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What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? Mixed / Multiracial
What continent do you live on? Australia
What country and/or city do you live in? Melbourne
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Finance
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0

My Education

How long ago did this hookup happen? 26 years

What was your relationship status at the time? Single

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For more than 3 years

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? My partner was a male family friend that was nine years older than me and “technically” my baby sitter as my parents had gone out for night leaving him in charge. He was quite effeminate, but back then I didn’t really understand my sexuality…

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As mentioned, my parents had organised for a long standing family friend to look after me when they went out. The family friend who I will call Dave took me out to get some ice-cream and as it was a warm night, I had on my shorts and t shirt and he was dressed very similarly to me.
Once we purchased the ice-cream he drove us to the local sports ground and parked at the furthest end and unbuckled – I on the other hand had no idea what was about to be one of my biggest education sessions in my life.

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? Dave inquired if I had been with a girl as yet and I had told him no, and he asked if I wanted to have some fun – please note, I said yes as I was a horny young man.

I remember him leaning over and kissing me with his tongue, which was also my first kiss, and stroking my hardening cock through my shorts. He removed his shorts and then guided my head down to his cock and told me to open my mouth and taste him, which I did obediently and willingly, and I felt his hardness intensify in my mouth.
He gently taught me how to suck him off and to use as much saliva as I could get, and then he started to face fuck me. I heard him say “I want you to taste me and swallow what I am about to give you”, which I did after the initial load hit the back of my throat and shocked me, but he did make me clean him up with my mouth.
He then kissed me passionately so he could taste his cum in my mouth and said “I am going to make you a man tonight”. Dave then had me totally naked in the front seat of his car, kissing me and licking my body until he turned me around and tongued my arse – still one of the greatest experiences of my life.
I was building so hard that my cock was aching full of cum and I told Dave that I wanted to pee – he just turned me around, took my cock back into his mouth and I exploded a large amount of me which he swallowed every drop.
I was young and full of cum and he kept stroking me saying that I was “still yet to be a total man for him”, and before I knew it, I was getting harder and harder. As I was already reclined on his bench seat, he climbed on top of me and took out some gel from his glove box and told me that I was about to lose my virginity. Dave lubed his arse and my cock, and then mounted me bareback, my cock firmly in him, riding my virgin cock into manhood and kissing me, while I stroked his cock. It didn’t take long before I exploded another full load into his arse and then stroked him to his second load all over my hand, which he made me eat.
We were both exhausted by now and we got dressed and headed back home.

It was the beginning of our fuck buddy relationship that has had many sexual encounters, and still continues today irrespective of our current relationship status.
We have experienced gay clubs together and saunas where we have performed in front of other men, dirty weekends and group sex sessions that have left us both physically exhausted when we returned to our respective partners – and neither of them know that we hooked up.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We are both sexually adventurous and even though we maintain the charade of a monogamy, we make sure we get to live out our fantasies and challenge each other to sexcapades – I have made Dave suck me off and lick my arse on the steps of the Sydney Opera House.
We both just love sex with each other and understand our needs, desires and lust.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Learning new things, experimenting, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? I don’t know / I’m not sure

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? We have told other men that we have engaged with sexually and they have loved how I lost my virginity and how we are still together and exploring – especially as we are both still quite fit and have aged well.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Hmm, where do I start;
1. Losing my virginity
2. The other exciting sexual adventures that have come and cum
3. Exploring my freak side with someone I trust
4. The fuck buddy status while cheating on our respective partners (His gay lover and my wife have no idea)

What was the WORST thing about this hookup? Nothing really…

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Well, prior to this sexual escapade, I would have considered myself totally heterosexual and this has taught me that I am a sexual being that desires physicality without gender bias.

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

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

Anything else you want to add about this hookup? I do strongly believe that some people can separate love and sex without being emotionally compromised. I do not love Dave, but I do lust for his energy, his cock and our combined adventures – our next sexcapade is being planned now…

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Casual sex is obviously very important to me and I wish people after reading this understand that I do not have barriers in regards to lust and monogamy.

What do you think about the Casual Sex Project? Sensational way to allow people to express themselves.

You have a hookup story to share? Submit it here!