Another dip

Rob couldn't bear to go across naked. Besides, Sandy seemed pretty merciless when it came to him. So, he reached out and grabbed another piece of paper. Once again, it was quite a bit worse than he could've thought. He read aloud, "Answer the door naked for the pizza delivery girl."

Rob wondered if someone had already placed the order. His thoughts were answered when he saw Lucy pick up her phone and make a call. After she was done, she hung up and said "They should be here fairly soon!"

Rob resumed his waiter duties. He tried asking for a hickey from time to time but was blown off by most of them. Finally Brenda asked him to get a tape measure. She then asked him to place the tape measure next to his penis and measure it. Rob complied. 6.8-6.9 inches. It was hard to tell exactly with the twitching. Brenda took pictures from many angles, many with his face included. After she was done, she finally put her lips on his neck and sucked until it was sure to leave a mark. That was humiliating but one down.

Norma didn't ask for anything. She simply decided to go on the other side of his neck from Brenda's previous mark and sucked at it from behind. She also simultaneously gave him a reach around. Once she was done, she quickly let go of his dick and fondled his balls, and let him go. Another one done.

He resolved to ask Lucy next. He walked up to Lucy and said, "Hi, Mistress, may I have a hickey."

"Of course you can." His face showed some excitement. One because there was no funny business involved. And 2 because Lucy, the sweet angelic Lucy, was going to suck on him. "Only one problem, though," she said, in a cutesy exaggerated frown, "I don't know where I want to give you one. Maybe I should give you on your pecs, that would be fun," she said tracing her finger down his chest. Fake pouting she said, "I think I need a little more time"

Rob sighed. She wanted to toy with him a little. "Ok, mistress." he said. Just as he finished saying that, Lucy spilled her wine down his abs and cock. "Oops." she said, smiling devilishly " Maybe I can still drink it". Lucy got low and licked his abdomen, getting lower all the time. As she approached his rock hard cock, she said, "You want me to lick here?" She looked up at him expectantly. She positioned herself, kneeling, such that she was at eye level with his member. As she spoke now, Rob could feel her breath on his dick and it was making him **** for her to touch him in some way. Lick, suck, stroke, it didn't matter. "Maybe I can give you the hickey right here," she said, using one finger to push his cock down causing it to bounce. "A dickey, if you will." She laughed. "But I don't think you've earned this yet. I think just a little tease will do"

Lucy took her tongue out and began lightly licking the underside of the head of Rob's throbbing dick. It was strange how it simultaneously felt amazing, but also not enough. Just as he was getting overly frustrated, he felt his dick being enveloped. He looked down and saw the most amazing sight - His cock was in Lucy's mouth! She sucked once, twice and Rob was in heaven. She released his dick with a loud pop and looked up at him with innocent eyes. God damn, how is she so adorable and cute while doing something so dirty. She went to put his erection back in her mouth, and he felt her warm breath as she did so. But just before she could take him in again - DING DONG.

Lucy leaned back away from his penis and said "Oh I imagine that will be the pizza. Go on stud, she's waiting for you." With that she winked, and got up. Rob turned around and finally noticed his surroundings. Nearly every phone was pointed at him filming that incident. At this point, Rob had given up on caring about that.

Rob opened the door, to see a young lady in front of him dressed as a delivery driver. Hair back in a ponytail, with the company hat on, a polo company t shirt and jeans, she looked at him in utter shock. "Mr Jenkins!"

Rob was now standing naked as the day he was born in front of his 18 year old student, Lisa. She had been his favourite student. He had been her favourite teacher, partially because of a crush she had on him. Even though she had seen his manhood that day during the fire drill, this was a whole new level. He wasn't covering. He was just letting it all hang out. He had a bowtie on the base like it was a present to her. He was definitely her favourite teacher now.

Rob took the pizzas and then realized that he didn't have the money. Luckily, just as he went to turn around he felt a pair of arms wrap around his back. It was Lucy again. "Hey, stud, you forgot this." she said and placed the money in his palm. She let go of him and came to stand along side him, and placed her hand on his shoulder. Rob handed Lisa the money. It was exactly change. Lucy chimed in, "Sorry about no tip."

"Oh there's plenty of tip" Lisa laughed.

"Well, either way, I'm sure Rob will do anything you want him to as a tip, won't you darling," Lucy said.

Rob nodded. He didn't want to call Lucy mistress in front of Lisa, he wanted to be safe from that humiliation. "Oh it's quite alright, this is enough, I think." She said blushing uncontrollably.

Lucy turned to Rob, "Don't you have something to ask her, Dickey?" The clue at the end brought him the realization. Fuck. He had to do that, huh. "Well, Lisa, you see, I must get a hickey somewhere on my body," he gestured to the couple he already had, "from every woman I meet tonight. And well, I met you."

"And you can ask for anything you want in return. He has the option to refuse, of course - but that comes with a price. But don't go too far or he will say no. Oh, just one thing, though. This naughty boy is not allowed to cum" interjected Lucy, keen to inform Lisa of her rights in the situation.

Lisa couldn't believe it. Not only had she seen Mr. Jenkins naked now, with no obstruction, he was now at her mercy. And she had to give him a hickey, which, to her, was a prize all on it's own. "I'm sorry, Mr Jenkins, but the other girls took and saw pictures of you and I didn't."

She pulled out her phone and began snapping away. She even placed it on her palm to get a good picture. As she was conducting this photoshoot, she racked her brain on what else she could ask. She was shy, reserved, and a virgin but she was going to be damned if she let this golden opportunity pass her bye.

After taking what felt like a million pictures, she finally had a plan. She was going to have fun with Mr Jenkins. Hopefully Mr Jenkins would also enjoy himself.