As an experience I can recommend to all, I lived in a series of share houses for five or six years after the end of University until I moved interstate. Sure, there was the odd instance of insanity from housemates, yet for the most part I had a great run of friendship, fun, and debauchery. This was just as online dating was taking off as a common thing - it straddled that boundary of Tinder being viewed as solely a hookup app to one that most younger people seeking genuine dates would use regularly. Most of my housemates were single or casually dating other people and we'd all have boozy nights chatting about our love lives and egging each other on.
So I'm James, and to give you a little more background, I had started as a pretty shy guy when it came to women. I'd develop crushes on women from a distance though would rarely act on it, or when I did it would be in a cute but awkward way with women 'out of my league'. No one wants to be 'cute' in that scenario, but at the least I now know that the idea of someone being out of your league is not always true. I'd had a few semi-serious and serious relationships by the point of turning 25, but it was only when I moved out of home into the share house that I properly grew in confidence. It all starts with a sense self-worth, right? Equally so for me, it was about having a group of male and female friends I lived with where we all supported each other and built up each other's confidence.
In one of my more memorable experiences, I'd been casually seeing Sally for a few weeks - maybe getting onto two months. Neither of us were exclusive, although we were approaching that cusp of deciding if the connection would turn into something more. As pretty much all men do, I'd always desired a threesome - although I was a little uncommon in not being fussed if it were two men or women involved. So in the spirit of a footloose house, rather than having a serious discussion with Sally on whether we should start 'properly dating' I asked if she wanted to find a third for our bedroom.
Now I'd grown in confidence, but that still had it's limits - so I asked her this in a text message conversation. We'd been teasing around fantasies, and she had asked about things we wanted to experience or try. I hadn't put a lot of thought into asking this, and sort of blurted it out.
Me: *Well a big one for me is to have a threesome. I love the idea of experiencing something so different from sex between two - I think it would be really fun to explore.* (Nervous waiting intensifies) Sally: *Haha really? Like what, two women?* Me: *Ha - well sure, but I'd definitely be open to having another guy involved, though I wouldn't interact with him myself. I guess it's the dynamic between three people and how you connect that's pretty fascinating, if that makes sense?* Sally: *Mmm that does sound delicious.* (more nervous waiting with the 'Sally is typing' at the bottom of the conversation, seemingly for hours) Sally: *I've never been with a woman but that's something I find pretty intriguing.*
And we're off to the races. I was on board, Sally was on board - but neither of us really knew how to find the third, aside from becoming that weird couple on Tinder where people you know might see you. Enter the housemates. At this stage I volunteered at a charity, and did a bit of work here and there, and spent the rest of the time in leisure - that day was lazing in the backyard with my housemate Jenny. I'd laughed and grinned when Sally had said she was keen and when I explained why to Jenny, so did she. 'You're kidding? You dirty man James,' she said while I protested my indignation. We had a decent amount of banter, mostly on how were we going to possibly find someone. Then things got even better.
'I know someone who'd be keen,' Jenny said. Turns out Kylie, one of her high school friends was incredibly open, sex positive, all the good things when you're looking to explore as a mid-twenties guy. And the best part was I'd met Kylie, and we got on like a house on fire. The next few hours were this back and forth of texting between four people with Jenny acting as the middle-woman to connect us, a few photos (safe for work, sorry all) going back and forth, and an agreement that the three of us should meet at a house party the following weekend.
It was one of the longest few days I've had to wait.
The house party was great - a little more civilised than most I'd been to, as the hosts even got a band they were friends with to put on a short concert. Picture those Bon Iver Take Away shows but with a far less famous folk trio. Better yet, the three of us got on amazingly.
I didn't need to imagine what Sally looked like nude - I knew. She was tall, nearly at my 185cm's (a little over 6 foot), and quite slender. Her pale blonde hair nearly touched the bottom of her shoulder blades, and when she was riding me in bed it was a sheer curtain over her small breasts and perky nipples. Of course at the party that was all covered up. She was wearing a summer dress, floral patterned and elegant that came to just above her knees. My mind was filled with the thought that she had chosen that to impress Kylie. If my reaction was any guide, it would.
Kylie was an unknown. I knew already, and my eyes that night could tell she was beautiful - the dress she wore was tighter than Sally's, and showed off her curves. It was more than that with Kylie. She was one of those magnetic people with an understated charisma that held your attention. And you wanted hers. Both Sally and I found ourselves matching her quiet voice, leading the three of us to move from the initial nervous stance spread across a corridor, to a more intimate circle, less than an arms length between us.
Over the night the three of us ebbed and flowed away from each other. After a fairly short time I knew the spark was there, yet the uncertainty on what would happen next remained. Sally and I found ourselves around the small fire in the backyard (it was summer, sure, but what's an Australian house party without a fire pit?), my arm around her. We didn't need to say anything - I could tell by looking at her she was on edge, and incredibly aroused. She met my eyes, smiled and nodded.
We joined Kylie in the kitchen, her holding a plastic cup of red wine and chatting to a few friends. I'm not entirely sure who said what, or to whom, but we found ourselves in a taxi-van back to my place, with my housemates, Sally, and Kylie.
All of us ended up in our kitchen, new drinks, and chatting with music in the background. It was a rather odd feeling with anticipation between the three of us building and most my housemates also knowing we were about to go into my bedroom and fuck.
***
We were sitting in my room, the two of them on the edge of my bed and I on my desk chair. I'd put music on - Massive Attack, or something similarly cliched. Kylie asked us what we were looking for, why we wanted to find a third, and why her. All of us were more than a little tipsy, and the conversation doesn't stick in my mind, yet I do remember we felt the same. Sex is great fun, and best when it comes with a connection and respect, and we don't need to be possessive about pleasure. I do know the tension was getting unbearable.
Sally told Kylie she hadn't ever been with a woman. Each of us had our hands gently stroking other's legs. Sally and Kylie kissed. It was soft, a little tentative, and bathed in the soft light of the lamp one of the most beautiful things I'd seen. Their hands entwined, and Kylie put her arm around Sally's waist. I watched, not wanting to break the moment - this was Sally's first kiss with a woman and she should have that to herself.
It seemed an eternity later that they turned to me, and the three of us traded kisses. My mouth slid from one to the other, along Kylie's neck as they kissed and behind Sally's ear, my lips met Kylie's, Sally moved from my jaw to hers, then up to join us as the three kissed at once. It was a wonderful mix of awkward and electric, that feeling of being with and kissing a new partner for the first time multiplied a hundredfold.
Kylie stood up and took us with her. She was experienced in sharing, and her taking the lead flowed beautifully. Hands running over each other, stealing kisses as we went, we stripped to our underwear. You always imagine it would be graceful and erotic, but of course it was flavoured by eager nerves and a growing sense of urgency.
Kylie was stunning in a casually lacy bra and underpants. Unlike Sally's slender frame, Kylie had wonderful curves and her breasts were a large handful. Kylie kept saying how lovely Sally was, leading to blushes and smiles, and when Sally said the same to her, Kylie grinned and kissed her. I unhooked their bras as they kissed, their arms dropped and the thin material fell to the floor. Their breasts touched as they came together and circled their bodies with searching hands.
