Since I first became interested in girls I have known that I am a boob man. I can't explain why but I have always found the soft, jiggly squashy mounds of flesh on a woman's chest to be unbelievably arousing, sometimes even to the point of ignoring or overlooking a lot of the more important things about her.
As a young man I was very into big boob porn and began collecting as much of this material as I could. In those days the internet was in it infancy, and I was limited to page 3 of newspapers or the occasional top shelf magazine when I could get hold of one. I was however quite picky about this as I wasn't particularly attracted to silicone enhanced chests,. I far preferring natural ones, even if they were a bit saggy in comparison. I also found that I had a bit of a fetish about pregnancy and loved the effect it had on a pair of breasts, as well as loving the large swollen bellies of pregnant ladies.
This obsession led me to have a bit of a one track mind, which meant I only really showed any sexual interest in larger chested girls. Because of this I only asked out the bigger girls and by the time I turned 27 I had never been with a girl who had a bust smaller than a DD cup. I actually had a silly and very immature "rule" that I wouldn't even consider propositioning a girl smaller that this.
In fact my long term girlfriend, who I was with from age 22 to 26, had a 38G bra size. She was the dictionary definition of "voluptuous", dark haired 5ft 4 and 185 pounds of soft curves. She was certainly not slim, but I loved her figure and being with her was a dream for me. We had a great sex life, and she could use her amazing boobs in a lot of creative ways, which always ended with me blowing the very substantial contents of my balls all over her chest.
In fact in the 4+ years we were together I must have ejaculated on her boobs at least 80% of the time when we had sex. She used to joke about not needing birth control pills or condoms as she could always rely on me to spray my fertile seed harmlessly on her big breasts, rather than inside her where it could do some damage.
I thought she was the love of my life and was more than ready to commit to her fully. I began talking to her about taking our relationship further, such as marriage and especially children. I am a little ashamed to admit that the thought of seeing her pregnant, with her huge boobs growing even bigger, was part of this, though I was very keen on fatherhood as well.
Unfortunately it soon became obvious she was not on the same page as me, even after 4 years together. She certainly had feelings for me but not to the same level as I did for her. When we split up (In fact I lost her to another WOMAN!) it had a very negative effect on me. I would compare every woman I met in a romantic context to her and found them all wanting, especially in the chest department. For this reason I was pretty much celibate for the next year or so.
Eventually I gave myself a good shake and decided I needed to get back out there again and start dating. However I wasn't in great shape to attract a new mate. Years of sitting all day doing IT work with minimal exercise hadn't done much for my fitness or physical health. While I had never been fat due to a low appetite and a pretty good diet, I also had no muscle mass at all. This meant I was a 5ft 10, 130lb weakling at age 27. I knew this was not helping me attract women, especially not the big busted beauties I was after, so I started getting more into fitness.
I initially started with the usual bodyweight push up / pull up routine at home, which, along with just eating a bit more decent food, got me started. However after a few months I realised if I wanted to take things to the next level I would need to get serious and go to a gym. Luckily for me there is a very well equipped gym a short 20 min walk from my home and I happily signed up for some PT sessions to try and get into better shape.
On the first day I was due to meet my new personal trainer and the receptionist asked if I would be happy with Anna as my PT. I hadn't even considered that my trainer might be a woman, but I no issue with that whatsoever. I even had a brief, very naughty fantasy of a dark haired, big breasted fitness model, her massive rack squeezed into a tiny sports bra. I quickly dismissed this thought however and determined to make this a professional relationship regardless.
I quickly got changed into my gym gear and walked into the workout area. I asked one of the trainers to point Anna out. He gestured to a young women with her back to me wearing a loose T shirt and leggings. I approached her and said hello.
She turned around and I quickly saw that my new PT could not have been more different to my naughty fantasy or indeed my "type" of woman. Anna was about my age and looked about 5ft 7 and 130lb. Rather than being my preferred brunette, she had medium length blonde hair pulled up into a practical bun. Her face was pretty, with very fine, delicate features and rather striking blue eyes.
However as my eyes drifted down her body I saw that she was slim and her chest was very flat. In fact it looked like she had barely any breasts at all and if she did they were pretty much completely hidden by her T shirt. With the practised eye of a boob connoisseur, I estimated she was an A cup at most.
By any sane definition she was a very attractive woman but she was certainly not my "type". In a way I was happy about this as I was here to train and improve my physique, not ogle at the trainer's tits.
"Hi I am Eric your new trainee," I said sticking out my hand.
"Pleased to meet you Eric," she replied with a friendly smile and took my hand with a firm grip displaying her own fitness and strength. "I hope you are ready to get some hard work done today?"
"I am ready for whatever you want to throw at me," I said confidently, though inside I didn't know what to expect.
Anna then asked a lot of detailed questions about my previous training experience, diet, days I could train and most importantly what I was looking to get out of our sessions. I was very impressed with her professionalism and felt in safe hands. She drew up a training plan for me and we stared right away with a 4 day upper lower split as I could commit to 4 days training per week at the gym.
She was certainly a hard taskmaster and I felt completely exhausted at the end of each of our session, but also very satisfied with the work we had done. She also provided me with a diet plan and after a few weeks I began to see an improvement in both my lifts and physique. After 18 months of hard work I had put on about 25 pounds of mostly muscle and looked like a different person. Although I initially started my fitness journey to attract women, I found I enjoyed it so much that the gym became the highlight of my day and getting laid became very much a secondary goal.