Read previous parts to understand. I’ve had my fun on this cruise but it’s time to explore the in’s and out’s of Italy….if you know what I mean
HOOOOONK! We were abruptly woken up early! Well it wasn’t it that early, only 10am. It seems that I was the only one that had been woken up by the sound of the ships horn. I looked down and what I sight I could see! My beautiful sister with cum filled holes wrapped up with a sexy red headed lesbian with her holes filled just the same! Finally clinging to my chest was her bleached shaved head wife. Skye, Corinne, Charley and I had a huge fucking night! We started fucking from about 10pm and I don’t think it stopped until 3 or 4am. Once I had finally claimed Charley’s lesbian pussy all the other girls felt left out so I had to put in the work! Although Charley couldn’t keep her hands off me!
After a few minutes of just laying I needed a coffee and I thought I’d go get everyone one for the hangover. I walk out the door of my room and lo and behold who is there….”Howdy! Quite a ruckus you made! Seems like you guys are popular!” Connie says smiling widely. “Morning Bill, Morning Connie…” I said. “Oh! Sounds like someone has a hangover! Let’s let him wake up first Con!” Bill says. “Have a great day!” Connie says waving goodbye. I half crack a smile and start walking down the hall. “Hey there!” I hear Connie say in the distance. “Wait up!” I hear behind me. I turn around and I see Charley coming after me. “Oh hey!” I said. “You getting coffee?” She asked. “Yeah I’m dying for one!” I said. “Me too! I’ll come with!” She says. I was slightly confused, I know we had sex last night but I didn’t expect her to be so nice already?
We reached the elevator and while we waited forever for it to get to our floor Charley says “Fuck this! Let’s go in the stairwell!”. She opens the fire door next to the elevator and walks in. I follow her and close the door behind us. We walk down heaps of fucking stairs until we get to the cafe at the bottom, we grab our coffees and sit at a table. “What did you think of last night?” I asked. “It was alright” she says not looking at me. “Just alright?” I ask. She looks up at me and smirks “It was good! You were good! Skye was good! I had a good time!” She says. “That wasn’t so hard!” I said chuckling. We sat in silence and then Charley softly asks “What did you thi—, How was my—, was it okay for you?”. I wondered what she was trying to get out, “Yeah of course! It was great for me couldn’t you tell? I left the evidence!” I said. She laughs and says “I can’t of been that bad then…”. I see now, she wanted affirmation. “Charley if I didn’t know you were a lesbian, I’d say you were very experienced!” I said. She laughs again and says “I guess I made that obvious didn’t I?”. I laugh too and said “A little praise never hurts!”. “Well in that case you were the best dick I’ve ever had! Not that I’ve had many but in general last night was probably one of the best fucks I’ve had!” She says. “I’ll take that any day!” I said.
We finished our coffees and then got some for the girls. We walked back up the stairs and Charley was in front of me and even though she was in baggy shorts I just wanted to tear them open and fuck her hard! Although something might stop me from doing that right away… “Hold on!” Charley says. We both stop and then she looks up and down the stairwell. She takes the coffee from my hands and puts them both on the ground. Charley drops to her knees in front of me and then pulls my shorts down! I didn’t say anything because i think I’m about to get something that I didn’t even ask for last night. My cock springs out and of course I’m already hard at this situation. “Do not tell Corinne about this! She gets way too jealous!” She says and then Charley takes the tip of my dick into her mouth. That warm sensation of a mouth in the morning is incredible but Charley really needs some practice! She slid her head down my cock slowly and then gagged and coughed when it hit the back of her throat “Fuck, ohhh, fuck me!” Charley said coughing. Instantly she tried again and after going up and down a few time she got confident to try again but only with the same result…
After Charley had finished coughing she said “Fuck it just use me again!”. We both got undressed and I turned Charley around, pinned her to the wall and exposed her already wet pussy. “Oooo fuck! So strong! We definitely can’t tell Corinne about this!” She moans as I rub my dick between her legs. I’m so confused? Why does she keep saying that? I’m not ruining the mood now though! Just as Charley was leaking over my cock it was it was time to plug that leak! I slid the tip of my cock at the entrance of her pussy and the let it glide inside of her. “Oh fuck yes! I fucking love it!” She moans. I start fucking her harder and she grips onto me tightly as she takes it all in. “Give it to me! Fill me all the way up! Fuuuuuuuuuuck!” Charley moans loudly. It was so hot hearing a lesbian being asked to be filled with cum, so hot that it was getting me to the brink. “Fuuuuuuuuck!” Charley moans, her pussy contracts and my dick goes nuts blowing a huge load inside of her! “Oh fuck! Oh fuck! Keep it all in meeeee!” She moans.
After we both had finished we stopped to catch our breath. “Holy fuck I needed that!” Charley says cleaning up the excess cum off her. “Me too!” I reply. “Fuck you cum a lot! I’ve never seen that much before!” She says. “It’s a lot but I don’t know how well to judge you are!” I said. She laughs and a says “Touché!”. As we continued to climb the stairs I had to know “Why did you keep asking me not to tell Corinne we were fucking? We fucked all night? And this is a sex cruise?” I said. Charley sighs as she opens the door to my floor. “I know, I know. Corinne is an open person when it comes to sex but insanely jealous! She doesn’t like the fact of me having sex or let alone masturbating without her presence. Since we got married it’s been worse and she’s really possessive that any sexual act that we do with anyone we both have to be there! I don’t know, I love her, I really do and I love having sex with her but I guess it’s just one of her few flaws so I can’t complain but sometimes I just need relief without her, you know what I mean?” She says. I instantly think of Bella and how ever since Nat offered herself to me I’ve just been addicted to pleasure from other people as well as her. “Trust me, I know what you mean!” I replied. We got back to the room and continued with our days of touring Italy!
Throughout the next week of cruising around Italy Skye and I had honestly fucked the roof off this boat! We had so much sex with other people 1 on 1, swapping partners, three ways you name it! However we hadn’t even crossed paths with Charley and Corinne. Some nights Skye and I would just fuck each other senseless all night! Just like last night there was a massive boat party and we drank way too much and then a few more on top of that and just absolutely fucked the shit out of each other. I woke up the next morning and my head was pounding but my dick was still just in Skye’s ass and she had cum leaking out of her everywhere! I rolled over in bed and I don’t think I’ve ever had a hangover like this before. Skye woke up about the same time and groaned loudly. “I’m gonna be sick!” She says and runs to the bathroom throwing up. The sound of that sent me off so I ran to the balcony to do the same. When we met each other back in the bedroom Skye went to lay back down “No! We have to shake this off! Let’s go down and get breakfast or something!” I said. Skye groans but nods her head and puts on some clothes.
We make it to the lobby with our sunglasses on and heads down. Looks like we weren’t the only people in this state. We had breakfast and I tried to convince Skye to go for a walk around this new town but she wasn’t interested. “I’m staying by the pool all day and no one can move me!” She says. I didn’t even have the strength to argue so I left her to it and headed into town. While I walked around for a few hours and enjoyed some local pizza and the beach I started to come around a bit. I went through some local shops and markets until out of no where someone grabs my hand!
I look down and it’s Charley! “Charley what are you doing?” I said. “Quick follow me!” She whispers and drags me down to this alley. “What are you doing?” I ask again. She drops her shorts exposing her ass but she was looking around wildly. “Take your pants off quick!” She whispers. I start to do so but then ask again “Charley, what the fuck are you doing?”. “I’m on lookout! Corinne has been watching me like a hawk! I fucked up! She found you cum in my pussy after we fucked in the stairwell and I just confessed. She got so angry and basically we haven’t left our room since today! I’ve been thinking about you for the past week!” She says. I don’t know why but it kind of turned me on! I whip out my cock and push it between her legs. She spreads her pussy lips for me and then I start fucking her as quick as I can. “God it was so worth it!” She moans. As soon as I got into a good rhythm it was quickly ruined. “Fuuuuuck!” Charley says scared jumping off my dick. She quickly pulls up her pants and then turns around and kisses my lips. “I’m so fucking sorry! She’s right over there!” Charley says running off. Blue balled hard!
I walk out from the alley into a little courtyard and then again my hand is grabbed. I hope it’s Charley gotten away again to finish the job! It wasn’t… “Where is she?” I hear. I turn around and see Corinne and her face is about as red as her hair. “Who?” I reply. “Charley! I know you fucked her on the stairs, don’t even deny it! Where is she?!” Corinne says angrily. “Fuck I don’t know, I haven’t seen her since that day! I’ve got the biggest fucking hangover I really don’t care about your relationship problems right now!” I said. Just as she was going to reply we both hear “Baby!”. It’s Charley and she’s walking over. “I was looking for you babe, I found something you might like! What’s up dude?” Charley says as she fist bumps me. Corinne looks pissed but she has nothing to go off now and they leave.
I find my way into a bar and even though I was on the end of my hangover one beer couldn’t hurt! I ordered and sat at a table overlooking the beach and drank it peacefully. I did however see in the corner of my eye a woman sipping a cocktail looking over at me a few tables over. I ended up ordering another beer and then when they came back with my beer, a cocktail appeared too! I was confused but then I feel someone standing behind me say in broken English and an Italian accent “Ciao! How my drink ended up over her eh?”. I looked over to see whose talking but she sat down before I could even say anything.
This lady must of been in her mid to late 40s but there was something very attractive about her. She had long, luscious dark brown hair, she wore big brown sunglasses and wore a very loose fitted linen jumpsuit that really showed off her cleavage. She had decent size breasts but with lots of veins like she had done a lot of her breast feeding but I found it kind of sexy! Very typical Italian milf! “What is a handsome man doing sitting all alone on a day like this?” She says. “Just enjoying his vacation ma’am!” I reply. The lady sits down elegantly and says “Ma’am? I’m not really that old, am I?. She takes off her glasses and she had strikingly blue eyes! Like off a glacier! “I was just trying to be respectful” I said worrying I may have upset her. She smiles and reaches her and across the table “Ah what a man you are! Valentina, nice to meet you!” She says. I take her hand and then kiss it “Nice to meet you too!” I say. “Ooo a gentleman!” Valentina says. “I try my best!” I said.
Valentina and I spoke for a while, mostly the usual stuff when someone meets a foreigner and same back for when a foreigner meets a local. Valentina had something about her though, the way she spoke was just so smooth and soft, I could tell she has fake lips but watching her lips moved when she spoke kind of turned me on and the way her bright, blue eyes looked in the sun was outstanding! “Valentina I must say you eyes could steal a sailor from the sea!” I said. She blushed and scrunched her nose “You handsome man are making me red, you can’t say those things!” She replied giggling. “I can and I will! I’ll say whatever I see!” I said. “Very lucky that I’m the only woman in Italy that finds a sexy gentleman from over the seas!”. We both chuckled and chatted more.
“You came on this cruise alone?” Valentina asks. “No, I came with my sister” I said. “You and your sister are close, yes?” She asks. How into detail does she want me to go? “Yeah very close, especially after our parents died” I replied. Valentina’s face dropped and then she came and sat closer to me. She placed her hand softly on my chest and said “I’m very sorry! That is so sad!”. Look I probably shouldn’t be using my sad past as way to pull milfs but when in Rome! “Yeah, it made things really hard but my sister and I still managed okay!” I said. She nods her head along with my words and then plants a long hard kiss on my cheek. “That was for your parents!” She says. We then look into each others eyes for a moment and she then kisses me softly on the lips and then pulls back “And that is for you!” She adds.
I was raging hard now but something about this moment was so sensual! “Now what can I give you?” I ask. She smiles and then look around as she lens closer to me. She runs her hand down my body and squeezes my crotch. “Mmm I feel it is ready for me now!” She says. I smile at her and she stands up reaching her hand out again, only this time it’s her other hand and it has a huge fucking diamond on her wedding finger! Fuck it! When has that ever stopped me! Valentina walks me over to the bathrooms and enters the male ones. It was empty and we head into a stall and she locks the door behind us.
As soon as that door locks she became a ravenous beast! She couldn’t of exposed my cock fast enough! As soon as it swung out of my pants, her lips were on it! She slobbered all over it and it felt fucking fantastic! She used her juicy fake lips as soft little cushions as she caressed my dick! Then the real prize happened! She starts deepthroating me hard! She was pushing herself so far down but wasn’t stopping! She grabbed my ass trying to force more and more down her throat!
She then pulled her head back and opened her mouth showing all her spit and saliva and something about it was just so sexy! Someone entered the bathroom but that didn’t stop this woman. She jerked and sucked like she was deprived of semen and I couldn’t be happier to give it her! Eventually I did. I started spurting out cum all down her mouth and then she grabbed hold of my dick and let me spray over her face and tits like a fire hose! As I finished she smiled as she slowly jerked me and then cleaned off the rest of the cum on me. “You come back with me? I’ll cook for you!” Valentina says. After having this hangover, a blowjob and eating cruise food everyday, a home cooked meal sounds nice!
Valentina takes me to a very nice area of the town we were in that overlooked a park and then we headed inside to this skinny, stone house. As we got in the door, we went upstairs Valentina grabbed me and kissed me hard! We made out passionately and we ended up toppling over to her couch and making out on there! I could feel my blood rush to my dick again and I knew I was ready for a round 2! This time I thought I would treat Valentina though! We both undressed each other and I started by kissing down her neck. I then followed my kissing her chest and sucking on her big, round nipples! Her tits were nice and still very perky for someone her age! I kissed down her stomach and noticed stretch marks she must of got from birthing but I kinda liked them! Then I made my way down to her pussy. She was shaved but not completely bald and as soon as I went to taste her…..SLAP!
Right on top of the head! “What was that for?!” I said. She smiles “Only my husband can taste me!” She says. God I was tempted to do it but those were her wishes. I climbed over her and and the tip of my dick planted itself at the entrance of her pussy. We kissed more until Valentina reached down and aimed my dick inside of her. Finally as I thrusted forward I slid straight into her. God this is what I needed! Valentina moaned loudly, like really fucking loudly. With houses so close together I thought she’d be conscious of her neighbours but she didn’t give a fuck. “AYE! FUCK! SI! SI! SI! AHHHHHHH!” She screams and starts squirting insanely all over me. She grabs my hand and puts it on her throat indicating for me to choke her which I did. Her face went read and her eyes rolled back but she looked angry! Like she wanted more and more! “HARDER!” She screams. So I fuck harder and I squeeze harder! “HARDER!” She says again and I do so! I’m practically hurling my body at this woman. Then her eyes disappear and she starts squirting again! This time she grabs my hand and I feel her wedding ring hit me! That was it for me! I unloaded into Valentina’s pussy! I kept thrusting as the ropes of cum shot inside and then leaked out around my dick! The smell of sex in this room was huge but it just made me hornier!
Finally as I had finished I collapsed on her out of breath. “You are so strong! Could of killed me! I love it!” She says. This Bitch is crazy! We kissed some more and then Valentina crawls out from under me. I sit on the couch and she kneels between my legs licking and sucking on my half limp dick! “Service you like a wife should!” She says with a mouthful of cum. As she licks more cum off my dick I hear her door unlock downstairs “Ah! The children!”. My eyes widened. The fucking what? Valentina grabs a robe from a room and wraps it around herself and then waves me on to come downstairs to meet them! Is she fucking serious?!
I grab my clothes and quickly put them back on and walk downstairs. The kids are in the kitchen around the dinner table and she had two kids, one boy looks like he’d be finishing high school soon and a girl who looked as if she would be starting high school! Valentina starts talking to them in Italian and they both look at me and stare, especially the son. Valentina walks over to her daughter and kisses her on both cheeks. Kisses her with a mouth that was full of cum and wrapped around my dick a minute ago! She then does the same to the son. The son doesn’t take his gaze off me but I shake both her kids hands and Valentina says something stern in Italian but the only word I understood her saying was “friend”. My Mom was half italian and trucked to teach me when I was kid but I just never caught on well.
Valentina cooked for all of us and she tried to get us all chatting together but it was really awkward. Honestly she was cooking forever as it was slowly getting darker and darker out her kitchen window. When the meal was prepared she had made a feast! Way too much for 4 people. We all started eating together and trying to chat. Finally when the meal was done the kids said something and I assume it was excusing themselves which Valentina allowed them to do. Just as they left Valentina stood up next to me. She rubbed my chest and I’m kind of picking up that this is her sign that she wants to have sex!
I turn my chair and Valentina straddles me. She looks at me with her bright blue eyes and leans to kiss but then we hear her daughter call “Mama!”. Valentina looks up and her daughter is at the door and says another sentence but the word I did hear was “Tiramisu”. Valentina points to the fridge and her daughter takes out a huge tray of it! Just as she goes to take it away Valentina stops her and scoops out some with her hand and takes a nibble looking directly at me. “Ewww” her daughter says and leaves. “Try!” She says. I take a small bite and it’s fucking delicious! “Amazing!” I said.
With her other hand Valentina opens her robe exposing her nude body and then rub the tiramisu on her. “Try now!” She says with a devilish smile. I smile back and throw her robe off her! This woman know how to get me going! My dick was hard as a rock again! I don’t care that her kids are here! I’m fucking their Mom and getting the fuck out of here! I threw Valentina on the table and food went flying. She giggled and spread my tiramisu over her! I took my clothes off again and the started devouring the tiramisu on her body!
I stood at the end of the table between her legs and pressed my dick into her pussy again and slid in just as easy as last time! She looked so fucking sexy covered in dessert! I wanted to eat her out so bad! We started fucking and fucking hard again! This bitch is hardcore and I’m so impressed! She just kept grabbing food around her and rubbing it on herself! I had to join in! I grabbed a handful of pasta sauce from the bowl and smothered her body in it! She had flour on the counter and I tossed that over her body. She laughed as I did it begging for more and more! Until we had run out of food in her place! Valentina moaned and squealed as we fucked with no care of her kids being home! I’d honestly forgotten I’d had that much fun with her! As I choked her once more just how she likes it she squirted everywhere again! Mixing her juices in the flour and all other ingredients on the table and floor. It didn’t take me much longer to fill her already full of cum pussy again!
Once I had finished I just slowly thrusted in her and we just caught our breath and smiled at each other. This had been one of the most fun fucks I’ve ever had! I gotta do something like this when I get home! I sat back in the chair and Valentina did her usual clean up on me. Well the cum at least! Just as she had finished I hear the front door once more. This time Valentina’s eyes widen and she swiftly grabs her robe and says “Change! Quickly! Hide!”. I freak out and quickly grab my clothes, I look around for a place to hide but her kitchen is tiny! There’s no where to hide!
I hear a man’s voice grumbling loudly. It must be her husband! I can hear them coming closer and the only place I could hide was behind the kitchen door as the entered. It sounded like her husband was very drunk and Valentina was trying to console him but when they entered the kitchen he yelled. He must of been angry about the state of it. He definitely was drunk because I could smell the liquor on him from behind the door! The husband sat at the table facing away from me and I leaned out to make a break for it! Valentina saw me and indicated with her head for me to go! So I did!
As I ran out I notice her daughter just sitting outside the kitchen in the living room. How long was she there for? Ah forget it’s too risky to stay and think about this shit! I slowly go out the door and close it quietly and hit the road! Not even a minute later I hear running footsteps behind me and as I turn swiftly I see Valentina and she jumps into my arms. She kisses me tenderly and says “Do not forget me! I can never forget you!”. I smile at her as I hold her “I could never forget you Valentina! You’ve been my favourite part of Italy!” I reply. She smiles and kisses me once more and then runs back to her house!
I walk back to the cruise and it takes forever! It’s already the middle of the night and as I walk down the wharf there looks like there was only a few other people headed back too from night out! I looked at the ship as I got closer and once my eyes reached the top level I could see a figure looking down toward me. It was definitely a woman and I think it might be the one that I had seen a few times briefly over this trip whose always on the top level. I didn’t think much of it but when I re entered the ship the security guard stops me and says “Name?” I was confused, I’d never been asked that before? I tell him and then he looks down at his ipad and then says “Room number”. I tell him and then he says “Okay thank you”. Confusing but whatever I’m too tired to care right now, Valentina wore me out! What a day!
To be continued…
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