It was not quite the doghouse, but Cindy had apparently decided to play a game with me. Tit for tat, as it were. The next Thursday, Cindy was suddenly "overwhelmed" by schoolwork and could not attend our regular dinner. As the youngest of three sisters, Cindy could be something of a brat sometimes.
Sandy, Sara, and I had dinner and watched some TV for a while before the discussion turned inevitably to Sandy's new boyfriend, Doug. It seemed that not all was going well.
I made like I was not all that interested, but the idea of Sandy, a born-again, 21 year-old virgin who had barely ever even kissed a guy, trying to navigate her way through dating a hormone-driven young man of her own age gave me a kind of sadistic amusement.
Sara and Sandy did most of the talking, and I just sat there and listened. It seemed that Doug was ready for the relationship to start delving into physical areas that Sandy was just not quite ready for. She had always been very protective of her body, and where Cindy was the type of girl who would just come sit on your lap or snuggle up to you, Sandy definitely had her barriers.
Sara eventually stood up. "We talked about this last week, Sandy, and you know my opinion. I am going to bed."
Sandy nodded, disappointed. The pressure her boyfriend was putting on her was obviously causing her quite a bit of anxiety. She got to her feet and began putting on her coat.
"You don't have to go if you aren't done talking," Sara said. She was pouring herself a glass of water. "It might do you some good to get a male perspective on this."
Sandy paused and considered this for a moment. I was actually looking forward to getting some shut-eye – Desiree had let me know that I needed to be in the office early the next morning to have another frustrating "meeting." But Sandy shrugged and took her coat off again.
I kissed Sara goodnight, and then settled back down on the couch. Sandy sat down on the floor about ten feet away from me.
I figured if I was going to stay up, we might as well talk about something I could get interested in.
"So what HAVE you done?" I asked.
"You mean, like...to each other...physically?" she stammered.
"Sexually, yes," I nodded. Even the most clinical terms seemed taboo to her.
"Well,...I mean...I don't..." she struggled for words. There seemed no limit to her prudish ways.
I decided I would need to get direct and walk her through this one step at a time.
"Have you kissed?" I asked.
"Yes," she replied.
"With tongue?" I asked.
She hesitated. Her pretty face was getting pink. I could not help but smile at her ridiculous bashfulness. "Yes," she answered.
"Is he the first guy you have ever kissed like that?" I asked.
"Like that, yes," she replied.
"That's hard to believe," I said.
"Why?" she said hurtfully, as if I had called her a whore.
"Because most people would think that a girl as beautiful as you would not have waited as long as you have," I explained.
Her shade of pink got a bit deeper, and she tried to hide a smile.
"Do you like it?" I asked.
Her cheeks got even pinker. "Yes."
"Has he felt your breasts?" I asked.
She was slow to answer, which gave me all the answer I needed. "Yes," she finally confirmed, "but not under the shirt."
"Has he felt you down there?" I asked, nodding between her legs.
She turned the deepest shade of pink and shook her head. Her thick pouty lips stretched into a naughty smile, as if even talking about such things were a new, exciting experience for her.
"No?" I asked, trying to sound surprised even though I was not in the slightest. "That's too bad. What stuff does he want you to do?"
She was very slow to answer.
"It's me," I said softly. "You can tell me."
"He wants me to give him a blow job," she said, and then buried her face in her hands, unable to believe that she just uttered such words. I bit my tongue to keep from laughing at her.
"And that's not something you want to do, I take it?" I asked.
"Well," she said. "I do, but...I just...what if I...I don't..."
"You've just never done it before," I finished for her.
"Right," she nodded.
"And you're nervous about what will happen if you do it wrong," I said.
"Well, yeah," she replied.
"Understandable," I said. "You really like this guy. It's your first time. It's a huge step in the relationship, not to mention your sexual growth. It's a lot of pressure."
"Right," she said. She sounded relieved that someone understood her feelings.
"What did Sara tell you?" I asked, curious.
"She said I should just get it over with and do it. She said that if I really needed to, to practice on a beer bottle or something," she said, rolling her beautiful green eyes in frustration.
"You don't drink beer," I observed.
"Well, no..." she said.
"And how will you know if you are doing it right on the bottle?" I asked.
"Exactly," she said.
"The bottle can't exactly give you any feedback on what is good and what you need to work on," I said.
"Right," she said.
"So this is something you really want to do for this guy?" I asked. My dick was stirring in my pants.
"Yeah," she replied.
"And you want it to be something special when you do it, right? Something to make him feel great?" I asked.
She nodded, getting red again.
"You know, you have to practice at something like that," I said. Sandy looked at me quizzically. "I was the first for a few girls in high school, and they had no idea what they were doing. Even Sara had done it for a few guys before we started dating, and I still had to give her some pointers about how to make it feel better."
Sandy looked downright discouraged. The thought of not being prepared, not being able to please Doug to the fullest on her very first try was agonizing to her.
Then, as if I had sent the thought into her head, I saw the answer I had been dancing around light up her face a little bit, followed immediately by the deepest shade of red setting into her cheeks.
"What is it?" I asked coyly.
"So you, like, taught her?" Sandy asked.
"Yeah, I guess you could say that," I said, pretending to be oblivious. "I can tell you this much: when we started out, I had had better, but now, she is the best I have ever had by far."
Sandy nodded, and her eyes darted back and forth. Her lips pressed tightly together.
I moved down to the floor next to her and put my hand on her shoulder. Her eyes were wide and frightened. I leaned in and kissed her lightly on the neck. I put my lips next her ear and whispered, "Would you like me to teach you?"
She nodded nervously.
I stood up in front of her and unzipped my pants. As I pulled out my hardening cock, she stared at it with a look of wonder that was almost comical.
"You ready to begin?" I asked, smiling warmly.
She broke her gaze on my cock just long enough to look me in the eyes and nod silently.
"Have you ever handled one of these before?" I asked, stroking myself.
Sandy shook her head.
"Well, here," I said. "Play with it a little, just to get familiar with it."
Hesitantly, Sandy put her hand on the shaft of my cock and slid her fingers around its growing girth. Her eyes never lost the look of outright awe.
"The most sensitive area is the head," I told her. "If you want to stroke it, wrap your fingers around the cock like you have it now, and lightly slide your hand up and down, making sure that your palm and fingers slide over the head."
She began to do so. Her soft hands felt awesome on my cock, and it was now fully erect and pointing at her face.
"Now," I said softly, "Go ahead and lift the cock up so it is against my stomach. Good. Now, you see my balls hanging there? Take your tongue and start licking them."
She hesitated, but then leaned in and began stroking my testicles with her tongue. It felt awesome, but I could tell there was something wrong. She was still stiff and rigid.
"What's wrong?" I asked.
She withdrew and looked at me apologetically. "I'm sorry," she said. "I'm just nervous."