Twenty and stupid [M/F] | 2016

Nineteen and twenty was something of a low-point in my life; parties and sex came easily, though it was a life without a lot of meaning and a huge spiritual void. All of it finally culminated with a sordid seven months I spent with the Sanders. All of that started with a girl named Sandra that I met at a club.

This is a story of three parts, each of which is its own story of highlighted sexual moments, which I still like to think about these days. In a way, it was a period in my life that made me grow up, thought I still wish it didn't leave me feeling 'stained' as it were.

As I said before, this was a particular low point in my life when I had decided to stop living with my parents, mostly out of a sense of misplaced pride among other things. I had finally crashed with a friend called George (I say 'friend', but acquaintance is probably the better word) who was looking to share the cost of an apartment. This had been going on for a few months, with life being work in the day, and largely meaningless parties and outings at night with booze to boot – sometimes I'd get to the office in a deplorable state, but since the business was owned by my dad, I believe my co-workers refrained from bringing it up (and for which I'm eternally grateful).

That night was one not seemingly different from any other; George and I had decided we had some extra money and we were going to party and pick up girls. George met some friends and I figured I'd go at it solo and it wasn't long before I was alternating between the dance floor and the bar. At one of my return trips to the bar, I had managed to get a good buzz going and it wasn't long before I had a new partner for the floor who had decided to approach me. She was a pretty petite blonde in a black one piece tube, her breasts pushed up for presentation and a pair of CFM pumps. I didn't think much of it; she was a little giddy and seemed to be looking for someone to dance with, so I took the dance. We did some flirting and she was a lot more physical than the other girls I had danced with that evening, even pressing up closer against me when I dared to caress her shapely behind, so I figured that at some point I'd see if she was amendable to coming back home with me.

It was at around that time that I realised I hadn't seen George all evening – since I had the car, he was relying on me to get him home. I tried calling, but to no avail. At that point, I told the girl, who called herself Sandra, if she wouldn't mind waiting for me for second as I had to find George, to which she giggled assent. After nearly 10 minutes of looking around, I was starting to get irritated and it got worse when I finally did find him.

George was completely wasted – a wreck in every sense of the word – and worse, he hadn't passed out yet and was making a complete boor out of himself. I tried to get him to cool off before the bouncers decided to come and investigate or he pissed off someone who'd send them in his direction, but George just turned his ire on me. It mightn't have been so bad if I were drunk myself, but I was still cognisant and George was letting out all his secret frustrations and good few insults to spare. Any feel-good factor I had from the drinks vanished quickly and I starting to get more than a little pissed off. Whatever was going through his head, it finally reached its peak and he decided to take a swing at me. Like I said, he was totally wasted, and I didn't even have to dodge for him to miss. George keeled over onto the floor, tried to get up, and started puking. I wasn't amused in the least. I gave his arm a reprimanding tap with my foot, which wasn't even hard, but he just suddenly collapsed into what he had up-ended on the floor.

I was seriously contemplating leaving him there when I felt a small tug on my sleeve and saw that Sandra was at my side. "That your friend?" she asked with a little amusement. I grudgingly admitted to the fact, though really I didn't want to have anything to do with him at that point. I lifted him to a nearby couch, took off his stained jacket and wiped his face to clean him up a bit, wondering what I should do next.

"You going to go home soon then, baby?" Sandra looked pointedly at George's poor state. "Don't think you can leave him like this for long."

"Yeah I guess," was about all I could manage. Sandra saddled up closer against me, pressing her breasts against my arm, which instantly had her my full attention. "Wish I could have given you a good time this evening." Although a little turned on, my thoughts was on getting the ass home, and I was only openly talking my regret.

"You still could," she smiled back coyly, which had fire racing down my veins. It would be the first time I might have a sexual encounter outside of the bedroom, apart from making out in the back of my car once. Frankly put, Sandra was hugely appealing and I was more than eager to get away from the disgusting mess of a man that was slouching on the couch.

We made our way back to the women's toilets. Sandra went in first. A little while later two girls came out in conversation, ignoring me where I was leaning against the wall nearby. Sandra peeked out, letting me know the coast was clear. I licked my lips nervously, took a glance around and headed in. We groped and laughed a bit and took our first kiss. We went for the cubicle for the disabled at the back for the space. Sandra pushed me in and pulled the door closed behind her fumbling with the lock behind her back whilst keeping eye contact with me. I unbuttoned my shirt a bit and started to unbuckle my trousers and pull down my zip. Sandra came over and helped with the rest.

"Christ, you've got a big pair!" she laughed merrily. I'd heard variations of that before and wasn't abashed. At a little over 7", I'm pretty average in size; as her words should tell, it's my balls that calls more attention – if I ball my fist and loosen it a little, it's generally what I have down there and I always have trouble sitting with closed legs on a packed bus. Sandra was going down on me and I was starting to get into the mood of things. The use of her mouth was really good; enough for me to suspect she must be well practiced. Her head rolled as her lips clung and sucked; her tongue flicking on the underside of my cock head, and her fist pumping my turgid shaft until I was aching.

I lowered myself so that I could sit on the toilet seat and then reach down so that I could hook aside the thin material of her panties and start fingering her pussy which quickly turned wet. Her head shot off my cock with a sultry groan. We looked into each other's eyes for a heated moment before she went right back at it, giving as good as she got. As good as she was sucking me, I was aching to bury myself into her as I felt the hot feel of her pussy sucking at my fingers whenever I plunged them into her.

Eventually I had to get her off as she was doing too good a job. She tried to go back at it until I wrapped my hand lightly around her throat – probably a bit rough, but she was looking at me with smouldering blue eyes that didn't look like they minded. I guided her to take my place on the toilet and held her against the wall as I proceeded to finger her whilst I still kept her away by the throat. It didn't take long before she was clutching at my clothes and had thrown her legs open wide. Abruptly she snapped her legs closed with a snarl, trapping my hand in a vice as she arched her back and her nails dug in my forearm. Experimentally, I tightened my fingers a little around her throat. A little breathe escaped her and her hips began to quiver, leaving me to watch her in silent, holy appreciation.

At last, she opened her legs and let go of my hand. She stood up unsteadily and started fishing off her panties and stepped out of them. "Come on baby," she breathed huskily, as she lifted up the lower hem of the tube over her buttocks. "Give me that cock."

I was more than happy to do so and she told me there were some condoms in her purse. As I tore open a packet and unrolled the rubber onto my throbbing length, Sandra placed herself against the wall and raised one of her legs onto the hand rail supports. In no time at all, I had sheathed myself into her with groan and began to pump away at a moaning Sandra. I hadn't heard the door to the restrooms open, so I dared a hot slap on her ass. Sandra growled and looked at me over her shoulder snarling, but her face was wanton. I gave another lusty slap as I continued to shaft her. She growled again and started to thrust back into me. My hand hooked her hip as I aided her efforts, pulling her into me as I thrust forward.

"Oh fuck yes!" she cried out, letting her head hang. My balls were beating against her pussy from my efforts, which hurt a little but the clutch of her pussy was too seductive to stop.

The door of the women's toilets opened and someone called out inside, looking for an Anne. The two of us tensed; I was pausing to let her go away, but Sandra rolled her eyes with some irritation that had me a little puzzled. The girl called out again. Sandra turned around and pulled me to her by the lapels of my shirt. I promptly forgot about the girl when I felt Sandra's lips on mine and realised that she wanted to continue as I felt her hand reaching between us and fixing on my cock. We moved up against the walls again, Sandra spreading and me fixing my shaft to her entrance and pushing into her again. Seizing her legs and hefting her smaller frame up, I began to pound away again as quietly as I could.

The girl didn't leave however, and began to open up the stalls, all the while calling for Anne and otherwise sounding like a real banshee, making me think she might be drunk. Sandra was breathing hotly in my face and I locked eyes with her. The sound of opening stalls approaching was proving to be a turn on and Sandra had that look that said she was going to cum written all over her face. I gritted my teeth and doubled my efforts.

Ours was the last stall and I was just waiting for our door to rattle as the girl tried the locked door. Instead, the door flew open and both Sandra and I nearly jumped out of our skin, my length shriveling just a little from the shock. A slightly Indian-looking girl stood there absolutely aghast at our display.

"Fuck!" she shouted and not in a pleasant or arousing way. "You're a fucking whore Anne! You're a fucking skank! Fuck you!"

She spat at us and was storming away, spewing more of the same before I could gather my wits. Sandra... or Anne as it turned out to be, eased herself away from me with a half-hearted smile and hurried off after her, fixing her clothes on the way, calling after her – Sarita was her name apparently. I was still no closer to figuring out what had happened, but I did know I was a half-naked man with my cock hanging out in a woman's bathroom, and alone, and I needed to be out of there quick. Jerking my clothes on and stuffing my slippery half-erection back into my pants, I was out quickly, hoping no one saw me as I left the toilets.

I just spotted Sandra/Anne leaving the front and, wanting some enlightenment as to what the hell had just happened, followed. My girl for the night was standing there in the middle of the parking, stamping her feet and swearing. I couldn't see this Sarita, but I figured she must have gotten a car and left. Sandra was looking a little dishevelled, so I approached and did my best to fix her. She rounded on me until she realised that it was me, at which point she allowed me to fix her up to the best of my ability.

"Hey, I'm sorry, I'm really sorry," she sighed at last. "That was my sis. Well, half sis anyway. She's always a proper bitch who can't mind her own fucking business!"

I flinched at the prospect of getting involved in family matters, but she didn't press it further, looking a little embarrassed over the whole matter, before giving a sudden, rueful grin.

"I'm Anne by the way," she offered with a shy smile and an awkward handshake. "Uh... nice to meet you again David."

She gave a nervous laugh which I could only repeat as I shook her hand, wondering what weird, fucked up moment this was. She looked a little cute then, but at that moment I was far too bemused to know what to say or do. Anne turned around on the spot indecisively before gathering her thoughts.

"Hey, you said you were driving your friend home, right?" she said at last to which I assented and getting an idea of what her current dilemma was. "I don't suppose you'd be able to give a girl a lift home, would ya? My stupid sis took the car and fucking left me here."

I sighed, but I had already seen it coming, so I shrugged that I could do so. I had to go back inside to pick George up, all the while hoping he wouldn't puke in my car. Since it was easier to get George home first, I took that route before bringing Anne to hers, which was on the other side of London and would have been the longer drive. Once we got her place, I asked if she'd be alright before waving her goodnight, but I could see that Anne was hesitant just to leave it at that. She came clipping back, her heels loud on the concrete and leaning at my car window. "Hey," she grinned. "You maybe wanna finish what we started?"

To be honest, I was a little hesitant, between being caught in a family squabble moment, this was a bit of the poorer side of town and not particularly appealing. I suppose that as a guy, the prospect of sex won out. After finding a place to park, we made our way up to her apartment (more accurately, it was where she was staying rather than by ownership). Anne went in first and then signalled me to follow a little after. Following her shape in the half darkness of the place, she quickly opened a door and I followed through. The lights came on and after a few seconds of looking around, I was inside a girl's bedroom that I had a lot of reason to suspect wasn't Anne's.

I was starting to have reservations about the whole thing when Anne started stripping; pulling down the top of her tube and removing her bra to free her breasts and pulling up the bottom to reveal her sex. Immediately, she came over and started helping me out of mine. My shirt was off and as soon as my trousers came down to my knees, we were already tumbling onto the bed. Anne teased the head of my shaft against her pussy lips for a little bit before finally tearing open a condom and sheathing my cock anew. I ploughed into and started bucking whilst Anne sighed and threw her head back, spreading her legs open and let me work her as I wanted. Neither of us spoke for long minutes, Anne in her own thoughts and me with my head between her pert breasts, breathing heavily and grunting at the hot clutch of her pussy. Once I could feel the tension building, I started getting more vocal, letting her know I was going to unload.

"You wanna do something naughty for me babe?" she asked like a smiling imp, which had me wandering, though not enough to stop my pace. I tried to ask her what, but she just deepened her grin: "Do you want to or not?"

The only thing I could really think about then was getting the release my body was asking for and was prepared to agree to almost anything, provided I came. So I told her sure, at which point she deftly got me off of her, leaving me starting to regret it slightly. Then she slipped off the condom, which perked me up slightly with interest, and started to jerk me off with her hand, occasionally teasing the underside of my cock head with her tongue. As I came closer and closer again, I saw her fishing about on the bed before picking up a modestly sized teddy bear near the head of the bed.

"Anne, what the hell are–" I didn't get to finish what I wanted to say as Anne's fist began to fly on my cock and her tongue continuously working under my cock head. I couldn't take it anymore and my semen began to spurt, and Anne deftly shifted to allow some of it splatter the stuffed toy, whilst her breasts and stomach found the rest.

"What the hell?" I managed whilst catching my breath. Anne was rubbing the toy with what had landed on it.

"Sarita thinks she's right proper little lady," explained Anne as she made to replace the bear. "But I know she's been happy to spread her legs more than a few times and even uses her little teddy to grind her clit on. Well, now she can get a little something to go with that."

I sat on the edge of the bed and gave a sigh, wondering if perhaps I shouldn't have skipped out like my instincts had told me to when she first asked me to come in, as it seemed to have turned into something really tedious. Without getting dressed, Anne pulled me up by the hand and towards the door.

"Now we go to my room," she grinned. "I'll make this up to you tonight."

Anne did make good on her promise, enough that I almost forgave her for this little incident that left me feeling like a douche. As it were, one night was going to turn into almost seven months.