Chapter 4: Trial Runs

The next day, after breakfast, Erica walked in, escorting a girl wearing a gray guard uniform. A patch, with the name “Crenshaw”, was sewn onto the shirt above the pocket. She was blonde in her mid-twenties and was a good four inches taller than either one of us.

Tom and I both recognized her. She was one of the guards that patrolled the second floor.

There were fifteen women who guarded us, working rotating shifts, three at a time. We were not allowed to talk to them, and they would not reply if we did, so we didn’t know their names. With nothing better to do, Tom and I gave them all nicknames.

This one we called The Blonde. There were other blondes on the force, but her hair was the palest, purest blonde.

Erica introduced her to us, “This is Andrea. She is the only guard currently ovulating. She is a virgin, of course, so go easy on her.”

The guard scoffed, “I guess I’m technically a virgin, if you don’t count all the sex toys I’ve used.”

Erica responded, “You will find that fucking a real man is quite different from masturbating with a dildo.”

Suddenly, we were self-conscious of our erections.

Her supervisor just smiled, “You’ll see.

“Now, get out of those clothes.”

Andrea started. Blushing, she nodded and unbuttoned her gray shirt.

She stopped when she got down to her underwear. Her bra and panties were both plain and unexceptional.

“Take it all off,” exclaimed Erica. “You are to be as naked as they are.”

Blushing furiously, she finished disrobing.

Andrea Crenshaw had small breasts, narrow hips, and a toned, muscular body. She looked at us, “Well, where do you want to do this?”

We were both at a loss for words.

I decided to take charge. I took her by the hand, “Come, lay down on the mattress.”

When she did so, for the first time she got nervous, looking up at us above her, our erections pointed towards her, “Now, you know what you’re doing. Right?” she nervously asked.

I lowered myself down, “Oh yes. Ms. Cummings has taught us very well.”

Andrea gasped as I entered her. She exclaimed to Erica, “I see what you mean! Having someone else controlling the pace ... Oh!”

I started pounding away at the guard with slow, deliberate strokes. She had a small and tight pussy, even tighter than Hope, Tom’s sister. I managed to get my dick fully inside her, but I don’t think Tom would be able to.

I like fucking girls in the missionary position. To see their faces, reacting to what I am doing helps me adjust my performance and maximize their pleasure.

From Andrea’s expressions, I could see I was doing great. Her eyes first bugged out in surprise, then her expression softened into one of wonder, then lust. Finally, her eyes rolled up as her body shook from an intense orgasm.

I stopped and waited for her to come down, before I started fucking her some more.

Her eyes bugged out again, “You’re not finished?”

I shook my head. In a strained voice, I said “I haven’t come yet.”

She closed her eyes and moaned, “You’re amazing! Nothing like my mother said men

were like.”

Soon she came again. This time it was even stronger.

I lost control and came. I pushed my dick as far as I could inside her, to get my life-giving semen as deep as possible.

She sighed, as I pulled out, “You were great!”

“I think you’ll like Tom too.”

My swarthy cohort stepped forward. His dick was dripping in anticipation.

“Both of you? Oh yeah!”

I stood back and watched as Tom did her at least as well I did her. He made her come three times before he shot his load. Of course, I had gotten her primed, so her orgasms came faster for him.

When he pulled out, semen started oozing out of Andrea’s overfilled vagina.

Erica stepped forward with a wedge-shaped pillow, that she put under Andrea’s butt, “Don’t stand up for a half hour. Let Tom and Adam’s baby-makers seep in.”

Andrea nodded, “Yes ma’am.”

Our coach looked at us, “Go shower. I will debrief Andrea while you are gone.”

We nodded and left.

Tom got to the bathroom first. So, I peed while he showered. We then switched places.

When we got back to the mattress, Andrea was still laying on her back. “How much longer do I have to stay down here?” she complained.

“You can get up soon, but before you do, spread your legs.”

When she did, Erica pushed a plug up her vagina.

Andrea cried out. “What’s that?”

“A vaginal cap. It will keep all that sperm inside you. Increasing your chances of getting pregnant. You do want to get pregnant, don’t you?”

“Of course.”

“Then keep that in you for the next four hours.”

Andrea stood up awkwardly, “This is very uncomfortable.”

“Deal with it.

“Now get dressed and get out.”

She nodded and did as she was told.

When she had left, Erica turned to us.

“You did a great job, boys. I am proud of both of you.”

“We didn’t last as long with her as we did with you,” Tom objected.

“She was new to you, and your first fuck of the day, so that was to be expected.

“I do have one critique for you, Adam.”

I went pale, “For me?”

She nodded, “You were lucky that she was wet and ready when you entered her. Many of the women you will be sleeping with are true virgins, with their hymen still intact. They will be nervous, scared, and dry as a bone inside. You will need to get them ready before coitus commences.”

“You didn’t teach us any of that,” I objected.

“I know I didn’t. That was my bad. I will teach you how to prime a girl before sex, this afternoon.”

For the rest of the morning, we screwed Erica some more. She had a sex drive that we had reawakened and would not rest for long.

Tom said, as he was inside our instructor, “Andrea’s pussy was so tight, I was afraid I was going to hurt her.”

Erica nodded, “That can be a problem, especially for a big boy like you.

“Many girls will not complain, even if you are too big. They’ll be afraid that they will lose their one chance of getting pregnant.”

“So, what do I do?”

The red-head pondered for a moment, “Pull out, if you think there is a problem, and put a couple fingers inside her. Stretch your fingers apart, trying to open her up.

“If that doesn’t work, call your smaller partner to take over. There’s no point in causing her or you pain.”

He nodded in agreement.

For lunch, we got some take-out fried chicken. Erica joined us, which was unusual.

As we ate, she said, “We are ahead of schedule. Our first VIP’s will not be allowed in for another month. You boys are fast learners.”

“Either that or you’re a good teacher,” I said.

She messed up my long brown hair, “Aren’t you the charmer.”

Following lunch, Erica taught us how to break the ice with nervous girls. Giving neck and back massages would usually work. Moving to breasts is more hit and miss. Massaging the ass often stimulates the region in front of it. Finally, we would go to rubbing the pussy, starting on the perineum and working on the clit. Usually, by then, the girl would hopefully be wet and ready to go.

Erica said that some of the guards are harder cases than Andrea, and we’d have a chance to practice some of our new skills.

I found out later, that also letting the girl talk about her fears and apprehensions while reassuring them also helps.

Also, some girls like to touch the man’s body, touch his chest and penis. Getting familiar with the mysteries of male anatomy can make them less fearful and excite them as well.

That night, Tom and I went to bed around 10pm.

I was awoken around midnight by the sound of a door opening. It was the door to the second floor that had never opened.

In the dim light, I saw a female shape enter. It was Andrea, our guard from the morning before.

Tom had not woken, so I got out of bed quietly.

“What are you doing here?” I whispered.

“I just got off my shift, and wanted to see you again,” she whispered back.

Before I could ask any more, the blonde cut me off with a kiss.

I took her hand and led her to the mattress we had used before.

She eagerly disrobed, then laid down and spread her legs for me.

After a quick check, it seemed she was wet and ready to go. This unauthorized copulation turned me on, plus I had not had any sex in several hours. So, I was rock hard when I entered her.

I found that sex in a darkened room to be arousing. I got to do it so infrequently.

When I plunged my dick into her, she eagerly wrapped her legs around me.

I had learned the best way to be a great lover was to worry about your partner’s orgasm first. We guys can come at the drop of a hat. Making a girl come, multiple times if possible, is much harder. At least I didn’t have to worry about women faking their orgasms.

Andrea moaned with abandon as I fucked her with hard stokes. Her cries echoed off bare floor and walls.

That woke Tom, of course. He came over and watched me giving it to Andrea good.

By the time I came, that blonde guard had come at least three times.

Tom cleared his throat, “Mind if I join in?”

Andrea smiled, “By all means.”

My friend took up where I’d left off, fucking her with his large cock.

When he had finished, the blonde lay on the mattress gasping for breath, “God, you guys are good. I’m glad you were my first.”

We nodded in acknowledgment of her praise.

I yawned, “We need to get back to sleep...”

The guard scrambled to her feet, “Of course. My sleep schedule is different from yours.”

She left through the main entrance. Evidently, the door she entered through could only be entered from the outside.

Tom and I both scrambled into our bed, and quickly went back to sleep.

The next morning, Erica let us sleep in. She had evidently heard about our nighttime visitor.

After we had finished a late breakfast, she announced, “This morning, I was going let you have another go at Andrea. But seeing how you’d already done that last night, that idea is mute.”

“So, what are we going to do instead?” asked Tom.

“We’re going to play,” she said with a smile, as she slipped the straps of her dress off her shoulders. The dress fell to the floor, leaving her naked. “When your training is over, you will be doing nothing but having straight sex. I thought you should at least experience other types of sex-play.”

Both of our cocks started to swell in anticipation.

“Like what?” I asked.

She dropped onto the mattress and spread her legs, “Let’s start by learning how to eat pussy.”

It turns out that learning to perform cunnilingus was a useful skill in my new career. Many of the girls I had sex with were so nervous, they were not ready for sex. Licking their pussy helped greatly in getting them wet and ready for sex.

After performing oral sex on her, Erica returned the favor, and gave both of us a blowjob. She was a little out of practice, but soon she showed us why she was such a popular hooker and porn star. She could take even Tom’s large cock down her throat, and swallow every drop of his cum. She knew just how to tease us with her tongue and mouth, taking us right to the edge of orgasm, but not over the top for several minutes.

The next day, we learned to sixty-nine with her. It was one of the most erotic experiences of my life. Both receiving and giving pleasure at the same time, as separate acts, was an incredible experience I will never forget.

I truly missed oral sex from her, once our training was over.

Per the rules, we only had sex with the guards when they were ovulating. That meant our time with them was spotty. Sometimes we went as long as five days without copulating with a security girl. Other times we did as many as three girls in a day. Three of them shared an apartment in Dodge City. Their periods were all synchronized.

During the down times, Erica taught us about anal sex. The technique was not that much different from regular sex, but she taught us to be very careful and gentle with first-timers. The sensations were different though, as only the anus grabbed ahold of your erection.

Later, our teacher had us perform oral sex on each other. It is hard for a fifteen-year-old to refuse the instruction from an adult, especially when that adult is your instructor. I did not mind Tom doing me, as it was similar in feel to Erica’s ministrations, but sucking Tom’s cock was one of the most disgusting experiences in my life, especially when he came in my mouth.

I ran to the bathroom and threw up.

When I came back, I put my foot down, “I am not doing anything sexual with Tom again!”

“I didn’t think it was that bad,” said Tom.

Erica muttered, “Not a gay bone in his body.”

I think I was the only one who heard her.

“Agreed. No more sex with Tom. But some of the things we will be doing will involve both of you having sex with me, at the same time. Any objections?”

I shook my head.

Over the next two months, Tom and I screwed all our guards until they were all pregnant.

During that time, we were also double-teaming Erica. One of us would fuck her at one in the ass or pussy, while she sucked the others cock. Something she called ‘spit- roasting’, but we both realized it was something we wouldn’t do often once on our own.

Later, we worked on ‘double penetration’, where one of us fucked our instructor’s ass and pussy at the same time. It was tricky, with three sets of legs to get in the way. Sometimes one of us would lay on our back and Erica straddled the cock. The other would penetrate her from behind. Other times, we’d kneel on the mattress, with her sandwiched between us.