I'm not sure what first made me take the leap of joining a contacts site for casual sex. I'd often watched porn online, but had never done anything interactive. As a second year university student in London, getting picked up in clubs or bars was easy. When I had an itch for casual sex, it was easy to get it scratched. I guess I'd often found it disappointing though - I'd found guys my age (I'm 20) generally disappointing in bed and certainly nowhere near as good as they thought they were!
So maybe I wanted something a little bit different. I was also keen on having sex for sex's sake without the tedious "mating rituals" of being bought rounds of drinks over small talk or catching someone's eye on the dance floor.
Mainly though, I was just curious. I certainly wasn't going to meet a stranger for sex, I told myself, I was just feeling a bit inquisitive and wanted to know what might be "out there".
I signed up and completed my profile. I kept it quite "vanilla", just a passport photo and my vital statistics really. I used my real name, Emma, but kept my surname well out of it! I was mainly interested in what other people were offering and looking for.
I clicked on a few profiles, it was roughly what I expected – regular horny men looking to fuck or get sucked off. Then I came across a profile that really caught my eye – two men looking for an attractive younger girl for a threesome and, ideally, her first ever double penetration.
Wow. Direct and to the point, for sure!
I'd say I'm above average in terms of being sexually active. I've been fucked by about thirty or so men and am not at all adverse to hot one night stands. I'm also pretty liberated in bed, I've been told by a lot of men I've had sex with that I dish out a good "porn star experience". I definitely wouldn't describe myself as stunning or gorgeous, but I'm told I'm very attractive. I'm a bubbly blonde, and have a pretty good body, nice, firm 34c breasts and long, shapely legs. My arse is maybe slightly on the large side, but hey, you can't have it all!
However, despite being pretty open minded, I've never had sex with more than one guy at a time. I've had a threesome with Karen, a friend of mine, and her boyfriend Jack (basically I sucked off Jack as Karen snogged his face off!) but I've never had two men in bed. I watch a lot of MMF porno and find it incredibly sexy, but I had always put it in the box marked "fantasy" rather than something I'd actually try myself for real.
Anyway, I had joined this sex site out of curiosity. I wasn't actually going to meet people, I was just exploring. I was determined not to be a prick tease and lead any guys on, but what was the harm in dropping these two men a short email message?
So, I just introduced myself. Said I was 20 years old, a sexy blonde university student, looking to explore my wilder side, that I fantasized about getting fucked by two men, but that I wasn't really sure I'd ever go through with it, but I adored watching girls get double penetrated in porno. I also attached a slightly sexy photograph, nothing too frisky – just me in a loose top, short skirt and black nylons.
Well, talk about "red rags to a bull"! Within just a few minutes I had a very eager reply. Their names were Phil and Terry, two older guys from the other side of London, they adored my pic and would love the chance to "break me in". They'd be willing to book a nearby hotel room right now if I was willing to take the step of making my fantasy into a reality.
I could feel my heart rate quicken as I read their message. I wasn't going to actually go through with this. Of course not. But suddenly my idle fantasy seemed to be coming into sharp focus. It was becoming much more tangible, much more easily attainable. I felt I could reach out and touch it. If I wanted to, if I was willing to take the plunge, it seemed I really could get myself fucked by two men – and that very evening.
It was madness, of course. There was no way I was actually going to go through with it. But the tantalizing thought made the hairs stand up on the back of my neck. I was getting incredibly turned on just by knowing the opportunity actually existed – right in front of me on my computer screen.
I messaged Phil and Terry back, saying the concept turned me on like crazy, but I wasn't sure I could actually take a full on double penetration. I'd been fucked in the arse quite a lot, but being fucked in the pussy and the arse simultaneously seemed really damned hard to take.
They replied instantly. They said it would be very intense, but that they had plenty of experience of giving girls their first DP and that I'd kick myself if I didn't go for it. And they sent me a link to a video of the pornstar Jenna Haze getting double penetrated. If she can take it, they asked, why couldn't I?
For the first time, the thought entered my mind that I might actually - just conceivably - go for it.
It seemed crazy, but I was getting more and more turned on. I walked away from my desk and went to the kitchen to pour myself a very large gin and tonic. I needed a moment to think.
I had no plans for the evening and my boyfriend would be out until very late drinking with his friends. I could stay at home and watch TV or maybe catch up on some college reading, or perhaps I could get myself to a hotel and finally live out a big sexual fantasy of mine.
My heart was beating so fast with nerves, but I could also feel myself getting wetter and wetter. I poured myself another stiff gin. If I was seriously contemplating this, I needed some Dutch courage!
By the time I got back to my PC, I had another message from Phil. It read "Well??? Terry and I REALLY think you should go for it!"
I sent an email back saying I was starting to think I might say "yes". Quick as a flash, I got another message saying "Great. Why not come to the hotel, meet us for a drink at the bar? If you don't feel comfortable, you can walk away".
By now, I was more than halfway to talking myself into going for it. I could go along, meet them for a drink and if I felt uncomfortable, I could just turn on my heels. If Phil and Terry seemed okay, and I felt at ease, well, then I could get myself well and truly fucked. What wasn't to like?
I dropped them a note saying I was willing to give it a twirl. We exchanged telephone numbers and they suggested we meet at a hotel in Victoria at 6pm. I checked my watch, it was already nearly 5pm and it would take me about 30 minutes to get to the hotel.
I figured I'd better get myself tarted up, I had just been slobbing around at my flat all day and was just wearing a sweatshirt and jeans and no make up. I reasoned that if I was going to go and act like a slut, I might as well dress like one!
I had a quick shower to freshen up and then decided I was going to make a real effort to look slutty and sexy. I slipped on my best, black seamed Victoria's Secret stockings and a red suspender belt. Then I put on some sexy, red crotchless panties and a super hot red bra. A black leather mini skirt, a tight black blouse and my killer "fuck me" 5 inch black stilettos completed the look. I slapped on plenty of makeup and lots of bright red lipstick.
I looked myself up and down in a full length mirror and was pleased, I looked like an ever-so-slightly-up-market hooker which was just the image I'd been aiming for!
Shaking with nerves and trembling with excitement, I set off from my flat to catch the train to Victoria. The journey took no longer than usual, but it seemed to last forever. I wondered if I'd overdone the slutty look, I got a fair few glances on the train – probably because my skirt was so short that my stocking tops were clearly visible!
I got to Victoria station and looked at my watch, it was ten to six. I sent Phil a text message saying "On my way x" and got an immediate reply saying "We're already here. What are you drinking? X". Easy answer – "A very large gin and tonic please!"
I spilled myself into a taxi – there was no way I could walk the half mile to the hotel in those stiletto heels. As the cab dropped me at the hotel entrance, I couldn't decide if I was shaking with nerves or with sexual excitement. Or both!
The bar was pretty quiet. I hovered at the entrance wondering whether to turn back. I thought I could see two men who I assumed were Phil and Terry in the corner. Trying to look as confident as I could muster, I walked purposefully over towards them.
They clocked me immediately and rose from their seats. "Well, well, well, you must be Emma and – fuck me – you look even better than in your photo. I'm Phil". Phil was a beast of a man, at least 6'4", his head was shaved and he was built like a brick shithouse. I'd guess he was in his early 50s. Terry was a bit shorter, maybe 5'11", slightly on the chubby side, not fat as such, but "rounded" and perhaps a year or two younger than Phil. He gave my arse a gentle squeeze as he kissed me on both cheeks. Both men were well turned out in nice suits.
My drink was already waiting for me and I started glugging away on it as I sat down and crossed my legs. Fortunately, we were sitting in the corner of the bar, otherwise everyone would have got an eyeful of my stocking tops and suspender belt!
Terry got up to buy another round of drinks and Phil used the opportunity to slip his hand onto my thigh, gently caressing my nylon-clad leg.
"You've dressed just perfectly for this," he whispered into my ear.
"Glad you approve, I do my best!" I smiled.
By the time I tucked into my second gin and tonic, the alcohol was beginning to relax me, I was still tingling, but now more with anticipation and excitement rather than with nerves.
Terry came back with the drinks and sat down right next to me and put his hand on my knee. I felt so fantastically sexy and desired. I was glad we were in a discrete corner of the bar as I was basically being touched up by two middle aged men!
I uncrossed my legs and parted my knees, Terry immediately slid his hand up my skirt to my pussy and started oh-so-slowly fingering me, a smile crossed his face as he realised how wet I was getting. Phil continued to stroke my thigh as his friend was easing his finger into my cunt, he lent over and whispered into my ear "I am so fucking glad you dress like Jenna Haze, I fucking hope you act as slutty as her in the bedroom too!"
Any chance of me turning on my heels and leaving the bar was disappearing fast! I smiled at Phil and said "You'd better believe it!".
I slipped my right hand onto Phil's crotch as I continued to sip my G&T.
Jesus. His cock was stiff and huge. My boyfriend is average size – about six inches – but I'd swear Phil had around nine inches of hard, hot man meat and I could feel it throbbing as I gently stroked it through his suit trousers.
I knocked back the last of my drink and Terry, who now had two fingers up my snatch, said in a firm, serious voice, "I think it's time we went to the room". It was now way too late for me to disagree, so all three of us stood up, left the bar and made our way to the elevator.
As we got in, it struck me that not only had I never been with two men before, I'd never taken cock from guys this old. I tried to put out of my mind that these guys were older than my parents as I put my arms over Phil's shoulders and lent forward to let our lips meet.
He pressed his body against me as our tongues mingled and I could feel his massive, hard dick throbbing against my navel.
Within a couple of seconds, the elevator pinged and the doors opened on the sixth floor.
Terry ushered us out and guided us down the corridor. Rushing through my mind was just "Oh my God...Oh my God...I am actually going to take dick from two guys."
Terry swiped the keycard in the room door and we hurried into the room.
"Get your tits out and get on your knees," Phil demanded.
I was now fully into this. I tossed off my blouse and pulled off my mini skirt and sunk to my knees in the middle of the room. Given the situation I'd got myself into, I thought I may as well try and act like a porno star.
"Come on guys, get over here and let me suck on your hard cocks."
They didn't need a second invitation. Terry was the first to unzip and I eagerly slipped my hand into his trousers, slipping out his firm dick. He was also bigger than my boyfriend, about 7 ½ inches and nice and fat. He was already oozing precum.
