Chapter 1

My name is Dave, I work for a company called Dyna-Tech, based in a town/development called Bellows Farm in the American deep South. I’m in my late twenties, a little overweight due to some bad habits I picked up in college carrying over into my career.

I’m about to go on a business trip with a co-worker. Her name is Debra or Debbie. We have worked together for a couple of years and know each other fairly well. We have never dated though. I didn’t want to spoil a good working relationship be asking her our and getting turned down, given I’m a bit “chubby”.

Debra or Debbie to friends and those who know her well is a little hottie. She’s quite slim, though has a nice pronounced booty atop round thighs, a flat stomach, modest boobs. She watches her weight and is quite active. She has a pleasant personality, and despite being a “hottie” is very sweet and considerate.

She’s about to go on a business trip with her co-worker, Dave. She likes him, he has been great to work with and they get along quite well. She has wondered why Dave has never asked her out. She would go out with him even though he’s kind of chunky with a “dad bod”.

We met at the gate for our flight down to company headquarters just before boarding. “Hey, Debbie, good morning.” “Good morning to you too, Dave, are you looking forward to this trip?” “Yeah, I am.” “How about you?” “I guess so.” “You guess so. What’s up? Don’t you want to go and see HQ?” “Yes I do, but, you’ve heard all the gossip and rumors that everyone at HQ is really obese, haven’t you?” “Yeah I have, but I’m not that worried, we’re only going to be there for a week.” She shrugged, “I guess you’re right, nothing to worry about.” But Debbie was thinking, “That’s good for Dave, he’s already, kind of heavy, I just don’t want to gain any weight.”

We boarded and had a nice flight down to the nearest airport. Our hotel, the Bellows Farm Inn had a shuttle bus at the curb to pick us up. Our meetings weren’t until the next day, but the company had a generous travel policy allowing employees to arrive a day before meetings/appointments and leave the day after. We arrived at the Inn and checked in. While checking in, Debbie noticed the swimming pools, “Dave, let’s go for a swim after we get our luggage to our rooms.” I thought for a minute, I didn’t bring a swim suit. I really didn’t want a hot girl like Debbie to see my chubby body in a swimsuit. “Uh, Debbie I didn’t bring a swimsuit.” The adorable, plump desk girl piped up, “Oh sir, the gift shop carries clothing and swim wear and I know Dyna-Tech has a very generous expense allowance that does include clothing.” Debbie smiled, “See Dave, no problem. I’ll meet you by the pool in a half hour.” I smiled, “Okay, you win.”

We went to our rooms. Debbie changed into a black, nylon bikini panty with a matching halter top. She admired herself in the mirror, though patting her round booty, thinking, “I have to watch what I eat here, or this could get a lot bigger.” She headed down to the pool, for what would become a life changing afternoon.

I went to my room, did a bit of unpacking and then went down to the gift shop. I went in and was taken aback be how much clothing they stocked. There was mostly women’s clothing, underwear, lingerie, swimsuits, stretch pants, blouses, dresses in increasing sizes. Another adorable, plump young woman asked me, “May I help you find something sir?” I was nearly smitten by her, very pretty and with a round, protruding belly, thick thighs and a round booty to die for. “Uh, yes, um, I need a swimsuit, please.” She giggled, kind of checking me out. “Do you work for Dyna-Tech sir?” “Yes I do, miss.” “Then you can charge this to your room and expense it out on your report. The swimsuits are over here.” She brushed past me, actually bumping me with her belly. I followed her lovely booty over to a rack, where much to my chagrin held only black, nylon, brief style swimsuits. “Uh, don’t you carry any swim trunks?” I asked, kind of blushing. She giggled, looking me over, “No I’m sorry we don’t only these. I think a size 38 would fit you, we do have them in larger sizes too.” I blushed again, thinking, That should fit, I wonder what she means by ‘we have them in larger sizes too.’” “That should fit me, I’ll take one.” She pulled off of a hanger and I followed her lovely booty back to the cash register. “What’s your room number sir?” “Room 622.” I replied. She entered the transaction into her computer, placed the suit in a bag and handed it to me. “Will there be anything else, sir?” I thought for a moment, “I’d love to ask her out, she so hot, but thought better of it.” “No, miss, that should do it, thank you.” She looked a little disappointed, “Your welcome sir.”

I went back to my room, changed. Looking in the mirror, I thought I looked like a sausage in the brief, but it was all they had. I started down to the pool, wearing the brief and a tight t-shirt.

Dave arrived at the pool shortly after Debbie did. “Dave, I’m over here!” I looked over and she was wearing a black, nylon bikini with a matching halter top, she really looked great. I walked over, she looked up at me and stifled a giggle, “Dave did you bring that swimsuit?” I blushed, “No, I forgot mine and I bought this in the gift shop. This is the only style they carry.” Debbie said, “Oh Dave I didn’t want to sound condescending, I’m sorry.” I managed to stammer, “That’s okay.” She asked, “Do you want to go for a swim?” I certainly did, I wanted a nice view of Debbie in her bikini and it was very hot outside. “Yes, I’d love to Debbie.”