The next 4

Numbers 28 and 29 are question marks in my book.

Number 30- Alma- I’m met this 38yr old Hispanic milf while I was out partying at bamboo room. While cruising thru the club looking for girls to hit on and feeling in between pleasantly buzz and kina shitfaced I ran into this chick. I commented about how I liked the dress she was wearing. She lit up and we started chatting. The conversation went the typical route. Lots of teasing and just getting to know each other. We ended up making out, exchanging numbers and I went off to my friends. Later in the night, she sent me a text asking if she could get a ride home. I hadn’t driven that night, but my buddy mark had. I was curious to see what would end up happening so I told her yes.

I was drunk by this time and in no condition to drive so I was stuff with Mark as the third wheel. I hoped in the back with her as Mark played schouffer. Definitely had an awesome vibe the entire time, but couldn’t capitalize on anything. It was cool though because she wanted to hang out again.

Later on in the week we set up a date to hang out at her place, watch a movie and have a couple drinks. As the night progresses I found out such awesomeness as her amazing tits are implants and that she has her tubes tied. Definitely a keeper in my book.

I get her into the bedroom later, raw dog it a couple times and spend the night. I keep her around for awhile because we have a great understanding. Was a wonderful thing. She was my on call booty call on top of just hanging out normally. I ended it about a month into it because she went a little psycho on my phone after I accidentally passed out drunk while waiting for to show up for a boot call one night.

Number 31- Devil’s 3-some- One night while I was out with J.B. trying to get some ass we end up chatting up some chunk chicks. We all end up going over to Roach house for after hours. While there we’re getting drunker and drunker while trying to trade up instead of settling. By closing time J.B. and I are empty handed. In my drunken stuper I decide that something is better than nothing and get this girl back to the house.

I pull her into Dave’s room and as I’m hooking up with her J.B comes in the room to see what’s going on. Being one to not care about sharing or running a train in this case I invite him to join. Next thing the close start coming off. The top comes off and what we discover is fucked up. She had one boob that was an A cup and another that was a C cup. Drunkenly we decide to overlook this.

Right before any penetration happens she starts freaking out a little bit, talking about how she normally doesn’t do this and that she’s a catholic. I start switching back in forth between calming her down and telling J.B. to escalate certain ways. I felt like I was a director of a porno.

We both take turns railing this chick. In the middle of it our friend mark walks in the room and I tell him he can get a turn. He wasn’t having it. After we both get done we end up sending her on the way. In the morning we’re both like what the fuck did we do last night and Mark has a good laugh at our expense.

Dodging bullets

Girl # 26- Kati- This one is royally fucked. My friend did not look out for me on this one. One night while getting ready to go out for the night with my friends I decided to give my eyes a break from my contacts. I used to wear 1 month disposable contacts and I’d get lazy and forget about them. I’d end up waiting until they hurt my eyes by irratating them and making them red. This was one of those nights.

I ended up at the bar with my friends and started the same ritual of shots and beer as we always did. Once again as I started getting drunk my mindset started changing and I was starting to focus on meeting some girls. I met Kati when I had a nice buzz. We started to chat about our lives, sports teams and our pasts. Her and I hit it off and we were clicking really well. At this time my vision was terrible. Due to that, the lighting and my buzz I wasn’t able to get a clear picture of what her face looked like. All I knew was she had a great personality and an awesome body. Her and I ended up making out and after another half an hour or so I invited her to come back to my apartment which was walking distance. On the way out we ran into my friend Emma, who told her to make me work for it. Kati replied that I already had. I heard this and a bell went off in my head.

I got her back to my place and took her into my buddy Dave’s room because I didn’t want to be disturbed and at this time I was bouncing between sleeping in Dave’s room or the couch due to not having my own room. We ended up getting naked, she gave me a great blowjob, I railed her and she went home.

A month goes by and I never had called her. While at that bar again with my friends I heard a familiar voice. I knew it was Kati’s and started looking around to get a look. I end up seeing her and it turned out she was a butterface. I was fucking livid. I felt duped and tracked down Emma in the bar. I pointed out Kati and asked Emma why she didn’t stop me from going home with her. She drops the bomb that she thought it was ok because Kati seemed like a nice girl.

Months later I run into her while shopping. Turns out she's pregnant and it's not mine.

Girl #27- Galina- One night while I was out with my friends at our regular bar I decided to hit on this hot blonde. I saddled up next to her at the bar and started chatting with her. Next thing I knew I was in a conversation with her and her friends. Everything is beautiful with this group. We’re drinking, doing shots and I’m flirting with all 3 of them.

After about an hour or so the hot blond spits it out that she has to split to go to another bar. I let her go without making a move. After she leaves, the fat girl from the group and I start chatting and she asks me if I like her friend. I tell her that I think she’s cool, hot and that I wouldn’t mind seeing her again. She tells me that she’s leaving in abit to go to that bar and that I’m welcome to come with her so she can hook me up with her friend. I’m totally down with that and now it’s just a game of killing time.

I end up asking the 3 girl from the group if she wants to shoot darts. We start playing and it becomes a bit sexually charged because of my buzz and even though she’s not as hot as the blond, this girl is coming on to me. We start making out after the third game. I end up inviting this one back to my place and she’s down with it. We get back to my place and the clothes come flying off. After sex she asks me if she’ll see me again. I tell her yes, but give her a fake number. She calls my bluff and calls the number right in front of me. Needless to say it is awkward for a moment until she excuses herself to leave my apt.

The next day I tell my friend Dave all about it and he informs me that he had nailed her months before. The next time I see her is about 3 months later at the same bar. This leads into a quick conversation about how she’s now engaged and she hints at that I had knocked her up and she got an abortion.

Definitely dodged a bullet there.

The next couple conquests

Girl number 23- Aidan- This was a chick I met off of myspace. We had chatted abit and gotten to know each other. She was 21 and had been pretending to be an 18 yr for a couple years, but I’ll get into that later. The first time we ended up hanging out at her house we ended up having sex. The only gross thing about it was that due to her Mexican blood she had hair on her stomach. This was a bit off a turn off, but I maned up anyways and had sex with her anyways because everything else about her was cute.

Her and I became fuck buddies even though I knew that she wanted more. She was okay with the situation so we continued to just hang out and fuck. During this time she asked me to marry her so she could become a US citizen, I was offered $10,000. I would have done it, but I didn’t want to take away my option to get married if I wanted to for 7 years. From what I was told somehow someway her parents got here. Had her then became US citizens and she got screwed by the system.

We stopped talking for a bit and one night while I was rolling I called her up to hang out. She told me that she was leaving in a few days to move to Michigan. She suggested we hang out because she sort of wanted closure when it came to us. I hopped in my car, picked her up and brought her back to my parent’s house. On the way there conversation was easy and great due to me being high on XTC. At my house I brought up the subject of XTC. She had never done it so I offered her some. Her and I ended up snorting half a pill each and ended up having the best time together in my room. We spent the entire night awake and she gave me the best XTC orgasm ever. Around noon I took her home and never saw her again.

Girl # 24- Dielle- This was another girl I met off of myspace. After chatting a bit and a couple phone calls I got her to come over to my house. When she showed up I realized that I was handed the curse of the internet. Girl with an extremely hot face that was fat. Damn lying pictures. Fuck it thou, I wasn’t going to turn her away. I knew that I would be extremely happy with a blowjob. I immediately guided her to my room and we hung out on my bed. After awhile we made out and I found out that she was an amazing kisser. I ended up getting her to give me a blow job which was amazing. I did stop her after a bit because do to that new knowledge I was super horny and was now wondering how her vagina felt. I stripped her naked as well as myself and proceeded to raw dog her…and yes I enjoyed that shit. This ended up being a one time deal though just because I wanted to go after some hotter women.

Girl # 25- I have no idea who this is. Once again another question mark in my book. This time she goes by the name of Valorie.

Back in chicago

After getting back to Chicago things were different with a couple of the groups I had normally before hung out with. We had drifted to far apart so I moved on and started hanging with some people that I had met before I moved to florida. One of these guys will be mainly focused on. Dave and I became good friends during this time. Hanging out 3 or 4 times a week. Hitting up parties and bars. Through these I met others, was introduced to other girls that I would later smash and had some fun adventures.

Girl number 20- Terryn- I ended up meeting this chick because of my buddy Dave. I guess he had gotten this chick off of myspace to hang out with him, but she had a friend with her. He ended up asking me to come along basically to play wingman. I ended up shooting over to his place to pick him up and off to Addison we went. We get there and out comes the vodka and it turns into shot time.

With the 4 of us the drinks keep flowing and the party keeps going. After awhile Terryn and I head up to the roof top and continue vibing up there. We end up making out, groping each other a bit and talking up there. Fast forward some time and we decide to rejoin Dave and the other chick and start up again with the shots.

Within an hour, her and I are in a bedroom and we start stripping each other naked. I start fingering her, end up going down on her, she goes down on me too. I slap a condom on my cock and I smash that shit. After making her cum and busting a fat nut myself, we lay there and go right back into conversation. During this I end up finding out that she’s been fucked in the ass before and likes it. When my stamina returns to me and I’m able to get it up I slap a condom on and smash that anus.

I keep this one around for abit as a fuck buddy. After a vacation to Wisconsin Dells with her, the blond and the blonds fuck buddy; I ended up dropping that shit. The girl had become to clingy and was way to into me. Basically smothering me so I moved on.

Girl number 21- I met this one on myspace and very quickly the conversation turned sexual. We chatted online for a couple hours. Exchanged numbers and kept talking. Over the next few days I ended up getting sick, she suggested that she come over and cook me homemade chicken soup. We had talked before and she had told me that she had been in a car accident that had messed her up abit. Even with our conversations I didn’t know that extent.

She arrived with ingredients to get the soup going. While she was doing this I started laundry. By the time I got upstairs she informed me that soup was cooking and would take some time. We went off into my room and one thing led into another and we ended up naked and started having sex. Afterwards we went to go check on the soup and it wasn’t hot enough yet so her and I kept hanging out and getting to know each other. From what I could tell she had a speech impediment due to her accident. I didn’t know the extent of the brain damage yet.

An hour and a half went by and she informs me that she has to take off and go home. After sending her on her way I went to check on the soup. It seemed hot enough so I started to scoop through it. What I found shocked me. She hadn’t done any prep work! It was full parts of chicken still attached to bones as well as whole vegetable like carrots and potatoes. Needless to say I didn’t eat it.

I hung out with her on two other occasions. Both of them were at Dave’s place and involved alcohol. On one such occasion he tried to get us to be down with being stars in a porn he wanted to film. Both of us were down, but as it turned out Dave was all talk no action and it never happened.

Girl 22- Paula- One night while I was sick and had been downing robotussin, Dave calls me up basically strong arming me to come play wingman. Turns out he’s got 2 chicks to himself at a hotel and he needs someone to add to the equation for the 2^nd girl. I reluctantly agree, get the directions, down some more tussin, pound a rockstar and head on over. As soon as I get there the drinks start flowing for me. Shots and redbull vodkas.

The night starts out fun and flirtatious between the girls and us. After awhile my girl and I start hooking up. I start taking off her clothes and mine. I get aroused and we start having sex. After a bit my boner loses interest and I’m left with limp dick.

Next thing I know it’s morning and there’s this awkwardness with Dave. I find out later from Paula that I didn’t pass out, but that I blacked out, fucked Paula good and then some crazy shit happened. I guess the Mr. Hyde side of me came out while dave was irritating me. I hopped off the bed naked while he was laying down and having sex. I threatened him that if he didn’t shut up and stop talking shit that I was going to cockslap him and beat the shit out of him with my dick while he was being riden by the girl.

Also I spent the rest of the time comepletely naked. I took a piss in the room in a corner near the sink in the motel 6 and after this I ran out of the room naked and was headed to McDonald’s completely naked and with no money to grab breakfast. They had to convince me to come back.

After this event Dave started spreading rumors of me having STD’s and ended up blowing my chance to hook up with this hottie that we were mutual friends with that had been in my graduating class at my high school.

The next 7 months part 4

During this period of freedom and independence my internal feelings and everyday emotions started to diminish. I became more and more depressed gradually over time. Even though at my core my job wasn’t in line with who I was as a person I denied this as a possible reason. I rationalized to myself that it must be because of the loss of my second love. That it was finally catching up with me. I covered these feelings with partying and drugs. This went on for a bit, I still kept doing what I was doing and on one fateful night while at a underground club looking for pills I met girl # 18.

It was nearing the end of the night and I ran across a very cute chick by one of the speakers. We chatted a bit and really hit it off. By the end of the night we had made out and exchanged numbers. We had a few phone calls before I picked her up for a date. Little did I know she lived in a halfway house. Was very interesting to meet all her roomies.

Anyways back to the story, we chatted the entire way to the beach. We laid down on a towel, had a couple beers and eventually I convinced her that it would be ok to have sex on the beach under the stars. Due to the rush and thrill of possibly getting caught I ejaculated within minutes. It was a good thing to because within a couple more minutes some dude came over to warn us about cops patrolling the beach. We hung out for a bit mire then I dropped her back off.

The next girl on my list is a question mark. I don't remember any details other than it says her name is stacy and she was 30 when I was 22. Couldn't tell you if the sex was good, if I was wasted or if she was even hot.

Some time after this last sexual encounter I guess I still longed for love. My second love and I had been chatting on a regular basis. Due to our conversations I was lead to believe that she still wanted to be with me so in July of 2006 I packed all my stuff and drove 20 hours straight back to Chicago for a shot at love with my ex. The first time we hung out she decided to mention that she hoped that I didn’t move back here for her.

This fucking devasted me because not only had I left my previous life to come back to chicago, but due to not keeping up with my some of my previous friendships, what I had before had atrophied on top of my ex not wanting to be with me.

The next 7 months part 3

As I continued living a life of unrestriction, not having a boss and semi financial independence I developed a longing for the love that I had before. I kept search for it but it didn’t manifest itself to me. During this time my ex and I kept talking and due to the way she worded her language I led myself to believe that there still was something. I didn’t take the plunge right away and move back to Chicago I decide to stay in florida and continue working with J.C. because it was comfortable for me. That and my friendships and circle I was a part of was growing , was fabulous and I didn’t want to give them up.

This led into partying all over tampa. On one such night on the way home from downtown I received a call from girl # 12. She was near my place, had some people with her and wanted to hang out. When they got over it turned into something I didn’t expect. She started talking about how the blond with her was lover of her and she wanted to have a 3some with me and her sometime in the future. The four of us chatted for a few minutes while drinking beer, next thing I know the Colombian disappears into my roommates room with the guy that came with thus leaving me with her blond lover.

Her and I kept talking while the other two were having sex. After they were done there was slight silence from the room from them. Next they start talking about how the blond and I are still talking and weren’t having sex. The colombian pulls her partner out of the room, tells us that the two of them will be back and implies that we should have sex. Her blond lover doesn’t object and neither do I.

They leave and I start making out with the blond. Worst kisser ever!!! I can’t even get a fucking erection. I decide to start focusing on her. I start fingering her and magically I started getting into it and visualized the wetness of her vagina on my cock. Instant erection. Within moments we were having sex.

Thank you number 13 for hooking me up with number 17.

The next 7 months part 2

During this period of time it became a whirlwind of drugs, selling the fuck out, competition between speakermen and having a fucking blast. We all were living in the moment thinking we were invincible.

This lifestyle became phenomial and made an awesome group of friends. My main group besides the speaker guys was my boy Eddie, his girl jen, her roommates and friends we met along the way. One night during a party I ended up hooking up with girl number 15. Her name was Shannon and she had always been shy around me. Due to my semi oblivious nature when it came to women at that point I never noticed that she was attracted to me. It took Jen pointing it to me to get me to take action. Armed with this info I sat next to her and started chatting her up. We ended up making out and I told her to come with me. The sensible thing to do would have been to get her to drive 5 mins to my place so we would be undisturbed, but no I chose to drag her into one of the roommates bedrooms.

Huge mistake! Something happened that I will never forget and I’m sure she wont either. I had locked the door behind us and we both proceeded to get naked. I threw on a condom and we started fucking. Next thing that happened was classic and something I hadn’t planned for in my semi drunk state. The roommate came home!!! Out of nowhere there was pounding on the door. I knew that we were fucked so I didn’t stop. I kept having sex with Shannon. Eventually they popped the door open using a kitchen knife. I looked back to see a bunch of faces looking on in horror. I kept pumping away. The girl whose room it was freaked out, started screaming, ran up to me and started punching me. I replied by laughing, pumping Shannon a few more times then hopping off and getting dressed. I never got to finish my act with Shannon and was banned from the house.

Around February or march the company decided it wanted to reconsolidate and go back up to Chicago. I had an issue with that, because I was loving living in florida. I ended up getting approached by J.C. to team up, split from them and do our own thing. He was against changing his life again and relocating back to Chicago because of a girl he had been seeing. I chose to stay even though I didn’t have a lot of money left. In fact due to my reckless lifestyle I was down to my last $50.

J.C. said he’d cover the sets for the first day and we hit the ground running. Building a bankroll was easy and fast. It helped that we were independents now and paid less now. Once again we started smashing that shit. Within a few weeks J.C. was interested in checking out the gym that was by our place. I went with him, but waited outside. While he was outside girl 16, Theresa, walked out the doors. Since she was cute and I was bored I chatted her up. After a bit J.C. got out and I got Theresa’s number.

Over the next few weeks I hadn’t called Theresa and forgot all about her until I randomly ran into her right by the gym. She brought up that I hadn’t called and wanted to know why. I lied and said my phone reset so I lost her number then pretended to resave her number in my phone. We talked a couple times before we hung out. One day I was bored and was on the phone with her so I invited her to come over. She said sure, I gave her my address and did something to make things more interesting….I popped a dose of acid.

She came over and we started to get to know each other better. What ended up being creepy was she was born on Sept 14, 1985… 3 yrs after me. Next thing I knew it was like I was psychic, I had her figured out because of where I was at in my life at her age. I started verbalizing these thoughts and she was shocked that I seemed to know her inside and out. Within an hour we had sex. I have no idea what happened. Maybe it was due to the acid or something, but I only lasted for less than 3 minutes before I came.

This turned into me having to console her about how it wasn’t a mistake that we had sex right away and that a future was still possible. Yeah… I was full of shit. Just saying what she wanted to hear. She went home later and I never talked to her again.

Later down the timeline while one day working with J.C., I was fucking pumped. I saw this chick that was smoking in traffic. I yelled at her to roll down her window and got her to pull over. I chatted her up abit and got her number. For the purposes of this story we will call her Jasmine. We started chatting and hanging out. It started out slow with making out and heavy petting. I found myself sort of liking this chick. We hung out a bunch and had a sleep over at her place.

One night we ended up hanging out with Jen and her new boy toy or whatever he was. Her and Jasmine got to talking while all of us were in the hot tub. Jasmine confessed to Jen that she was super into me which I already knew. A good time was had by all and Jasmine and I went back to my place so she could go home. While in my car we started hooking up and she started to suck my cock. Before it went any further she stopped it and said she had to go before she got into any trouble.

She tried to leave, but found out that she had locked her keys in her car so she was forced to stay at my place. During this time I had no furniture but an air mattress. In our semi sloshed condition we started took hook up again. Clothes came off. Blowjobs happened as well as muff diving. I tried to pull the whole switcheroo. For those not familiar that’s pulling a slight of hand and substituting my cock for my fingers. She caught on to this multiple times and shut me down. I didn’t think to try throwing a condom on. I took it as a sign of rejection. I never ended up fucking her, but wish I did.

I stopped calling her and dodged her calls. Big mistake!! I threw it away when I was on the verge of sex and a possible relationship. She finally called me a month later. Awkward conversation came about, her wondering where I had been and why I didn’t call her back. Oh well another one chalked up due to making a stupid decision and basically shooting myself in the foot as I was at the finish line.