I first met my sister in law 30 years ago when Jan and I were about to get married. Both sisters were very loving, liked by all, had high morals, and dishwater blonde hair. That is where the similarities ended. Jan was 8 years older, very well built, dressed the part, an outgoing personality, and with her come hither smile, was a big turn on with the guys. I was lucky to land her. Jane however was your typical tomboy. She was plain, not well built, an introvert, very self-conscious and with the clothes she wore, at times it was hard to tell she was female.
We had seen Jane off and on over the years. She finally recently married. Now my ailing mother in law was making the big move to an assisted living and Jane drove down from Missouri to help Jan and I get their mother reestablished and her house ready for sale.
Jane has not changed much. She still dressed rather unladylike, her blondish hair is short and straight, and she worn next to zero make up. Not exactly great to look at but for some reason after all these years, I still was infatuated with my sister in law. It must be her very innocent and no unpretentious approach to life.
When she arrived here from Missouri, the three of us decided to share a room in a Quality Inn near their mother's house for convenience. After 4 days of hard work, getting mom moved, and cleaning up her house, we were about finished.
Spending each night sleeping, hanging out and bathing in the same room with this unassuming woman was driving me nuts. We were never alone but I did on occasion catch a quick glimpse of her after a bath and freshening up by the vanity in her shorty night gown. This last night I got back to the room first, showered, had a drink, and relaxed on our bed for some TV. A little later Jan and Jane appeared. Both looked really tired but Jan announced she was going by to see her mother and would be back shortly. Well things were looking up. Alone at last with Jane even if for a brief time.
After Jan left Jane hit the shower. She then appeared in her not so sexy sleeping gown and said how totally exhausted and sore she was.
"My dear sister in law. I happen to be very proficient at giving relaxing rub downs and would be glad to freshen you up."
"Oh Dennis you must be tired too. You don't need to do that."
"I wouldn't have volunteered if I was that tired and besides you have worked so hard."
Lying on her bed, she rolled over on her stomach suggesting the rub down would be accepted.
My heart was pounding and there was a stirring between my legs.
I deftly began kneading her back and shoulders with my hands wishing she was gown less. I pushed, pounded a little, and applied pressure, working my way up her backbone. My fingers did their magic.
"Dennis, this feels so good. You do really know how to massage. Oh yes I love this. Don't stop."
She sounded like I was making love to her...
"Where are you sore the most?"
"My shoulders and legs but now my shoulders are much better."
"Well I'll just have to work on those legs."
I began karate chopping up and down her calves and thighs. She jerked a little saying that hurt.
Easing off I began working on them with my fingers- squeezing and kneading. I nonchalantly and slowly began working my way up her thighs. Now within inches of her panty covered pussy, Jane made no moves of resistance totally trusting me.
Suddenly we heard a noise outside the door. I quickly moved up to her shoulders as Jan walked in.
"Doesn't Dennis give a good shoulder rub?"
"Oh he's great, sis. Can I borrow him some time?"
The next morning we were ready to head home. Jan announced Jane was going to spend a couple of days with us for some R & R before returning to Missouri and her husband, Al.
"Thank you guys so much for your hospitality." She kissed Jan and began planting her typical mouth-to-mouth family kiss on me. I could no longer resist and held our kiss a little longer then normal.
Jan chuckled, "and he's a good kisser too!"
Back at our house we all sat around talking about mom, and what's going on in our lives. Jane was once again in her plain gown but occasionally and unknowingly (after all I am family) exposed some thigh and panties. We surmised Jane and Al are very happy but he works long hours...
At bedtime Jane gave us both a kiss goodnight and this time I even quickly snuck my tongue into her mouth with no reaction.
The next morning Jan had to go to work for a few hours but before leaving promised we would all get together for lunch.
I was reading the morning paper in the dinette as Jane had not come down stairs yet.
I knew she was an early riser so decided to check if everything was okay.
Upstairs the shower was running. I was going to holler out if she needed anything but then my voyeurism got the best of me. Discreetly I peaked into the shower room. Jane was plainly in view on the other side of our clear shower curtain. My god, she looked good. She was massaging her glistening, small but still firm breasts over and over. Now her hands moved between her legs. She obviously found her clit as she moaned a little and looked off into space. JANE DID HAVE A FEMINE BODY!
I was totally hard and about to lose it so thought better of surprising her and returned down stairs.
After a short time I grabbed a hair dryer she had earlier requested and headed back up stairs wearing only my pajama bottoms.
"Jane, are you decent? I have that hair dryer you wanted."
"Sure come on in."
The sight of her just out of the shower, bending over the sink, wrapped in a terry cloth shorty bathrobe, wet hair, and a very innocent look was an absolute turn on. I even caught a fleeting look at her ass.
I was embarrassed to be staring but was mesmerized.
Jane then realized what she was doing to me and apologized saying how sorry she was for not being properly dressed.
"Really. After all we are related and Jane, I must confess, I have always thought about you, even when you were only 14. I truly love your sister and nothing can ever come between us, but there are times I day dream about you. You are my wife's sister and I respect that but lately my feelings are changing.
Jane just stood there as if in shock. Then, "Dennis, thank you for being honest and I must admit I too have thought a lot about you too. I had a real crush on you as a 14 year old and you were about to marry my sister."
We went on to profess our love for our spouses and obviously both of us were inexperienced with this situation and did not know what to say or do next.
Then I took Jane's' hands in mine and looked directly into her eyes.
"My sweet sister in law. I have so fantasized about you. You are like forbidden fruit. I really need you. You are a very appealing woman. I think we can enjoy each other to satisfy our fantasies and then move on. But if you can't get by this, then I will respect you. You must know that."
"Dennis, I do have those feelings for you too but I also feel so guilty about both Jan and Al."
I could tell from her look the next move was mine.
"Jane, only you and I will know and it will totally be our secret. We would be hurting no one. Agree?"
She said nothing but eventually smiled and was suddenly and unexpectantly up on her tiptoes, put her hands around my neck and gave me a not so family lingering kiss. Our tongues intertwined. No more family type kisses. My hands now were clutching her firm ass. Oh how I dreamed about this moment. Not much was said as we enjoyed our initial sexual contact.
The robe became untied revealing her small breasts and perky nipples. Bending over, I held them individually and gently sucked each into my mouth. Yes, I am a tit man but hers were special. Never before could I get one almost entirely in my mouth. Jane was now moaning a little and urging me on with her hands. I could feel her nipples against the back of my mouth. This was unbelievably erotic.
I stepped back and unsnapped my pajama bottoms. As they fell to the floor my growing cock came into full view. Jane starred, smiled, and removed her bathrobe. Now we both just stood there, nude, visually savoring each other's bodies.
I lifted her up on the sink counter top and dropped to my knees. Now perfectly lined up with her flower like, pinkish pussy lips, I was only inches away and began blowing on them.
Jane seemed taken back and looked a little uncomfortable displaying her womanhood to me.
"Dennis what are you doing? I never have done that oral thing and have no desire to. Please stop!"
"Oh for someone in their 40's you have so much to learn. You must trust me. I want to enjoy the taste of you and you do not have to even respond. Besides Jan loves this and loves giving too. You should want to keep up with your sister."
Jane gave me a blank look. Then I finally made contact with her beautiful cunt. Those pedal like folds were there for the tasting. After inhaling her fragrant scent, my tongue began exploring. Lifting her legs over my shoulders, my tongue became totally engulfed in her hot hole.
"Dennis oh Dennis you must stop now. No, No don't stop. It feels too good, oh god..."
Now I found her clit and softly began biting.