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[M]y sex life is pretty much all hookers | 2016
Kinda been waiting to vent for a while so i guess heres my chance. Also obligatory on mobile disclaimer.
I was raised with a very religious upbringing but have always had sexual urges for as long as I can remember. Even when i was little staring up womens skits was a blast. It was always a chore to hide my perversions from everyone I knew family and friends alike for fear of what they would think. At 13 I became addicted to pornography and masterbated atleast 2 times a day for years. I would jack off to pretty much anything even if I wasnt really into, but tranny porn quickly became a favorite. So from the age of 13 I didnt have my first girlfriend until I was 20. She took my virginity in an empty movie theatre and that was all it took to upgrade my addicition from porn to actual sex. In addition to that she also awoke in me a dangerous desire for public sex. The most dangerous/favorite time being on a military base in an empty room right next to a banquet hall where a fancy dinner was taking place.
Things didnt last very long with her but I needed to satisfy my urges and didnt know how. Randomly the thought popped into my head about escorts and did a quick google search to see if that was an actual thing or something only rich people did. I had a pretty well paying job at the time with no real bills since i was still with my parents and had nothing but disposable income. I eventually come across craigslist and my life wasnt the same after that. The first girl I saw was a bbw tranny since that was one of my biggest fetishes at the time and blew my entire income tax check on. She certainly knew what she was doing by starting with a lap dance and then a bj with her finger working my asshole. I didnt even ask her to do it but it felt amazing and with a minute or two she gave me the most intense orgasm id felt to date. I then proceed to fuck her and come again. She was super chill about it being my first time and was a great overall.
However that wasnt enough for me. I had to have more, and not of her, but every working girl I could find that looked attractive to me. The first few years id hobby about once a month. Once i got my own apartment i started doing it every other work. Gorgeous women id never have a shot at in real life, women that were like porn stars giving me the sexual experience of my life. Yet for as much as a loved it it still wasnt enough. I started browsing the casual encounters section of craigslist looking for girls who werent professional but just trying to make rent or a light bill. This took me to new and different experiences all together. Some amazing some just plain weird.
Instead of hotels or my place i was now in the back of my car in a dark alley or even on the hood of my car fisting away while she moaned like a car in heat and i didnt care since it was so exhilarating. I started meeting up with couples and paying just to watch them and even join in sometimes tag teaming the guys wife. Even going so far as to take whoever I found to my parents house when they were away and take them to my old room just to know I defiled their reglious ways.
I even started posting ads myself offering to be a sugar daddy to take them on an Victoria secret shopping spree if they agreed to model for me back at my place. Sure enough there were some bites and some risque photoshoot sessions at my place which led to naughy time of their own free will.
This lasted about 5 years and things for as much as I pushed them I still craved more. Things in my life started changing however. I lost my good paying job and had to move back in with my folks. The new job I got didnt pay half as well as my old one and there was no way I could keep going at my previous rate with the kinda money I use to spend. I had read on certain hobbying websites there were some pretty popular streets in my town for this sort of thing and it was pretty cheap to. I studied a bunch of posts and tips for doing so until I felt ready and started what I came to affectionately call hunting.
The first time I came across a street worn 30ish stereotypical looking walker who offered a stupid low rate for a bj and i jumped at it. It was quick, messy, and we parked infront of a random house in a worn down neighborhood but it was some how everything I wanted. From that point on the streets became my jungle and I was the most profecient hunter I knew. I learned all the back streets and best alleys to park in. I learned where all the cops hid and even their schedule changes. I found all sorts of interesting people on the street and picked up some even more dangerous habbits. Soon I never even wore a condom anymore and caved period sex. Id mistakenly pick up dudes i thought were chicks and they more often then not gave better blow jobs.
At some point i made a regular on the streets who id see all the time. She was about the same age as me, a bit curvy which made for great tits and ass. I saw her for a couple of months until one day she stopped answering her phone. I didnt hear from her for about a few more months until one day I get a random text message from her asking if she wants to meet up for free. Im totally down. When we meet however things felt different, she had put on a little weight which didnt bother me but when we came down to do the deed, she had a sagging tummy which i know wasnt there before and she refused to be intimate like she use to be (yeah i liked romancing my street girls). After we never saw each other again but since then thats been the only instance if my imagination was messing with me or if what I think happened really happened.
Another favorite of mine at another time was a fwb situation I managed to get into with a girl a few years younger then me but north of 400 pounds. She was kind of a shut in, had no personal phone, and i always had to sneak in in the middle of the night to see her to avoid her parents. We could only ever do doggy due to her size but amazingly it was awesome. This went on for sometime as well and even got caught once by her dad while i had just gotten there trying to get in.
Things continued like that for awhile, eventually I got another well paying job and my habbits didnt increased in price only in frequency since i had now the knowledge of getting what I wanted for cheap. Things didnt always go my way however. There were times when service was terrible. Times when I was even ripped off or scammed out of my money. Maybe on of my worst times has to be my first and last time i tired bottoming with a tranny. She was very large and forcefully without lube tried to enter me. Needless to i learned a very valuable and costly lesson that day. She tore me but continued on despite my clear discomfort. I think i went on because this was mt fantasy and I had to see it thru. I was so ashamed afterward but never saw a doctor, I still but rarely have issues with bleeding down there.
Im now on the cusp of 30 and havent had a single relationship since my first. My views towards women are now admittedly skewed and Ive realized i even have difficulty speaking to non working girls always imagining how much it would take to persued them. Part of me knows that this isnt ideal, another part still craves this life style. I cant drive anywhere in town now without being able to see a place ive had sex. Ive even had periods of time and currently going into another one where i drive myself into debt just to feed my habbit. Ive always come out and settled down for awhile afterwards but itll flair again someday guaranteed. Ive come clean to a few people but never with full details or to the extent ive gone to. I cant even count how many women ive seen at this point ive lost count. And to date ive only ever gotten one std which was treatable and dealt with quickly.
Tl;dr - lots of hooker sex and dangerous habbits.
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