[F]inally Got to Fuck [M]y Sister’s Boyfriend

This took place last August. Please forgive me if it’s a bit long, but I think you will appreciate it more knowing the back story.

Several years ago, my sister, Marissa, starting dating a new guy. I first met David when she brought him to a family get-together. He was tall (6′-3″) and quite handsome. Marissa seemed very taken with him. My boyfriend at the time and I got along very well with David, even though he was a terrible flirt with me. Marissa told me that David was a wonderful lover, and very well endowed. I chalked this up to infatuation and exaggeration, and as he was dating my sister (and I was in a steady relationship) never pursued it.

I met a new guy, Steve, and he seemed to be ideal husband material. A little over a year later we were walking down the aisle together. Marissa and David were both part of the wedding party. Some time after that Marissa and David broke up, but we still remained friends with him. David met Jackie and they ended up getting married. Both Marissa and I (as well as our folks) attended that wedding. As I got to know Jackie we became friends and the four of us started hanging out together a lot.

I remember the first time I saw David naked. Steve and I were over at David and Jackie’s house for dinner, then we played cards afterwards. I think it was Steve who suggested we play strip poker, and kind of surprisingly, no one objected. Both David and I had exceptionally bad luck with the cards and we were both down to our underwear in short order. I lost my bra, then David lost his boxers. This was the first time I had a chance to verify my sister’s description of David, and she had not been exaggerating! Even flaccid you could tell that he was endowed a big cock! It was a that moment that I started wondering how it would be possible to get him to fuck me.

A year or so later the four of us went on a vacation together to the south seas. It was a really wonderful time and our plans took us to some fairly remote locations. One day we found ourselves on a remote beach with crystal clear water, white sands, and no one else in sight in any direction. I unhooked my bikini top and took it off. Jackie laughed and followed suit as we soaked in the sun. David and Steve exchanged a few words, and a moment later they were pulling off our bottoms and shimmying out of their own suits. We played on the sand and swam in the lagoon wearing nothing but sun-block and smiles. This gave me another chance to check out David, and now my mind was made up! I just didn’t know when the opportunity might present itself.

Another year or so passed, and now it was Marissa who was getting married. It was to be a church wedding, with the reception in the gardens of my parent’s estate. While there were hundreds of people invited, the ceremony itself was very low key, with just me at my sister’s side. She wore a very tasteful dress, not a big gown. Marissa asked me to wear one of my favorite skirt and blouse combinations and I was happy to oblige. For the reception they were bringing in dozens of tables and chairs, lots of umbrellas, and the finest caterers in the county.

As I was getting ready that morning, I thought that the reception might afford me my opportunity. I knew that David and Jackie would be attending the service and reception, and I spent extra time pampering myself, shaving myself clean all over. I had also purchased a new bustier to wear under my blouse. It was black and lacy and very sexy.

The service was not very long, and it was good to see Marissa finally getting married. Everyone started to make their way to the estate where my folks had hired valets to handle the parking. I made my way into the gardens and saw that Steve and I had been assigned a table a little ways away from David and Jackie. There was an open bar and I arranged to visit it at the same time David was getting a couple of drinks. We chatted a little, and sure enough, he was once again flirting with me. I was a little nervous about my plan, but found that vodka seemed to steady my nerves.

Dinner was served. During the meal, people would occasionally excuse themselves to enter the house to use the bathroom or freshen up. From my seat I could see David and Jackie at the other table. Then it happened. David stood up and excused himself from the table and headed inside. I waited about a minute and told Steve that I was going inside to use the bathroom. As I entered the house, I saw David leaving one of the downstairs baths. I caught up to him, took him by the hand, and said, “Come with me, I have a surprise to show you.”

I took him down the hall, then up the stairs. While lots of people were coming in and out, no one else was using the upper floor. We went down the hall and into the master bedroom. I knew this door could be locked from the inside. Once the door was locked, I turned to David and said, “I want you to see my new bustier.” I unbuttoned my blouse and pulled it back. This thing made my boobs look super! David (who had seen me naked on several occasions) was still impressed and commented on how good I looked. I stepped closer to him and pulled it down some exposing my nipples. “Does that look good to you?”

David reached out and took my left breast in his hand, tweaking the nipple between his thumb and forefinger. He leaned in, and I thought he was going to suckle my breast, but instead he kissed me! I was a little surprised, but as I felt his lips and tongue searching my mouth, I kissed him back with some real passion!

He broke the kiss and then started kissing my breasts, first one, then the other, then back to the first. It felt really good! I put one arm around his neck to pull him into me, and then reached down and started rubbing him through his pants with my other hand. It was obvious that he was into this, he was already plenty hard.

I was trying to unbuckle his belt one handed when he straightened up and undid the belt, unbuttoned his pants and lowered the zipper. He then pushed his pants and boxers down together and I got to admire his cock fully erect. This was a thing of beauty, ramrod straight with a little helmet on the end. I wanted to know it’s size, so as I reached for it, I held my open hand in such a manner that my thumb touched his torso and the pinkie stretched toward the tip. I later measured and it was right in the 8 inch range.

I could feel how wet I was and decided to go for it. I bent my knees and sat on the tops of my high heels and took him into my mouth. There was no possible way I could take his entire shaft, but I took all I could until I felt my gag reflex. I was managing to get him pretty wet in the process. I reached under my skirt and grabbed my thong, pushing it down as I stood up and stepping out of it, still in my heels. I shoved it in my pocket as I walked slowly over to the vanity, David shuffling along behind me with his pants still down around his ankles.

I reached the counter and bent over, placing my hands on it and lifting my ass. By looking up I could see David in the mirror. He came up behind me and pulled my skirt up, bunching it around my waist. Using one hand to guide himself in and the other to hold my hip, he started pushing himself into me. He was pretty gentle at first, but soon was shoving all 8 inches into me as I moaned and watched his expression in the mirror.

David wasn’t making too much noise, other than ragged breathing. He finally said, “Fuck, Randi, you are tight!” I reached down and started rubbing my clit. I was getting a bit wobbly on my heels, then I felt the orgasm begin and said, “Oh, god, David! I’m coming!” David only said, “Me too!” and I felt him push all the way in and pull me back with all of his strength! The grimace on his face was wonderful! I heard, “Oh! Oh! Oh!” as he pushed again. Then one more time. My legs were shaking so hard that I would have collapsed had he not been holding me up with his cock and hands. It was the most intense sexual experience of my life.

David finally pulled himself out of me, his cock still massive despite the load he just delivered. He cleaned himself quickly, gave me one more kiss and said, “I gotta get back. That was fucking awesome!” He let himself out of the bedroom, and I could hear him walking away.

Once I calmed down I also cleaned up, then followed him out. No one at the reception seemed to notice how long we had been gone. The rest of the evening was a blur, I was mostly thinking of the next time I could get together with David.

Source: reddit.com/r/gonewildstories/comments/592hr1/finally_got_to_fuck_my_sisters_boyfriend

16 comments

  1. Yum! Wonderful story! Did you ever get to get him again later? Or was once enough?

  2. Very hot story, can’t wait for the next time you can be together with David either!

  3. The Mistress of the King of France, the most powerful nation in the world from 1100-1840s AD, had more power than the Queen.

    Marriage is a fluid concept.
    Fidelity is a subjective requirement.
    And one fling does not ruin a marriage.

    Btw, here’s a list of women with marriages that lasted through cheating:
    Jacqueline Kennedy
    Loretta Scott King
    Lady Bird Johnson
    Hillary R. Clinton

  4. It’s ok for this bitch to sneak off and cheat on her husband.

    I got crapped on for asking my husband!

    Lying and sneaking is better? Even I think it’s not!

  5. Hot story, would be hotter if you got your spouses involved in the fun too.

    Did you tell your sister she was right?

  6. More than half of the good stories in this subreddit involve cheating and people still feel the need to comment on it… It comes with the territory people.

  7. I call bullshit…her parents have an estate with gardens etc? a year later and then a year later, etc Rofl. Gtfo…

  8. Ok. It’s the Internet. I get it.
    But remember you said all of this when you are tempted.

  9. Guess I’ll see your husband in r/survivinginfidelity soon, poor dude probably has no ideas what selfish piece of shit he married.

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