Iolanda, Nadia's Sister in 1990s

I was visiting Gaeta in the 1990s for work, and no longer in the Navy, I decided to look up my old girlfriend and her family. I found out the family restaurant had closed and went to the tobacco and news stand down the street and I asked about the family. After talking with the news stand owner's daughter, she told me that the family still lived in town and she told me where I could find Nadia and to my surprise her sister Iolanda, who had moved back from Holland. I went and visited with Iolanda first, having always liked her and I always considered her very pretty and sexier than her then much younger sister Nadia.

I buzzed the door buzzer and she asked who it was and knew me as soon as I started to explain. I went up the stairs and when I saw her, Iolanda looked as beautiful as ever, she had her beautiful smile and was dressed in a blue pattern dress that portrayed her very nice shapely legs and her figure beautifully, as did her breasts, probably a 38C or so, and a sexy slight mature pooch stomach above her legs. My first thoughts were that I'd love to see her nude, even though she was some fifteen years older and in her mid forties. I told her that she was beautiful and had not changed a bit. She kissed me on both cheeks though my lips grazed hers as she did. She smiled and offered me an espresso coffee and we talked a while about how she moved back to Gaeta with her husband, as he had been injured, that her girls were all grown up, and she asked what I had done with my life.


She told me that Nadia had never gotten married although she had gone through a few Italian boyfriends after me. Iolanda commented that Nadia had been stupid to let me go. We talked some more and she asked me how long I was in town and I told her about four or five days for work. Iolanda asked where I was staying and I told her at the Hotel Serapo on the beach. Her mother had even asked about me before she passed away. She told me to go see her sister Nadia, and promised that there were no hard feelings concerning her, and before I left I asked Iolanda for her phone number and made her promise that she would have coffee with me before I left Gaeta.




Two days later, after having met Mimmo's old fiancée, Marinella in the street and having had dinner (and more) with Nadia, I called Iolanda and asked her if she could get away for a expresso coffee, and after talking with her, she convinced me to come over and have an xpresso coffee at her apartment, as she couldn't go out at the time.

I went and bought her some flowers and some chocolates and drove over to her apartment. Upon opening the door she hugged me and we went into her apartment. She thanked me for the flowers and chocolates saying that I shouldn't have done it, but I could see she was pleased.


Iolanda was dressed in a light cotton wrap-around above the knee summer dress and sandals. She had me sit while she made some coffee and then we sat and we talked about how she liked me over Nadia's other boyfriends. She had mentioned that her husband Errico had been injured which left him grossly incapacitated. He was able to get a job to work, a small admin type job and with the inheritance, the family kept going. He was not able to do many things anymore and she still loved him and her girls.

I was sitting across from her and as she crossed and uncrossed her legs the summer dress moved up her legs, giving me a quick up-skirt flash peek at her white panties. The sun streaming in illuminated her breasts also in a white tank top. Iolanda got emotional and I moved over to her couch to sit next to her and hold her hand. She moved her head to my shoulder crying and then she looked me in the eyes and said "Do you think I'm still pretty?"

I looked back at her and said "I do think you are pretty, from what I see you are in fact a most beautiful woman, but..."

Iolanda leaned forward and said very seriously, "But what?"


I looked at her and said carefully, "That's what I think from what I can see, but you aren't in a bathing suit or lingerie to let me tell you the full truth of what I want to see. I remember you at the beach with Nadia, so many years ago. So I can only say of what I see right now, not the rest all covered up."

Iolanda laughed and threw her head back saying, "You want to see me, this old woman in her late forties, in my bathing suit or in my panties and a bra!"

I laughed a little and said back jokingly, "Actually I prefer to see your body nude, but didn't want to offend you by asking, so I said a bathing suit or lingerie!"

She laughed again and stood up in front of me. "So you want to see this?" as she jokingly pulled her sun dress up above her knees.

"No, I want to see it higher than that!" I exclaimed and I touched her leg as she trembled.



Iolanda lifted it up some more, exposing her thighs and her wrap around tie came loose and her dress opened up exposing her body for my eyes to feast upon. Iolanda then stood up in white panties trimmed in lace and a cotton tank top, both of thin see-through material. Her nipples were outlined in her top and I could see some pubic hair and a camel toe, that were apparent, outlining her mature pussy lips and slit.

Iolanda fumbled trying to close her dress as I stood and said to her, looking in her eyes, "Exactly the beautiful woman that want to see."

I reached for her hands and I embraced her, feeling her body close to me, and smelling her perfume. I held her hands up and as she flushed and turned red, I leaned in and kissed her on the lips lightly and then more insistently. I let go of her hands and slid my hands into her open dress and started to caress her back, letting my hands wander up and down, still kissing Iolanda's lips.



She sighed and I kissed her harder and her mouth opened slightly to let my tongue inside. Iolanda's eyes were closed and I slid my hand down her back and into her panties, cupping her butt. I slid her dress off one shoulder first as she stood there, then I slid the other shoulder out, and her sun dress fell to the apartment's white ceramic tile floor.

I slid one arm back around her and the other hand I slid underneath her tank-top up to beneath her breast and I cupped it slowly moving upwards to her nipples. Iolanda stood in front of me breathing hard with her eyes closed as I kissed her more, this time her tongue was responding, as she French kissed me back, our tongues tasting each others mouths. I slid my other hand down her back again and into her panties, slowly bringing it around front to cup her pubic mound and moving through her pubic hair, I slid a finger into her slit.



My middle finger slowly slid into her wet pussy lips and over her clit until I found her wet hole and slid my finger easily up inside her to the hilt. Iolanda moaned as my finger slid up inside her pussy and breaking my kiss with her, I lifted her tank top up, to suck on her big now erect nipples. As I took one and then the other into my mouth, Iolanda gasped. I never stopped fingering her, my hand inside her panties as I added my index finger easily alongside my middle finger, finger fucking into her very hot wet cunt.



Iolanda started to shudder as I felt her cum run onto my hand. I pulled my hand out and took off her tank top and quickly pulled down her panties and pulled her over to the couch and had her sit down. I kissed her again and then spreading her legs wide, I got between her legs and went down on her licking her nipples, tummy, and pubic hair, then kissing her erect hot clit and fingering her cunt once more with two fingers. I could smell her delicious cunt, and hear the squishing sound of my fingers fucking her wet pussy hole, and I could taste her sweetness as alternated and I licked and sucked her clit, pussy lips and plunged my tongue deep into her hot vagina hole.

I continued to lick her as she moaned out loudly "No, oh no, Oh no" with her hands resting on my head, pushing my face into her pussy. I kept licking her as I freed my very erect cock, unbuttoning my shorts and pulling them down.



I pulled my head from between her legs, my face bathed in her pussy juices, my moustache tasting of and dripping of her pussy. I rose up and stepped between her spread legs, and I positioned myself above her body. I leaned in and kissed Iolanda with a mouth tasting of her own pussy and French kissed her, using my free hand to spread her pussy open as I moved my cock head into her pussy lips and found her wet opening. My cock rested on her open pussy lips and I pushed slowly inside her cunt as my cock head entered easily and followed by my shaft, my cock entered her wet married pussy effortlessly. I pushed forward, still kissing her and grasping at her nipples with my hands until my cock was fully embedded inside her cunt. There I was finally; I was fucking my ex-girlfriends' older sister, as I had desired many years before, even when fucking my girlfriend. I fucked her slow at first and then harder until I stopped kissing her and was pounding her wet pussy hard.



Iolanda grunted and moaned as I slammed my cock into her body, fucking her with abandon. Her pussy was very wet like all those I had known in her family and it was tighter than the others to my recollection. I enjoyed looking at her as her chest was flushed red as she clutched at me in orgasm, her pussy leaking so much fluid and her cunt squeezing my cock as I fucked up inside her. I held my cock still inside her as I joined her orgasm and I came shooting several spurts of sperm deep inside her willing cunt.



I pulled my willing but now flaccid cock from her, feeling her pussy grasp at my cock as if to hold me inside her. I dropped to my knees and again, I stuck my tongue up inside Iolanda's just fucked pussy, my sperm up inside her cunt. I licked her cunt some more and sucked on her clit as she trembled and moaned loudly in another orgasm, filling my mouth with her juices and my sperm, as she was in spasm after spasm, in an even stronger orgasm. I always love the taste of pussy filled with my sperm and I enjoyed drinking it from her pussy. I rose and Iolanda lay there, legs spread and breathing hard and she said "No one has ever done that to me before!"




I looked at her and wished I had a picture of her lying there, legs spread, her cunt open and filled with my sperm. I'm afraid we stained her sofa as I got up, her pussy juices dripping from my chin. I helped her up and I kissed her, my mouth covered in her essence and she said to me, "I didn't mean for that to happen."



I replied, Iolanda, you are a sexy woman and I am glad we did. I just wish we had years ago. I would have loved having you as my wife."

Iolanda stood and her juices and my sperm dripped from her onto the clean white tile. Her legs were shaking and sperm ran down her legs as well.



We hugged again and I cleaned up some in the bathroom with her. She asked when I was leaving town and I told her in a few days, but that she must come to the hotel Serapo tomorrow, and that I would be waiting for her. I had her say yes, and promise that she would come, as she looked down. I took her chin in my hand and looking into her eyes, I kissed her once more telling her how beautiful she is.

Iolanda the Last Time


It was six and I thought Iolanda wasn't going to show, as I thought about cancelling room service meal that I had planned for six-thirty, and then there was a knock on my door. I opened it and Iolanda hurried in and said she didn't have much time and I embraced her giving her a big kiss as well. Again Iolanda looked very pretty for being a forty something year old mature woman having had three c***dren. This night she was dressed in a below the knee black pattern skirt and a button up front on her white blouse with a necklace, sandals and no hose. I noticed the top two buttons on her blouse were already undone.

She went into the bathroom and closed the door as room service delivered the meal and two bottles of wine that I ordered. She only came out after the waiter had left. She said she was not going to repeat what we had already done, and I listened to her, as I sat her down at the table and poured her a nice glass of sparkling spumante wine. I stood for a second over her, peering down her blouse, enjoying her cleavage held by her white lace bra, as I reached by her and took the covers off the food, then we ate chatting as we had before. I kept her wine glass full, drinking half of what she did, because I was going to try my best to get back into my ex-girlfriends sisters panties, this very sexy married lady's pussy.

As we finished eating, I pulled out an Italian after dinner drink Amaro Montenegro and we did a shot together. I got up and we talked about the view as I placed my hands on her shoulders and started rubbing them, moving slowly in bigger circles until I was rubbing her neck as well touching her warm skin. Iolanda looked up and I bent down and I kissed her as she opened her mouth to say something. My lips covered hers, and she did not fight my tongue in her mouth that she started sucking on. I slid my hands lower and into her blouse lightly going into her bra and caressed the upper part of her breast and stroked part of her nipple every so often. Once I touched her nipple, I knew that I had her as all the women I had known in her family had very excitable breasts and pussies.

Iolanda moaned into my mouth and I helped her to her feet, and I then French kissed her again, unbuttoning her blouse and sliding my hands inside and groping and fondling her large breasts as I fumbled for the bra closure. Finally getting the hooks free her bra dropped and I had her breasts in my hands as I rubbed her hard nipples and pinched them between my fingers. I helped Iolanda take her blouse and bra off and I started kissing her mouth, then one nipple, back to her mouth and then the other breast. Her skirt was easy to undo and it hit the ceramic floor tiles as quickly as Iolanda stood before me in just her white lace panties, part of the same expensive set as her bra.



Her panties were damp and nearly see-thru, already wet from her excitement and her pussy lips were outlined in a perfect sexy camel toe. Iolanda was much prettier than her sister and much more desirable too, to me. I dropped to my knees and pulled her panties down, noting that she had trimmed her pubic hair to a small strip above her fleshy lips and erect clit. I started licking her immediately from her clit to her pussy lips and down, merely pausing to taste her pussy hole, sticking my tongue up inside her and then repeating my licking again. Iolanda's hands rested on my head as I licked and nibbled and she moaned as I enjoyed her taste.



Iolanda started to tremble and almost fell as she came on my tongue, flooding my mouth heavily as I drank from her pussy. My chin, neck and chest was drenched as she sat down on the bed and lay back as I got between her legs now nude. I placed my cock head at her pussy lips that looked as if they were trembling. Wetting the head, I slowly pushed up inside her open pussy, feeling the heat of her pussy as my cock slid all the way inside her cunt.



I started slowly fucking her pussy as she bucked beneath me having yet another orgasm as I struggled to reach her breasts, licking and sucking on her nipples when I could reach them as she moved. I fucked her steadily and I can't say how many or how much that Iolanda came in orgasm as my cock ploughed into her. I enjoyed every stroke and I wasn't ready as I started to spurt my sperm up inside her. I kept on fucking her as I emptied myself into her sweet wanting pussy and I leaned in and kissed her as she kept on moving in orgasm.

Once I was drained I pulled my cock from her open pussy lips and peering inside, I couldn't see anything, though I would have loved to see my sperm up inside her. Lovingly I kissed her once more and lay down beside her, my wet cock pressed on her hip. Iolanda was breathing heavily and she got up on one arm and said "I'm a married woman, and we cannot let this happen again. But for today, I have never known the abandon that I feel with you."

Iolanda then bent over me and started sucking on my cock, first licking my cock head and balls and then sucking me all the way inside her mouth. I pulled my cock from her and got up over her placing my cock on her face, spreading her legs so I could sixty-nine her with me on top, tonguing her pussy with my sperm in her. Iolanda had an orgasm quickly and was humming as she sucked me back to a limp sort of hard-on. She trembled once more and told me to stop as she was "Too sensitive, too much."

I lay back down and Iolanda lay next to me and then she rose and kissed me as her hand found my semi-hard cock. She kissed her way down to my cock and started licking me once more, bringing me to a full erection. She got on top of me and lowered her pussy onto me and slowly fucked my cock for a few minutes. Raising up again from me she said that she was too sensitive and took me back into her mouth, slowly sucking on my cock once more. I was in heaven as I watched Iolanda suck on my cock, bobbing up and down as she fondled my balls and jacked my shaft slowly.

I was overcome by the utter exoticness of the moment and I enjoyed as I lost control and gave Iolanda my sperm, shooting into her mouth, as she continued sucking and swallowing until I was finished. Iolanda came up next to me and kissed me, and I could taste both her pussy and my sperm on her lips and in her mouth. We kissed and embraced for a good half hour before she got up on one arm and told me to stay on the bed and that she must go.

Iolanda kissed me once more and rose slowly dressed, retrieving her panties and bra she put on her panties and then her bra as I watched from the bed. Then she put on her white blouse and then her black skirt, tucking her blouse in. She came up to me as I sat up on the bed and kissed me once more and said "We should never see each other again, I'm married, and as much as I lust for you, I love my husband and my c***dren."

I kissed her and she got up and she let herself out of the room and left and I never saw her again.