This story is a recurring fantasy I have. Names have been changed to protect the lusted after. Hope you enjoy it.
My wife, Sandy, has 3 sisters, one older and two younger. I've lusted after all of them over the years. I've fantasized about three-ways and more somes with them more times than I can recount. They're all beautiful in their own way. There's only one problem. They won't have sex with me! Well, they didn't until Kathy needed some help.
Kathy is the third oldest in the family. She's an ultra conservative Christian and claims never to have had sex. Since she's 40, the sisters and I are quite skeptical about her claim. Still, she's always been chaste and wears turtleneck sweaters and long sleeved blouses, even in the summer. She claims she's allergic to sunlight. Yeah, right.
I came home from work one day to find Sandy, my wife, and her sister Kathy at the kitchen counter drinking wine. They quickly cut short their conversation when I walked in.
"Hi beautiful, or should I say beauties"
"Hi honey," my wife replied. "How was work?"
I leaned over the counter and kissed my wife.
"Oh, the usual. Same ol', same ol. How're you doing my beautiful sister?" I asked as I gave Kathy a kiss on the cheek.
"I'm okay, I guess," came Kathy's reply.
I sensed something was up since Kathy rarely drinks any type of alcohol. I excused myself and headed upstairs to change clothes. My wife followed me up the stairs and into the bedroom, closing and locking the door behind her.
"How's my sexy honey?" she asked as she wrapped her arms around me.
"I'm fine and what's up?" was my reply.
"What, can't a woman follow her husband to watch him change clothes?"
"Sure she can, but, when said husband finds his sister in law drinking wine when she usually doesn't, something's up."
"Okay, you got me. Kathy would like your help with something."
"And she'd like help with what? Is she moving again?"
"No, it's a bit more complicated than that. She wants to have sex with you?"
"What? That's not even funny, honey."
"I'm serious, she came over today to find out if I'd be okay with it. She knows what kind of lover you are and how much pleasure you bring me. She's not getting any younger you know. She'll be 40 in a couple of months."
I sat on the bed to think about it. This HAD to be some kind of joke. In all the years I've known my wife, she's always told me, no way Jose, on the subject of one of her sisters joining us. This had to be some kind of setup for the cruelest joke of the century.
"Yeah, right. My virgin sis-in-law has suddenly decided to lose her virginity, and she wants me to be the one to take it. Funny joke, honey, next you'll tell me that the other two want to watch. I'm not biting."
"It's not a joke, she really wants to experience what sex is all about. She feels safer with you. After all, you HAVE been faithful to me, right?"
"You know I have. This is quite shocking. Let me think about it over dinner."
We headed back downstairs to eat. Kathy avoided my gaze during dinner. We did the usual small talk and, after dinner, headed for the couch in the family room. I got us all some more wine and we sat down to talk.
"So, I've thought about your request Kathy, but, I need to know, why me and why now?"
Kathy took a sip of her wine and turned to me. "Why you? Over the past 25 years that you've known and taken care of my sister, I've come to love you. You're gentle, caring and understanding. When no one else in the family liked the decisions I made, you were there to support me. You may have not liked them either but you at least understood my need to live my own life and supported me in that endeavor. Why now? I'm gonna be 40, and I'm still a virgin. I want to know what sex is like. I want to know why people find it so necessary. I want someone to find me attractive and sexy. I want to be needed."
I looked over to my wife and she nodded her head slightly to indicate she was okay with this. I took Kathy's hands in mine, gave her a quick kiss and agreed to be her lover for a night.
"Okay, I'm willing to do this, but not tonight. You've had too much wine and I want you to be sure this is what you want."
She leaned over, gave me a kiss and thanked me. "You're so sweet. I really do love you."
The three of us then talked about nothing the rest of the night. We were all nervous and the conversations were stilted and broken up by long periods of silence. Kathy left a couple of hours later, after we had set things up for the following Saturday night. Our kids would be at their grandmother's so we'd have the house to ourselves. Sandy and I talked about it in bed that night.
"I think you've made my sister very happy"
"You think so? I guess we'll see come next Saturday night. I'm really nervous about this. I mean, she's a virgin! When you're 16-17, it's different, the expectations aren't so high."
"Don't sweat it. Hell, you've been nothing but gentle with me"
"Yeah, except for when you want your ass slapped or your hair pulled when I'm doing you from behind"
She playfully slapped me and we fell together in a naked embrace. We made energetic love and I looked forward to the challenge of taking my sis-in-law's virginity.
The week took forever to go by. Saturday came around and Kathy arrived at our house in the late evening. Sandy met her at the door and we all had a small glass of wine. After some nervous small talk, Sandy ushered her sister upstairs to the bedroom. I waited a few minutes and then headed upstairs. The ladies met me at the door.
"Okay you two, have fun," Sandy said as she headed downstairs. "Don't do anything that I wouldn't do."
Kathy and I just groaned at Sandy's poor humor.
I closed the bedroom door and walked up to Kathy. "Nervous?"
"Yeah, a lot. Please be gentle"
"Don't worry my sweet. I will be"
I lead Kathy to the foot of the bed. I gently kissed her forehead. She stiffened a bit as I moved down to her lips. "Relax, we have plenty of time." I whispered in her ear as I held her. I felt her become less stiff so I moved my hands down her back to the top of her butt. Once again, she stiffened. I moved my hands back up her back and slowly rubbed her shoulders.
"I'm so nervous, I'm sorry."
I kissed her lips gently and told her not to worry. I again kissed her lips and moved down to her neck. She moaned very quietly as I nibbled on her neck. I slowly turned her so her back was to me. I reached around and began to unbutton her shirt. As I unbuttoned her shirt, I gently stroked the skin that was revealed. It was very pale and soft. I continued to nibble and kiss her neck as I slowly unbuttoned another button. Her cleavage came into view.
I slid one of my fingers down her cleavage. She tensed up again and apologized. "Shh, please, don't worry," I consoled her. "If you want me to stop, I will"
"Please, I need some time."
I closed her blouse a little and just held her. I stroked her hair and massaged her arms and shoulders. Soon, she was pressing back into me and gently took my hands and placed them on her breasts. I felt her chest rise and fall with her breath. I slowly massaged her breasts through her blouse and bra. I felt her nipples stiffen. I gently pinched one and heard her sigh quietly. I resumed unbuttoning her blouse.
I removed her blouse and watched her reaction in the mirrors above the headboard. Her eyes slowly opened and she smiled. I ran my fingers over her bra cups, teasing the flesh beneath. Her hands covered mine and she stopped me for a minute.
"Can you turn the lights off?"
"No, I can dim them, but I want you to see how beautiful you are."
She asked me to dim them and I did. I still had plenty of light to see her body. I kissed her shoulders where the bra straps were and gently, slowly removed one strap and then the other. Her hands immediately went up to her bra cups and held them firmly against her breasts. I covered her hands with mine and slowly pulled them away. She closed her eyes again as I unhooked her bra.
I slowly removed her bra. Her breasts were lovely. Probably a large C-cup with a beautiful, slight sag to them. She immediately covered her breasts again.
"Don't," I whispered in her ear. She slowly lowered her hands and her breasts came into view. I reached around and started to gently trace the outline of her breasts. She leaned back into me and tilted her head back. I kissed her on the lips. She returned the kiss a little more forcefully this time and I could feel her breath becoming quickly. I guided her hands backwards toward my cock. She jumped a little when she felt it and withdrew her hands. I continued to massage and caress her breasts.
"You have beautiful breasts," I whispered in her ear. She giggled nervously but continued to watch me in the mirrors. I took her hands and once again guided them to my cock. This time she didn't jerk her hands away and proceeded to rub me through my pants. I moved my hands down her sides to her skirt. I ran my thumbs along the waistline to the back. I unsnapped her skirt and slowly lowered the zipper. It was a long skirt that fell close to her ankles. Kathy sighed and allowed me to remove her skirt. How quaint. She was wearing "Granny" panties. Pretty much what I had expected.
I turned her towards me and she stepped out of her skirt. Again, a little nervous laugh escaped her lips. I tilted my head down to hers and kissed her again, a bit more forcefully this time. She returned the kiss and ran her hands over my cock. I whispered in her ear that it felt good and she looked up at me and smiled.
"You're just saying that because you want to get into my panties."
I laughed a little and said, "You're right!"
I allowed her to undress me, first the shirt, then my slacks. Her hands were busy exploring my body. I leaned down and took a nipple into my mouth. She sucked in her breath sharply, as I nibbled gently on her nipple. I ran my hands over her panties and grabbed her ass. She arched her back a bit and I felt her jerk slightly. I moved over to her other breast and suckled on it for a while.
She lowered her arms and let me have my way with her body. I kissed up and down her body from head to toe. I traced her panty line with my tongue. I could smell her arousal. I purposely avoided her pussy, not wanted to scare her more than she already was. I made my way back up to her face and kissed her gently while turning her around. I then moved my hands down to her panties and began to remove them.
"Wait!" she cried. I stopped. Her breathing was ragged. "I'm, I'm not ready yet." She whispered softly.
"Okay, there's no rush. Did you want to explore my body some more, or, would you rather I continue to caress you?"
She smiled at me and I began to stroke her body again. I massaged her shoulder and breasts and kneaded her ass cheeks. Her breathing, once again, became ragged. I kissed her shoulders and neck and moved her hands to my cock. She stroked it more fervently this time; she even pulled it out of my boxers. I groaned into her hair as her hands moved up and down my shaft.
"Does that feel good?"
"Hell yes!" I replied. "Very good"
She continued to explore my cock with her hands. I continued to rub her body and stroke her hair. "Maybe we should move this to the bed." I said.
