his home made bra. Having the rope tied twice around each of my tits. Teasing to the point of submission. Allowing me to feel his chest while he was tying on my bra, allowing my cunt to get so wet that it dripped down over my asshole. Then with a little force the ropes tightened and my tit was standing straight out!
With his smile I felt like we first meet. Arms bound behind my back. Tied at the wrists and elbows. Legs this time tied so I could not run or walk for that matter as four strands of rope go around my thighs and calf’s. My struggles, my straining as he rimmed my pussy with his finger. Wanting to cum so bad. Wanting to cream all over just for that touch! Watching the amusement on his face as he was seeing the desperation in my eyes.

EST LAW & PUNISHMENT 132 Demo Time Dream Master (FF MF MFF MFM BDSM ANAL BONDAGE SEXUAL VIOLNENCE)

These cases are the real reason why the Internal Sex Bureau Gangland has been formed. Any case, name, event is purely fiction. Butt the search for the truth will continue! With ISB Gangland insurgents inserted into every facet of organized and gang type activities.
This is their case, their story…

Long before I left for work this morning my mind wondered. Then with the rush of construction my pussy got pumped harder then usual which always ment better tips. By the end of the day, by the time I was counting just my tips for the day. Doing the math in my head and, and it hit me, “This is triple what my paycheck looked like yesterday. Puppies going to be so proud! Butt..” now the lust for my cunt. That itch that I have been feeling. “I shouldn’t should I?”
By the time I had finally talked myself out of going to the Dildo Emporium. About giving Puppy my full tips, blinking back the sign hanging on the building that read in big black letters off of a pink back ground, “Dildo Emporium, Your Home for Everything that Makes You Moan” glowed right in front of me… “Ok, just going in to say hi to Leslie and, and that is it” using my hands to bounce my hair as my gellmet (to much hairspray) was in place. Doing that little grunt with a smile I almost choked myself as I was getting out of the car, damn seatbelt. Setting up for a fast trot, not quite a run butt definitely not a walk I entered the store. I know a dildo shop how big could it be? Does Supercenter mean anything. The popularity of this store rivals that of Walmart, guess that’s where the emporium cums in.
As I sneak back to the plug department. For once as I look ahead my eyes finally take in this whole department. “Wow, now this is some serious anal plugs” toying with a fat plug hanging on the end of an aisle.

WET DREAMS UNIVERSITY 287 Black and White Memories Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

Even as Pervfessor Amanda viewed all of the other final projects her eyes kept drifting back to the black and white snap of her favorite student. “Dam, I just can’t get you out of my head..” Amanda told herself. “Butt.. (her mind instantly flashed to those hands as they cupped each cheek) once this one is done then I can get back to the still project” loading the last short film into her Vibralink.
Almost ready to fall asleep by the time the sex minutes of time had expired. “Fuck, wakey-wakey” Amanda told herself before one more second ticked by. “Now my Love let’s see what..” watching with baited breath as the photo was slipped from the envelope.
“Mmm Mmmmmmmmm” rumbled from her chest as the large tit’s started to becum uncovered. Freezing in mid frame, “I know this is bad butt damn you are one sexy woman” running her thumb down the photo. Squeezing the tit as her own fingers tricked her clit into its first short orgasm.
“All.. alright let’s move you out some more (with shaky hands the photo slide a little further down)..” the gasp of the results. The feeling of warm that crossed Amanda’s cunt only told one thing. “Oh my …, how could so one..” sucking in a big breath as her hips shot forward.
Remembering how Clarissa would struggle as a tease before submitting. “Yes always the show girl doing what ever it took to.. Mmm Mmmm” not realizing that all these thoughts would lead straight to her clit. Even as her fingers graded over her sensitive nub Amanda’s body screamed for more.
Sliding the photo out more. Exposing Clarissa’s stomach butt stopping shy of every persons dream.
Closing her eyes in memory of Clarissa’s fashionation with Amanda’s stomach. “Fuck girl.. fuckkk Mmm Ooo Ooooh yes” as the memory of the first time Clarissa got to see Amanda fully naked. With full double E tit’s, a wild bush and a few more stretch marks then the ordinary tight skinned students that drifted thought her class.
Gripping her well trimmed bush, pulling on it brought the rush of a fresh orgasm back to the forefront. “OooOoooOoooo yes” seemed to be buried so deep inside that her grunt sounded more like a growl. Licking the cum off her fingers as her mind still held the notion of Clarissa’s sticky cum that Amanda was sucking on.
Looking at the half exposed photo. Taking a long shaky breath, “Must..” that sentence being cut short by the hairless pussy the cat let out of the bag. No gasp butt all moans followed as Pervfessor Amanda fingers just slipped into her own furry kitty. The instant spasm just brought the shock of twin digits into focus. “I.. must, yes yesss..” leaving her dreams of Clarissa’s tongue probing her cunt for another look at Clarissa’s mouth watering pussy. “Dam girl, what I wouldn’t do to get you on my tongue one last time” quietly talking to herself.
Now looking at the photo in it’s entirety. Checking the texture, the sharpness and every other thing that has been drilled into her aspiring artist heads through this last year. “Yes.. Angie, so that is your name. I will say that you get the F minis and my cunt says the same for you butt Angie has done more then the rest of the class..es so yes a F minis and a P minis for you my Love” all this grading, all this mind numbing boredom has led to one last chance to bag Clarissa. “And that’s all I need is just one more (running her fingers up along her ultra sensitive g-spot).. yesss one” the hard exhale as her final grand orgasm had long gotten underway.
“Must, must breath” echoed through her mind while her hips lunged forward. Yesssssssss I’m.. OooOoooOoooo” still stroking her g-spot butt her mind remember what Clarissa liked.
Shaking her head no butt it was already to late. The gasp, the hard short breath, the moan that came from her ring finger as it was inserted deep in her asshole. Now pounding on both holes, her breath had left her body as the first orgasm struck out.
Pushing herself back from the table, bracing her feet for the next orgasmic blast. “Ooo Ooooh yes Ooooh fuckkk..” Amanda started to fully orgasm butt something else helped her along.
“This.. this is not a memory, is it?” The question that really did not need a answer.
Positioning herself under the table, on all fours. Her tongue held in reserve. The kissing started. Working her way up from the right inner thigh. Getting the spent cum of one naughty Pervfessor. Her tongue left a wet trail until it was to late for Amanda. Holding her hands to her side, legs over Clarissa’s shoulders. The tongue teased the clit, flicked the wet cum filled pussy butt it’s ultimate goal was still down further.
“OooOoooOoooo.. Ohmifuck” Pervfessor Amanda howled, hooking her hands to the bottom of the chair. “Yes fucking lick Mmm Mmmm clit.. Mmm pussy” feeling her stomach tighten as the next orgasm passed. “I can.. I can’t breath.. Ooh Ooooh yes Ooooh OooohOooohOooohOoooh” Amanda moaned as Clarissa’s tongue pierced her asshole.
“Found it” Angie said, straightening up from her search on all fours. “Cum on let’s go Clarissa. Sorry to interrupt you Pervfessor Amanda just had to have my Vibrapen cuz the next class is so boring” Angie said as the door closed to Pervfessor Amanda’s room.