Back at home after meeting a new woman in Las Vegas Bill couldn't wait to see her again. Unfortunately, he lived near Milwaukee and she was in Chicago. It wasn't a huge distance but it would make dating somewhat cumbersome. He would need to drive about an hour and a half each way which made staying overnight the only practical way to see her; that meant a portion of two days would be devoted to each date. They each had business and social-group commitments making it a little difficult to find matching open weekends. They spoke on the phone repeatedly but couldn't schedule an actual date for several weeks.
Their first date since Las Vegas was coming up. Bill had a business meeting on Saturday morning but was able to leave by 1PM. He'd agreed to call Missy when he'd checked into his downtown Chicago hotel. He was then going to drive out to her suburban apartment to pick her up so they could spend the balance of the afternoon together. They had agreed that she'd dress casually and bring dressier clothes for dinner. She'd change in his hotel room.
As he arrived at his hotel he wondered if she'd wear sexy lingerie under her casual clothes. He couldn't expect a corset or garter belt but he hoped she'd dress in something sexy. They'd had planned on a driving tour of the city since she was familiar with Chicago and he wasn't. He hoped that she'd let him undress her back at his hotel and that they'd have sex before getting dressed for dinner. Based on their encounter in Las Vegas he assumed she'd wear a corset for the evening. Actually that was much more of a certainty than their having sex. On their first date she'd teased him and ultimately gotten him off but she'd made it clear that she had sexual limits that he'd have to respect.
In Las Vegas s she'd expected him to rub himself off using her ass crack but her corset had gotten in the way. She had ultimately given him a blow job but the BJ had been almost a medically necessary release since she'd teased him for so long. She'd been adamant that they couldn't have sex and she'd even tied his hands behind his back to keep him under control. That had been their first date- a fact she'd mentioned several times in explaining the limits she was setting. Bill hoped she had more relaxed morals for second dates.
Bill checked in to the hotel, called Missy and used his car's GPS for the twenty minute drive to her apartment. She was outside waiting for him when he arrived at her building- carrying a carryon bag and a garment bag. Her hair looked radiant in the sunlight and her skirt was short enough to give a suggestion of her great legs. He noted that she was wearing a navy blue pencil skirt and cream colored tailored blouse. A hint of cleavage was evident where the first three buttons of the blouse had been left open. It was just enough to remind him that there was a pair of D cup breasts waiting to be discovered. She looked great and he told her so. They kissed briefly and put her things in his trunk.
Once in the car Bill surveyed Missy's calves and detected stockings. His cock twitched. Since she'd told him she never wore pantyhose stockings meant she was probably wearing a garter belt. Based on what she'd said that in turn suggested an ensemble of sexy lingerie. He thought his chances of getting laid before dinner were looking up.
Before driving off Bill's eyes couldn't help but check out Missy's chest. Her top wasn't obscenely tight but it was cut to follow her body which gave a clear impression of her large breasts and nice overall body. She wasn't thin but if she was at all overweight by today's standards it was perfectly distributed to form a very sexy hour glass body. The little bit of cleavage revealed by her blouse wasn't enough to be exciting but did make the observer think about what couldn't be seen. All in all she looked delicious to Bill.
Missy caught him looking and said, "If you're trying to see if I'm wearing a corset, common sense should tell you that's not likely in a an outfit like I'm wearing. A silk blouse is more commonly worn with a silk or soft cup bra. Mine isn't silk but it's a relatively thin fabric in a demi cup style. Don't drive off the road but at a stop light you can check out my nipple bumps in the thin fabric of my blouse. I usually try not to have any nipple show but I thought you'd like it."
"Thank you. You've gotten to know me very quickly."
Bill drove around the city following Missy's directions. She pointed out the typical tourist attractions and most notable buildings. At virtually every traffic light he turned to enjoy the small bumps in her blouse and to savor mental images of what she'd look like without the blouse and bra. As he drove he spent a fair amount of time glancing down at her exposed lower legs. After an hour Missy suggested they end their tour and stop in the lounge at his hotel for a glass of wine. Bill readily agreed.
They soon found themselves sitting across a tiny bar table. With sunlight streaming through large windows the room was well lit which gave Bill his first good look at Missy's nipple bumps. He didn't say anything- fearful that she'd become embarrassed and want to cover up. For the same reason he tried not to stare at her chest; short glances would have to suffice.
It didn't take long for Missy to become aware of where his eyes kept returning and then to remember how her blouse had looked in the mirror when she'd gotten dressed. Looking down she could see that the bright light made her nipples seem even more prominent. She blushed but quickly calmed. It was very unlikely anyone she knew would be in the hotel as her apartment and workplace were both in suburbia. She decided to use her chest as a tease and not be timid about it.
When she next saw Bill's eyes descend to her chest Missy pulled her arms back to push out her chest. The thin fabric went taut over her large breasts and her nipples poked outward proudly. "Like what you see," she asked?
Bill nodded and said, "Absolutely. I couldn't drive and stare at your chest; this setting is much nicer. Your breasts look great. Might I suggest we finish our wine quickly and adjourn to my room? I'd like to examine your nipples more closely."
"Not so fast," replied Missy. "You seem to forget that this is only our second date. I think I also mentioned that I like to tease. Putting those concepts together there will be some strict limits on your in-room lust. I'll let you kiss me and fondle me through my clothes if you want. You can even take off my blouse and skirt but that's it for a second date. You can ogle me in my lingerie and I'll probably let you give me an orgasm orally but you have to respect my limits."
"For someone with a corset fetish you certainly are conservative."
"I don't have a corset fetish; I simply like to wear them. As to the limits it's not religious morals or anything. I remember from high school that the slutty girls got no respect. I don't want to be thought of as 'easy'. In addition, I love foreplay and know how horny men tend to skip over it. I think you should enjoy me thoroughly in my lingerie before enjoying me without it."
"Okay. I can accept that. I'd love to enjoy you in lingerie Can I at least assume that tonight will count as our third date and not a continuation of the second?"
