This story is based on a fantasy I have had for the last couple of years.
I never considered my sister, Andrea, a sexual object until one day three years ago my sister was changing at my parent's house getting ready for of all things a Christening. My sister screamed something out while I was in the kitchen. I walked into the living room to see what she wanted. My sister was bottomless with her dense, dark bush on full display. I stared at her for several seconds wishing I had put my contacts in this morning. She still had her shirt on covering her large breast but her stomach, thighs, legs and bush were beautifully uncovered. I remember thinking my sister has a much better body than I thought and she colors her hair. My sister didn't scream and didn't hurriedly cover herself. She just stood there. After a few seconds I just walked back into the kitchen. But my fantasy life about her was now fueled. I now realize she must have screamed out "Don't come out here I'm getting changed". OOOps. I fantasized about her constantly after that. I dreamed that I went over to her that day and just started eating her pussy. That I pushed her back onto the couch and started fucking her. I found a girl in an old men's magazine that looked like her and would jerk off fantasizing that it was my sister and we were fucking like crazy.
After that day are lives went on as normal and nothing was ever said of the incident by either one of us. But that was the first time I had seen her that naked since we were kids and it had changed the way I looked at her. At the pool I watched my sister prance around in a full piece bathing suit wishing she would wear a bikini and hoping for an accidental slip of the suit coming out of the water or when her child pulled on it. I began slapping her butt. Just a soft spank every now and again. Never, ever a caress. Just a soft slap on the butt. She never protested so once nearly every visit I'd give her butt a little pat. I never crossed the line.
I knew my fantasy was morally wrong. I considered myself a moral person and this fantasy was starting to trouble me deeply. Besides, how do you seduce your sister? What if you failed, it would destroy your relationship with her and possibly your entire family. Not worth it, but I tried to put a general vibe out there that if she wanted to I'd fuck her silly.
Which led to the butt slap, I had trouble calling it a spank, too sexual, and just more sexual talk between us about other people. I would say dumb things like "I'd fuck her" about other women and she would laugh. I'd ask questions about women's sexual feeling about issues or situations, basically disguised ways to bring up sex and possibly her sex life. Then she started making jokes about sex and men. I never thought beyond us having sex. To me it was never about having an ongoing romantic relationship with my sister. I thought here is the woman my age that I am closest to in the whole world and I wonder what it be like to fuck her. If we both are single why can't we fuck? O' yeah it might destroy my entire family if the wrong emotions got involved.
Three years later my sister was 34 and had just gone through a nasty divorce. She had one child and for the first time her ex husband wanted to spend quality time with their child. This left her with lots of free time on every other weekend. When the opportunity came to go to her friend's wedding several states away she jumped at the chance. By now I was dating my sister's best friend, Erin. Erin had been divorced twice but had no children.
My sister's and Erin's friendship drifted depending on their marital status at the time. Erin was jealous when Andrea was happily married. Erin was partying looking for husband #2 when Andrea was having a baby making both of them jealous of the others life. But at this time both were freshly divorced and could relate to each other's problems.
My sister and Erin were both 2 years older than me. I had always had a crush on Erin but she was always in a relationship or married. I could tell liked me because towards the tail end of her relationships she would always flirt with me. So I wasn't surprised when Erin was once again single she asked my sister to set her up with me. We had been going out for about 4 months at this time.
My sister and Erin looked completely different. My sister was blond about 5'6 with large D cup breast and about 125 pounds. Erin was a brunette tall nearly 5'11 with small B cup tits and model like thin. Erin looked Irish while Andrea, my sister, looked German both their heritages.
Since the wedding was for Becky, both my sister's and Erin's friend we agreed to all go together. Now we all had jobs and made good money but for some reason the conversation came up should we get just one room. I said we were all going to pass out after the wedding and take off the next day early in the morning. The room was for sleeping for a couple of hours. No more. My sister was fine with sharing a room and so was Erin. So we made reservations for 1 room two beds.
Now I had a plan. I knew my sister was never, ever going to fuck me. It just is not going to happen. She is way too moral. Though age and experience had loosened her up, she was just not going to come on to me. And I would never cross that line. But what was the next best thing to fucking your sister. No not your cousin. God, your sick like me. No. Fucking your girlfriend, your sister's best friend while your sister is sleeping in the next bed only a few feet away.
This I could possibly make happen. When we reserved a single room for the three of us this plan had not even slightly entered my mind. But when I thought about my sister, my girlfriend and I sharing a room together my mind went into overdrive. The question was would my sister walk out of the room in a huff if she woke up to the sounds of Erin and me going at it the dark.
Would she yell at us to stop. I considered my sister and the situation. She would be drinking, probably heavily, I would see to that. She probably hasn't had sex in a while. She'd be horny. I didn't think if she woke up to the sounds of us having sex that my sister would want to acknowledge being awake. She might cover her head with a pillow. Turn her back to us. Listen or possibly watch? But I could not see her acknowledging her brother was fucking her friend in the bed next to her by saying something or getting up and leaving. It would be much more discreet and less awkward to feign sleep.
My girlfriend, Erin was a horny woman. I liked that about her. We were still in the stage of the relationship that we had sex almost every time we saw each other. If we didn't we were ripping each other's clothes off next time we met. So about four days before the trip on our date I made an excuse that I had to go home early. No sex. I knew she had plans with my sister the next day. After that I made up excuses with talk about how bad I wanted her but just couldn't get there.
She told me to come pick her up for our trip about an hour earlier then we had to leave. She went on about how we hadn't been together for days and now the weekend was going to be shot. Basically, she wanted or needed to be fucked before we left for the trip. The plan was working. My plan was working on me as well. I told my sister I was meeting Erin at 9:00 and knowing my sister she immediately volunteered to meet us then. Erin was not a happy person when she opened the door to my sister's smiling face. As we walked to car I whispered to Erin that my sister just showed up and there was nothing I could do.
On the drive down Erin and Andrea talked up a storm as if everything was normal which it was. I would rub Erin's leg every once and a while. Going up a little short of her upper thighs. At one point she leaned over to me and whispered, "Stop that, your making me wet." Erin was getting wet from me rubbing her leg as she talked to my sister. Okay this trip is a success already. My cock stiffened immediately as she gave me a light kiss on the cheek and moved away.
After a few seconds I moved my hand back to her leg, she looked at me, like you are so bad, then pushed my hand away as she made a gesture to my sister and resumed their conversation. For her getting wet was about no sex for several days with me and the feeling of contact between us. I didn't try touching her leg again not wanting to be obvious that getting her off around my sister was a turn on for me.
At the wedding everyone kissed and hugged their friend getting married who they hadn't seen in a while. I could tell they were faking it to some degree because a bit of bitterness had set in post divorce. They both laughed hysterically when I joked, "No more than 3 years is this going to last". Seconds later they were protesting that Becky would be married forever but they didn't believe it. I think they were almost rooting against it. Chicks. I barely knew their friend but she seemed nice and having never been married, I am only slightly cynical. I was hoping for the best.
The reception featured dancing, drinking and the usual lame speeches. My sister had changed at our hotel room into a short black dress. I fantasized about lifting up the hem of her dress, ripping off her underwear and fucking her doggy style. Erin was dressed in red form fitting outfit and looked fine. But my sister looked hotter and more fuckable with her larger breast pushing at the fabric. Though Erin had the finest ass. I kept my sister and Erin content with drinks of vodka and cranberry juice. I didn't want them to get passed out drunk either though.
I usually avoid dancing like the plague but I got out on the dance floor. I grinded up against Erin from behind on numerous occasions and grabbed some butt. I avoided being alone with her because I could tell she wanted to leave for the hotel room. Luckily the reception was not at our hotel. I danced with my sister during a couple of songs and rubbed my hand along her back. Feeling her bra strap and the small of her back. The three of us danced together to YMCA and several other lame songs.
My sister started to get friendly talking with several of the guys at wedding and I started to worry she was going to be hooking up. After all we were several states away from home who would know but her brother and friend. But luckily she didn't and we all headed back to the hotel late at night, slightly drunk. I needed a little bit of alcohol to push me to go ahead with the plan.
When we reached the hotel room my first thought was what if the girls decide to sleep in the same bed. Leaving me alone. Erin might not trust herself in the bed alone with me at this point. Andrea might feel uncomfortable about her brother and friend sleeping together. The women might think it might be easier and less weird for them to share the bed. Then I noticed that the beds though not small would fit 2 people with only a little contact. The two people sleeping together would be crushed up against one another. Spooning pretty much. Erin would be sleeping with me.