It was pretty much inevitable from the moment we met. I'd only been involved with my girlfriend Kay for about 2-3 months when I was introduced to her older sister Ashley.
From the day that I met her, I had a connection with Ashley. It started as a platonic relationship at first, but we had an interpersonal attraction to one another which rapidly progressed to affection.
It remained proper at first. I have, or thought I had, a strong sense of moral responsibility that would never allow any impropriety. I loved my girlfriend Kay very much. I still do.
But like I said, it was inevitable. Ashley and I were constantly around each other as she visited Kay often. My girlfriend had just returned to the area after 4 years away at college. As it happened, the girls had ended up living a few miles away from each other and were now becoming best friends.
They hadn't been all that close growing up. There was a 6 year difference in their age and an even wider gap in their personalities. Kay, the younger of the two, was laid back and tom boyish growing up. Ashley was a popular and good looking cheerleader. They were family, but the kinship wasn't there.
The three of us would often find ourselves together. We would carpool to distant family events, hang out on weeknights, and go away together on weekend trips.
We all got along really well and it was a great time in my life. I was still in my 20's, making plenty of money and was living it up with my new girlfriend just out of college. And her very attractive older sister.
Ashley was often welcomed as a third wheel on dates. Kay was very generous and pretty much the least jealous person I've ever known. I'd also say there was some younger sibling deference still lingering from childhood. Ashley was the popular, good looking one that Kay had always looked up to. She never really stood up to her older sister; she pretty much always got her way. That Ash and I were good friends didn't seem to bother her at all, or at least she never objected openly.
My relationship with Ashley became very strong over a couple of years. She was dating but churning through men she was always unsatisfied with; then she would come confide to me about her latest breakup. She lacked direction and stability in her life; I was her ideal man -- stable and successful with my own business. We never said it, but everyone knew we were attracted to each other.
Nevertheless, I stayed on with Kay because I loved her. She was great. I would eventually marry her and we're still married to the day. But as most relationships do, the new girlfriend sparkle wore off and we settled in for the long term.
Nothing wore off with Ashley and I. We were in this state of denial; in an affectionate relationship, yet forbidden from going beyond those initial stages. We wanted one another, but weren't even allowed to acknowledge it. It wasn't terrible; I quite enjoyed it. I had a steady girlfriend and was involved with another. That they were sisters made it complicated and exciting all at once.
Inevitability came to fruition when my roommates moved out and Ashley, Kay and I took over the lease. Late at night, when Kay had gone to bed early, Ashley and I would stay up watching TV on the couch. Ash was always talking about her poor experiences with men. I would console her and we'd cozy up on the sofa.
It was Kay herself that initially suggested I share my famous backrubs with Ash to relieve her tension headaches. I was all too happy to comply.
Backrubs became the routine in our happy house. It eventually got quite involved: massage oils, candlelit rooms, and relaxing songs were the norm. The girls would change into comfortable tank tops, removing their bras so as to not impede the massage.
I'd rub Kay first, and then she'd go off to bed after a little bit. It always relaxed her and made her sleepy. Then Ashley's turn would last much longer. Many nights I'd spend rubbing away on Ashley's delicate shoulders and tiny frame. She was less than 5' tall and weighed 95 pounds. Her black hair was cut shoulder length. She'd always put it up into a pony tail to allow me unimpaired access to her slender neck.
Ashley would sit on the floor in front of the couch. I'd sit on the couch with her between my legs. I'd push her forward and backward during the massage hoping to catch a glimpse down her shirt at her small, perky breasts. They weren't much to look at but I relished every parting moment of exposed flesh. Between her hair being up out of the way in pigtails and the loose fitting shirts she wore to the massages, I saw a lot of nipple. She knew it too.
Ashley thoroughly enjoyed our extended, physical contact sessions, all made under the pretense of massage. I'd have to get up periodically to dry out the pre-cum soaking through my underwear. She would often make similar trips to the bathroom, too frequent to just be peeing. I assumed she too was mopping up the wetness between her legs.
I had grown bold after logging extensive massage time on Ashley's fit body.
