by Judy

Gender: Female
Age: 50’s
Race/ethnicity: White
Current location: Lexington Kentucky
Highest education received: Some college (not currently in college)
Occupation: Secretary, receptionist
Relationship status: Open marriage
Religious affiliation: Christian
How religious are you? A little
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Mostly heterosexual, enjoyed lesbian sex with others
How many sexual partners have you had in your life (including oral sex)? I honestly don’t know. 30 plus
How many hookup stories have you here posted before? None this is my first

The Three J’s

How long ago did this hookup happen? 2000

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Fuck buddies, friend with benefits

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Married to Jamie, I met him at a friends wedding not long after my divorce. He is 8 years younger than me and we had been married for 3 years before meeting Jason. Jamie is modestly endowed at 7″ uncut dick and average girth of 5″. He is good looking, 5’7″ 180 lbs athletic build, blonde hair and green eyes and has bi tendencies. Jason is 18 years younger than me, 22 yrs at the time of our first encounter. He is very good looking at 6′ tall 180 lbs slim to athletic build, with light brown hair, and blue eyes. Jason has a huge 9.75″ long by 7″ girth cut dick. Jamie and I had been looking for someone with such an appendage to spice up our love life. Our marriage has never been better since we met Jason

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was middle of 1999 when Jason and I started working together. The younger girls at work started flirting with him. Jason and his gf broke up and he was on the market. Christy and Rebecca where good friends and  roomates. They invited Jason out to a local bar for some drinks. The next day Rebecca missed work and I asked Christy if Rebecca was hung over. She commented no she’s getting over Jason. Later I found out she and Jason had sex and that he made her sore from the sex. This made me curious, so when Rebecca came back to work she explained what happened and how big he is. I suddenly found my pussy getting wet. I started flirting with him and told Jamie about it. Next day Jamie came to work to bring me lunch I showed him who Jason was and later he followed him to the bathroom. He took a glimpse of Jason peeing and confirmed Rebecca’s story.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I took it easy and worked my way up to asking Jason if he would like to come over for a BBQ and a swim in our pool. He accepted and showed that Saturday. I wore my smallest see through bikini while Jamie wore a white speedo. To my disappointment Jason wore white with blue designed trunks. After a few beers and a few laps in the pool I started asking Jason about him and Rebecca’s relationship. He informed me of no relationship just some fun. I told him she must have had some fun since she missed work. He just got quite and smiled. I then let the secret out. I know that you are packing some serious meat in those trunks. About that time Jamie got out of the pool without his speedo fully erect. I was setting on the deck and Jason was in chest high water. Jamie asked if Jason was bigger than him. Jason’s trunks floated away while he walked to the pool steps. As he walked closer the water line lowered until I seen a neat trimmed pubic hair line then then the top of his fat flaccid penis.  As he walked closer of his shaft became exposed then his huge balls. A large section of is shaft and head still stayed hanging underneath the water surface. He took a couple more steps and he was fully exposed. He was flaccid at first and was almost as big as Jamie’s fully erected dick, I then untied my bikini top and bottoms as he stepped out of the pool. I walked up to him as he kissed me a grabbed a hand full of his dick and as I stroked it I could feel it expand both in girth and length. Jamie I sisted we go to the bedroom and continue. Jamie lead the way and I followed holding Jason’s massive member like a dog leash. Jamie had some erotic oil warming up as I when to my knees stroking and sucking his huge cobedJamie stood beside Jason and I had both cocks next to each other. As big as Jamie’s dick is it was dwarfed by Jason’s monster in every way. I played on the bed as eased his erection into my pussy. Jamie was pouring oil on Jason’s shaft making it easier on me. I was filled and streached to the limits as he gently made his way in and out after a few minutes of going slow I had my first of many orgasms. I road him reverse cowgirl, doggy, missionary, you name it we did it. Jamie inserted his dick in my ass while Jason pounded my pussy. After an hours he pulled out and several huge streams of cum hit my chest and neck.

Did you have an orgasm? Did your partner(s)? All three of us had orgasms.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I’m on the othro patch.

What were your REASONS for having this hookup? Jason’s big dick.

Were alcohol or drugs involved? If so, how much? Alcohol.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We became friends and fuck buddies.

To whom did you talk about the hookup? How did they react? Some of my close friends and the where shocked.

Was this a consensual and/or wanted experience for you? For your partner? Consensual for all three.

Do you regret this hookup? If so, why? No!!!!

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Everything good. Sore afterwards.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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