So I can't believe it, but I am starting to fall a little bit for the 20 year old that I have been cheating with my girlfriend on.  Again, I'm as close to her mom in age as I am to her.  Lately, we've been getting together at least once a week and everytime we do we end up staying in and have sex over and over again.  It's absolutely amazing too.  She has the most amazing smile and is fun, adventerous, and so eager to please me.  Can this be real?  Nahh...what do you think?  Am I just excited because she is new and different, or what?  

Things are starting to get messy because I sense that she wants me to end things with my girl, but I simply can't.  At least not now anyhow.  I don't consider myself a bad person, but this is bad, no two ways about it.  Oh well,  the adventure continues...

Tags: cheating on girlfriend, younger women

Tonight I got taken to school by a Russian stripper named Tina.  She was absolutely beautiful, probably one of the best looking women I have ever a seen.  About 27 years old blonde hair blues eyes.  She did a few dances for me, then gave me a massage.  After this I was hers.  She persuaded me to buy 2 hours in the VIP section where she continued to dance for me, give massages, etc.  Best of all, I had an incredible time talking to her.  At the end of the night she asked for my business card.  I won'd wait by the phone for her to call.  All in all i dropped about a grand and now I'm just going to jerk off.  Was it a waste? Nah...

Tags: russian girls, strippers

Well this past weekend my girlfriend decided she wanted to stay in so I made a booty call to Annie while I was out.  Reminder, Annie is the 23 year old (now 24) who I had met one time before but never fooled around with.  We hung out all night and had an amazing time.  She insisted on making out with me in public, which I didn't mind, so we kissed on and off all night.  She was wearing a sexy strappy shirt, tight jeans, and some flip flops.  I even introduced her to some friends that know I have a girlfriend.  I may be getting sloppy, but oh well, it was a blast. 

Tags: cheating boyfriend, sugardaddy

Well my adventures continued this week.  I decided to meet a girl who was 10 years my junior after work one day.  We had been talking a lot online lately and she was in serious need of a sugardaddie.  Plus, it didn't hurt that she had a fetish for giving blow jobs.  To my surprise, we met in a neutral location, talked for a while, then she asked to see "it".  I of course showed it to her, she gave me an incredible blow job, swallowed and everything, and then we parted ways.  This could be the beginning of a beautiful friendship...

Tags: blowjobs, sugarbaby, sugardaddie

This weekend I had sort of a cuckold fantasy happen to me by accident.  This hot young blonde girl and I have been mutually flirting with each other for the past couple months.  We see each other at least once a month and also stay in touch via email.  She said I should call her anytime when I'm in her neighborhood, so I took that liberty the other night.  After sending her a text, she told me where she was and then to my surprise her boyfriend called me back.  She never mentioned that she had a boyfriend, nor have I ever mentioned that  I have a girlfriend.  This guy tried to act all tough, but I calmly accepted his invitation to meet them at the bar they were at.

Most people would simply not go and meet the girl, however, I was turned on by it.  I thought to myself, wow this will be interesting and exciting.  This hot girl who I'd love to fuck will be there with her boyfriend and it will drive me crazy.  The ultimate cuckold fantasy right?  As I made my way over there I was getting tremendously excited.  I hoped this guy was some fashion model or bodybuilder or something, so I would feel inadequate.  Like he would be a real man as opposed to me.  However, to my disappointment, neither she or her boyfriend stayed at the bar.  I still don't know what happened??  Weird.

Tags: cheating boyfriend, cheating girlfriend, cuckold
Current Mood: curious

05.20.07

This past weekend was as decadent as always. Thoughts of sex filled my mind all weekend. It started on Saturday afternoon when some buddies and I went to watch the baseball game. There were beautiful young girls everywhere. My interest was peaked when we saw four girls sitting a table and partying hard. My attention was initially caught by a girl with thick thighs who was wearing a tight jean skirt. This thing was much shorter than she should have been wearing, and since she was propped up on a stool, if you looked close enough you probably could have seen her pussy. She realized all us guys were staring, and after giving us a little tease, eventually placed her purse in her lap.

The above events did not discourage me. I soon focused in on this beautiful asian girl and separated her from the pack. She was surprised that I wasn’t your typical guy (even though I know I am) when we started having an intelligent conversation. I knew things were going well since she kept placing her hands on my chest every now and again. I have been working out hard, so she couldn’t have been disappointed. Unfortunately, my friends wanted to leave, and one of them had already gotten this little greek girl’s phone number, so I didn’t follow up with my little asian. I didn’t really care though, I always enjoy talking to a beautiful girl rather than just standing around in a bar.

Later that night things got more confusing. I got drunk and started dialing a couple girls. In particular, Annie and Kirsten. Kirsten hadn’t talked to me in a while and was excited to hear from me. Kirsten has incredibly huge tits and is a southern belle.  Annie was the girl I went out with about a week ago. I admitted to Kirsten I have a girlfriend a long time ago, but she still seems very interested in me. My cynical nature doesn’t quite believe it though. Lately, I’ve been leading her on. Hopefully, she’ll come meet me on vacation or something and I’ll fuck her brains out. I’m not quite sure I’d leave my girlfriend for her though. Annie on the other hand, I made a huge move and confessed that I have girlfriend this past Saturday night. She took it well. I’m chatting online with her now. She seems to be okay with continuing to see me. I think she’s nice, very cute, and young, so I might try and act out my sugar baby fantasy with her. Give her money to pay bills and such, and sneak out to fuck her every now and then. Oh well, boys will be boys. I just hope I can afford it.

Tags: asian girls, cheating boyfriend, double d tits, skirts, sugarbaby, sugardaddie
Current Mood: horny

5.23.07

Last night I lost my head and fell victim to Princess again.  I was holding strong but then she said I could watch her come on camera if I tributed like a good little slave.  I clicked on paypal faster than you could say financial domination.

Like the trustworthy Princess she is, she got right on her cam and put on a show.  The hottest part about this all was that my girlfriend was right in the next room!  I got so excited that I nearly came all over myself, but I was able to grab real tight and hold it back.  Wow what an insane feeling.

After it was all done I felt a feeling of excitement and a bit of shame as I rolled over and went to bed to with my girlfriend, all the while thinking of all the money I can't spend on her this weekend because I gave it to a financial domme.  I'm such a little financial whore slave.

Tags: cheating boyfriend, financial domination
Current Mood: embarrassed

My first real time session is harder to recall now since some time has passed. I had been chatting online and talking on the phone with a girl I met randomly online. I mentioned one night that I played in a band, so she took it upon herself to show up unannounced at one of my shows.

Keep in mind I had never seen her in person, I’d only seen a few photos from the knees down. However, I have an incredible foot fetish, so this was more than enough to peak my curiosity. When she approached me after the show, I was shocked at how forward she was, yet turned on at the same time. She was incredibly tall, and most would say a big girl, but she did have amazing legs. I instantly looked down at her feet to be sure they were the same that had gotten my attention online. Without hesitation, she handed me a little baggie that contained what I would later find out to be oversized silk purple panties. She ordered me to go to the bathroom and put them on. While I was too overwhelmed to go to the bathroom, I did walk out to my car and slip them on. She then told me to get in my car and follow her car.

The excitement I felt as I drove down the highway in hot pursuit was like a kid on the night before Christmas. I didn’t know exactly what I would be getting, but I knew it was going to be good.

When we arrived at her house the first thing she stated firmly was “I’m not going to sleep with you.” This was fine by me because I really was not in the mood for your typical sex. I wanted to get kinky and dirty. Her home was nothing special. In fact, it was actually pretty pathetic considering she held herself out to be a goddess, as well as a financial domme.

She then ordered me to undress as she made herself comfortable on the couch. While I’ve read that this is done to strip me of my ordinary life and male associations, it did nothing but arouse me further. Next, while on my knees, she pointed at her feet and just looked at me as if I should get to work. She had a sexy pair of strappy heels on so it did not take any extra convincing on her part. I quickly began licking the tops of her feet and along the straps before I soon found myself licking the bottom of her shoes. After a thorough cleaning with my tongue I slowly removed the shoes one at a time. Now it was time for nothing but my sensitive tongue on her bare feet. I wanted to taste it all.

For a first timer I went in head first, licking the top, side, and bottoms of her feet. I soon was jamming my tongue between her toes, followed by an individual sucking of each appendage. Next, I took all her toes into my mouth at once and simply inhaled her essence. I was finally right where I belonged, at the feet of (and at times below) a tall powerful and confident goddess.

I could sense she was enjoying herself as well and her playful side was about to come to the surface. Coincidentally, her shoe size was the exact same size as mine, therefore, she ordered me to slip on her heels. Now I had snuck into my sister’s room when I was younger and tried on her shoes, so this was not the first time I would do something like this, but it was the first time I would act feminine in front of a women. Okay maybe the second or third time, I did have an ex-girlfriend whose panties I’d slip on now again while we were making love. Well tonight, this goddess would make me parade back and forth in front of her large unobstructed windows wearing nothing but her heels. She kept telling me how pretty of a little bitch I was eventually going to make. When I returned back to her holiness, I was back on my knees and leaning back wait for her next instruction. To my surprise, she wrapped her feet around my stiff cock and began giving me a foot job. The thing was that this wasn’t some sloppy foot job that you beg your girlfriend for, or even comparable to that lackluster hand job your girlfriend gives you in high school, this was incredible. After bringing me to a certain level of excitement, she then told me I had 30 seconds to come or I wouldn’t be coming at all. However, now I had to do it myself. Wow, I had been practicing for this my whole life. I quickly began to jerk my cock and take in the fact that I was on my knees and leaning back in front of this goddess’ feet. With seconds to go she ordered me to come on my stomach and I blew my load straight up and eventually right on target.

We said our goodbyes and I was shown to the door.

Tags: dominant women, foot fetish
Current Mood: contemplative

 

5.15.07

This past Thursday I met a girl I had been chatting to from a certain dating site.  We'll call her Annie.  She is 23 years old and from the suburbs. I convinced her to drive down to the city and meet me for drinks after a business meeting. To my surprise, although she had shown me pictures by email, she was even cuter than those pictures. She had long strawberry blonde hair, fair skin, and a tight little body. She dressed for the occasion too, wearing a strappy top with fitted black pants. Best of all she wore the cutest heeled shoes. I was sure to compliment her.  Little did she know that her constant reminders of how cute her shoes were, but how much her feet hurt, was fulfilling my foot fetish appetite.

We had drinks at a popular bar/club and then talked for a while outside. The weather was beautiful. I really wanted to kiss her, but didn’t work up the nerve and was afraid she’d want to go back to my place. For those of you who don't know, I have a beautiful live-in girlfriend of many years.  She was asking about where it was I lived. However, I simply walked her to her car and hugged her good night. She texted me that night and told me that she had a great time and wanted to do it again.  Truth is, I'd like to do it again, but don't know if I can be upfront about the girlfriend now that I didn't tell her off the bat.

On the ex-girlfriend front (aka - still the love my life, we'll call her Michelle), she texted me on Monday of this week to tell me she was visiting our old college town. I don’t know why she does this? Maybe to show me she is having fun, or maybe just for the heck of it. I don’t know, but I get excited every time she does and I can’t help it.  She is married by the way.  More on this later.

Right now, I'm online and exploring my submissive side.  An online domne, we'll call her Princess, wants money again.  She claims she crashed her car, but like a bad sub, I haven’t given in yet. Although she did make a new website that is totally hot. She also claims she’ll be in town this summer. Things could get interesting if I don’t run out of money first.

Although I'm a professional, my job is a bore. I feel like I’m getting screwed and have zero motivation. Bottom line. I don’t think I can last much longer and we'll need to make a change.

Tags: cheating boyfriend, ex-girlfriend, financial domination, foot fetish, sugardaddie
Current Mood: amused