Three's a crowd
My sex misconception was that having my first threesome would be a good idea.

It didn’t happen by accident. One of my best mates, let’s call him Darren, had a girlfriend who was 
liberal to the point of having no inhibitions whatsoever. This suited Darren perfectly and he used to 
boast to me regularly about the latest perversion they’d tested in the bedroom (or the kitchen, or 
the park… you get the idea).

I was midway through Uni at the time but Darren and I had been friends all the way through 
school, been in sports teams together and it’s fair to say we knew each other about as well as two 
guys can, or so I thought. His girlfriend Jenny was a couple of years older than us but we’d both 
known her at school too. She was a stunning girl and great fun but unashamedly also a sexual 
deviant.

The night of Darren’s birthday was when it happened. We were all a bit drunk and in no mood to 
stop when the music at the nightclub finished, so it was decided to go back to their house to 
continue the party. In the back of the cab, Jenny in the middle and Darren and me on either side, it 
became clear I was in for more than I’d bargained when she started groping me. A quick glance to 
the left revealed that Darren was already getting a hand job. He turned to me and said “Jenny’s 
always fancied a threes-up with you and me, how about it?”.

Well, what could I say? Nothing, as it happened. She winked at me, I smiled nervously in reply and 
she unbuttoned my flies with her free hand …

After an awkward payment to the blushing cabbie, we piled into their house and into the living 
room. I had no idea what to expect, it felt like losing my virginity again. She dabbled with the idea 
of just getting down to it right there, but Darren pointed out that the bedroom would be more 
comfortable. Our trio of bodies gradually made its way through the hallway and up the stairs, Jenny 
occasionally stopping to lick or fondle our various body parts. By the time we arrived at the 
bedroom, our clothes were all over the house.

I let Jenny dictate the pace when she wasn’t using her skills on Darren as I really didn’t know what I 
was doing; I’d had plenty of solo partners myself but this was my first ménage-a-trois so I didn’t 
want to overstep whatever boundaries remained. Nevertheless, trying to be passive and 
gentlemanly in such rare circumstances just doesn’t work.

Growing bored of switching attention back and forth between our respective cocks, Jenny 
commanded Darren to fuck her hard, and he happily obliged. While he was busily shagging her 
from behind, I decided to engage in a bit of ‘spit roasting’, then she insisted that we swap ends. It 
was certainly a weird feeling to be fucking my best mate’s girl while he was being fellated by her a 
couple of feet away, watching my every thrust intently. It was all a bit surreal and I didn’t think it 
would go any further, but Jenny wanted to try every conceivable position available to the three of 
us. She laid me on the bed, straddled me and invited Darren to fill her vacant rear entrance. It turns 
out that double penetration is much more difficult than porn movies would have you believe.

After an unenjoyable sojourn into shitty city, Darren decided it was time to watch me and Jenny 
for a bit while he “cleaned himself off”… yuck. I was still lying on the bed so Jenny assumed the 
classic ‘69’ position and began giving me a very fine blowjob while I got to work on her. Darren 
couldn’t stand just watching so after a few cursory wipes he decided to resume his previous 
position in Jenny’s wrong ‘un, which was fine for him. However, it placed me in the unenviable 
position of having to look directly up at his sweaty ballsack and arse. I closed my eyes and tried to 
concentrate on Jenny’s excellent technique rather than my best friend’s pendulous undercarriage 
slamming into her chocolate exit strategy.

With my eyes closed, I was finally starting to enjoy the experience myself. I could feel the pressure 
building as Jenny demonstrated her lack of a meaningful gag reflex and could tell she was enjoying 
my oral generosity too. She was really wet to the point of dripping into my mouth, so I lapped it up 
like a dog eating a melted ice cream. I’d never experienced anything like it before, but it was a real 
turn on to know she was getting so much pleasure, even if she did taste a bit different to most of 
the girls I’d been with before. After another minute or two she finished me off in her mouth. 
Feeling rather exhausted and self conscious again, I opened my eyes again only to find that Darren 
was already lying next to us. Confused, I looked up and noticed a trickle of light brown fluid running 
from Jenny’s fudge box, all the way down her lady-garden and stretching onto my own lips.

Unfortunately for me, while I had been lost in mutual oral pleasure with my eyes closed, Darren 
had quietly emptied a remarkable load of hot monkey custard into Jenny’s backside, and then he’d 
pulled out with predictable results. It wasn’t my tongue that had made her beef pocket so 
impressively moist after all. The worst part was that I’d swallowed most of the devil’s own cocktail 
in the mistaken belief that it was my prize for being so good at cunnilingus. I ended up blaming the 
ensuing bout of puking on the evening’s drinks.

So kids, my advice to you is: if you ever end up being asked to a threesome, for goodness’ sake, 
either get the boy/girl ratio right or ensure that gravity is on your side.

Apologies if the ending to this tale has left a nasty taste in your mouth too.