BBW Surprise

I’m 19 now, and I’ve never had any real luck with girls. I’m not terribly unattractive, but I’m certainly no big catch. I’m also rather shy, and to be honest, I’ve never worked very hard to meet girls my age at school or most anywhere else.

I do, however, have a very active fantasy life, and it’s evolved into various fetishes and kinks that I can only dream about acting out with a lover. But I guess that’s what masturbation is for. And since I’m taking a year off between high school and college this year, I’ve had a whole lot of time to dedicate to that particular past time.

My family is barely that, these days. My old man ran off a few years ago, supposedly with this skanky waitress from his favorite bar. I don’t know, and frankly I don’t care. He was an asshole, and I spent most of my adolescence pretending I wasn’t related to him anyway. My sister is a few years older. She’s living with some guy about 2 hours away, so we never seem her but a few times a year. So it’s pretty much mom and me these days. She works hard, never complains, and has been a great mom given all that she’s been through with the asshole. She’s kind of a bigger woman, probably 200 lbs or so, with a great big motherly bosom that she struggles to keep contained in the often ill-fitting clothing that she buys. Nobody ever accused her of having fashion sense.

I suppose it’s because of her that I developed a fetish for larger women. I’m not talking about huge monsters weighing in at 350 lbs or anything. Just lots of curves, soft places, a little extra skin, just more woman to hold onto. I surf the net constantly, prowling for what they call BBW pornography. I guess that stands for Big Beautiful Women. I agree, and I jack off to that shit all the time. Thankfully I have my own computer in my room, so I don’t have to use Mom’s down in the office. I also have some other fetishes, like mature women. I suppose that’s because of mom as well. I used to jack off to some older female teachers in junior high and high school, but in my fantasies, they’re all about Mom’s age, mid-40s, and about her size and shape. What can I say; I’ve found a taste for something near to home. In truth, I didn’t have direct fantasies about having sex WITH my mom, just that the women of my fantasies had similar characteristics.

About six months ago, I decided that perhaps the same internet that gave me so much BBW and mature wank material might also help me meet a girl. I’ve seen so many ads and SPAM emails about meeting women on the web, so I figured, ‘What the hell?’ I had to do some poking around through lots of junky sites, but I finally found a site that specialized in BBWs. As I perused the ads, I got so horny thinking about all these single fat ladies who needed company, I had to jack off right then and there! Some had photos, most had stats (height, weight, hair, eyes, etc.). Some were very kinky and hot, others were very romantic and heartfelt. One thing they all had in common was a desire to be loved as they were by someone who could cherish them despite their socially conspicuous weight.

I created a profile, calling myself BBWLover142 (clever, huh?). I nervously replied to a handful of ads, ones that appeared to be in my part of the country. I hadn’t really figured on the nationwide element of this whole internet dating thing. Within a day or two, I had some responses. They were sweet and grateful for the most part, and all requested a photo and some more conversation.

I apparently hadn’t considered the photo thing either. I didn’t have any photos of myself on my computer, but I knew that Mom had just bought a new digital camera that I hadn’t even seen yet. I went down and found her, and asked her to take my picture with it. She obliged, and we took a couple shots of me, and a couple more of us together, just for fun. It took me a while to figure out how to extract them from the camera onto my machine, but I got it eventually.

I kept up correspondence with a few, contacted a few more, and generally enjoyed trading emails and photos with hot chubby girls. At least a couple of them were too shy or embarrassed to send their own photos. To them, I sent photos of me with my mom, so they could see that I was not just making up my preference for big gals.

The months went on, and life went on, and so did these correspondences. I figured I had nothing to lose by being myself, so I was very forthcoming, and I was rewarded with the same. I finally started to narrow it down to one gal whom I really enjoyed. She was one who would never send a photo, but she was fantastic and I found her irresistible just the same. She went by Naomi, and she was from my same city, and was quite a bit older than me (she wouldn’t say how much, but assured me she wasn’t over 50!). She had a great personality, a clever wit and a sexy mind. I would masturbate to her emails on occasion, and the contents of our emails became increasingly sexually charged.

Finally, about three weeks ago, we made plans to meet. We were both very ready for some good hard sex (I know I was a virgin, and while I couldn’t be sure about her, she was so giddy about our rendezvous I started to wonder). I let her set the time and place. She wanted a hotel room, so she set it up for that Friday night. She would check in, plant an extra key in the lobby, and then go up to the room. I would arrive an hour later, find the key and meet her in the room. Naomi said in her email that she wanted all the lights down so that we could enjoy each other without being distracted. “We’ll know if its right by feel, not by sight,” she wrote. I was just so excited at the prospect of getting laid and fulfilling a fantasy at the same time; I didn’t even question her desire for darkness.

Before the day arrived, I made sure Mom knew I was going to be gone. Not wanting to alert her that her son was going to fuck a fat girl he’d never even spoken to before in some hotel room, I conjured up some story about going to a rock concert that would go late into the evening. She seemed to know I was lying, but she didn’t say anything, much to my relief. She said she had plans that night as well, and we’d see each other Saturday morning to clean the house.

Finally Friday arrived, and I spend the early evening making sure I was clean, smelled good, dressed nice and shaved my face closely. I also had the idea of trimming my pubes. ‘That might be an nice courtesy, if she gives me a blowjob,’ I thought. I trained my shaver’s trimmer feature at my crotch and brought the kinky coils under control.

I heard Mom yell goodbye and heard the door close as she left for her Friday night bridge club right on time.