Andy
Andy Miller's day had begun as it usually did. Up early, dressing and then going into the room his mom shared with his little sis to say goodbye. His mother worked as a waitress taking the evening and night shifts but she always wanted him to wake her before he left since she wouldn't be home when he returned from work and he would be asleep when she returned. His "little" sister, Anne, was 16 now. She used to sleep in the same bedroom with Andy but when he was 12 and she was 8 his mom had moved into the larger bedroom with Anne and given Andy the smaller bedroom to himself.
Then he was off to the DQ where, as assistant manager, it was his job to open up, check in the employees and handle the breakfast rush. Later in the day the manager, John, would come in. He'd spend most of his time at the office desk handling inventory and financial stuff before helping out for lunch. Today had been pretty ordinary. Tracy, the cute summer hire, had even sat with him to eat breakfast. They had chatted idly about family.
Andy was totally shy. He'd only been on a couple of dates in high school because he never could get up the nerve to ask any girls out. The few times he did manage to get the question out he had either been rejected or had sat so quietly and self consciously during the date that he couldn't get up the nerve to ask for a second date. Now, he wished he had the nerve to ask Tracy out but they were quickly back to work.
He was off at two, and, as was often the case, found himself driving north and going into "Pete's" the nude bar one exit north on the highway. "Pete's" wasn't exactly a "bar" since they didn't serve liquor but Andy liked sitting and watching the ladies dance, get naked and show off their bodies. All too frequently he'd give in when they came by and asked if he wanted a topless or nude private dance. That could get expensive.
He'd already turned down a couple of requests when he saw a really cute blond with a great figure come in accompanied by a skinny guy with long hair. Andy watched as they sat at a table across the room and realized that the "guy" was actually another girl. He kept an eye on the pair as they watched the dancers and the cute one went over to the bar and then came back and sat down. He wondered if they were dancers.
Then one of his favorite dancers, Desiree, came out and went over to the two girls. They sat and talked until the DJ announced that "Desiree" was next on the stage. Andy was intrigued and when her dance was finished he got up the nerve to walk to the stage and hand her a 5. "Can we talk?" he asked.
Desiree knew Andy and even though one of the other guys had asked for a dance, she decided to keep a regular and reliable customer happy so she told the other guy that she would get back with him after she finished with another and then sat down with Andy.
"Who's that?" he asked, gesturing over to the table where the two girls sat.
"Andy, I'm disappointed, I thought you wanted to spend time with me," Desiree said.
Andy wasn't sure how to reply but managed, "I do, but I saw you with them and wondered. Are they dancers too?"
"No, they aren't. Well, maybe they will be. They're thinking about it. So, Andy, would you like a private dance with me today?"
Andy knew that if he went back with her he'd blow through his meager funds. He glanced over at the cute blond. "I don't know."
Desiree noticed his glance and took advantage, "Would you like it if I can get her to come back with us?"
Andy's cock sprung to life and began doing his thinking for him, "Yeah, I'd like that."
"You know it costs more for more than one person to come back."
"Oh," Andy's head began to take control again but his cock fought back, "How much more?"
Desiree knew that Andy made a limited income but she also knew that Pete's would charge her based on the $100 per person for 15 minutes rate. She also wanted her friend Sarah, the cute blond, to see what it was like in the back. She knew Sarah was a nymphomaniac and would be attracted by what went on in back. She'd get a nice bonus if Sarah would come to work at Pete's. "How about $150 for 15 minutes."
Andy knew the going rate and knew that sometimes on slow days he could get Desiree for $150 for a full half hour. "Isn't it only a hundred?"
"They want me to charge double for two people to come back, Andy. So it should be $200."
"Oh," Andy struggled with the amount. He knew he'd not be satisfied with only 15 minutes but his cock kept insisting that it wanted to see that cute blond naked. He agreed, "OK. If she'll come back too."
VIP
In the VIP room, he asked for a half hour and Desiree gave him forty minutes. He was half naked and was enjoying the two naked girls and having them play with his cock when he felt a sensation he'd never felt before. Desiree was moving down his body in a move which would usually result in her entire body sliding over his exposed cock. But this time his cock was suddenly enveloped by a warm, soft dampness. It was fabulous!
Desiree was immediately upset and began telling Sarah off. Andy didn't pay any attention to what was being said. He just knew that as Desiree turned to Sarah, his cock was feeling the soft warmth massaging his cock. He was a virgin and at first wasn't sure what was going on but quickly realized his cock was embedded in Desiree's cunt. His excitement increased and he couldn't help but pushing his hips up to fully penetrate Desiree's cavity.
After Sarah had dressed and left, he figured Desiree would pull off but she looked him right in the eye, said, "What the hell!" and proceeded to move up and down on him for maybe a dozen strokes before pulling off and resuming her regular "dance".
Andy was out of money and Desiree deserved a tip. So he reluctantly went to the ATM machine. It charged 5%, and his bank would add another $2.50, and it only dispensed 100 dollar bills. He got two, practically depleting his account, took one to the bar to get change, dropped a couple dollars into the tip jar and gave Desiree five twenties. He looked around and saw Sarah waving at him so he went over. He had barely sat down when Desiree came over and took Sarah away, "to talk."
Sarah was gone for a long time and he reflected on what had happened. He'd never felt anything like it. He could easily get addicted to that. He stroked his hardening cock through his slacks trying to recreate the feeling in his mind.
As he sat reminiscing and also feeling a bit guilty about spending all his cash, Sarah reappeared and leaned over the table, showing her large boobs to maximum effect. To his surprise she offered to have sex with him! She also wanted the skinny girl, Sally, to participate. She sat next to him while they waited for Sally. She kept her hand on his thigh making occasional excursions to his balls and stiff cock.
"Here she is!" Sarah exclaimed disturbing his reverie.The less than attractive girl with mousy brown hair and no figure came to the table with Lilly, one of the dancers.
"Hi, Andy," Lilly said as they came over. "You want a dance today?"
Andy smiled shyly, "Not now, Lilly. I'm gonna be leaving soon."
Lilly walked away to solicit other customers, leaving the three alone.
"Hey, Sally," Sarah stated, "This is Andy. He's gonna fuck us."
Sally laughed, "Great! Is there enough of you to go around?"
Andy blushed, saying nothing.
Sarah laid her hand in his lap and squeezed his hard cock gently. "I think he has what it takes," she replied.
Sally sat on Andy's other side, pulling her chair close. "Where'd you find this handsome guy, Sarah?" she asked, pushing Sarah's hand aside so she could feel his crotch tuber.
"I can tell you're up for this," Sally smiled, stroking him gently. "Where are we doing it."
Andy knew of a motel across the highway from his DQ. The sign said "hourly, daily, weekly, monthly." Maybe it was a filthy dive, he'd never been inside, but he said, "There's a motel at the next exit south that has rooms for an hour."
"So are we up for this?" Sally asked.
Andy wasn't sure. The idea of fucking two women, especially one as cute as Sarah enthralled him. But he was unsure about fucking one in front of the other.
"Andy, I'll drive Sally and me," Sarah stated with a no-nonsense attitude. "Be a sweetie and get the room."
"For one hour?" Andy asked.
"Better make it two," Sally replied, giving him a big smile that implied she'd like nothing better than to have him inside her. She had penetrating eyes and he wondered why he thought she was unattractive.
"We'll be right there," Sarah told him. "Wait for us outside the office." Then she took Sally by the hand and led her to the ladies room.
In the ladies room she told Sally that Andy was a virgin. Laughing while she described the incident with Desiree. Then she asked Sally to take Andy for his first fuck. "Your great with guys their first time," she explained. "You really help them know what to do."
Sally liked first timers and in high school had a stable of guys who had been socially inept and fucked them while making sure they knew how to please her. Andy was just her kind of guy. But she had other ideas. "I think we'll play a game, that really helps with the shy ones and the virgins. Who's first will be up to chance."
Motel
At the motel Andy discovered that a two bed room would be $20 for an hour, $35 for two hours, and $50 for the whole day. He opted for the full day.
The two ladies showed up shortly after he came out of the office and they went to the room. It was surprisingly clean but with no furniture other than the bed, a dresser, a nightstand and a TV mounted on the wall.
In the room Andy asked , "What do we do?"
Sally took charge, "We're going to play a game. It'll take a few minutes to get ready." She took a notepad and pen from her purse and began writing.
Andy was getting anxious, "When are we gonna start?"
Sally looked over at him, "Patience, my man, It's better to do it slowly. Especially your first time. Believe me you'll enjoy it more than if we just got naked and started fucking." She tossed her head in a manner she knew excited the guys and went back to her writing. After a few minutes she took the pages she from the pad and carefully tore them into squares.
She explained, "We'll play rock, paper, scissors to determine a winner. Winner gets to remove one item of clothing from the loser. With three people it can be a tie and we'll play again. It's also possible to have all three win and lose if each of us picks a different item. We'll count that as a tie too. The other outcome is one winner or loser when the other two pick the same object. In that case the two will play a two person game to determine the winner or loser."
"What if we're naked?" Andy asked.