by kiwibloke

Gender: Male
Age: 46
Race/ethnicity: European
Current location: Auckland, New Zealand
Highest education received: College degree (eg., BA, BS)
Occupation: Telecommunications
Relationship status: Married
Religious affiliation: Christian
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30+
How many hookup stories have you here posted before? 4

Can You Tune My TV In Please

How long ago did this hookup happen? 19 years

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…)? One night stand

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? Ali was my best friends ex wife. For a while I was there border as my mate & his wife lived together.
Recently Ali & my mate had separated and now he was living with us at a multi room place with other flatmates.
Ali was a beautiful but older lady than both myself and her hubby. She looked after herself and while boarding with them I had seen glimpses of her body etc.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Saturday night, I had arranged to meet my usual lady I was part time seeing at a party across town with a group of people I sort of knew but had a call in the morning from Ali who lived close by. She had just shifted into a small apartment and her TV wouldn’t work. As this was easy stuff to me I said I would pop in on way to party late afternoon.
I arrived and proceeded to fix tv within minutes. Ali was there with her BFF from out of town who was staying over the night. They were going to have a celebratory wine and meal to see in new place. I stayed and soon wine was all gone so being most sober volunteered to take them down rd for more.
Soon the wine was flowing and I couldn’t be bothered going across town drunk for a booty call so stayed.

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? We all got heavily drunk on wine, singing badly etc and then somehow I just put my hand on Ali’s leg and she didn’t complain. While her friend was in toilet we kissed…
The night was like that till bed time and I was lead to Alis room.
I started licking her and bringing her to orgasm then entered her for a long soft fuck thanks to effects of wine.
While laying in each others arms she commented of living with me prior and she had wondered what I was like as she was very pleased and kicking herself she hadn’t tried before.
I headed to toilet at some stage passing her friend awake on fold out couch, I leaned in and gave her a good night kiss, she felt my cock, said “lucky ali” and I moved on

Did you have an orgasm? Did your partner(s)? a few times myself and Ali did too

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? no condoms and she was on birth control. I was her first other than her ex hubby in many years.

What were your REASONS for having this hookup? drink and opportunity.

Were alcohol or drugs involved? If so, how much? lots of wine

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? In the morning she was a bit sober and was kind of stand offish.
As I left she said that this never happened..

To whom did you talk about the hookup? How did they react? no one as she was a well respected known lady in our group and certain industries.

Was this a consensual and/or wanted experience for you? For your partner? Consensual and my first older woman nearly 10yrs senior.

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? I had looked at her many times in past years wondering what she was like and finally got the chance.
Unfortunately it was pretty much last time I ever saw her again.

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

All things considered, how NEGATIVE was this experience? A little negative

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