Prologue
This story is related to the His First Time with Mom series, taking place 30 years later in my life. Having lost my Mom after a beautiful 9 year relationship, I wondered around through a series of partners. Aunt Mary and Cousin Dote had moved away because Uncle Pete had been transferred out of town. Two marriages, one failed and one widowed to cancer, and several women between.
I was on my third wife, and our relationship had been on a rocky road for the last few years. She had given me the son that I had always wanted, so I felt obligated to stay with her if only for him. She also brought my beautiful Step Daughter Katie into my life, who was giving me all of the love and attention that my wife wasn't.
While Katie was away at college I turned to Tumblr to satisfy my urges. There I met a wonderful father named Fred and his daughter, they had been lovers for a few years. During our conversations Fred encouraged me to get in contact with my estranged family, namely my sister Connie. That is where this story begins...
As I stand at my sister Connie's door, my mind flooded with images that had led to this planned secret meeting between us. The years of estrangement and silence had all melted away a few days ago, with her revelation that she had overheard Mom and I making love one afternoon. Instead of busting in on us Connie had gone to her room and masturbated making believe it was her I was making love too.
Growing up Connie had a huge crush on me after listening in on Mom and I. Not knowing how to approach me about her feelings we had drifted apart, each going our separate ways. Connie had turned to the lesbian lifestyle thanks to a jerk at a party forcing himself on her, hurting her mentally and physically. She found a life mate to share her life with, and had been lovers with Becky for over 25 years. Always wondering in the back of her mind what would have happened if she had only talked to me, instead of fearing I would reject her because I thought she was too young and immature. Her dreams had always been about me, her big protective brother. Connie had never longed for or had another man, being happy in Becky's arms for all these years.
Me on the other hand, I was devastated with the loss of my Mom to cancer after 9 years of a loving relationship. On a rebound I fell in love with the first women I met, which didn't work out. So went the rest of my life except for my second wife, who I in turn lost to cancer as well.
When my father passed away I ran into Connie there after years of no contact. We talked about getting together for dinner and catching up someday, but never did. Though we did remain in contact from time to time nothing really sparked until a couple weeks ago.
Now enter the internet, specifically Tumblr and it's many kink and fetish blog's. With my loving Step daughter Katie away at college I felt drawn too it. As if by instinct I felt drawn to the incest blogs that I found. Making love to family members had always been on my mind, ever since those happy days with Mom, Aunt Mary, and Cousin Dote.
I had been on Tumblr for a while, and found there are lots of men and women who have similar experiences, most of them happy ones and not sleazy at all. During a chat with my new friend Fred, the subject of subject of loving brother's and sister's came up. Sparking the idea in my mind, Fred had encouraged me to contact my sister Connie, who I had always liked. Wondering if there might be a mutual attraction with Connie, I took Fred's advice even if nothing sexual happened it would be nice having a close family member to talk to again.
Finally after a few conversations with Fred, I worked up the courage to call Connie. We hadn't talked since our father died a few years ago, and after a couple of quick calls we set a date for us to get together for dinner and talk about old times.
Before the date we kept sending texts back and forth, each one from Connie becoming more flirty than the last. A few days before our date Connie called on her way to work sounding a little upset, she wanted to know if I would come have lunch with her. Connie works the graveyard shift, and even though it was a late night visit I agreed. I threw an extra leather jacket and helmet in the bags on my old bike and headed off to meet her around 1:30 in the morning. Not knowing what to expect I spent the whole time trying to think about what to say.
I hadn't been there long when She finally came out for her lunch break. God she was still as pretty as I remembered, strawberry blond shoulder length hair, piercing blue eyes, and what I could guess was a pair of 36 D breasts, all on a 5 foot 6 inch and 125 pound frame. Standing on her tip toes, Connie gave me a longer than normal quick brother and sister hug. I asked where she wanted to eat at this time of the morning. Lucky for us there was a casino just across the river form her job with a 24 hour buffet.
"Hey Don, where is your car at?" Connie asked.
"Your looking at it Sis." as I motioned toward the bike.
"Oh wow I've never rode a motorcycle before, this should be fun."
I reached into the bags and pulled the extra jacket and helmet out. "I think you'll enjoy it, your niece and nephew love going for rides and he's been riding it since he was 5."
Taking the jacket, Connie slipped it on and then pulled the helmet on. "How do you fasten it?"
I showed her how to loop the strap and pull it tight. Then I climbed on and told her how to get on behind me. "Now all you have to do is hold onto me and mimic my movements when I turn, and you'll be just fine."
Connie hugged herself tight to me, "Like this Don?"
"Just like that." I turned the key on and pushed the starter button, and the bike thundered to life under us. "Okay hold on here we go." I put the bike in gear and away we went. Connie clutched me for dear life until we had made a couple turns, then started to relax and enjoy the ride. She hugged tight to me as we crossed the big bridge, god it felt like heaven having her body so tight to mine. Feeling just like Mom the first time I got her on a bike, and flooding my mind with sweet memories of her.
Lucky for us since it was late at night there was a motorcycle slot close to the door. We had our lunch talking about old times, and the subject of Mom came up. Come to find out she had known all along, well the last couple years anyway. Connie, in her senior year of school had come home early one day and heard the two of us going at it in Moms room. I noticed her shifting around in the booth across from me. As she told me about how she had went to her bedroom and began listening to us. She wished she had been able to come to me back then, but since I was older she was scared that I would reject her.
I reached out took her hand and told her, "I'm not going to reject you now." Connie squeezed my hand and smiled with a new twinkle in her eyes. I moved around the curved booth beside her pulling her to me and hugging her tight. She looked up into my eyes as our lips found each other we kissed.
Sparks flew as our lips parted and our tongues found each other, Connie melted into my arms as the years of denied feelings came flooding out. We broke our kiss and she hugged herself tight against me softly moaning, "Oh why do I have to go back to work..."
"Not that I want you to Connie, but your responsible just like me."
"I know. But I don't want to. I just want to be in your arms, like I have always wanted."
Sadly her hour lunch flew by too fast. Out by the bike we kissed again and talked briefly about our planned meeting on Tuesday, or if she could even wait that long.
I asked her, "Where at?"
She said, "I'll text you the place, and when after I get home."
We kissed once more when I dropped her back off at work. While I was putting her jacket back away I noticed a wet spot where she had been riding. I leaned down taking in the perfume of her odor, then looked around to see if anybody was looking and had a lick of it. God it tasted just like Mom!
I rode home with a raging hard on, and the rumble of the bike didn't help it at all. Eventually the added stimulation made me cum halfway home, I had to pull over to get control of myself again before had a wreck. I can't wait till Tuesday now for sure!
After our lunch date the next couple days seemed crawl by as we kept trading more intimate texts. Always leaving me headed to the bathroom to relieve the pressure in my aching balls.
Tuesday finally came and as far as my wife Beth knew, I was taking my sister to the lake cabin to get it ready for her vacation. Since it hadn't been used in a couple years it would need a good cleaning. She gave me a kiss on the way out telling me to have fun with my sister. If only she knew!
I hopped on my bike for the trip across town. The whole way thinking about what to say or do not knowing exactly what to expect. After a long 45 minute ride, I was finally there standing outside Connie's door. I could hear through the door, that She was listening to some nice soft rock music. I rang the doorbell and the music turned down a bit.
"Come on in Don." she said.
I opened the door, and then closed it behind me and turning the lock. Connie lived in a split level townhouse so I Asked her where she was, she said, up here in the living room. Climbing the 6 steps, my heart beating like a drum, I turned and looked where I had heard her voice come from. There she sat on her big sectional sofa. A big red ribbon tied around her naked body. Covering her nipples then down and around her waist, with a big red bow covering her pussy.
"I wanted to do this 30 years ago Don. So happy late birthday, I hope you like it." I floated across the room and sat down beside her sharing a long kiss. Finally she broke the kiss and asked, "Wouldn't you like to unwrap your present?"
I would love to have said something really cool, but all I could muster out of my mouth was. "Yes sure Connie." With shaking hands I reached out toward the ribbon, a point between her breasts. Where she had a gift card that read "I hope you like what you see Don. Open here". I pulled the piece of ribbon it was attached to, exposing her beautiful 38 C breasts with large pink aureoles and a darker pink nipple, that were hard and erect. "Oh Connie they are beautiful."
