David Massaged Nude by Older Sicilian Lady!

We are back safe and sound from holidays. Lovely trip to Sicily. We drove all around. We hadn't really been anywhere significant since Covid, so it was nice. Boy did we eat well, though! So many Michelin-starred restaurants and just regular places are the best, too.

In terms of kinky stuff, there was not so much. I guess we're getting old! There were the incidents I reported last time in On Holiday, and just one more thing of note, David got to experience a fully nude massage from an older Sicilian lady! He found it delightfully embarrassing. A real tease and denial session.

David loves massages. He has tight muscles. He likes getting his shoulders, back, and legs rubbed. And he enjoys the frisson of sexuality that goes along with it, and anything more on offer as well. For my part, I can take or leave the extended rubbing. If I have tight muscles, sure, but I don't usually. I too enjoy any sexy bits, but nothing very interesting has ever happened to me with a female therapist, and males are hard to find on vacay.

We did have an amazing experience around ten years ago with a male massage therapist in a five-star hotel in Seville, Spain. I uncharacteristically got myself a massage back then because of a kink in my neck. I wanted a female but got a gorgeous pretty boy male. I was definitely feeling the sexual tension and asked for more, and boy did I get it! I then set David up with the same man, and he got his first sexual experience with a man (which he enjoyed, but has not repeated since). It was all recounted in Massaged while on Vacation.

Sicily is about the same latitudes as Seville, and they have similar background cultures in many ways, so I was hoping there might be a repeat. I took the initiative of setting up massages. Each time I asked if there was a man available, and there never was, so I booked David in with female therapists exclusively. I kept hoping I'd get him in with a man (and myself too) to go for a repeat, but alas no. I got one massage with a lady along the way myself, and it was just okay, not worth the money for me. But, as I said, David loves him his massages, and I got a total of five (I think... maybe six?) for him over the two weeks. I mean, he's the man of the house and for now the sole breadwinner, he should get his fancy-pantsy massages, right? I confess to enjoying being his "secretary" this way, calling into the spa, booking him in, hoping he gets a sexy massage so he comes back to me either all hot and bothered with a story to tell, or even fully satisfied with an even better story to tell.

As I related last time, I sent him down for his very first massage with a spanked red bum, and he also got some pretty casual draping and some accidental (?) touches on that one. That was the only one I spanked him for (he asked me not to for the others). None of the other massages were as loose as the first. All the rest were very professional, unfortunately.

Until the last one!

He didn't get a happy ending (I had to give him that as he recounted the story to me!), but it was fully nude and extremely sexy according to him, despite (because of?) the age of the therapist. While I was not present, I'll recount it as he recounted it to me.

Again, it was a five-star hotel with an attached (small) Spa. I booked him into a 50-minute "relaxation massage" at 5pm on our last full day before travelling home.

He padded off in his hotel robe with a swimsuit under and his running shoes (the hotel slippers are too small for his big feet). You could get to the Spa directly from our floor with an isolated elevator down to level -1 and right into the spa area. He wears his bathing suit in case there's a pool or hot tub, but there wasn't, as it turned out. Just a relatively small treatment area. While the base cost of the massage is added to the hotel bill so they can take their cut, I always sent him with two extra 50 Euro notes in his robe pocket for a tip if he feels it's deserved (or for payment if a happy ending is on sale). Am I not the best wife ever?

So, he gets down there and the therapist is there to greet him. She's an older Sicilian lady. Not fat. Weathered, though, with a lined face and rough hands as David described her. Not pretty, but not exactly ugly either. He thinks she's late fifties, early sixties, maybe? This is unusual. Mostly the top hotels hire pretty little young things for the men's massages. It turns out the cost of the massage was only 50 Euros, which is less than half the usual. This probably signifies she's not a "registered massage therapist" (or the equivalent), but more like an experienced spa worker?

Her English is broken, but David has a lively conversation with a mix of her broken English and his broken Italian. Where he's been, what he's seen, the car we got, and so on. He thinks she's very friendly. Her name is "Laura" pronounced in the Italian way.

In the massage room, she gives him the mandatory little hermetically sealed packet with the disposable blue panty. She says "if you want, but no need if you no want". He got the distinct impression she was required to offer it by some sort of rule or law (?), but she preferred he not wear it. The strings do get in the way of the full massage strokes along the flanks.

She hands him a towel and says with words and hand gestures that he should lie face up and cover himself fully with the towel from ankles to chest. She then leaves the room.

Starting face up is pretty unusual. This is David's first clue it won't be a "normal" massage. The towel barely reaches the table on its both sides and covers him from mid-calf to just above his nipples on the length.

She comes in and first thing she does is reaches for the very bottom of the towel, both legs, and starts folding it up in half to bare both legs at once. Again, very unusual in David's mind, as they usually uncover one leg at a time.

She puts the fold high. VERY HIGH. She FULLY EXPOSES his cock and balls which were hanging out between his legs! He's looking up, but feels the air on his exposed penis tip! She sort of "tut-tuts" and pulls the fold down just barely low enough to cover his cock tip. But he feels his big balls just hanging out there between his legs.

THEN, she walks down to his ankles, takes one in each hand, and spreads them the width of the table. David is sure she can see EVERYTHING from her vantage point at the foot of the table. He actually is feeling a bit delightfully embarrassed by all this.

She then puts some warm oil in her hands (not lotion as is more usual). And rubs full strokes up and down both legs. On the upstroke she goes as deep as she can, not bothered at all brushing past his cock and balls in the process! 'Gotta get right into that crease!

This all happened really fast and David says he was not erect during this, but was loving it. By way of encouragement he mutters "molto bene" ("very good" in Italian) as she rubs up near his balls. The slut!

She keeps him like that, legs spread, cock and balls visible from the base of the table, her hand occasionally doing the full strokes, for a good ten minutes. During this time he gets erect. But the weight of the folded back towel keeps his penis tip pointing down the table, but he swears it's starting to pop out from beneath the sheet again, which she does not address in any way.

She then unfolds the sheet back down again, and folds it to the other way, baring his chest and tummy and abdomen. She pushes the sheet right down to just barely above the root of his cock. Again, the weight of the doubled over sheet keeps his erection pointing down the table between his legs. She rubs his low abdomen with the hot oil which keeps him erect, but then moves up to his chest and neck area and his head, during which time he calms himself.

She then restores the blanket and says, "turn, please". She picks up the blanket holding it as a veil between the two of them. But she's very loose with this too, and her head is above the towel, looking at him as he turns onto his stomach. She's DEFINITELY seeing ALL THERE IS TO SEE OF HIM!!!

David reports feeling rather embarrassed despite himself. She's been toying with him all along, and in a somewhat dominant fashion. "Come on girl, show me the all the goodies!"

He turns and lays down on his tummy. She goes to redrape him, and David says "non necessario", meaning "not necessary". She shrugs and puts the towel off to the side, so David is now fully nude, ass up. His cock and balls are still between his legs. She again goes to the base of the table and spreads his ankles as widely as possible.

Like in the photo I found above, he's ALL hanging out, getting a bare ass, bare penis, bare ball rubdown from an older woman!

David reports he's now feeling extremely submissive to her. She uses a lot of hot oil all over his legs, inner thighs, and ass. He's squirming. He's erect. Does he look like this to her?

She does rub high on his inner thighs and again feels her brushing past his tip, shaft, and balls. He wriggles his ass in the air and moans, begging for it.

She doesn't take the bait, though. She doesn't massage his asshole or his penis directly.

After the time is up, ending at his head and shoulders, hands reaching all the way down to his ass, her breasts pushing against his back, "all done," she says, standing and patting his bum gently (!) then leaving the room. "You have a few minute" she says. Is she suggesting he has a few minutes to MASTURBATE? Poor David! TOTAL tease and denial.

He slowly gets dressed and emerges.

"You like?" she says with a big smile.

"Very much! Molto bene!" He says. She seems genuinely pleased according to him. He gives her a 50 Euro cash tip on top of the 50 Euro massage charge. She seems very surprised and happy with the big tip.

Why didn't he ask her directly for the happy ending you may ask? He had an experience once with an older Turkish massage lady who teased him absolutely mercilessly. When he reached down, touched his cock, and said "can you? Please?", she was VERY offended. Changed the whole tone of the massage after that point to very perfunctory and angry. Maybe tease is just a regular part of massage for these older ladies, but not THAT?

He comes back to me and breathlessly tells me the whole thing as I recounted above. I "finish" his massage for him. I have him nude on the bed, face down, legs spread. I have baby oil with me. I massage his bumhole and prostate. I massage his cock directly and make him cum between his legs.

I'm sure Nonna would be pleased!

On Holiday!

Hey folks - I'm on holiday just now. South of Italy. Lovely. AMAZING food. First real holiday since COVID for us.

Nothing terribly kinky, but did have a couple of little fun things.

It was around 5pm and we were just going up the tiny elevator to our hotel room to get ready for dinner. I can't even remember what David said, but I said he was a "bad boy" back  (playfully) and gave him a swat to the seat of his pants. He sort of moved away though and it wasn't a satisfying swat so I lined him up again. Just then the elevator door started opening on our floor. It must have been the tenth time up that elevator to our little wing, and there's never anybody there. I get the swat in, a good one, when the door is just two inches open. It opens all the way and there's another hotel guest there. A lady, I'd say in her late fifties? David goes out very sheepishly. I follow. She gives me a good smirk. Ha ha!

Second incident. David books a massage. We're napping just before. I reach around and start fondling him. He's in his hotel room pyjamas in bed. I pull them down in back and start spanking him as I fondle his cock. He gets very hard and a bit desperate, feverish like. But I keep him on the edge. I know he has a massage in a few minutes. I want him sexually primed so he'll embarrass himself. I remember seeing a clothes brush in the closet. I tell him to wait. I get up and get it. I put him on his tummy with his pyjamas down. I give him a GOOD spanking with the bathbrush. Enough to make him very red with a few marks. THEN I send him for his massage.

He reported back that it was a female therapist. She did not speak much English. She said something like "Oy" when she uncovered his ass cheek, but spent a lot of time on his butt nonetheless (or maybe because?).

Draping is more lax in the South of Italy. There was only one regular sized towel that she moved around. On a couple of occasions he was completely exposed as she adjusted things. She made several grazes to his big balls. She did a technique where his leg is bare, she bends it so his one foot is flat on the massage table, his knee pointing up, sits on his foot, and rubs his calf and thigh. He reports getting hard during this procedure on his right leg, the direction his cock normally flops. He was sure it was right out there. She gave it no never mind and even brushed past the tip and shaft several times as she massaged his leg. She also pushed it to the side. David says he did not get the vibe anything more was on offer. And she moved on. When his back and shoulders were being done, he says he felt the towel more than midway down his bum, with her hands winding up on his butt, massaging those sore red wife-spanked cheeks. Ha ha, again!

Overachievers

I've always been a bit of an "overachiever" as they say. I overachieved in high school, then I overachieved being naughty crewing around the Caribbean, then I straightened up and overachieved at uni. When I got my first real corporate job after uni, I overachieved again. One may argue I "overachieve" at being a total spanko slut?

What is an "overachiever"? It's working very hard, compulsively hard, unreasonably hard, a bit psychotically hard, to do as well as absolutely possible, beyond any natural talent would predict. I was a little mark grubber in school, devastated and irate at the unfairness of earning less than 100% on anything.

Little overachievers like me sometimes have a very particular dream. We dream that there was some mistake in high school where we didn't really graduate, therefore pur university admittance was under false pretences and that graduation doesn't count, therefore we get fired from our job which requires a degree. I'd wake up panicked in a cold sweat absolutely believing it was all true. I'd have to talk myself down, "no, you did graduate high school, you did get into and through uni, you are legit in your job". This was a recurring dream. Once a month or so for years when I was a young professional.

I've been working on my vol.2 of short stories, featuring M/F stories.

It's been coming along well. Feels easy-peasy as I had all the story ideas lined up and workshopped with ChatGPT. I just re-wrote them from scratch using my patented "pussy check" to see if I was hitting all the right notes. The gooey mess down below proved I was.

There was one extra story I wanted to add that brought my overachiever nightmare to life. So I workshopped it with ChatGPT and then rewrote from scratch. They are all really good stories, but I think this one may be my favourite in the book?

What is this "workshopping" you may ask. Well, I get an initial idea on how to start the story and engineer the first prompt:

Write a fictional story set in a time when bare bottom spankings across the knee was a common form of discipline. Write a story about a young lady who is about to graduate from University. She has a job lined up based on family connections that requires the degree, and is scheduled to start in September leaving her the entire summer off. The female Dean of the University calls her into her office. She brings her Mom along. When they arrive, the headmistress of the private school she attended before University is there. The headmistress says that recent information came to light that she had cheated on her final term paper. The Dean says as a result she was admitted under false pretences and she could not graduate University. They tell her she may graduate only if she goes back to summer school at the private school amongst the youngsters to redo the course she cheated on. However, she will follow all rules, and she must be caned for cheating as per school rules.

There it is, my "nightmare" succinctly stated!

The initial sentence puts CharGPT "in the mood" so to speak.

ChatGPT will generate an understated response. I'll iterate on that response, asking it to modify it in certain ways until I'm happy with it. I cajole ChatGPT into becoming more explicit and focussing on the embarrassment.

Then I'll ask it to continue, dreaming up a new indignity, such as,

Continue. During the summer course her teacher feels Amelia needs an extra dose of discipline and liberally spanks her with the slipper on the bare at the front of the class when she fails to live up to expectations.

Each new prompt is inspired by the previous one and by ChatGPT's response. It's like bouncing ideas off a kinky collaborator.

Continue. Coach Daniels, is the girls' gym teacher. When he sees Amelia fooling around and not paying attention while he speaks, he gives her a spanking.

I thought, maybe over the raised knees on the seat of her panties?

Modify that so the coach stands, putting one foot up on a bench, raising his knee. He lifts Amelia over and then lowers her gym shorts and spanks her over her too-tight panties.

Maybe end with a warning...

The coach warns her that any future disruptions will be dealt with by an even more extended spanking, across his knee until she's reduced to wailing like a little girl in front of the other pupils.

ChatGPT seems more happy warning about resulting consequences than being asked to write about them. But it's my little trap!

A week later in gym class, Amelia misbehaves again and receives the promised consequences.

Yes, hoist on its own petard! It really goes overboard for me. I modify it only a little...

Modify that to emphasize the deliberate lowering of her gym shorts and then her panties. Describe her losing her composure as her spanking proceeds.

For some reason if I tell ChatGPT to lower her panties it'll balk. But telling it to "emphasize the lowering" as if it was already implicit in the previous response which made no mention either way, brings it out of its shell.

After that, I give our unfortunate girl a full-on hyper-embarrassing caning at final assembly for her original cheating infraction that landed her in this situation.

As you can see, all the elements of the story are my own. As I read ChatGPT's response, it brings out of me creative new ideas and new situations to extend the story.

Once I'm done, I go to a blank sheet of paper and rewrite the story from scratch.

With the exception of this story that clocked in at 36 pages but contains four major spanking scenes, I kept all the others quite short, averaging only a smidge over 10 pages each. New situation, quick to the action, slam, bam, thank you, Ma'am! Twelve stories in total, 160 pages. I think I'm done. It feels done. If I did a thirteenth I'd have to do a fourteenth for superstitious reasons, so a nice even dozen feels right.

These are the titles and scenarios:

Story 1: His Roof, His Rules

A 30-year-old woman has to move back in with Mom and Dad after going bankrupt. They accept her, but it's his roof, his rules (and his consequences for breaking them).

Story 2: Brenda at the Beach

A budding older teen goes on vacation in Hawaii with her family. She hangs out at the beach in a daring string bikini hoping to catch the eye of a local surfer boy. She catches more than one eye when she carelessly swims out into the current and gets tossed by waves, losing her bikini completely. A handsome young surfer boy rescues her from the rocks and delivers her back to her angry Mom waiting for her on the beach.

Story 3: The Medieval Town Square

A young lady is caught stealing in a Medieval English town. The magistrate sentences her to a public spanking over her mother's lap. He then gets mother to apply a burning, stinging balm to all her most intimate places and leaves her naked in the stocks, writhing in extreme discomfort as the townspeople make fun.

Story 4: Lila's Humiliating Exposure

A young wife breaks a rule and gets a spanking from her husband Saturday mid-afternoon. He then sentences her to bare naked cornertime in the living room. The retired next door neighbour, obsessed with his lawn, spots her through the window in her corner. He knocks to make sure everything is okay. The husband explains the situation including his wife's willing consent to discipline, offers him a beer, and offers him a closer look at his naughty missus.

Story 5: Mary and the Mechanic

A young woman, ignoring her check engine light, needs to be towed. The mechanic who owns the shop tells her the bad news. Mary is furious and assumes he is cheating her. When a friend of hers talks to the mechanic, he tells her it's legit. She sheepishly apologizes. Before working on her car, the mechanic makes her write lines. She obsesses over the ruggedly handsome mechanic dominating her for a week. When her car is due to be picked up, she dresses the part and begs him for more, which he gives her in his office as his employees listen in.

Story 6: Whitewater Paddling

A young wife is taken by her husband on a whitewater rafting experience. He comes out of retirement to lead the expedition. When his wife endangers them all, he teaches her a very public lesson.

Story 7: Fight Night

A wife seriously misbehaves and is spanked by her husband. When he moves onto the belt, she begs him not to, asking for any other punishment instead. As there is a big PPV MMA event that evening, he says she can instead serve him and his buddies dressed in her embarrassingly skimpy ring girl outfit. That evening she gets completely humiliated by her husband and the guys. Her reaction indicates she might not hate it.

Story 8: A Naughty Christian Wife

A young Christian wife orders a sex toy online while her husband is away. Upon his return, the husband confronts her about her ungodly purchase appearing on his credit card statement. She is guilty and requests a spanking to make amends. They are both turned on by the spanking and worry it is Satan's work. They see their Pastor who informs them of the birds and the bees as far as marital discipline is concerned.

Story 9: School Uniform Violations

A teenager and her private school friends attend a coffee shop where they flirt with the local high school boys. They all "fix" their school uniforms to make them more sexy. One of the girls' Mom walks in quite by coincidence with her friend. She's outraged and fixes her daughter's uniform for her on the spot then takes her home for a spanking, making no bones about it. It's a very modest and embarrassed girl who joins her friends the next day.

Story 10: An Aristocratic Marriage

A young aristocratic daughter is married off to an old Earl. She resists mightily, but the Earl manages to tame her handily with a combination of discipline and newfound sexual delight. The marriage party revellers hear it all and then see a very blushing bride as they announce the consummation with the soaked and stained wedding bed linen cloth on display.

Story 11: Back to School

A near university graduate learns her cheating at her private girls' academy has caught up to her. She will not be allowed to graduate either high school or university unless she redoes her final term at the strict no-nonsense academy. The headmistress, determined to make an example of her, gives carte blanche to the teachers to use primary school discipline on her at their discretion. The equally aggrieved teachers take full advantage. The term ends with a public caning at final assembly for her severe honour code violation.

Story 12: Skinny Dipper Spanked

A new wife insists on skinny dipping at her husband's cottage much to the consternation of their devout elderly neighbours. Renewing their complaints after the husband was out, the husband decides to spank his wife in front of the soon satisfied neighbours. Later, by way of amends, he sends her to clean house at the neighbours where she is caught snooping and then stood in the corner by the elderly wife and subsequently spanked by the grandfatherly gentleman.

Nice collection, eh?!?

Just proofreading now and writing the forward.

Definitely out before Christmas!