Page 02
She pressed her lubed finger against my little butthole. I'll admit, I flinched like a wimp. But I held my ground. I'm a big girl. I accepted the finger going inside my butt. It felt so awkward. Like it wasn't supposed to be there (and of course, it wasn't!) But it felt nice.
The second I got used to it, Gianna pulled back, then came two fingers. So there I was, laying naked on my stomach, with two fingers inside my butt. Awkward.
She probed and searched. I felt my rectum being stretched in unusual ways. The whole thing must have lasted a few minutes. Gianna's fingers never relented. They worked and worked. And I stretched and stretched.
She knew I had enough for one day. I don't know. Maybe it's female intuition. But she just knew. So she ended the session.
When she pulled out, my asshole felt a slight gaping feeling, like something was missing. Her fingers had been inside me for so long that my butt had become accustomed to having it there. Weird.
Anyway, I'm meeting her again tomorrow early morning. Then later, it's back to America.
I have no clue what I want. I'm not expecting anything drastic. If I only get an amazing body massage, I'll be fine with that.
If we continue our anal adventure, I'm okay with that too. We'll see how it goes. I'm pretty excited to go back to the spa tomorrow.
- sal
The email was sent. This time, Sally didn't expect an immediate reply. Not after she had just written so much. She knew that Aileen would take her time combing through every single word.
Minutes passed and Sally just surfed the web. She verified her travel plans and looked for places to eat in Italy.
Then, she got a reply.
Sally clicked open the latest email from Aileen:
I'm so jealous right now! I wish I could be in Italy too.
I'm also very glad that you're experiencing this.
Can I make a suggestion? You only live once. I'm sure there's plenty of cash left of that gift card. Make the most of it.
Forget the fingers. Forget the sex toys. Have that masseur plow your bottom. I never asked for that, since I'm married, obviously.
But when I was there in Italy, I heard him pounding some lady. It was loud. And I mean really loud. It sounded so painful too. But when I saw them leaving the private massage room, that lady was swooning. I mean, she was practically floating in the air after that pounding she took. I also think the woman needed some help walking, but that's another story.
I also recommend asking Gianna to get more involved. I don't want to ruin any surprises, but that woman is a sexual goddess. You should request her further assistance in your anal experience.
Sally. You're beautiful, smart, and fun. I envy your position right now. Make the best of your holiday travel. Make the best of your gift card.
Love,
Your friend
Aileen
The smile couldn't be wiped from Sally's face. She wished she could give her friend a big suffocating hug. But that hug needed to wait a while.
The only thing Sally could do was reply.
She sent a final email for the night:
Aileen,
You're the best. I'll be back soon, full of stories.
Stories of my education.
Our secret.
Love,
Your friend
Sally
Their email correspondence had ended and Sally closed her laptop.
After washing herself in the bathroom and finishing her nightly beauty routine, Sally wondered about the next day. She wondered how far she was willing to go with her anal education.
In many ways, Aileen was right. The opportunity was there for Sally to explore. It was the gift she needed. It was Sally's chance to finally explore parts of her sexuality with people who were experts.
She turned off the lights and went to sleep. She knew tomorrow would be a good day.
Gianna's Touch
The two women sat in the office for a cup of morning coffee. Once again, Sally found herself admiring Gianna's style & beauty. The Italian woman was simply impeccable.
They made small talk and leisurely conversation. It was like they were old friends. Gianna had a way of disarming her guests and making them feel right at home. It was like they knew each other well. Besides, Gianna already had her fingers inside Sally's butt. What's more intimate than that?
"Have you thought much about yesterday's activities?" Gianna asked.
"I've thought about it a lot."
Gianna smiled, "Not too sore, I hope."
"I'm fine," Sally smiled back. "I've emailed my friend Aileen about this. She's thrilled that I came down here to explore this."
"How is Aileen doing?."
"She's doing great. But she's a little jealous that she's not here with us."
"It's paradise here," Gianna replied.
"Speaking of paradise, Aileen had a few recommendations."
Gianna raised an eyebrow. "Oh?"
"It's a little embarrassing. But today is my last day here, so I figured I might as well enjoy, right?"
"That's what I like to hear from my guests. This is a spa for relaxation and re-invigoration. So, what can I do for you?"
Sally was normally an outgoing person. She was rarely ever shy or hesitant to ask about anything, after all, she was a writer. But in that moment, Sally felt her body tense.
"I've been told to render the services of your masseur," she replied, trying to be brave. "You know, his services."
Gianna gave an understanding nod. "That can be arranged. Our masseur is a man of great talents. He also thinks you're very beautiful. He will be pleased to hear this."
"And there's another thing."
"Yes?"
Sally nearly blushed. "I've been told to include you. I don't know. Aileen mentioned something about getting you involved. I'm not sure what that means, but I figured I'd just ask to find out."
Gianna continued nodding. "Truthfully, the balance on your gift card doesn't cover all of this. However, you are my guest here. Consider this a bonus."
"I can pay the extra costs for your services. It's really no problem."
"No. I insist. My gift to you. This will be a real pleasure for the both of us."
Sally noted the expression on Gianna's face. It was an expression of anticipation and excitement.
"Thank you. This sounds like something to look forward to."
"Your gift card, please," Gianna asked.
Sally searched for the gift card in her purse and handed it to the spa owner. Gianna got up and swiped the card through the machine. She typed a few things on her computer and printed out a receipt.
The receipt was handed to Sally, along with the emptied gift card. When Sally looked at the receipt, she saw that the charge was $500. All expenses paid for by the remainder of the gift card, and a special courtesy from Gianna.
The name of the cost was 'The Full Treatment'. Sally felt a tingle between her legs, wondering what the full treatment was.
Once again, Sally was in the same little massage room. She still had no idea what was going to happen next. The instructions were a bit vague. But maybe, she figured, that was all part of the fun.
She undressed fully. She was naked & barefoot. She was much more relaxed than the previous day. In fact, she was excited to continue her anal journey with the beautiful Gianna and the handsome masseur.
Sally put on a towel to cover her nudity. Then she slightly opened the door.
"I'm ready," she called.
Sally waited in the room for a moment.
Her eyes slightly widened when she saw Gianna enter the room wearing nothing but a silk robe. The spa owner's hair was tied in a ponytail. She was even barefoot.
The masseur also entered the room in a robe, and he closed the door once they entered.
Sally knew that things were about to get very very interesting.
"Looks like we're all ready," Gianna smiled. "Shall we continue to make small talk to relax? Or shall we get to business. Your choice, dear."
Sally took a deep breath. "Well, we're all here for a reason."
"Very well. Let's begin."
Gianna gestured to Sally's robe, signaling her to undress.
Sally took the cue and disrobed. She wasn't as nervous as before. In her philosophy, it was just like going to the doctor. No one is really shy being naked in front of the doctor. That's because you normally wouldn't see the doctor in your everyday life. You go there for a purpose, do you business, and leave.
For a few seconds, Sally stood unabashed at her own nakedness. She kind of enjoyed the fact that Gianna and the Italian masseur both stared at her naked body in an aroused way.
"On my stomach?" Sally asked, hands on her hips.
"That would work best."
Sally ended the nude show when she laid on the massage table, which had towels neatly wrapped on it. It was comfortable & cozy. Sally immediately felt relaxed laying face down.
The sink was being used. Both Italians washed their hands as if preparing for a medical operation. And technically, Sally thought, there were many similarities to a surgery. After all, Sally was about to have her bottom opened (but for the purpose of sexual pleasure).
They dried their hands. Sally heard the noises of bottle caps opening and she soon felt lukewarm oil being applied to her entire backside. Sally's back, thighs, and butt, were all coated with the slick substance.
Sally felt an immediate bliss as Gianna and the masseur both started rubbing her back. Two pairs of hands were unbelievable. It was much better than yesterday.
Not only did she feel the strong hands of the masseur, but she also had the pleasure of feeling the soft feminine hands of Gianna. It was quite the contrast, and double the pleasure.
They rubbed everywhere, from the top of her back, to her lower calves, and everything in between, included her toned butt.
Despite the occasional jolt of pain from hard squeezes, Sally felt bliss, and she was ready to fall asleep at any moment.
"Now you're finally ready," Gianna said with her sultry Italian accent. "Shall we begin with the full treatment?"
Sally was surprised that it hadn't started yet. If that full backside massage by two experts wasn't the full treatment, then what was? Sally was more than eager to find out.
"My body is ready for anything," she groaned, still reeling from the amazing massage.
"Very well."
Sally heard the noise of something dropping on the floor. It must have been cloth or a towel, Sally figured.
Then, Sally felt a unique pleasure on her back. Too soft to be hands. They were two round globes rubbing against her back. Then she felt them harden. It took a brief moment for Sally to realize that Gianna was rubbing her bare tits on Sally's backside.
It was such an arousing thought. Sally wondered if Gianna was fully naked while doing it. The only thing Sally knew was that Gianna's tits felt nice against her skin. Both nipples were hard and rubbed across Sally's back, then to her thighs, then finally her butt. It was a sexual massage that was achieving its intent, which was to further arouse Sally.
Sally heard Gianna's fingers snap.
In an instant, the strong masseur grabbed both of Sally's ankles, and spread her legs. Sally felt her legs open and her asshole exposed. She knew both of the Italians were looking inside.
Gianna used her soft hands to spread Sally's butt wide open. They had an even better view of Sally's naked asshole.
She expected more oil to be poured inside of her ass. But that didn't happen.
Instead, Sally felt soft feminine lips kissing her butthole. The kisses came all around her exposed anus. It felt nice. Sally never had the pleasure of feeling her anal region being kissed before. She thoroughly enjoyed it.
Then came licks. Oh god. Sally felt the outer ring of her anus being licked by Gianna. It was such a thrill and it made her pussy drip. Sally felt her heart pounding as the anal licking continued.
If that wasn't enough, Sally felt the warm tongue being pushed inside of her ass. Oh god. It tickled. It stimulated her nerve ending. It made her even more wet. The tongue licked and swirled around the ass.
Sally mumbled a few things which didn't make sense. She just wanted to mumble. She wanted to moan too.
The tongue was removed. Then Gianna said something in Italian.
Oil was being poured in Sally's anus. It was lukewarm and it kind of tickled as it flowed into Sally's outer hole and inside her rectum.
"Let me know if this hurts, dear," Gianna said. "We'll take good care of you, okay?"
"Okay."
This time, it was the strong masseur who held Sally's ass cheeks wide open. His grip was firm and tight. There was no way Sally's butt cheeks were going to move.
The tip of a smooth sex toy pressed against Sally's anus. The girth felt small, but Sally had no idea how long it was. It was all a mystery. All she knew was that it was solid but it felt smooth.
A small push and Gianna was able to get the sex toy inside of Sally's vulnerable ass. It was slowly pushed and it slowly went all the way inside.
Her tiny little asshole was being stretched in an unnatural way. It hurt, but it also felt pleasurable in a strange way. Nerve endings she never knew existed were being stimulated when Gianna slowly worked the sex toy in & out.
"How do you feel?" Gianna asked, the same way an experienced doctor would.
"Stretched."
"Good?"
"It feels nice."
"Something bigger?" Gianna asked.
"Do I have to?"
"Only if you want the masseur to take your anal virginity," Gianna asked in teasing way.
The comment grabbed Sally's attention more than the sex toy in her ass. It was the moment of truth and she had to quickly decide.
"Fine."
"Are you sure?" Gianna asked with a purposely thick Italian accent.
"You only live once, right?"
"That's right my dear."
The sex toy was slowly pulled from Sally's rectum. It gave her butthole a slightly gaping feeling as it returned to normal size.
Before her anus had time to readjust, a slightly larger sex toy was pressed against her anus. More lube was poured. Gianna gave a slight push and the sex toy entered Sally's tender butt.
"Oh gosh," Sally gasped, her body reflexively tensing.
"Be still, my dear."
Sally tried her best to hold still. The strong masseur continued his tight hold on Sally's butt, to ensure that her rectum would remain open.
The larger sex toy was slowly being pushed. Sally felt the tight ring of her anus being stretched. She felt her rectum being stretched as it went even deeper. It went deeper than anything that's ever gone inside before.
Then slowly, it was pulled out. The movements continued slowly. In & out. Gianna knew exactly how to treat a tight little asshole like the one Sally had. The spa owner was a true professional at what she did.
"Things are progressing nicely," Gianna said. "Your body is learning to adapt. I can tell you're very tight and sensitive."
"I've never had anything so deep before."
Gianna gently pushed the sex toy all the way inside, causing Sally's muscles to clench.
"Don't fight it. Don't clench. Just relax. Let go. Trust me, Sally. I know what I'm doing."
The sex toy continued its in & out motion, while Sally fought the urge to clench her rectum.
Finally, the toy was pulled away after a few minutes. It was followed by another deep gaping feeling in Sally's butt.
"Are you ready to lose your anal virginity?" Gianna asked with a thick Italian accent, knowing that her accent turned Sally on.
"Only if you think I'm ready."
Gianna patted Sally's butt. "You're ready, dear. I've made you ready. Mentally and physically, you're ready to accept a cock. Relax and enjoy. He knows how to handle women."
There was a noise of a robe hitting the floor. As Sally laid face down on the massage table, she knew that the male masseur was also naked.
Her heart raced. She knew she was about to be anally fucked by the strong handsome man. Oh god. She wondered if she was truly ready for it. She wasn't sure. But she was willing to try it out. After all, she was on vacation and she wanted to try new things.
The man climbed onto the massage table, on his knees, right behind Sally's spread ass. He nearly mounted her from behind, with his cock pointed towards Sally's vulnerable and lubricated asshole.
"I'm going to get him hard for you," Gianna said. "I will also lubricate him at the same time. He will be ready for you."
As Sally laid face down on the table, she suddenly heard sucking & slurping noises fill the room. She knew right away that Gianna was sucking the man's cock. What better way to get a man hard?
The slurping sounds lasted for nearly a minute, followed by a loud 'plop' sound as Gianna pulled her mouth away.
"He's ready," Gianna said. "My saliva is warm. The temperature should feel nice. And he is throbbing hard for you. Are you ready?"
Sally questioned herself once again. She was nervous about being anally ravished. But she was also very wet and aroused.
"I'm ready."
"Hold still. Tell me if it hurts."
Gianna used her soft hands to spread Sally's butt cheeks apart. Then Gianna used her fingers to guide the hard cock towards Sally's anus, as the masseur lowered his body.
The hard cock pressed tightly against Sally's anus, at the guidance of Gianna's fingers.
Gianna said something in Italian, and the man gave a slow press against the anus. The man entered and the tip of his cock went inside Sally's tight little asshole.
The spa owner was right. Her saliva on the cock was warm and it felt nice. The sensation added to the anal experience. The stretching didn't hurt that much since her ass had already been prepared from the lube and sex toys.
He entered further. Inch by inch, the shaft of the thick cock went deeper in Sally's rectum. She squirmed and moaned. But she fought to remain still. It hurt. It ached. But it also felt amazing in a strange way.
She felt herself being stretched to capacity as Gianna continued to guide the cock inside of her butt. She knew there were a few more inches to go. And she was ready for it, she hoped.
"Relax dear," Gianna said softly. "Almost there. Almost there. You're doing wonderful, my dear."
Sally felt her ass being completely filled to capacity as the cock entered all the way. The masseur's crotch pressed fully against Sally's butt.
At that point, Gianna had already let go. Her fingers were no longer needed to guide the cock inside.
Gianna moved from the table and crouched down in front of Sally. It was the first that time Sally had seen Gianna naked.
The spa owner had a slender body. She was crouched down with her legs wide apart, showing the inside of her spread vagina. She had a dark patch of pubic hairs. Her chest was flat with very large dark nipples. Her chest was still covered with oil from the breast rubbing she did earlier.
Simply put, the Italian woman was a striking beauty. Just as Sally had expected she would be without clothes.
"You're doing amazing," Gianna said. "Look at me, relax dear."
The spa owner held both of Sally's hands as a loving gesture. They looked each other in the eyes while Sally's asshole was stuffed by the raging hard cock.
There was a look in Gianna's eyes which said, 'You can do this. You're a strong woman. You can do anything. It's going to be worth it."
It was a look which gave Sally confidence as the cock slowly began to slide out of her ass, and then thrusted back in.
Sally squirmed and her body struggled. She tried to hold still. She did her very best. Her face grimaced as her ass was filled by the raging hard cock. Her facial expressions tightened, all while Gianna tried to sooth her.
"Relax dear," Gianna said in a loving manner, rubbing Sally's hands in the process. "I know it's difficult. But you will have the beautiful gift of orgasm when this is done. I promise."
The two women held each other's hands. Sally squeezed tightly as the masseur went harder. Gianna squeezed her hands in return. They continued looking each other in the eyes as Sally made grimacing faces from the pain.
At that point, after Sally's asshole was ready, the strong masseur really started to go at it.
The thrusts were harder and far more intense. Sally's asshole was taking the pounding that she had fantasized about since college, but was never able to experience. Her tiny little asshole was finally getting the overdue fucking it long desired.
It was the final piece of Sally's sexuality that she had yet to experience. Her anal virginity was being taken away in spectacular fashion. All while Sally screamed and moaned while her ass was getting properly fucked.
The two women continued holding hands and making eye contact. Gianna continued her words of encouragement as Sally screamed in pain & pleasure.
"You're almost there," Gianna said, with lust in her eyes and voice. "You're almost there. So close. Don't give up."
The ass pounding continued and Sally's rectal nerve endings were being stimulated in a powerful way. Her rectum was stretched to capacity by the hard pounding cock. It was beginning to take its toll as the pain grew.
Gianna spoke in Italian to the male masseur. It was a brief sentence which Sally couldn't understand. But the masseur sure did.
He continued fucking the poor little asshole with expert precision, while reaching down with one hand, underneath Sally's thigh, to rub her sensitive clit.
Sally cried.
The masseur fucked her asshole and rubbed her clitoris in a circular motion.
Sally cried some more.
Her pussy was dripping wet and fluids were leaking.
"You're almost there darling," Gianna said, holding Sally's hands tighter. "I can see it in your eyes. Relax, my dear. Let it all out."
Gianna spoke Italian again to the masseur. He got the message and pounded Sally's ass with full force. He rubbed Sally's clitoris even faster, making the woman cry. It was all too much for a woman to handle.
"Oh god!!!" Sally cried, clenching her eyes shut.
Fluids squirted from her pussy and made a mess. Thankfully the towels were spread neatly across the massage table. More fluids gushed from Sally's pussy as the masseur's sexual ravishment continued at a relentless pace.
He continued fucking her ass. He continued rubbing her clit.
Sally continued clenching her eyes, groaning, while the fluids continued to seep from her pussy. Her back muscles were contracting. Her legs completely stiff. Her toes curled. Her jaw wide open. And her eyes clenched shut.
The two women held each other's hands tightly. Sally squeezed with a grip she never knew she had.
Then, it was over.
Sally collapsed and was nearly lifeless while the man gave a few more pumps in her asshole.
The masseur had cum inside of Sally's rectum. He was breathing heavily. Then he pulled out. His penis was in a semi-flaccid state, covered in his own cum, Gianna's saliva, and plenty of lubrication.
He laid on the massage table, right next to Sally, who still remained nearly lifeless.
"You did it, darling," Gianna said softly in Sally's ear. "You came."
Gianna ran her fingers through Sally's hair. She marveled at the peaceful sight of Sally in a state of pure bliss.
Then the spa owner bent down to give Sally a kiss on the forehead, then the cheek. The next kiss was on Sally's lips, which was enough to wake her up. They continued kissing on the lips.
Sally had been with women before. She was no stranger to a lesbian kiss. But there was something extra special about kissing Gianna. Maybe it was the fact that Gianna had soft sensual lips. Or maybe it was the fact that Sally had just received the orgasm of the century.
Whatever the case, it felt amazing.
The kiss ended, and Gianna smiled. Then Gianna stood to admire the handiwork of the masseur.
Sally's body was a mess, covered in oil and sweat. Her legs still spread. Cum and lubrication leaking from her asshole. Squirt was everywhere between Sally's legs.
The spa owner was always pleased when guests were satisfied. And by the looks of things, Sally was more than satisfied.
Gianna bent over the table and inspected Sally's asshole. It looks like a gaping messy hole. Well fucked and recently stretched.
The spa owner spread the ass cheeks once again, bent down, and gave the asshole a nice big lick, followed by a long suck.
Sally groaned.
It was an hour later by the time Sally left the spa.
She had just finished a warm bath. Her hair was nice and neat. Her make-up was freshly done. And her clothes had been pressed by the staff. She looked like a new person when she went outside with her sunglasses on.
Her last memory of the spa was giving Gianna a kiss on the lips. Then another. Then another. Until finally they embraced in a long tongue kiss.
While she walked down the street, Sally took out the phone from her purse. She needed to text Aileen.
She sent a simple message:
success!! i have so much to tell you. thnx for everything. best gift ever. next year, i'll need another gift card.
love,
sal
The message was sent.
Sally smiled to herself as she walked down the street with a slight limp in her step. It would probably be a few days until the soreness was gone.
The second I got used to it, Gianna pulled back, then came two fingers. So there I was, laying naked on my stomach, with two fingers inside my butt. Awkward.
She probed and searched. I felt my rectum being stretched in unusual ways. The whole thing must have lasted a few minutes. Gianna's fingers never relented. They worked and worked. And I stretched and stretched.
She knew I had enough for one day. I don't know. Maybe it's female intuition. But she just knew. So she ended the session.
When she pulled out, my asshole felt a slight gaping feeling, like something was missing. Her fingers had been inside me for so long that my butt had become accustomed to having it there. Weird.
Anyway, I'm meeting her again tomorrow early morning. Then later, it's back to America.
I have no clue what I want. I'm not expecting anything drastic. If I only get an amazing body massage, I'll be fine with that.
If we continue our anal adventure, I'm okay with that too. We'll see how it goes. I'm pretty excited to go back to the spa tomorrow.
- sal
The email was sent. This time, Sally didn't expect an immediate reply. Not after she had just written so much. She knew that Aileen would take her time combing through every single word.
Minutes passed and Sally just surfed the web. She verified her travel plans and looked for places to eat in Italy.
Then, she got a reply.
Sally clicked open the latest email from Aileen:
I'm so jealous right now! I wish I could be in Italy too.
I'm also very glad that you're experiencing this.
Can I make a suggestion? You only live once. I'm sure there's plenty of cash left of that gift card. Make the most of it.
Forget the fingers. Forget the sex toys. Have that masseur plow your bottom. I never asked for that, since I'm married, obviously.
But when I was there in Italy, I heard him pounding some lady. It was loud. And I mean really loud. It sounded so painful too. But when I saw them leaving the private massage room, that lady was swooning. I mean, she was practically floating in the air after that pounding she took. I also think the woman needed some help walking, but that's another story.
I also recommend asking Gianna to get more involved. I don't want to ruin any surprises, but that woman is a sexual goddess. You should request her further assistance in your anal experience.
Sally. You're beautiful, smart, and fun. I envy your position right now. Make the best of your holiday travel. Make the best of your gift card.
Love,
Your friend
Aileen
The smile couldn't be wiped from Sally's face. She wished she could give her friend a big suffocating hug. But that hug needed to wait a while.
The only thing Sally could do was reply.
She sent a final email for the night:
Aileen,
You're the best. I'll be back soon, full of stories.
Stories of my education.
Our secret.
Love,
Your friend
Sally
Their email correspondence had ended and Sally closed her laptop.
After washing herself in the bathroom and finishing her nightly beauty routine, Sally wondered about the next day. She wondered how far she was willing to go with her anal education.
In many ways, Aileen was right. The opportunity was there for Sally to explore. It was the gift she needed. It was Sally's chance to finally explore parts of her sexuality with people who were experts.
She turned off the lights and went to sleep. She knew tomorrow would be a good day.
Gianna's Touch
The two women sat in the office for a cup of morning coffee. Once again, Sally found herself admiring Gianna's style & beauty. The Italian woman was simply impeccable.
They made small talk and leisurely conversation. It was like they were old friends. Gianna had a way of disarming her guests and making them feel right at home. It was like they knew each other well. Besides, Gianna already had her fingers inside Sally's butt. What's more intimate than that?
"Have you thought much about yesterday's activities?" Gianna asked.
"I've thought about it a lot."
Gianna smiled, "Not too sore, I hope."
"I'm fine," Sally smiled back. "I've emailed my friend Aileen about this. She's thrilled that I came down here to explore this."
"How is Aileen doing?."
"She's doing great. But she's a little jealous that she's not here with us."
"It's paradise here," Gianna replied.
"Speaking of paradise, Aileen had a few recommendations."
Gianna raised an eyebrow. "Oh?"
"It's a little embarrassing. But today is my last day here, so I figured I might as well enjoy, right?"
"That's what I like to hear from my guests. This is a spa for relaxation and re-invigoration. So, what can I do for you?"
Sally was normally an outgoing person. She was rarely ever shy or hesitant to ask about anything, after all, she was a writer. But in that moment, Sally felt her body tense.
"I've been told to render the services of your masseur," she replied, trying to be brave. "You know, his services."
Gianna gave an understanding nod. "That can be arranged. Our masseur is a man of great talents. He also thinks you're very beautiful. He will be pleased to hear this."
"And there's another thing."
"Yes?"
Sally nearly blushed. "I've been told to include you. I don't know. Aileen mentioned something about getting you involved. I'm not sure what that means, but I figured I'd just ask to find out."
Gianna continued nodding. "Truthfully, the balance on your gift card doesn't cover all of this. However, you are my guest here. Consider this a bonus."
"I can pay the extra costs for your services. It's really no problem."
"No. I insist. My gift to you. This will be a real pleasure for the both of us."
Sally noted the expression on Gianna's face. It was an expression of anticipation and excitement.
"Thank you. This sounds like something to look forward to."
"Your gift card, please," Gianna asked.
Sally searched for the gift card in her purse and handed it to the spa owner. Gianna got up and swiped the card through the machine. She typed a few things on her computer and printed out a receipt.
The receipt was handed to Sally, along with the emptied gift card. When Sally looked at the receipt, she saw that the charge was $500. All expenses paid for by the remainder of the gift card, and a special courtesy from Gianna.
The name of the cost was 'The Full Treatment'. Sally felt a tingle between her legs, wondering what the full treatment was.
Once again, Sally was in the same little massage room. She still had no idea what was going to happen next. The instructions were a bit vague. But maybe, she figured, that was all part of the fun.
She undressed fully. She was naked & barefoot. She was much more relaxed than the previous day. In fact, she was excited to continue her anal journey with the beautiful Gianna and the handsome masseur.
Sally put on a towel to cover her nudity. Then she slightly opened the door.
"I'm ready," she called.
Sally waited in the room for a moment.
Her eyes slightly widened when she saw Gianna enter the room wearing nothing but a silk robe. The spa owner's hair was tied in a ponytail. She was even barefoot.
The masseur also entered the room in a robe, and he closed the door once they entered.
Sally knew that things were about to get very very interesting.
"Looks like we're all ready," Gianna smiled. "Shall we continue to make small talk to relax? Or shall we get to business. Your choice, dear."
Sally took a deep breath. "Well, we're all here for a reason."
"Very well. Let's begin."
Gianna gestured to Sally's robe, signaling her to undress.
Sally took the cue and disrobed. She wasn't as nervous as before. In her philosophy, it was just like going to the doctor. No one is really shy being naked in front of the doctor. That's because you normally wouldn't see the doctor in your everyday life. You go there for a purpose, do you business, and leave.
For a few seconds, Sally stood unabashed at her own nakedness. She kind of enjoyed the fact that Gianna and the Italian masseur both stared at her naked body in an aroused way.
"On my stomach?" Sally asked, hands on her hips.
"That would work best."
Sally ended the nude show when she laid on the massage table, which had towels neatly wrapped on it. It was comfortable & cozy. Sally immediately felt relaxed laying face down.
The sink was being used. Both Italians washed their hands as if preparing for a medical operation. And technically, Sally thought, there were many similarities to a surgery. After all, Sally was about to have her bottom opened (but for the purpose of sexual pleasure).
They dried their hands. Sally heard the noises of bottle caps opening and she soon felt lukewarm oil being applied to her entire backside. Sally's back, thighs, and butt, were all coated with the slick substance.
Sally felt an immediate bliss as Gianna and the masseur both started rubbing her back. Two pairs of hands were unbelievable. It was much better than yesterday.
Not only did she feel the strong hands of the masseur, but she also had the pleasure of feeling the soft feminine hands of Gianna. It was quite the contrast, and double the pleasure.
They rubbed everywhere, from the top of her back, to her lower calves, and everything in between, included her toned butt.
Despite the occasional jolt of pain from hard squeezes, Sally felt bliss, and she was ready to fall asleep at any moment.
"Now you're finally ready," Gianna said with her sultry Italian accent. "Shall we begin with the full treatment?"
Sally was surprised that it hadn't started yet. If that full backside massage by two experts wasn't the full treatment, then what was? Sally was more than eager to find out.
"My body is ready for anything," she groaned, still reeling from the amazing massage.
"Very well."
Sally heard the noise of something dropping on the floor. It must have been cloth or a towel, Sally figured.
Then, Sally felt a unique pleasure on her back. Too soft to be hands. They were two round globes rubbing against her back. Then she felt them harden. It took a brief moment for Sally to realize that Gianna was rubbing her bare tits on Sally's backside.
It was such an arousing thought. Sally wondered if Gianna was fully naked while doing it. The only thing Sally knew was that Gianna's tits felt nice against her skin. Both nipples were hard and rubbed across Sally's back, then to her thighs, then finally her butt. It was a sexual massage that was achieving its intent, which was to further arouse Sally.
Sally heard Gianna's fingers snap.
In an instant, the strong masseur grabbed both of Sally's ankles, and spread her legs. Sally felt her legs open and her asshole exposed. She knew both of the Italians were looking inside.
Gianna used her soft hands to spread Sally's butt wide open. They had an even better view of Sally's naked asshole.
She expected more oil to be poured inside of her ass. But that didn't happen.
Instead, Sally felt soft feminine lips kissing her butthole. The kisses came all around her exposed anus. It felt nice. Sally never had the pleasure of feeling her anal region being kissed before. She thoroughly enjoyed it.
Then came licks. Oh god. Sally felt the outer ring of her anus being licked by Gianna. It was such a thrill and it made her pussy drip. Sally felt her heart pounding as the anal licking continued.
If that wasn't enough, Sally felt the warm tongue being pushed inside of her ass. Oh god. It tickled. It stimulated her nerve ending. It made her even more wet. The tongue licked and swirled around the ass.
Sally mumbled a few things which didn't make sense. She just wanted to mumble. She wanted to moan too.
The tongue was removed. Then Gianna said something in Italian.
Oil was being poured in Sally's anus. It was lukewarm and it kind of tickled as it flowed into Sally's outer hole and inside her rectum.
"Let me know if this hurts, dear," Gianna said. "We'll take good care of you, okay?"
"Okay."
This time, it was the strong masseur who held Sally's ass cheeks wide open. His grip was firm and tight. There was no way Sally's butt cheeks were going to move.
The tip of a smooth sex toy pressed against Sally's anus. The girth felt small, but Sally had no idea how long it was. It was all a mystery. All she knew was that it was solid but it felt smooth.
A small push and Gianna was able to get the sex toy inside of Sally's vulnerable ass. It was slowly pushed and it slowly went all the way inside.
Her tiny little asshole was being stretched in an unnatural way. It hurt, but it also felt pleasurable in a strange way. Nerve endings she never knew existed were being stimulated when Gianna slowly worked the sex toy in & out.
"How do you feel?" Gianna asked, the same way an experienced doctor would.
"Stretched."
"Good?"
"It feels nice."
"Something bigger?" Gianna asked.
"Do I have to?"
"Only if you want the masseur to take your anal virginity," Gianna asked in teasing way.
The comment grabbed Sally's attention more than the sex toy in her ass. It was the moment of truth and she had to quickly decide.
"Fine."
"Are you sure?" Gianna asked with a purposely thick Italian accent.
"You only live once, right?"
"That's right my dear."
The sex toy was slowly pulled from Sally's rectum. It gave her butthole a slightly gaping feeling as it returned to normal size.
Before her anus had time to readjust, a slightly larger sex toy was pressed against her anus. More lube was poured. Gianna gave a slight push and the sex toy entered Sally's tender butt.
"Oh gosh," Sally gasped, her body reflexively tensing.
"Be still, my dear."
Sally tried her best to hold still. The strong masseur continued his tight hold on Sally's butt, to ensure that her rectum would remain open.
The larger sex toy was slowly being pushed. Sally felt the tight ring of her anus being stretched. She felt her rectum being stretched as it went even deeper. It went deeper than anything that's ever gone inside before.
Then slowly, it was pulled out. The movements continued slowly. In & out. Gianna knew exactly how to treat a tight little asshole like the one Sally had. The spa owner was a true professional at what she did.
"Things are progressing nicely," Gianna said. "Your body is learning to adapt. I can tell you're very tight and sensitive."
"I've never had anything so deep before."
Gianna gently pushed the sex toy all the way inside, causing Sally's muscles to clench.
"Don't fight it. Don't clench. Just relax. Let go. Trust me, Sally. I know what I'm doing."
The sex toy continued its in & out motion, while Sally fought the urge to clench her rectum.
Finally, the toy was pulled away after a few minutes. It was followed by another deep gaping feeling in Sally's butt.
"Are you ready to lose your anal virginity?" Gianna asked with a thick Italian accent, knowing that her accent turned Sally on.
"Only if you think I'm ready."
Gianna patted Sally's butt. "You're ready, dear. I've made you ready. Mentally and physically, you're ready to accept a cock. Relax and enjoy. He knows how to handle women."
There was a noise of a robe hitting the floor. As Sally laid face down on the massage table, she knew that the male masseur was also naked.
Her heart raced. She knew she was about to be anally fucked by the strong handsome man. Oh god. She wondered if she was truly ready for it. She wasn't sure. But she was willing to try it out. After all, she was on vacation and she wanted to try new things.
The man climbed onto the massage table, on his knees, right behind Sally's spread ass. He nearly mounted her from behind, with his cock pointed towards Sally's vulnerable and lubricated asshole.
"I'm going to get him hard for you," Gianna said. "I will also lubricate him at the same time. He will be ready for you."
As Sally laid face down on the table, she suddenly heard sucking & slurping noises fill the room. She knew right away that Gianna was sucking the man's cock. What better way to get a man hard?
The slurping sounds lasted for nearly a minute, followed by a loud 'plop' sound as Gianna pulled her mouth away.
"He's ready," Gianna said. "My saliva is warm. The temperature should feel nice. And he is throbbing hard for you. Are you ready?"
Sally questioned herself once again. She was nervous about being anally ravished. But she was also very wet and aroused.
"I'm ready."
"Hold still. Tell me if it hurts."
Gianna used her soft hands to spread Sally's butt cheeks apart. Then Gianna used her fingers to guide the hard cock towards Sally's anus, as the masseur lowered his body.
The hard cock pressed tightly against Sally's anus, at the guidance of Gianna's fingers.
Gianna said something in Italian, and the man gave a slow press against the anus. The man entered and the tip of his cock went inside Sally's tight little asshole.
The spa owner was right. Her saliva on the cock was warm and it felt nice. The sensation added to the anal experience. The stretching didn't hurt that much since her ass had already been prepared from the lube and sex toys.
He entered further. Inch by inch, the shaft of the thick cock went deeper in Sally's rectum. She squirmed and moaned. But she fought to remain still. It hurt. It ached. But it also felt amazing in a strange way.
She felt herself being stretched to capacity as Gianna continued to guide the cock inside of her butt. She knew there were a few more inches to go. And she was ready for it, she hoped.
"Relax dear," Gianna said softly. "Almost there. Almost there. You're doing wonderful, my dear."
Sally felt her ass being completely filled to capacity as the cock entered all the way. The masseur's crotch pressed fully against Sally's butt.
At that point, Gianna had already let go. Her fingers were no longer needed to guide the cock inside.
Gianna moved from the table and crouched down in front of Sally. It was the first that time Sally had seen Gianna naked.
The spa owner had a slender body. She was crouched down with her legs wide apart, showing the inside of her spread vagina. She had a dark patch of pubic hairs. Her chest was flat with very large dark nipples. Her chest was still covered with oil from the breast rubbing she did earlier.
Simply put, the Italian woman was a striking beauty. Just as Sally had expected she would be without clothes.
"You're doing amazing," Gianna said. "Look at me, relax dear."
The spa owner held both of Sally's hands as a loving gesture. They looked each other in the eyes while Sally's asshole was stuffed by the raging hard cock.
There was a look in Gianna's eyes which said, 'You can do this. You're a strong woman. You can do anything. It's going to be worth it."
It was a look which gave Sally confidence as the cock slowly began to slide out of her ass, and then thrusted back in.
Sally squirmed and her body struggled. She tried to hold still. She did her very best. Her face grimaced as her ass was filled by the raging hard cock. Her facial expressions tightened, all while Gianna tried to sooth her.
"Relax dear," Gianna said in a loving manner, rubbing Sally's hands in the process. "I know it's difficult. But you will have the beautiful gift of orgasm when this is done. I promise."
The two women held each other's hands. Sally squeezed tightly as the masseur went harder. Gianna squeezed her hands in return. They continued looking each other in the eyes as Sally made grimacing faces from the pain.
At that point, after Sally's asshole was ready, the strong masseur really started to go at it.
The thrusts were harder and far more intense. Sally's asshole was taking the pounding that she had fantasized about since college, but was never able to experience. Her tiny little asshole was finally getting the overdue fucking it long desired.
It was the final piece of Sally's sexuality that she had yet to experience. Her anal virginity was being taken away in spectacular fashion. All while Sally screamed and moaned while her ass was getting properly fucked.
The two women continued holding hands and making eye contact. Gianna continued her words of encouragement as Sally screamed in pain & pleasure.
"You're almost there," Gianna said, with lust in her eyes and voice. "You're almost there. So close. Don't give up."
The ass pounding continued and Sally's rectal nerve endings were being stimulated in a powerful way. Her rectum was stretched to capacity by the hard pounding cock. It was beginning to take its toll as the pain grew.
Gianna spoke in Italian to the male masseur. It was a brief sentence which Sally couldn't understand. But the masseur sure did.
He continued fucking the poor little asshole with expert precision, while reaching down with one hand, underneath Sally's thigh, to rub her sensitive clit.
Sally cried.
The masseur fucked her asshole and rubbed her clitoris in a circular motion.
Sally cried some more.
Her pussy was dripping wet and fluids were leaking.
"You're almost there darling," Gianna said, holding Sally's hands tighter. "I can see it in your eyes. Relax, my dear. Let it all out."
Gianna spoke Italian again to the masseur. He got the message and pounded Sally's ass with full force. He rubbed Sally's clitoris even faster, making the woman cry. It was all too much for a woman to handle.
"Oh god!!!" Sally cried, clenching her eyes shut.
Fluids squirted from her pussy and made a mess. Thankfully the towels were spread neatly across the massage table. More fluids gushed from Sally's pussy as the masseur's sexual ravishment continued at a relentless pace.
He continued fucking her ass. He continued rubbing her clit.
Sally continued clenching her eyes, groaning, while the fluids continued to seep from her pussy. Her back muscles were contracting. Her legs completely stiff. Her toes curled. Her jaw wide open. And her eyes clenched shut.
The two women held each other's hands tightly. Sally squeezed with a grip she never knew she had.
Then, it was over.
Sally collapsed and was nearly lifeless while the man gave a few more pumps in her asshole.
The masseur had cum inside of Sally's rectum. He was breathing heavily. Then he pulled out. His penis was in a semi-flaccid state, covered in his own cum, Gianna's saliva, and plenty of lubrication.
He laid on the massage table, right next to Sally, who still remained nearly lifeless.
"You did it, darling," Gianna said softly in Sally's ear. "You came."
Gianna ran her fingers through Sally's hair. She marveled at the peaceful sight of Sally in a state of pure bliss.
Then the spa owner bent down to give Sally a kiss on the forehead, then the cheek. The next kiss was on Sally's lips, which was enough to wake her up. They continued kissing on the lips.
Sally had been with women before. She was no stranger to a lesbian kiss. But there was something extra special about kissing Gianna. Maybe it was the fact that Gianna had soft sensual lips. Or maybe it was the fact that Sally had just received the orgasm of the century.
Whatever the case, it felt amazing.
The kiss ended, and Gianna smiled. Then Gianna stood to admire the handiwork of the masseur.
Sally's body was a mess, covered in oil and sweat. Her legs still spread. Cum and lubrication leaking from her asshole. Squirt was everywhere between Sally's legs.
The spa owner was always pleased when guests were satisfied. And by the looks of things, Sally was more than satisfied.
Gianna bent over the table and inspected Sally's asshole. It looks like a gaping messy hole. Well fucked and recently stretched.
The spa owner spread the ass cheeks once again, bent down, and gave the asshole a nice big lick, followed by a long suck.
Sally groaned.
It was an hour later by the time Sally left the spa.
She had just finished a warm bath. Her hair was nice and neat. Her make-up was freshly done. And her clothes had been pressed by the staff. She looked like a new person when she went outside with her sunglasses on.
Her last memory of the spa was giving Gianna a kiss on the lips. Then another. Then another. Until finally they embraced in a long tongue kiss.
While she walked down the street, Sally took out the phone from her purse. She needed to text Aileen.
She sent a simple message:
success!! i have so much to tell you. thnx for everything. best gift ever. next year, i'll need another gift card.
love,
sal
The message was sent.
Sally smiled to herself as she walked down the street with a slight limp in her step. It would probably be a few days until the soreness was gone.
The End
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