Sneaky Alleyway Sex

Miss S was always into outdoor sex even more than me I soon found out after meeting her at a bar just near her work. We had an Instant attraction ever since our first very public kiss in that bar. We started ticking off our fantasies of outdoor sex from our first proper date, ending up on an island where I had often fantasised about having sex with a girl. We got a little gamer on our second trip there and Miss S’s Orgasm moans (well screams actually) startled an unsuspecting kayaker.

But this night started off with no outdoor sex plans at all. We had just met a gorgeous couple at a sexy bar in the city, we were both very attracted to them and asked them if they wanted to get a hotel right now and do some of the sexy things we had just talked about, but she had to work early the next day. So we left feeling only slightly bummed having made plans to definitely meet the next weekend. As we walked out of the bar and into the neon lit night of one of the sexier streets in Sydney we both knew we weren’t done for the night and started looking for a nice bar to go to. We were feeling fussy that night so kept walking past a number of great places until we glimpsed a faint orange and pink glow right down the end of an otherwise dark alley. As we walked closer we could see we had made the right choice, it was a tiny but beautifully lit and decorated little cocktail bar with only a small line up happening outside.

After a couple of the most delectable cocktails each and some hilarious flirting with the waiter who accidentally brushed his groin very firmly against Miss L’s backside while he tried to squeeze past. We left feeling very happy and flirtatious indeed. We gripped each others ass’s tightly and playfully as we walked down the dark little alleyway towards the city streets again.

As we walked, I noticed that there were smaller alleyways coming off this one and it prompted a long held fantasy of mine of having sex in a city alley. There’s something about the risqué and slightly dirty feel of an alleyway. I looked at Miss S with eyes that I knew were burning with sexual suggestion.

She took one look at me as I nodded towards the upcoming alleyway. Her eyes burned back with that knowingness you can feel when two people know what they want without saying it!

We turned into the next tiny alley with an awkward and guilty little half dance manoeuvre, almost giggling at the realisation that yes we were actually going to do this. I took charge of finding the most discreet place possible but it really wasn’t that well hidden and I almost panicked thinking that Miss S would surely object, but my fears were soon set aside as she gently tugged my hand and led us both into the exact little nook I had been eyeing off already. I took a hold of her shoulders firmly as soon as we had gone as far in as it was possible to get, I spun her around and pushed her sensually and firmly up against the bricks which were black from their years of city life and scrawled with classy looking street art. I swear she had never looked so beautiful with her fair skinned cheek squashed up against that dark alley wall and I had never felt so horny or so hard in my life. I kept her pressed on the wall with one hand while i slowly moved the other down to her left thigh below her tight fitting cocktail dress. Soaking in the gorgeous feel of her silky smooth dress and stockinged leg, I slid her dress up along the length of her suspenders and over her lovely ass mound. This left her pantieless, and her crotch exposed to the world and to my searching fingers. I soon found the folds of her already dripping pussy and my fingers slid straight in to that familiar tight warm hole of joy. This was the naughtiest and riskiest sex I had ever had and I wanted to make it last but the situation was precarious, a resident of one of the flats or business that backed onto this alley could walk out at any time and people with a curious eye could certainly see our asses sticking out from behind the edges of this inadequate nook. So I unzipped myself with one hand while I slowly bought my other hand up sensually over Miss S’s beautiful silky dress where it pulled tightly at her hard nipples as they tried to burst out through the fabric. I enjoyed that comforting feeling of warm breasts and moved up to a gentle throat hold which always gets us both feeling super horny.

With my super hard cock now sticking straight out of my zipper I push her up against the wall and with my knee direct her to pop her ass out for me. She does so so obediently and submissively it makes me feel confident and desired. My cock throbs hard and fast as I direct it up to the hot wet warmth of her pussy where my fingers were teasing just a moment ago. All sense of patience suddenly leaves my body as my tip feels the first touch of her pretty pussy and I thrust it in with one desperate hungry stroke right to the base of my shaft and the tip of her cervix. I’m deep inside her and she moans as she feels me filling her up and the throbs are so strong I don’t even have to thrust for us to feel the most amazing instant connection. As that first initial wave of pleasure passes I start to thrust into her faster and harder, she responds instantly with the most powerful moans I’ve ever heard her give. I know it’s not going to take long for me to be ready so I slow my thrusting just a bit and nibble on her ear, trying to sense where she is up to and wether we’ll get to make her cum tonight. The feedback is a nod and a definite sense that she is close too, so I go back to my fast and hard rhythm and sure enough there’s no turning back now and my orgasm energy heats up to burning point and I feel her pussy respond with pulses of orgasmic energy and ample amounts of her hot pussy juices now flowing down over my balls, I reach around to her mouth to muffle the scream that I know is about to burst out.

She bights my finger a bit too hard, and we both muffle our orgasm moans which only directs more waves of pleasure back and forth between our sweaty body parts.

Catching our breath we pull our clothes back together and slip back out of the alley with another little guilty but very satisfied dance 😉.