I answered her by removing my thumb, kissing my way down her arched back as I fondled her curvy buttocks with my hands. I planted kisses on her ass cheeks and tickled her pink hole with my tongue. She gasped out loud and I was sure that no one had ever rimmed her before tonight.
I backed off and asked her if she was alright to which she wiggled her ass and told me to keep tonguing her bottom. I lifted her hips up a little higher and gently spread her ass cheeks wider and lapped around her bung hole. I penetrated her rectum with the tip of my tongue and I heard her breathing become shallow and labored. I slipped my tongue in as deep as I could and Iris went wild. Her body shook with convulsions as she had yet another intense orgasm. I held on to her hips with my tongue buried in her ass as she bucked and trembled.
Iris had totally relaxed and it took her awhile to realize that the head of my cock was now in her ass. I had added more lotion along with my saliva making my dick very slick.
"Not too deep at first, let me get used to it then you can go deeper but slowly," she coaxed.
I fed it to her a little at a time probably no more than a quarter or half inch. Each time I allowed her to adjust to the thickness and deepness of the penetration. It seemed like hours before my cock was fully lodged in her ass. Once I thought she was comfortable I started fucking her ass, first with short stokes and then longer ones.
I was so turned on to know that this was her first ass fuck and that I could give it to her. I watched my cock saw in and out of her beautiful ass. Iris had her head turned to the side of the mattress and she was gripping the bed sheets with both hands as I fondled her shapely buttocks and plowed into her. I could feel myself on the verge of another big orgasm and it felt like it started in my toes. All of a sudden it let loose and I filled her asshole with my cum. My cock seemed to swell up bigger than ever and it seemed that my sperm had no where to go.
I kept slowly fucking her ass until my cock started to soften. Iris' ass involuntarily was milking my cock draining it of all my seed. When my cock slipped from her asshole with an audible pop, my cum shot out and ran down the back of her legs and over her pussy. It looked like Iris was shooting cum out of her ass. She collapsed face down on the bed and I lay down along side of her. We were drained and exhausted. I stroked her buns lovingly as we lay quietly.
Iris said, "Not in my wildest dreams would I have ever thought that someone would fuck me in the ass and that I would enjoy it."
She continued talking telling me that at first she didn't like it but tried to hang in there. Then the pain either subsided or she became numb. She had never felt so full and it was a feeling of giving complete control to someone else. Iris thought that being fucked in the ass was the ultimate in submission and she felt totally dominated.
"I think I liked it but I'll let you know tomorrow," she said. "Right now I feel constipated and stretched to new dimensions," she continued.
"So this is what my son Michelle enjoys. Do you think he was ass fucked tonight," Iris inquired.
"At least once, I am sure that he and Paolo had quite an adventurous evening," I replied.
"My God if he could have seen his mother tonight on all fours with a pole shoved up her ass, he would have flipped out," Iris exclaimed.
"I think he would have been jealous," I said.
We laughed then turned toward each other, embraced and fell asleep.
DAY FIVE - TUESDAY
I awoke with a piss hard-on and I rolled Iris over on her back and slid my erect dick into her vagina. I knew I could fuck for a long time without cumming with a piss hard-on. I pounded Iris' pussy bringing her off multiple times before she begged me to quit.
"Please no more, I can't cum anymore," she pleaded.
I pulled out of her pussy and smiled at her as I got off the bed and headed for the bathroom. I pissed for about two minutes before going back into the bedroom.
"What a marvelous way to wake up," Iris said. "You didn't cum did you," she asked?
"No I didn't, it is really hard for me to cum before my morning piss," I replied.
"Well come over here and let me see what I can do about that," she cooed.
I walked over to the bed standing near the head and she lifted my semi-soft cock to her mouth. Before long I was hard again and feeling my load building. Iris sucked my cock lovingly and once again kept me in her mouth as I shot stream after stream of cum into her mouth. She swallowed every drop and milked my cock dry before releasing me from her mouth.
"I think it is time for a shower," she suggested.
Iris and I showered together and we fucked in the shower. I turned her toward the shower wall and entered her pussy from behind. I tweaked her nipples as I fucked her and she diddled her clit. Soon we both came again and then we both finished our shower. After showering and dressing we left to meet up with Paolo and Michelle for breakfast. The rest of the day we toured allover Capri showing the sights to Iris and Michelle. We spent the entire day exploring Capri and Anna Capri. At day's end we dined at our favorite restaurant. After dinner Iris was exhausted so she and I headed back to the hotel. Paolo and Michelle decided to party again.
Back at the hotel Iris and I fucked and then I offered to give her a massage. I massaged her entire body rubbing all the muscle tension and knots from her body. We went to bed and she lay on her side with her back to me. I eased my cock into her pussy from behind and used one hand to play with her tits and the other to tweak her clitoris. I fucked her long and slow with deliberate strokes. Then finally we both came with me filling her pussy once again with a generous amount of sperm. We fell asleep with my cock still in her.
DAY SIX - WEDNESDAY
I woke up before Iris and went to the bathroom to drain my bladder. When I came out of the bathroom Iris was just starting to stir and I climbed back into bed with her. I lay on my back as she rolled over and began a slow descent from my lips to my cock. Soon she had me rock hard in her mouth. I turned around so that I could get to her pussy and I began to eat her as she sucked my cock.
"I am getting so hot," she said.
"I have to have your cock in me I am going to sit on your cock," she gasped.
Iris straddled my body and lowered herself onto my cock. She moaned as it filled her pussy and then began to slowly rock back and forth. It was obvious that she wanted this fuck to last for awhile. I cupped her ass as she rocked back and forth and then I began to play with her asshole. I grabbed the lotion near the bed and applied a generous amount to the crack in her buttocks. I pushed one then two fingers into her asshole as she continued to ride me. I could feel my own cock in her vagina through the thin membrane. Iris was going wild with the double penetration and she humped me faster and faster.
"Oh this is going to be a big one, hold me hold me," she pleaded.
I held her tightly as she exploded with an intense orgasm. Iris shook and moaned as she squirted her woman cum all over my cock. She collapsed on my body as I continued to fuck her slowly. I looked over her shoulder and saw Paolo and Michelle. They must have come in the room while Iris was cumming. I smiled and motioned to Paolo pointing to Iris' ass. He nodded getting my meaning and he took off his clothes. I looked toward the lotion on the table and Paolo picked it up. He lathered up his cock with the lotion and then he moved toward the bed. I grabbed Iris's buttocks and pulled them to the side putting her asshole on full display. She was starting to get aroused again and resumed her movements on my cock. Paolo knelt on the bed and aimed his dick at Iris' asshole.
She stiffened when she felt the intrusion. "What the," she exclaimed!
"It's okay it's Paolo," I assured her.
Paolo eased his cock all the way into her ass and began fucking her. Soon we had a good rhythm going and we could feel each other's cock through the thin membrane separating them. All of this was too much for Michelle and he stripped off his clothes, lubed his cock with the lotion and knelt behind Paolo to fuck him in the ass. It was the first time I saw Michelle's cock and it was a very normal one, probably 6 inches long and about 4-5 inches around.
"Where is Michelle," Iris questioned.
"Right now he is in Paolo's ass fucking him as we fuck," I replied.
"Sweet mother of God," she exclaimed somewhat in shock!
Our cocks were sliding in and out of Iris in perfect harmony. As I slid out of her cunt Paolo filled her asshole. When I filled her pussy Paolo slid out of her ass and experienced Michelle's cock penetrating his ass fully. I had the best vantage point and I could see the looks of ecstasy on their faces. Iris was moaning and trembling with the double penetration and Paolo was in another world as he fucked and got fucked at the same time. Michelle had a look of determination on his face as he pounded Paolo's ass.
We kept on fucking one another and we were getting close to cumming when Paolo called out, "Oh Walt, oh Walt."
I called back to him, "It's okay we are all cumming."
Michelle yelled, "I'm going to shoot."
I watched Michelle stiffen and bury his cock deep in Paolo's ass as he filled it with his man seed. This seemed to set Paolo off as his body stiffened at first and then leaped several times like a coiled spring as he came in Iris's ass.
Iris felt my jizm fill her womb for the first time today. It seemed that I would not stop cumming as I fired streams of cum into her filling her pussy to overflowing. Iris collapsed on top of me crushing her breasts into my chest as her hips gyrated out of control. I could feel her juices soaking my cock once again. The looks on all the faces were ones of bewilderment and ecstasy.
We all lay still on top of one another as the three bodies had collapsed with me on the bottom. Finally one by one we separated. Paolo and Michelle moved to the other bed and we all looked at one another somewhat in disbelief of what just happened. Iris finally broke the silence.
"I am going to take a bath" she said and then entered the bathroom.
Michelle exclaimed, "Man that was the wildest sex I have ever been involved in."
Michelle continued, "To see my mother being double fucked was unbelievable and I was so turned on I just had to join in and fuck Paolo."
"Yeah, it was pretty wild okay. I wasn't sure how your Mother would react but she did seem to get into it," I replied.
"She is probably thinking about it as she bathes and trying to figure out what she will say to me" voiced Michelle.
We continued a three way conversation about the sex act and replaying how we felt. As we talked I noticed that Michelle and Paolo were getting hard again. The amazing recuperative powers of youth were at work once again. Then they started to play with each other's dick and soon they were ready for more action.
"This time I fuck you" Paolo said to Michelle.
Michelle got up on all fours and arched his back wiggling his bubble butt at Paolo. Paolo slipped behind him and re-lubed his cock and Michelle's asshole. Paolo slid in easily to the well used ass and began to fuck Michelle.
"Walt bring your cock over to my mouth, please" Michelle requested in an unsure voice.
I was hesitant because the only guy I ever had sex with was Paolo and I didn't even consider him a guy because he was so feminine.
Paolo then coaxed me, "Walter do it. I want to see him suck your big cock while I fuck his ass."
I somewhat reluctantly moved over to Michelle and presented him with my semi-erect cock. Michelle took me in his mouth and before long he had me rock hard. Michelle was a very accomplished cocksucker and he knew just how to keep you hard until you came. Paolo was fucking Michelle's ass as Michelle was sucking my dick. Michelle had a hard-on just from the action he was giving us.
I looked up to see the bathroom door open and Iris standing there watching her son suck and get fucked. She dropped her towel and moved closer to us. She looked down at Michelle's erection and then shocked us all by dropping to her knees and taking her son's cock in her mouth. Paolo and I looked at each other in disbelief and Michelle gasped on my cock when he felt his Mother's mouth envelop his dick. This act by Iris set us all over the edge and all of us ejaculated into the accompanying receptacles.
I filled Michelle's mouth with my jizm as Paolo filled Michelle's asshole with his seed. Michelle moaned and groaned as he filled his Mother's mouth with his cum. Iris continued to suck on her son's cock until she had drained him of all his jizm. Michelle collapsed on the bed and Paolo behind him. I sat on the other bed and Iris sat next to me.
Iris looked at me and said loud enough for all of us to hear, "I think that I have now reached total debauchery."
I spoke up and said, "Let's get cleaned up and dressed and go get some coffee, we need to get out of this room for awhile."
Everyone agreed and we went about cleaning up, dressing and left to get some coffee. We went into the piazza and ordered espresso and pastry. As we dined and sipped our coffee, Iris started to laugh. We all looked at her as if she was losing it.
"If you three could see your own faces, you would laugh too," she mocked.
"Look we just had some great sex and we all did things we didn't expect to happen," Iris continued. "And I am okay with it, I just went with the flow and did what came naturally," she went on.
"Mother there is nothing natural about sucking your own son's cock. Although I enjoyed every moment of it, I was quite surprised by your actions." Michelle said in a huff.
Just the way he said it broke me up and I started laughing out loud. Then Paolo started laughing and soon Iris and Michelle lost it as well. It was like a case of the giggles. We would stop laughing for a second look at one another and someone would start it all over again. It took 15-20 minutes to finally compose ourselves. We ordered another round of espresso and relaxed for awhile.
We were about to discuss the plans for the day when the skies opened up and it began to rain. Rain is unusual in Capri but every once in a while you get doused with a shower. We ran back to the hotel as fast as we could but we were soaked through. We went up to the room to dry off and change clothes.
When we got to the room we all started to strip off our wet clothes. All of a sudden we realized that we were in various states of undress and uncertain if we should continue undressing.
Iris spoke up first, "After what we have been through this morning I am sure that we can see each other naked again."
We looked at each other, nodded agreement and finished undressing.
I said, "I'm hitting the shower." To which others replied that they were too.
We all entered the shower and before long Iris and I were washing and fondling each other as Paolo and Michelle played with each other. We finished the shower and we were all in an obvious state of excitement with the three guys sporting boners. Unsure what was next we went back to the bedroom?
Iris said, "I want to try a three-way that is I want a cock in my pussy, ass and mouth."
I lay on my back so that Iris could straddle my cock as she did that morning. She slowly sank down burying my cock in her juicy cunt. Paolo lubed up his cock and her ass and slid his dick into her bunghole. Michelle presented his mother with his hard cock. Iris started going wild humping two cocks and sucking her son's. I could feel her squirting her pussy juice all over my cock. She was incredibly turned on.
Paolo called out, "Michelle switch with me."
Michelle replied, "Oh no, really I couldn't."
Paolo returned, "Yes you can, give it a try."
I urged Michelle on as well and he finally conceded. Michelle and Paolo traded places as Paolo presented his hard cock to Iris's mouth and Michelle slid his erect dick into her ass. This was more of a turn-on then we expected and soon we were all cumming in Iris's holes.
Michelle strangely enough was the first to cum and screamed out, "Oh mother, I'm cumming, I'm doing it, and I am cumming in your ass."
Paolo came next flooding her mouth as I filled her womb with a generous amount of cum. Iris shook with her own orgasm and collapsed on me as Michelle collapsed on her.
Iris murmured, "If I hadn't reached total debauchery this morning, I certainly have now."
Slowly we peeled apart and made our way back to the shower. There was no hanky panky this time as everyone was spent. After the shower we dressed and headed out for dinner. We had another wonderful meal and then retired to our hotel rooms. Iris and Michelle were leaving the next day and we agreed to meet them for coffee n the morning and say our farewells at that time. Paolo and I slept in separate beds that night and I realized that it was the first night since arriving in Capri that I was sleeping alone.
DAY SEVEN – THURSDAY
Paolo and I met Iris and Michelle for a continental breakfast and we said our arriverdercis, not a goodbye but until we meet again farewell. Iris promised to write to me and insisted that I look her up when I returned to the states. She handed me an envelope and thanked me over and over for a marvelous time. Paolo and Michelle hugged and vowed to see each other again. Iris and Michelle left us in the piazza and Paolo and I ordered another espresso.
Paolo and I sipped our espresso and discussed our plans for the day. We were both tired and agreed that a relaxing day on the beach was in order. I decided to open the envelope that Iris gave me and I was shocked to see money along with a note. The note expressed her gratitude for making Capri the highlight of her and Michelle's vacation. In fact she said it turned a disaster into a pleasurable experience and that they were now looking forward to the rest of their European vacation. I counted the money and there was 60,000 lira, almost a hundred dollars. I gave Paolo 30,000 lira although at first he rejected it.
"Paolo if we are going to be partners, we have to split everything equally," I urged.
Paolo was flattered and agreed as he said emotionally in Italian, "You are truly a friend, Walter."
We headed back to the hotel to change for the beach and as we walked back I could not help think how fast the time was going. I had four days left before I had to return to Marine Barracks in Naples and after the first six days getting laid was the furthest thing from my mind. However, given the recovery powers of youth my attitude would soon change.
After arriving at the rock beach Paolo and I spread out in our normal spot. We sunned for awhile, swam for awhile and sipped mineral water. My tan was getting darker and darker. I had no visible tan lines and I swear my skin was getting that olive tint to it. Paolo agreed that I looked like a native.
As we were chatting a young lady approached us and asked if she could sit near us since most of the spaces were taken. She spoke limited English with a very heavy French accent. She was about 5'5" with brown hair and brown eyes. She had fairly large breasts but they were very firm given her youth. Her waist was narrow accentuating her tits and her shapely ass. She was more full bodied than I normally like in girls but she was solid and had no body fat. Paolo and I invited her to join us.
We introduced ourselves and her name was Danielle. She was 21 years old and a student at the University in Paris although she lived in Neuilly. We made small talk and taught each other words in French, Italian and English. Often we made ourselves laugh as we struggled with the pronunciation of different words. My jaw was getting sore from pronouncing the lurhs and durhs of the French language.