1998 was a bad year for my family and me. I lost my father. My wife left me. I had my executive sales job downsized and I was out the door. Lets just say I was looking forward to 1999.
My wife Holly left me after she found out that I had fooled around on her with a woman in Des Moines. I had called on a customer there and got to know the receptionist very well. One thing lead to another. I fool around with one woman in our 15-year marriage and I get caught. I did it and I paid the price. To this day I don't know why I did it. I love my wife dearly. She is gone and my heart has been broken ever since.
As January of 1999 became a reality I knew things had to get better. My family has a yearly reunion every February at a resort in upper Minnesota. This will my first reunion without Dad. My soon to be ex-wife Holly had made 15 of these pilgrimages with me. It will be strange with her not there. I am an only child. I have been close to my 4 female cousins all my life. I am sure they will let me cry on their shoulders a bit.
The day is finally here. I have a lonesome ride up from the twin cities. It's a steely gray cold winter afternoon. I long for the companionship of my family right now. I arrive at the Inn at 4:00pm. The gang is straggling in. I get my room and it is the whirlpool suite that Holly and I booked last year. One more reminder to bring me down a bit. I sit and feel sorry for myself for a few minutes.
I get over my moping and head down to the lounge and see if anyone is there yet. To my joy my cousin Gloria is here. She is my family soul mate. I almost cry just seeing her. I rush over to her and we embrace. She tells me how bad she feels for me and caresses my head. As we sit she tells me that her husband Rob of 20 years has moved out and wants a divorce. My jaw must have hit the floor. Gloria has been crying. I sit closer to her and hold her hand.
The evening goes ok. Families have good times and bad times. This year is just a bad one for me. Fate is fate. I am concerned about Gloria. It appears that her split with Rob is quite fresh. Her three sisters are here and I think that helps. I think Gloria will find out like I did how that lonely feeling could be all consuming. I wish I could ease her pain. Its approaching midnight and we have activities starting at 7:00am so I say my good nights and head for my room.
I couldn't get over how sexy Gloria looked. She is 49 years old. She has a very modern short hairstyle. She is about 5'7" maybe 140#. Great legs. She always dresses sharp. Dress the perfect length, perfect shoes, etc. I can't believe that I am even thinking about her like this. I think I always had lust feelings but kept them in check.
I decide to call her room and make sure that she is ok. She answers the phone and I can tell she has been crying. I ask her if she would like to talk. She says that she would. She asks if she could just come over to my room. I tell her that's fine. I can tell that she was embarrassed with everyone quizzing her over Rob's leaving.
I get a bowl of popcorn from the front desk. Maybe a good comedy movie will cheer us up a bit. Gloria arrives in a few minutes. She is wearing a long silky negligee under a nice robe. She looks great. Her nice sized breasts doing their best to bust free of their silk prison. Classic Gloria, not overly sexy but not prudish by any standards.
I ask if she would like to watch a movie and she declines. She would rather talk. We sit on the sofa. Gloria is very hurt by Rob's leaving. I give her my understanding. I am trying to be optimistic so Gloria doesn't keep dwelling on her situation.
As we are getting talked out Gloria has been resting her head on my shoulder. This position gives me an ultra nice top view of her breasts. I try not to look but I can't help it. I feel my cock start to grow. I am wearing thin flannel pj bottoms. I am trying to will it not to grow. Every little move Gloria makes seems to make me more erect. Her silky robe and nightgown make that swoosh sound. The sound makes my cock grow.
I am praying that Gloria doesn't notice. I am no porn star but I grow to a solid 6". I see her eyes flashing to my now obvious erection. I apologize. I try to explain that I just don't have much control over it. Gloria looks me in the eye and tells me to never ever feel bad about anything that happens between us. I am not sure what she meant but it was reassuring. To my shock she touches my flannel clad hard on.
Gloria says nothing as her deep blue eyes are locked to mine. I feel her soft hand pull my cock out of my pj's. She asks me if I am ok. I nod yes. My mind is reeling. Half of my brain is in shock and is telling me to stop it now! The other half of my brain is longing for a woman's touch. Gloria rests her head on my chest. Her soft hand is firmly stroking my cock. I have not had a woman in any way since Holly left over 6 months ago.
Gloria continues to stroke my hard cock. She gently tells me to relax. She has curled up to me. She tells me that she wants to take care of me. I have never felt feelings like this. I don't think I have ever felt as loved as I do right now. I also have the guilt feelings of having sex with my first cousin!
My cock has been leaking pre cum for a few minutes. Gloria asks me to cum for her. She is very relaxed. I can't hold back any longer. I say nothing, as my cock is about to erupt. With little warning my cock erupts in long steady streams. Gloria keeps her firm grip at the base of my shaft. I am shooting warm white cum all over my belly and Gloria's hands and arms. It feels like I have cum for minutes. Finally my cock is finished emptying its cum. I kiss Gloria on the head and thank her. She kisses my chest and keeps her firm grip on my shrinking cock.
Gloria and I stay cuddled for another 30 minutes. We decide that she should head back to her room in case any of the family is looking for her. We embrace and kiss passionately. I try to tell her how strange this all feels. Gloria puts her finger on my lips as to tell me to say nothing. She tells me that we will talk more in the morning. She leaves and I am just stunned yet excited by what has happened here.