CrazyAngel

It has been a long time since I last used a chat room. To be honest I'm not even sure if they still exist now that we have smart phones and their wide variety of apps for dating, online forums for a range of subjects, and the various forms of social media that are available. But back in the late 90s, when I was finishing school, and in the early 2000s when I was saying goodbye to my teenage years, I did on occasion visit a few different online chat rooms.
The first was while at school. A student website that we were encouraged to use had a chat page on it which once discovered regularly had several of us using for a bit of fun during some boring lessons. The problem with it being filled with people from the same class was that they were people that you would be talking to anyway, often sat at the next computer or only just across the partition, but by using an alias you couldn't be sure who it was or where they were. On occasions some of us guys would pretend to be female to wind up one of the other lads if we worked out which name he was using, or we may sometimes strike lucky and find students of other schools in there too and manage to strike up a conversation with someone new (hopefully female). It was all harmless fun to pass the time, and soon the bell would sound for the next lesson or home time.
As I left school in the early 2000s and entered the world of work, on evenings when I wasn't out with friends I would tend to use more 'grown up' chat rooms rather than the student type that I had used while at school. By 'grown up' I don't mean specifically sex or dating chat rooms, just chat rooms intended more for use by adults.
Of course, while the chat rooms weren't necessarily intended for sex or dating talk, inevitably there would be such conversation at times in addition to the general chat going on. In the chat room I began to favour, usually such conversation would usually be carried out by private message, and I soon worked out that the most common method of starting up a conversation was to send someone the simple question 'a/s/l?' -- meaning age/sex/******** -- which also allowed you to quickly establish whether the person you had messaged was worth talking to, assuming they replied to you. Often there would be no response, but undeterred I would continue to try to strike up conversations, always hoping that the response to the a/s/l question would be that they were somewhere between 18 and 25 and female, and if I was really lucky also located relatively near to where I lived.
After a while using the same chat room at similar times of day, I started to recognise some regular names. One girl who was only a few months younger than me was in the neighbouring town, and initially conversation with her seemed promising, and at times a little flirty. However, I soon discovered that she was a mother of a young toddler, having had a baby while still at school, and it seemed that she was into taking drugs. I suggested to her that it sounded like she may be mixed up with a bad crowd and that it might be worth getting some help to escape it, but realised it was best to move on and speak to other people and hope for her sake that she would work it out for herself before she made too much of a mess of her life.
Some other young ladies seemed quite happy to chat, and also seemed more 'normal', or at least less complicated. Conversations again would at times be innocent flirting, with the occasional intimate question such as bra size, whether they were shaved, what things turned them on, and them asking similar questions in return. If I was lucky, cyber-sex with one of them would sometimes occur, with each of us describing in intimate details what we would do to each other.
Whilst there are obvious risks to this when you can't verify that the person you are talking to really is a 19-year-old blonde female with a 32DD chest, there was very little chance of ever actually meeting the person anyway, so the fantasy that you were describing to each other was really quite harmless.
One evening I logged on at the usual sort of time, and it seemed unusually quiet. There were a couple of usernames logged in that I recognised but hadn't spoken to before, and one who I had seen online many times but only spoken to briefly before, having got the feeling that she wasn't really interested in talking to me. I knew her name to be Louise, aged 20 and from Coventry, which was about 30-40 minutes' drive from where I lived.
After a few minutes a private message popped up from Louise saying hi and asking me how I was.
"Things must be quiet on here tonight. She's never been interested in talking before" I thought to myself. Regardless, I sent a reply saying I was well and enquiring how she was, as you would when making small talk with someone.
"You're from Coventry aren't you?" I asked
"Yeah, that's right. Good memory. Where were you from again?" Came her swift reply. The speed of the response surprised me almost as much as the initial contact from her, suggesting that I was probably the only person she was talking to right then.
"Not almanbahis too far away then. Remind me what you look like again xx" was her next response when I told her roughly where I was from, not wanting to give too much away in case she wasn't who or what she said she was.
I tried to describe myself as well as you can via a private message on a chat room "About 5ft11, slim, dark hair, brown eyes, big........."
I couldn't resist putting the 'big......' bit at the end, knowing that she would probably think it was a bit childish -- let's face it, looking back on it now it was a bit -- and be fully aware of what I was suggesting, but it invited a response to either ask me what I had that was big, or she would come back with a witty response despite knowing.
She went for the witty response. "Big feet?"
"I think you know what I meant" I replied, adding a wink.
"Lol! How big?" she asked, which was even more unusually forward for her.
The truth was I wasn't sure how big my cock really was, and I wasn't sure I really felt comfortable getting a ruler out to measure it even if I was in my own bedroom.
"About 7/8 inches I think. You'll have to measure it yourself to check" I replied, adding a wink
"Interesting" was her reply, also with a wink added.
"Remind me what you look like" I inquired to keep the conversation going, and to help with any fantasy cyber fuck that may be to come if the conversation continued to develop in the way that it appeared to be going.
"About 5ft5, size 10, bluey green eyes, longish red hair" came her reply.
A red head. I'd never really had any interest in red heads before. No real reason for that other than I usually tended to be attracted more to blonde haired girls. However, during a recent conversation in the pub with an old school mate who was back on leave from serving in the forces he let slip that he had a thing for ginger haired girls, and when quizzed more on the reasons for it he told us he found them to be better in bed. Whether this was true or not I had no idea, but it had intrigued me, and now by some weird twist of fate I was chatting to a red head who had just asked me how big my cock was.
"Bra size? Shaved or natural?" I messaged back, wondering if that would be pushing things too far with her.
Moments later I got my answer. "32D and a shaved puss."
Considering that she had previously shown no interest in talking to me this was quite a bold and unexpected response, but taking it as a hint that she was prepared for some more intimate chat today, I went on tell her how much I love a nice shaved pussy and described to her how much I would love to lick and tease her pussy and clitoris. She in turn responded similarly, confirming that she got very turned on from receiving oral, and described how she would return the favour by sucking my cock.
"And do you spit or swallow?" I enquired.
"I was always told it's rude to spit" She teasingly responded.
We proceeded to exchange a number of messages, engaging in cyber-sex, describing in intimate details the further things we would do to each other and the positions we would do them in. I was immensely turned on by the time she had to leave, but encouraged when she sent a final goodbye message saying "speak again soon xx."
I wasn't sure whether she intended to chat with me again, or even when either of us would be online again at the same time, but the chat had been a lot more fun than I would have imagined when I had seen so few people online earlier in the evening.
It was a few more evenings before we were online at the same time again. I didn't want to appear too keen or desperate by diving straight in with a private message to her. Our previous conversation had been fun, but she may have only seen it as a one off. I waited about 10 minutes before sending a message to say hi to her, but it was responded to positively, with her seemingly receptive to continuing where we had finished off a few nights before.
And this is the way things continued for a couple of weeks. Not every evening as I had other things planned some evenings, and presumably she did too. I did establish that she had no boyfriend at the time, and indeed I too was single, and so at the end of one chat session the possibility of meeting up was discussed.
"Would be great to meet you and have some fun for real. I think we'd both have fun" I suggested more in hope than expectation.
"I think we both would too" she agreed.
"Well we should definitely do it then" I continued.
"It would be great, but I'm not sure about meeting someone from on here" she replied.
Of course, she was right to be wary, as anyone should when discussing meeting with someone online. I was a little wary myself too as I still had no way of knowing that she was who she said she was, but the way the conversations with her had been going it felt worth the risk.
"Well here's my number. Message me if you want, I'll leave it up to you" and I sent her my number, once more in hope rather than expectation that she would send almanbahis giriş me anything.
I didn't hear anything that night, or indeed for the next few days, so assumed that she had chosen not to take the risk. In my mind I thought how much of a shame that was, but I completely understood. Then Friday night came, and just as I was about to head out to meet up with some friends my phone vibrated. As I reached for my phone, I could see that it was from a number that I didn't have saved.
'Hey, are you coming online tonight? I'm lonely and need someone fun to talk to. L xx'
L for Louise. It was her! She had decided to message me after all. Shame I was going out so I couldn't go and talk to her, but I could now message her instead. I thought of how to respond.
'Sorry, Can't tonight as I'm out with some mates. Should be able to tomorrow tho xx'
A few minutes later my phone buzzed again. 'Shame. I'm feeling really horny and need some fun'
We exchanged a few messages during the evening, and at times it became difficult to hide the fact that her messages were giving me an erection. She even brought up the subject of meeting up again.
'So when are you coming to Coventry then?'
'It depends on what's on offer in Coventry' I cheekily responded.
'Thought you wanted to have some fun. See if it's as good for real as it is in chat' She confidently replied.
So she really was up for some fun. I guess curiosity had got the better of her, as it had done with me. I didn't know how else to explain the madness of planning to meet up with someone I'd only ever spoken to online before to potentially have sex. What was I thinking? What if it was really a guy winding me up, what if she was older or younger than she said she was, what if........ All kinds of thoughts went through my head, yet the thought of it also turned me on somewhat.
I knew that in a couple of weeks' time I had a meeting for work that I needed to travel to, and that I would pass Coventry on the motorway going there and back. It was a regular meeting which I would usually attend with another guy from the office, but he couldn't go to the next one so I would be attending on my own. I pondered whether it would be possible to arrange something to coincide with this work trip and asked her if she was free on that date.
'Yeah, I've got nothing on that night' she confirmed.
'Perfect! Can't wait to get my hands on you for real!' I excitedly responded.
'Mmmmmmmm, me too' She replied.
'I don't know the area very well tho, so you'll have to think of somewhere we can go to have some fun'
'I know of a couple of places we could go' she confirmed.
I fully expected between that moment and the planned date for her to change her mind or find an excuse to back out of it, but the messages continued, both by phone and on the chat room. A few nights before we planned to meet, she asked to speak to me so she would know I was genuine, and I agreed that it seemed a good idea. The chat was brief but hearing the sound of each other's voice was reassuring. We discussed where we would meet and how I would know it was her.
'How about Coventry train station' She suggested. 'I'd prefer it to be somewhere public so I can see you look safe to be with before I get in your car.'
It seemed a reasonable suggestion. I also concluded that it would also give me a little more security as I would have the option of turning around and driving away if things didn't look right.
'That's fine with me. How will I know that it's you?'
She replied telling me that she would be wearing a brown skirt, white top and a jacket, and that she would be waiting with her cousin. 'You don't need to worry about him tho. He just wants to make sure I'm safe and you're not some weirdo' she stated.
When the day came, the meeting seemed to drag by. My mind wasn't really on what was being discussed as it should be, with thoughts about what may happen later racing through my head. With the nerves of finding out what she was like, or even the possibility that she wouldn't turn up, I considered messaging her to call it off, or even just saying nothing and going home as normal.
After the meeting ended, I set off for home, stopping at a service station to change from my shirt and tie into some more casual clothing, and taking the opportunity to grab some food from one of the many fast-food outlets there.
'Are you still meeting me at 7? xx' came the message from her on my phone.
Still nervous and unsure whether going through with it, I ate what was left of my fries. The more I thought about it, the more I convinced myself that the whole thing wasn't a good idea. I reached for my phone to type out the reply 'Yeah, should be there at 7 no problem. Can't wait. See you later xx' and sent it.
I put my rubbish in the bin and placed my empty tray on top of the pile of other trays, and after a quick toilet visit, I returned to my car and back onto the motorway.
Traffic was heavy, as was always the case on the M1 and M6 motorways at that almanbahis yeni giriş time of day, but I was still on schedule to get there for 7 as I pulled off the motorway and headed into Coventry City Centre. I knew this was where the problems would begin. I was nervous enough about the whole evening anyway, but I now had the Coventry roads to contend with, and in particular the ring road which I had driven around a couple of years before and hated. Satellite navigation systems were in their infancy back then, and expensive too, so I was still reliant on maps and road signs.
As I missed a turning due to being in the wrong lane before seeing the sign to the station, 7 o'clock came and I was still driving around Coventry. I felt my phone vibrate in my pocket, presumably Louise trying to find out where I was, which only increased my sense of panic. At last I saw another sign directing me towards the station and turned in towards the car park and taxi rank area about 6 or 7 minutes late. I pulled up in a short stay parking bay and scanned the area, not spotting any ginger haired females wearing brown skirt and white top.
"Fuck. She must have thought I wasn't coming and left" I thought.
I pulled my mobile phone from my pocket and looked at the message that had come through. Sure enough it was Louise asking if I was still coming.
'Yes, sorry I got stuck in traffic. Here now' I quickly replied.
I looked around again in case I'd missed her, and now spotted someone matching her description stood by a wall next to a tall, well-built dark-haired man who I guessed was about 24 or 25. She reached into her handbag and pulled out a mobile phone, looked at it for a moment, then started to look around, eventually making eye contact with me. I put my hand up to signal it was me, and as I did so she spoke briefly to the man standing with her before walking over to my car.
As she came closer, I could see the description she had given was pretty accurate. About 5ft 5, size 10 seemed probable, ginger hair. She wasn't stunningly pretty, but not terrible looking either, and I could see from her tight white top that was visible through the open front of her denim jacket that her ample boobs were easily the D cup she had said.
As she opened the door and lowered her perfect round bottom into the seat her thigh length brown corduroy skirt lifted slightly giving me a brief glimpse of her ass cheeks, suggesting she was either wearing a thong or no underwear at all. At the thought of this I could feel my cock begin to strain within my trousers.
"You must be Louise" I stated nervously as she swung her legs in their brown leather boots into the car and pulled the door behind her. "Nice to meet you"
"Nice to meet you too" she replied, leaning over to give me a quick kiss on the cheek.
"Any ideas where to go then?" I asked, putting the car into gear and beginning to pull away from the busy car park.
"I've got an idea of somewhere we can go" she replied, and gave me my instructions of which direction to head in.
As we drove away from the city centre and through the Coventry suburbs, between her directions we made some small talk, discussing mundane things like what jobs we do, foods we liked, films we'd seen lately. I had no idea where we going to, and I knew that I would never be able to remember the route we had taken later, I simply had to trust her directions implicitly. While stopped at one set of traffic lights I placed a hand on her inner thigh, hoping to be able to hitch her skirt up and feel up her thigh and between her legs, but the traffic lights changed all too soon and I had to return the hand to the gear stick as we moved away again, with Louise letting out a small giggle at my misfortune.
Eventually we turned into a quiet road with houses on one side and what in the fading evening light to be a large area of parkland. The houses ended about halfway down the road, with off-road parking spaces for local residents taking over. At the end of the road was a turning area, and a bay that another car could pull into. She instructed me to park in there, which I duly did and turned the engine off.
I looked at her for a moment, undoing my seatbelt as she undid hers. Instinctively I leaned in to kiss her, feeling my lips meet hers as she did the same in a long, lingering kiss. Her tongue darted into my mouth and intertwined with mine as the kiss became more passionate and lustful.
I pulled apart the loose jacket she was wearing, and my hand instinctively moved towards her large breasts, squeezing them through the white cotton fabric of her top. They felt firm and round, and as I squeezed them gently I could feel her nipples pressed against the fabric -- no bra! She wasn't wearing a bra! I squeezed harder, savouring the feel of her firm braless breasts as we continued our kissing.
I removed my hand from her breasts, placing it once more on her thigh and letting it slide up her leg, moving her skirt clear as it went. Her legs parted slightly as my hand moved higher, reaching the top of her leg and brushing across her damp, smooth shaved pussy. Realising she was wearing no underwear I immediately slid two fingers between her pussy lips and deep into her soaking wet tight cunt. She moaned softly through our kisses as my fingers explored her wetness, slowly working in and out of her.