Chapter 9
by
DiveInstructorPlaya
What's next?
"Vacation a trois"
My timid new girlfriend: Ch. 9
Warning
+++ The “My timid new girlfriend” series is meant to be way over the top and extremely overexaggerated, and the main character (the boyfriend/father) is meant to be absolutely dumb and blind to what is going on around him. The series is meant to be funny, light reading.
Of course, parts are erotic but for sure not for everyone.
Please be aware that in the different chapters there might be ingredients such as "creampie," "cheating," "femdom," "humiliation," "ridiculing," "contempt," "bareback," "unprotected sex," "BBC," "being auctioned," "gangbang," "reluctancy," and so on.
At the end, I have decided to publish the stories as "fetish."
Please join me in this silly saga, and I hope you enjoy the little jokes! +++
…
Our first vacation
"Where would you like to go?” I heard my girlfriend April asked my young daughter Lika.
They were both in the marital bedroom, but the door was ajar, and I could hear them from where I was in the kitchen, preparing our breakfast.
“Not sure,” Lika replied. “I did some research; perhaps the Cayman or the British Virgin Islands?”
“Sounds good to me. How about we try the Cayman first?”
“Sure!”
“OK. Cool! Let's talk to your dad and organize the trip then.”
I heard the girls approach the kitchen, and I had to smile, having heard their plans. I found it cool to have our first “vacation a trois." I was about to surprise them as a good dad and hopefully as a future husband.
“Honey?” I heard my girlfriend initiate the conversation, “How about spending a…”
“Menage a trois on the Cayman Islands? I proudly replied.
Both girls looked at me in silence, and it made me even prouder having used a French term for a threesome. April was the first one to grin, and I liked her reaction. I knew that she grinned, having been caught with their vacation plans, and I was one step ahead of them. Lika needed one or two seconds more, realizing that this was an involuntary hint from her dad on what both April and she could do in the Caymans, besides the main reason to travel there: the capital haven the Caymans offered.
“Dad!” Lika shouted, “You are so cool!”
“Thanks! Let’s grab my laptop and find a cool place to go to.”
“I will grab it for you.” Lika replied, amazed at how easy this was. She quickly went into the small guestroom, which was my bedroom since April told me I should sleep there instead, and she and my daughter would use the marital bedroom. I still call it the marital bedroom, but my girlfriend and I never had any sex in there. Or elsewhere. Not even kissing on the mouth.
Once she gave me a French tongue-kiss in public, at the mall, after she came back from the staff room “getting drilled for fashion," as she called it. I still remember very well that kiss; it was my first highlight in our relationship, even if it tasted salty. Moments later, the cocky salesman came out through the same “Staff only” door, giving me a contemptuous smile. As he saw my girlfriend stand next to me, he walked up to us and outstretched his arm in order to shake my hand.
“Nice to meet the boi behind the woman.” He said, somewhat grinning.
April looked at him in a dreamy way and introduced Jerome to me. “This is Jerome, my favorite salesman. He really helped me today with my needs.”
“Nice to meet you, Jerome.” I replied as his firm grip almost crushed my “dishwashing-only” hand.
“April told me that you disciplined her on her knowledge lack of fashion?”
"Yeah," Jerome replied, “we had a good session regarding the clothes she was wearing and how to get rid of them.”
“He is big, black, and cocky.” My girlfriend added, “I nicknamed him BBC," as she looked me straight in the eyes.
I found the race thing a bit too much, but Jerome didn’t mind; he even laughed about the little joke and answered that “if she needed any future relief, her BBC was happy to give it to her.”
…
“Dad?” Lika spoke to me.
“Yes?” I asked, joyfully remembering my first kiss with April.
“Are the Cayman Islands a peninsula?" she asked as she placed my laptop on the kitchen island so all could see the screen.
“Not sure, just search for it.”
My daughters’ quick fingers started dabbing those keyboard keys on my laptop, writing “Peni…” and suddenly, everybody could see my browser history.
PENIS ENLARGEMENT
“Dad!” Lika shouted.
April snickered at me as she read the search results.
“You do not need to enlarge your penis, honey.” April said to me, “I love you anyway, including your micro-penis."
My face was still red from being caught, but I was able to stutter out, “But we never have sex.”
“I don’t want to spoil things between us until we marry.” April replied, grabbing me in the crotch. “But until then, I want you to save yourself for me.” As she gave my penis a little tug. To my horror, the one single touch made my penis get hard.
“Oh my,” April said, “is somebody getting excited here?” as she grabbed it with two fingers.
“Please,” I said, "not with my daughter here.”
“Oh c’mon,” April said in an authoritarian way, “we are all adults here, aren’t we, Lika?”
“I am more interested in our vacation than in your little dick, Dad." Lika reassured him.
“Maybe we should give your dad a penis cage?” April teased, in a semi-serious tone, “So he doesn’t stain himself the whole time?”
And to my horror, April then started, in the presence of my daughter, to rub up and down my fully erect penis, her two fingers covering that very short distance. I felt humiliated, but it made my dick even harder, as if I liked the situation.
Roughly one minute later, as she suddenly touched with her other hand my two balls, April whispered in my ear, “Is your pencil dick hard?” and I came in my pants, hard. My little orgasm stopped almost immediately, and April said to Lika, “You see how easy that is?”
“Less than a minute.” Lika replied.
“Correct!” April smiled. “Now you try!”
“This quick?” Lika wondered.
“Sure! He only uses his balls to get them blue, nothing else.”
Lika walked around the kitchen island and stood right next to me. Her small hand went to my wet crotch and searched for my dick.
“Dad, your penis is so small I can’t even find it.” Lika said in a disgusted tone.
“Just grab the little knob at the wet spot, Lika.” April coached her.
I felt her fingers search, and finally she found my flaccid penis.
“I found it!” Lika shouted proudly. “This is so funny! It is so tiny!”
Quickly, she started diddling with my penis, and I was shocked how fast I got hard again.
“One minute, April?” Lika asked my girlfriend.
“Yes. That’s my record just now.”
I will beat you.” Lika replied with a confident voice and turned towards me.
“I am going to kiss your penis, Dad."
It twitched.
“My young lips will touch your penis. Would you like that, Daddy?"
I came.
“50 seconds!” April yelled, “Good job, Lika!”
Lika smiled and retrieved her hand, drying her fingers with a napkin.
“You try that with Jerome!” April laughed loudly, and Lika joined her.
My pants were ruined, the two cold, wet spots were very unpleasant, and I wanted to go and change.
“Not so quick, honey.” April told me in a bossy tone, "We are all adults; let's book the vacation first, then you go clean our bathroom as well. You do not change your pants until I say so.”
Lika was already searching the internet and found the “Wet Tortuga Beach Club."
“How about this one, April? Adults only, it says.”
“Looks good to me. Honey,” April said, now talking to me, “give me your credit card so we can book it.”
“Two weeks?” Lika asked.
“Yes, in the first week we can take care of our errands and in the second week have more beach time.” April replied. She clicked on all kinds of extra options, and without even asking me if I had to work or not, she placed the booking.
“All set!” April high-fived Lika.
“When do we leave?” I asked.
“In ten days.”
“Ok, good to know," I stuttered, as April gave me back my credit card.
The girls stood up and left the kitchen, chitchatting about all kinds of things, such as the coming vacation and the jewelry they owned, as they were leaving me with the dishes. It was OK; I could understand they were excited about our first vacation together, and I put on my vinyl apron to start cleaning.
Just before they were about to exit the house, my girlfriend told me I was not allowed to change my pants. “Is that understood?” April added.
I nodded, looking at the kitchen floor.
…
“Let’s go to Posh Pawn.” April said to Lika as soon as they were finishing the last touches of mascara and lipstick.
“Sound good to me. I already packed all the gifts those Arabs gave us.” Lika replied.
“Excellent! We will ask them to pay us by check so we don’t carry loads of money when we travel.”
“Ready?”
“Ready.”
And the girls left, April grabbing the keys of my convertible, as I was occupied cleaning the main bathroom.
“How was it for you?” April asked, as she drove, following the navigation system route.
“Wanking dad? Hilarious! I never had such a small penis in my fingers!” Lika laughed.
April laughed as well but shook her head. “No, I meant the auction.”
“That was great! I never had so much fun!” Lika almost shouted.
“How long were we gone? Three full days?” April asked.
“Yep! Three very full days, if you ask me…”
“Oh yes! Full I was!” April laughed. “Full I was, for sure!”
“I always thought black cock was the best, but those Arabs had big fat schlongs too!” Lika said.
“Yeah, for me it opened up my horizons as well!” April giggled.
“And our holes were opened too!” Lika added, both laughing.
“So, what did you like best?” Lika asked, looking at April, as they were getting close to the pawn shop.
“Besides the jewelry, perhaps being treated as a true fuck-hole and being nothing else for them but an object? Men casually deciding when and how they will use me, as they are discussing business transactions.”
“Yes, I feel the same. Being passed around was very erotic. Especially by that one father and his son.”
“I don’t remember; tell me, please.” April said.
“His dad was fucking me senseless with his fat cock but he kept talking to his young son, who was watching us. I was on all fours, my stretched cunt trying to cope with the bashing he was giving it. The father asked me in English what I was, and I quickly answered, "A slut."
He then said to his son, as he kept speaking English, so I could understand what he was saying, "You see?" This is the kind of woman you do not marry. You only fuck them. These western whores will always come back begging for more cock, but you never marry them. As he finished saying that, he came very hard in my cunt, flooding it with his long ropes of hot cum. Once his final jizz shot landed in my womb, he pulled out and told his son to fuck me in the same hole.”
April shivered as she heard Lika's actions with both father and son. Nothing like a good family fuck.
“But what did you like best?” Lika asked my girlfriend again.
“I think I liked best was as I was being led to a bedroom with four spotlights, their light beams all pointing at a short bench with a mattress. I was held onto the bench by five girls all wearing black burkas. They had me on my stomach and secured both my arms and legs with handcuffs to the ropes hanging from the four bench posts. They placed a soft but sturdy wedge under me, raising my ass high into the air, setting a perfect angle for a deep and intense penetration. The bench was really short, as if specially built for sex, because there was a U-shaped cutout in front of my head, in between my tied-up arms and in between where my secured legs were.”
“I felt that the beams of the spotlights were being adjusted as a newfound warmth covered me. Two were directly pointing at my raised holes, and it felt as if my two holes were being presented as an object of art in a museum. Another beam was pointed at my slender waist, so the transition of my pear-shaped ass towards my breasts was well lit. The other beam kept me warm by being pointed at my upper back. If they wanted to keep me warm, I knew that I would be in here for many hours, probably getting fucked by many, many men.”
“Since their husband had not arrived yet, they all made sure I was ready and well lubricated to receive his cock. One wife was spreading my labia as the other one was fingering me, constantly rubbing her thumb over my little pearl, giving me a delicious clit punishment.”
“The next step was to blindfold me, and a leather blindfold was placed on my face, tightly adjusted through a Velcro fastener on the back of it. A complete darkness fell over me. I heard a veil being lifted behind my pussy, but I could not see who it was or what she looked like. She must have been young and pretty; I kept hearing the word "jamil," and as I later found out, it meant exactly that. Pretty.”
“Another word I kept hearing in the beginning was 'tawil,' but I didn’t have to research it because once she took position behind my ready pussy, her long hot tongue slid inside me, knowing exactly where to lick and find my waiting clit. She was very talented, always keeping me on edge. She would stop when my moaning became too loud and let me cool down again, getting my slit wet and soppy for her husband.”
“Suddenly, she stopped, and it felt as if all the girls retreated. I smelled a typical manly odor next to me and the smoke of a cigar. I heard some words in a praising tone, and a quick, hard slap was given on one of my buttocks. I let out a little shriek of mixed pain and pleasure, and he quickly gave the other buttock a hard slap. Again, I let out a cry, and I felt the burn on my butt, but in a nice way. I raised my ass higher, wanting him to punish his purchased goods. But to my regret, he stopped slapping me. He was in charge.”
“His hand slid under my breasts and he pinched one nipple hard, making me gasp from the pain. He said some more words I didn’t understand, but again the tone was of appraisal. He walked up to where my mouth was, and he said something to the girls. The next thing I heard was his belt being opened and a zipper being pulled down right in front of my face. A strong masculine smell hit my nostrils as his pants fell down to the floor, and I felt a large and very hard piece of meat softly pushing against my closed mouth.”
“I eagerly opened my mouth to accommodate his erect phallus, and my lips made a vacuum space around his cock, trying to suck him deeper inside me. My cheeks caved in from the effort of sucking on his big cockhead, but he teased me, refusing to go deeper, and enjoying how my hot mouth was welcoming his manhood. As soon as I understood he didn’t want to push deeper into my throat yet, I quickly changed into a more playful approach, my teeth softly nibbling on his sensitive knob and my tongue swirling around in my mouth, dabbing on the little slit. A glob of precum landed on my tongue, and I instinctively moaned as I felt, at the same time, my slit greasing up for him. My female nature was anxious to receive his cock deep inside my cunt. I was primed to fulfill the one and only task I was made for, understanding that he was now ready to breed me.”
“I felt his long cock twitch in my hot little mouth, and I was thankful that I was giving him the sexual arousal he deserved. A real man needs to be pleased on a daily basis, and I was grateful he had chosen my slutty mouth to empty his balls today. He slowly started to lose control as I heard him emit a low groan. He grabbed my head with both hands and slowly sank his cock deeper into the back of my throat, aching to fuck any hole now. I quickly switched to breathing through my nose as he was now slowly fucking my little mouth, and each time he pulled his large shaft back, I was able to get some air. He was so kind to always pull his cock back all the way so I could breathe.”
“He fucked my throat like that for about 20 minutes, at a nice, slow pace, not being all too rough on me. In the beginning I had to use a little bit more spit as usual to make him glide better in between my tonsils, but soon he was plunging his magnificent cock balls-deep into my tunnel. I didn’t have any gagging this time, and it made me really proud. I had now officially joined a select group of porn stars who had blown enough cocks to be gag-free.”
“The room was entirely silent but for my slurping noises and his loud breathing.
“He started breathing irregularly, and I knew that soon my mouth was in for a cum treat! I started moaning myself, filled with lust and looking forward to his cum. My own moaning helped him quickly over the edge, giving me a final deep push as the first big blast of hot seed landed deep down in me.”
“He quickly pulled his seed-pumping cock all the way back until the tip was unloading his cum on my tongue. I opened my mouth wide so he could see his jizz quickly filling my mouth, but even if I really wanted to swallow it, I behaved like a good girl and kept all his seed stored in my mouth, as he kept flooding it. To my regret, I couldn’t handle that much cum, and some dribbled down on my chin.”
Slowly his cum dumping came to a halt, and I moaned again, savoring that sweet-salty taste on my tongue. I cheated a little bit and swallowed half of it. I couldn’t help myself, and I desperately wanted to have that sexy feeling when you swallow warm cum. It felt so good having that hot seed flowing to my hungry stomach!“
“My mouth was still half full, and I had to play with his seed; I couldn’t help myself! The man laughed, and he slapped my face twice with his leaking, spent cock. The Arab said something in a praising tone and heard him yell something at the girls watching us. A quick rustling of clothes approached him at the bench's end, and I heard again that typical sound of a burka veil being lifted, but the sound came from below me, as if the girl had kneeled in front of his crotch.”
“My guess was correct, because right away I heard a slurping sound, right in front of me. Perhaps she is cleaning his flaccid cock, I thought. Anyway, she was quickly done, and I heard him zip up, then walk away. He said something to them, and then the door closed. I heard the girls walking around me; at the same time, one was switching off the spotlights. One of them gently lifted the blindfold from my eyes, and once I got used to the brightness of the room, I saw her eyes smile at me.
“But they kept me secured with the restraints and didn’t untie me. I didn’t understand why until one of the girls approached me from behind and another girl kneeled really close in front of me. She got rid of her burka and smiled at me.”
“Lika, she was truly sexy!” April loudly said. “A gorgeous, slender brunette, with small but arrogant boobs and full lips. She was only wearing a string and sporty wristbands. She was so close to my face that I could smell her musky perfume. First, she gave me a soft kiss on my lips, and then I felt her tongue probe my mouth to be let in. I enthusiastically opened my mouth to her, and she softly French-kissed me, her experienced long tongue playing with mine.”
“As she kept kissing me, I felt another tongue probe my wet pussy, quickly lapping my slit up and down, sometimes dabbing at my swollen clit. I moaned from the lovely intrusion my pussy was getting, and I arched my back even more, showing her the pleasure she was giving me. The other girls said something with praising tones, and they kept using the word "eahira."
“Somebody said something to the brunette in front of me, and she stopped kissing me. She gave my face a quick, hungry look and started lapping my cheeks and my chin. I didn’t understand what she was doing, but after I heard a slurping sound, she showed me her open mouth. She was collecting gobbets of cum from my face!”
“I shivered from arousal, and I felt my cunt get wetter. The girl licking my love hole noticed this and said something in Arabic, in a sexy, approving tone. I felt her spread my outer lips with both hands and tongue me even deeper; at the same time, a third, small hand was rapidly rubbing my excited clit.”
“My orgasm was imminent, and my body tensed, all the girls delighted at how quick they would make me come. The girl licking my face had now collected all the cum remains of her husband and intimately kissed me again, sharing his spent cum with me. Her tongue swirled around mine as I let her dump the globs in my mouth, recognizing his salty flavor. I swallowed, not wanting to lose his precious seed, and quickly resumed kissing her. My pussy suddenly received a long finger deep inside it, and my orgasm made me scream. A very warm feeling went through my entire body, and for a second or two I saw flashes of light. All my strength left my body, and I felt released, finally having cum.”
“I felt several hands opening the restraints, but I kept my eyes closed. I was still enjoying the aftermath of my orgasm. They gently lifted me from the bench and placed me on a soft mattress, quickly covering me with a warm blanket. Roughly ten minutes later, I opened my eyes and saw one of the girls standing half-naked in the hallway, keeping an eye on my well-being. I smiled at her with a thanking look in my eyes. She waved to me and said goodbye in English, then left me alone. As soon as I was dressed again, a driver announced himself, and I was brought back to the airport.”
“WOW! “Lika said very loudly, “THAT IS SO AMAZING!”
…
As the girls left the Posh Pawn building, they were speechless. Besides each having made around 50,000 USD at the auction, the gifts they had received were much more valuable than the entire auction money. One bracelet April was given by a servant after that first Arab filled her unprotected womb; the pawn shop offered her 75,000 USD for it. She said yes right away. Lika had a 60 K offer for her diamond choker, which she gladly accepted too. Each Arab who had fucked them had given them an expensive piece of jewelry.
They got back to their car and sat there in silence, amazed by the money they had made. Receiving cocks in hotel rooms for which they charged 1000 USD per session was for amateurs; auctions were the real thing!
“Do you want to do it again one day?” April asked my daughter.
“OH YES!” Lika replied. “But only together.”
“Deal.”
“So now what?” Lika said. “What do we with Pete and Mitchell?”
“Well, we are allowed to have fun, right? My girlfriend replied.
“True.”
“And we still have the guessing game.”
“And the cum-stain prank.”
“Yep. And we could play a little more with your dad.”
“What do you mean?”
“Well, you saw how he reacted to our little Domina act, didn’t you?”
“Yes.”
“So why don’t we probe a little bit further and see how far we can go?”
“Cool idea!” Lika laughed. “So, what do we do next until our vacation?”
“Well… the next logical step would be for him to accept a penis cage, I guess. But it should be a natural transition, you know what I mean?” April said. “We need to increase the build-up.”
“You mean the games we play?”
“Yes, and more.” My girlfriend replied.
“How?”
“You can research on the internet, but I was thinking, for example, of washing his white underwear with pink paint for clothes to make them feminine?”
“That’s funny!”
“What do they call them?” April wondered, thinking loud.
“You mean cuckold?”
“No, something else, I don’t remember. Anyway, lets intensify what we were doing as we collect more ideas. We have ten days until departure.”
“Deal!”
…
To be continued.

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Created on Apr 3, 2026
by DiveInstructorPlaya
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