My ass was rather sore from the anal training bench that Bree had me use.  I only made it halfway, but Bree seemed satisfied.  Her tight hug and stroking me as the third dildo was completely in my ass made the pain not so bad.  Her “Pain before Pleasure” statement that she kept telling me certainly seemed so true.

But now, she was leading me back up the stairs with a promise of a surprise.  I had to wonder, was it going to be a surprise of more pain or a surprise of pleasure?  Either way, I knew I would do whatever Bree suggested, asked, or commanded.

My cock was rock hard as we reached the top of the stairs.  From there, Bree took hold of my hand and led me into the living room.  She brought me over and instructed me to sit down on the sectional sofa, which was configured in a U shape with the open end facing a large TV hung above a fireplace.

“Sit down, Charlie.”  As I did, Bree sat down right next to me.

Bree started gently rubbing my leg, and in a low voice, she asked, “So, Charlie, refresh my memory.  Did you tell me that you’re still a virgin, or am I remembering things wrong?”

I looked down towards the floor.  “You’re remembering correctly, I’m still a virgin, ma’am.”  My face turned red.  I knew that she wasn’t confused.  Bree was very smart and had an excellent memory.  She wouldn’t have forgotten a detail like that.

“Oh, come on, Charlie.  A handsome young man like you couldn’t get laid?  You’re in outstanding shape and have a great cock.  You must have had plenty of pretty girls chasing you in high school.” As she was saying this, her hand continued to rub my leg gently, but started to move closer to my groin. My cock was pointing to the ceiling like a lightning rod.

Her question wasn’t said in a mean or belittling way.  I felt like she was genuinely asking out of curiosity.

I inhaled deeply and turned to face Bree.  “Well, a day before I left home to come out here to the Boston area, my girlfriend, Cathy, well, she invited me over to her house.  She told me that her parents were going out to Walmart and wouldn’t be back for a couple of hours.  She said to wear my swimsuit, and we could use her pool because it was a hot day.  ”

“I arrived, and for a while, we chatted.  That turned into kissing.  I started rubbing her pussy through her bikini bottom, and normally, it wouldn’t go further, other than maybe me sucking on her tits. She indeed had a great pair.  If I were really lucky, maybe a hand job.  She shocked me when she told me that she wanted me to take her bikini bottoms off, and she wanted us to go all the way.  She wanted to send me away with a great memory of us both losing our virginity together.

“I had her bottoms and my swimsuit off in a split second.  I was so fucking hard.  She was on a lawn lounge chair, and she simply spread her legs, and she said the magic words that I had longed to hear for so long.  Cathy looked at me and said, 'Fuck me, Charlie, fuck me now, deep, hard, and fast.  I need it so bad.'

"I didn’t know what the hell got into her because she was always no, no, no.  She wanted to save herself for marriage, but that afternoon, not sure if it was the heat or what, she was wet and horny.  I wasn’t going to question or analyze her motives.  No sooner had I lined up my cock with her pussy, when we heard a car pulling into the driveway and car doors being shut.

"Cathy yelled, 'Fuck, my parents are back!'  I barely got my swimsuit back on and jumped into the pool to hide my raging hardon while Cathy did the best she could with her bikini bottom as they both walked into the backyard.

"Her parents were always super nice.  They were the greatest.  Her mother explained that they had to come back because she had inadvertently left the receipt for the item they were returning to Walmart at home.  While she went into the house to retrieve the receipt, her father eyed both of us.

"Her father called me over to the side of the pool with a stern voice. “Charlie, stop swimming and get over here!”

"'Oh fuck' was all that I could think of.

"'I think you need to leave now before my wife returns and sees you excited like that.  And Charlie, don’t come back.'  I knew he wasn’t kidding.

"He turned to his daughter and simply said, 'Fix your bottom before your mother comes back out.  I’ll deal with you later.'

"Cathy said nothing in reply.  There really wasn’t much that she could say.  Our faces were both beet red, and Cathy looked like she was about to cry.

"I was so embarrassed, I just said, 'Yes, sir.'  I left as quickly as I could, using a towel to cover myself.

“It was the last time I saw Cathy or talked to her.  My flight to Boston was the next day.  She was leaving for California the following week for the summer and to attend UCLA.” 

I leaned back and closed my eyes. Neither of us said anything for a couple of minutes. 

Finally, Bree broke the silence. 

“Do you miss her?”

“Cathy, kind of, but I feel bad that we left each other the way we did.  We both knew that we were leaving for college and that our relationship would probably be done.  But we knew each other for so long, and we both really did care for each other.  It would have been special for us to have our first time together.”

Bree smiled at me.  She leaned in close and whispered in my ear, “Charlie, I want you to close your eyes and picture Cathy in front of you right now, she’s here today.  She’s in her bikini.  It’s just the two of you.  Tell me exactly what you would do, and while you’re doing it, I want you to start stroking your cock.”

I did as I was told.  I leaned back, closed my eyes, wrapped my right hand around my stiff cock, and started slowly stroking. 

“I would get up from the couch and walk to her.  I can see myself holding her tight and kissing her on her lips.  I tell her how much I’ve missed her.  I remember her taste and her smell.  I feel her tits, tweaking her nipples, and then I start teasing them with my tongue.  I can hear her moans as she embraces me.  She reaches down and starts stroking my hard cock.  I tell her that I need to fuck her now.  Not waiting for any response, I throw her down on this sofa, I simply tear her bikini bottom off, and aim my cock for her wet pussy.  I can feel my heart pounding as I slowly enter her, feeling her tight pussy walls.  I can hear her moaning louder.  I can hear her call out to me, telling me to fuck her deep and hard.  She wants it so bad.  I want it so bad.  She rips off her bikini top, and I watch her gorgeous tits bouncing to our rhythm.  It doesn’t take long.  I tell her that I’m so close.  My entire body tenses, and I feel my cock explode deep in her.  I start to slow down, and then I withdraw and sit down next to her.  Sweating, heart still pounding, and so satisfied and happy.”

Bree finally spoke up and said, "That sounds like a nice story for you."  I was suddenly aware that fucking Cathy wasn’t real, but was Bree’s command to explain what I would do if Cathy were in the room. I opened my eyes and discovered that my chest was covered with my own cum.  Fuck, I shot a huge lot. It truly felt awesome thinking about taking Cathy and fucking her so hard.  The thought of what could have been that day.  I smiled, closed my eyes again, and leaned back, relaxing in the experience, even though it was just in my mind and not actually real.

Bree was suddenly leaning over me with her right hand pushing down on my chest, and using her left hand, she gripped my balls.  She started to twist and pull on them hard.  Before I could even get the words, “What the fuck.” Out of my mouth, she started yelling at me.

“You 18-year-old selfish little prick!  This wonderful sexy young lady wants to give you something special, something so personal, a one-time ever gift, and you just care about a wham-bam-thank-you-ma’am fuck that just takes care of your selfish fucking needs!”

“But Bree,” was all I could get out.  I tried to get up, but Bree’s full body weight was on top of me, keeping me down, and even more important, my balls were aching in pain.

She didn’t slow down, yelling at me, “I thought that you might be a little different, Charlie!  I was obviously wrong.  You’re just another piece of shit, horny, selfish little boy who doesn’t deserve what was being offered to you.  Thank God for her that you were interrupted by her parents.”

I was finally able to get out of my mouth, “Fuck, Bree, stop, stop please, you’re hurting me!”

She paused and then let go of her vice-grip on my balls and leaned back.  As I sat up and reached to cover my cock and balls to protect them from any further assaults on my precious family jewels, Bree slapped me hard across the face.

I wasn’t sure which hurt more, my aching balls or the embarrassment, shame, and sting of being slapped across the face by Bree.  I knew I was wrong and selfish in my thoughts about Cathy, but I also knew that, if her parents hadn’t come back to the house, I would have been a self-centered prick and not thought of her pleasure, but just my own.

Bree pulled me to her, wrapping her arms around me and holding me tight.  She held me like that for about 10 minutes before speaking in a gentle tone. “

You’re not the first young man who has made that mistake, Charlie.  Ladies are aroused differently from guys.  Often, they need foreplay and feel desired.  You’ll learn, and before you know it, if you’re a good boy, you’ll have any female that you want, after we permit you.” 

She smiled and gave me a gentle kiss.  “Let's get up and have a sandwich for lunch, then I’ll let you have that surprise that I promised you earlier.”