Stories From 30 Years of Playing Online

Readers may not believe that I have been online for over 30 years, but it’s true.  When I was a teenager back in the late 80s, my neighborhood pal had a dad who was an electrical engineer, and that is how we discovered computers, modems, and online BBS communities. I quickly discovered an online chat forum called David’s Amazing BBS (DABBS) which was based in California.  It had about 5 different phone numbers where users could dial in and be online simultaneously, with the ability to create profiles, post messages, and chat, all in the monochromatic glory of the day.  Very soon, I discovered that folks were using this new community not only to chat, but to flirt, fantasize and fulfill dark desires, anonymously. Believe it or not, when you filled out a profile, you were assumed male.  However, if you were female, your profile could be “verified” by submitting your phone number and the BBS operator would actually call you to confirm you were female.  Verified profiles then got some sort of symbol next to their profile name, so that guys could have some level of confidence that they were actually chatting with a woman.  However, there was obviously no way of verifying whether the females were indeed 38D with blonde hair and blue eyes, so I’m sure there was quite a bit of imagination stretching going on.  

At the time, I was a virgin, a horny high schooler of 16, logging on to DABBS late at night after working at the movie theater.  Tying up the phone line during the middle of the day was not going to work.  From DABBS I met many folks and learned about women, their bodies, erotica, masturbation techniques, and how to generally flirt with women.  I was hooked.  Members of the BBS would have occasional meetup parties, but I heard most people were too shy to attend (including myself, but I figured teenagers wouldn’t be welcome anyway) and the parties ended up being a handful of shy guys just standing around.  They didn’t meet the online images that others had of them.  I doubt women ever showed up to these parties.  But DABBS was my introduction to online communities and the sexual tensions that come with.  I met a girl online named Kelly, who was a few years older,21 I believe. We ended up talking on the phone for a few months but we never met.  She was blonde, busty, and 155 pounds (I think I remember that only because that was more than I weighed at the time).  She lived about an hour and a half away, so we never did end up meeting.  About the most boldest thing we did was that she wanted me to cum into a paper towel while thinking of her, and to send it to her when the deed was done.  We were an item (if you could call it that) for a few months. and she was my first online experience.  It ended when I went away to college. Fast forward a few years to 1994.  America Online is starting to become popular, and I discovered online chat rooms.  I was in my early 20s, but it seemed like most of the people online at the time were in their 30s and 40s.  There were age-related chat rooms that I starting frequenting, and maybe a few friends that way.  AOL was different from DABBS in that hundreds of users could be online simultaneously, and they were from all over the US.  I had my first phone sex experience with a girl from Cleveland who was a few years older.  She was obviously very experienced at it, but was a wonderful teacher.  After our very first time together, I thanked her.  I clearly remember her saying, I’m not a prostitute so you don’t have to thank me.  I don’t remember much else about her, except that she was also curvy.  We played a few times but I didn’t keep her phone number. I was on AOL for a few years, and broadened my online sexual experiences by posting stories, chatting, and meeting (only) a handful of local women offline, as well as a few online friends who became offline phone fuck buddies.  My username was lookn4qtz.  Real smooth, I know.  But that’s what a 22 year old me thought would work.  Most of those experiences didn’t turn into more, only because this was in the early days of AOL where most people didn’t post photos, or there was no way to actually verify that a posted photo was real.  There was was girl, Tinta22, who was my first phone sex friend where we regularly called each other to pleasure ourselves and each other for a year or two.  She was from Florida, a coupe years younger than I, and a lot of fun.  We actually ended up exchanging photos in the mail.  Although she looked nothing like what I had imagined (or the type I would be attracted to in real life), having a photo to look at while having phone sex intensified things.  She was plump, had auburn hair, strong features, and an insatiable appetite.  She was much more exprienced than I it seems.  One year for her birthday, I bought and sent her a silicons rubber dildo which I swear was about 12” long and about 7” around.  She claims she was able to get it in but I don’t believe that to this day.  I’m not sure why we stopped talking, probably because life just happens.  I think she ended up moving to Baltimore.  AOL was the venue by which I also met a few women offline who I had developed online friendships with first.  There was a girl who lived about 20 minutes away who I drove to meet one evening at her apartment.  She was about 5’4”, long brown hair, average body.  She had roommates so she wouldn’t let me in, but the clearly the attractions asn’t there and the only thing we did was hug.  I next met Eileen at the mall.  She was a tall, sandy blonde nursing student.  We had a nice Italian dinner and came back to my place.  The first date consisted of a handjob on the couch.  The second date consisted of a blowjob on the bedroom floor.  She was the first to ever swallow for me.  She wanted to continue seeing me, but at the time I had a long distance (real life) girlfriend and I felt guilty about the side chick, so I stopped seeing Eileen.  The final person I met offline was a girl with the user name MMelan.  We had a series of very sexual online chats before we agreed to meet.  She was  a tall girl who was about my height but definitely outweighed me, not in an obese way but definitely solid.  She was an ex college basketball player.  We went to dinner on the first date but for some reason nothing else happened after dinner besides her feeling me up as we said hugged goodbye.  I came to realize that meeting offline seemed to always result in disappoint, as the women in my fantasies were much more beautiful than reality.  The same could probably said about me.  So the majority of my interactions on AOL from that point became online sex and phone sex.  I never did meet anyone from AOL offline after that.  I did however develop a long time online friendship with a girl named Brandy.  AT the tie she was a student.  Brown hair, busty, shaved.  She smoked pot occssionally, which made her horny.  She lived locally but we never did meet, but we had years of fun engaging in phone sex with each other.  She was the best phone sex I ever had.  I loved when she would moan “fuck me, David” in the throes of passion.  We only stopped because I moved away and she ended up getting married.  Not that I didn’t try afterwards, but she remained faithful.  I still have her number, although we don’t really chat any more. Fast forward to the late 90s.  By this time, AOL isn’t as popular and I am on Yahoo Messenger, joining adult chat rooms.  By this time, profile pics are more common and although not verifiable, makes things a lot more believable.  Yahoo chat was different because now the user base was worldwide, not just the United States.  I don’t remember all of the women I met there (never did meet anyone offline), but Yahoo is where we canning finally because a tool.  I met a woman named Cindy from Denver who was a sexy 10 years older.  She was a divorced single mom, 38D, shaved and horny as hell.  I consider her the phone sex love of my life, as we have literally climaxed hundreds of times together, as recently as a few years ago.  When I met her, she was in her prime sexual peak, and we had so much phone.  She was  always too shy to “cam up”, but she has watched me stroke for her many, many times.  She has sent me face pics which I have printed out and cum on.  She broadened my interest in anal sex.  She has watched me stroke for her in the shower.  She knows every inch of my body, the exact size and features of my cock, the way in which I moan when climaxing, how my feet get cold after orgasms, how I breathe when trying to catch my breath.  I have sent her hundreds of photos over the years.  She always loved how much precum I had and how large   In the days before sending videos was common, I plentiful my cumshots are.  In the days before sending videos was common, I made her a recording of a mastubation session using my crude Logitech cam software and mailed her a DVD, which she watched many times.  I had known Cindy for so long that technology has evolved and I can send her videos through iMessage now.  For years I have been wanting to meet her, but she has never acquiesced.  We have ahead so many fantasies about how it would be the first time.  She says she would want me bareback so that she could feel me shoot inside her, and I would oblige. I’ve known her for about 15 years and I trust her completely.  But unfortunately time has passed, ages have increased, and her body has gone through changes which have diminished her sex drive.  She claims all this time that she has not had a sexual partner.  Although there has never been any indication otherwise, I can’t imagine she has gone this long without.  We still remain friends, and although I would still love to experience her in person these days, I don’t hold out hope. Another friend I met through Yahoo was a half Asian girl named Angel Eyes.  She was a grad student at the time and is now an executive at Nike.  We were more subtle in our online cam interations but I still remember vividly a pic she sent of her bending over and showing her sweet ass, all covered by baby blue panties.  I als remember sending her a photo of my hard cock straining to break free from my white cotton boxer briefs.  I don’t think we ever met because she was a size queen who I think my cock wasn’t big enough for. Fast forward to about 2008 and I have discovered Paltalk from a friend on Yahoo.  This opened up a whole new world of cam sex.  Just enter an adult chat room and do whatever your fantasies will allow.  I’ve stroked and climaxed countless times in the chat rooms, sometimes even using the mic.  Honestly I am a little too shy to voice and cam at the same time, plus I can’t multi task.  Paltalk also has so many international users.  The most memorable relationship I’ve made through Pal is with a woman named Lisa in Iowa.  She’s a few years younger than me, divorced blonde, busty, a little overweight, and very sexual.  I don’t think she’s ever been outside of her small town in Iowa, and I know I’ve opened up a whole new world for her.  We stay in touch to this day, and claim we want to someday meet each other, but I don’t think she’s actually willing.  She’s another one who wants me without a condom, but with her I think I will be careful. Through Pal I have discovered that was really turns me on is being watched, and by random people.  Although Paltalk is normally a paid site, you can have a free account which limits certain features such as knowing who is watching you while you cam.  I didn’t care, I loved playing on cam for an anonymous audience.  There are literally thousands of other users (mostly men) doing the same thing, but a lifetime of playing online has given me some experience to know what works in attracting an audience.  First and foremost, tease to please.  Most men are stroking right off and eave nothing to the imagination.  I’ve learned that the buildup in important, just as in real life.  I always start off by showing only a little (usually my firm tight ass grinding on my bed) before going further.  Secondly, work the mind before you work the body.  I always flirt and build up the sexual tension before going further.  Third, foreplay and edging are underrated.  Use these to your advantage, as well as to build up anticipation for your audience.  I normally show my viewers a long session of grinding face down on my bed before I turn over and reveal my glorious, throbbing cock.  By that time, precum is flowing and it drives people crazy.  I have been told so many times that I have more precum than anyone they’ve ever seen.  Well, that comes from a lifetime of edging before engaging.  Plus it makes the cumshots so much stronger. Through calming on Pal I’ve learned to better control my orgasms, to the point where if I can build myself up and hold it just right, my cumshot will hit the ceiling above my bed,  No lie.  Strong cumshots drive the women crazy!  Fourth, camera angles and lighting matter.  Find what looks good.  For me, early morning light creates the best shadows to emphasize certain features of my body.  Put out quality material.  Finally, don’t lie.  You’re going to be eventually exposed, and not lying means you don’t have to remember anything.  I have never met so many men who claim to have 9” cocks than I have on Pal.  Note to those men, it’s easy to verify on cam so why bother?  I don’t make any lies or excuses for my 6”.  It seems enough for most women.  It has a nice curve, I keep it well groomed, and most women compliment its shape. Through Pal, I’ve played for hundreds of women (and men), young and old, local and all around the world.  I’ve come to love older women, learned more about my own body, learned techniques.  I’ve come to appreciate real life average bodies and not the photoshopped images online.  Nothing turns me on more than stroking online for anonymous viewers, cumming to completion.