“Abby, you are hot. You’ve got fabulous breasts, a rocking ass, shapely legs, and your waist really makes your hips pop. You check all the boxes. You are hot.” I countered.
“I’m already getting naked in bed with you, the flattery isn’t necessary.” Abby snapped.
“It isn’t flattery, it’s fact.” I told her, “You’re lucky I have good self control or this would be progressing much faster.”
“Meaning what?” Abby asked.
“Meaning it is taking a lot of self control to not strip you and show you all the things I want to do to your body. But we agreed on a course of action, and I’m going to stick to it.” I explained.
Abby reached down and stroked my very erect penis through my pants, “You mean it? This is just because of me?”
I kissed her lightly, “Courtney could do it if she wanted, but she’s laying over there fully clothed and we have no plans to be excited about. So, yes, that is entirely because of you.”
“Can I… can I take your clothes off? I think I’ll feel better if you’re naked first.” Abby asked.
I kissed her again, gently. “Go ahead.”
Since my shirt had been removed before I removed Abby’s shirt, Abby reached down and undid my belt. She undid my button, unzipped my pants, then, with me lifting my ass, she removed my pants. My boxers quickly followed.
“It’s so big…” Abby gulped.
“It may seem that way, but I can still ease you into this.” I told her and kissed her again.
“Okay, I’m ready, you can take these off me.” Abby said.
I unclasped her plain black bra.
C-cup, I had decided, was as big as I really liked. Big enough to do what I wanted, but not big enough that they lost their firmness and became flabby. All boobs, at least natural ones, are mostly fat, but smaller ones are just more appealing.
Don’t get me wrong, I still planned on enjoying Debbie’s DD-cup breasts, but in a contest, I’d go with c-cup being best. Of course all boobs are different and I’m sure there are some fine, firm, supple giant boobs, as far as my harem went, I was happy that almost all of my girls had C-cup or smaller.
The C-cups breasts that Abby had were definitely in my top three in the harem. I quickly, but gently removed her pants. She was wearing white cotton panties, similar to what Suki had recently worn. I eased her out of her panties, enjoying the view of her nakedness.
Abby was clearly aroused. Scared though she may have been to lose her virginity, she was also excited. As things progressed, I could feel the fear fading and the excitement rising.
I resumed making out with my soon-to-be deflowered virgin. I held her head gently, introducing her to my hand’s touch. Then slowly brought my hands to the first of her body’s treasures and massaged her breasts. Upon finding her receptive, I brought my second hand in on the action, gently squeezing and rolling her breasts in my hand. As she got used to that, I added in teasing her nipples. Her moans slowly filled the room and she was too distracted to make out properly, so I shifted and let my mouth take over for my right hand so it could explore the untamed reaches of her body.
“God, your tongue feels so good!” Abby groaned.
My hand roamed her body, and Abby tensed in anticipation as it approached her crotch, but she opened her legs to allow me access. I slipped my fingers down and began to caress the slit of her womanhood. Her groin pressed back into my hand as I drove her wild with the new sensation. I slipped a finger into her depths, feeling her hymen block me from fully fingering her, and pulled back. A finger was not the proper tool to break her hymen with.
Abby took some work to elicit her first orgasm. I had to be sucking on one nipple, playing with the other with my left hand, use my right thumb to rub her clitoris, and use my right index and middle fingers to play with the opening to her love tunnel to elicit the body rocking spasms that I wanted for her.
I couldn’t tell if it was an arousal issue, or if Abby was just hard to make orgasm. Her vagina was wet enough it almost had to be the second option. So I shifted again, taking her clitoris with my mouth, licking and sucking on her pleasure nub while my right hand worked the rest of her pussy.
Abby was not a screamer. When her next orgasm hit, she had a handful of the sheets, though I noticed at some point one of her hands had linked with Courtney’s hand, and she clung to her friend for support as she navigated these strange, but pleasurable, experiences with me.
I pressed on, I wanted to give her one more orgasm before moving on.
Given Tina’s question about time, I looked at the clock. I’d been glancing a couple times now. It had taken Abby about fifteen minutes to get comfortable enough to start allowing me to undress her, and I’d been stimulating her for almost a half hour.
Finally, I led Abby into her third orgasm. My hand was starting to get tired, so I pulled my mouth clear of her lady parts.
“Are you ready to go all the way?” I asked her.
Abby hesitated, but nodded. Keeping her eyes closed.
I moved to more fully cover the naked virgin with my body. I took the head of my penis and rubbed it up and down her slit to lubricate it. And I placed it at her opening, pressing just enough to allow the tip to enter her. Her hymen immediately blocked further intrusion.
I reached up and kissed her neck. “Here we go. Alright?”
She nodded again and squeezed Courtney’s hand.
She had asked me to go slow, so I did. I pressed forward, slowly increasing the pressure.
I had grown quite fond of the sensation of a hymen stretching on my dick. The knowledge that the territory beyond was untouched. This was no different.
All too soon, the barrier gave way, a small tear completely compromising the barrier of Abby’s virginity, causing the now familiar popping sensation.
Abby’s knuckles turned white on Courtney’s hand and she clung to me, though she resisted the urge to wrap her legs around me. Her knees did pull in at my sides. And it took her a moment before she breathed.
“That… that wasn’t so bad.” She whimpered.
“I’ll give you a minute before we go on.” I told her, feeling the heat of her virgin blood on my dick.
“Thanks. It’s a totally new sensation, having something in there.” Abby informed me. “A stretching I don’t think anything could have prepared me for.”
“Just wait, the feeling of being full of your lover is wonderful.” Courtney assured her, squeezing her hand.
Abby smiled weakly, “That’s what I hear.”
The minute of waiting, my cock aching to make love to Abby, but respecting her wishes to wait as she got used to the feelings of her first sexual encounter, took forever.
Finally, she nodded, “I think I’m ready.”
I gently rocked, first out, then back in. Keeping my thrusts super shallow for the first half dozen strokes. Then I claimed another half inch of my lover’s depths. Abby was silent, but her contortions and facial expressions led me more to believe that our sex had turned the corner from painful to pleasurable.
Encouraged, and loving the soft wetness of her vagina, I slowly continued to claim the depths of her love tunnel. Each thrust deeper than the last, until I found the deepest her tunnel would go at present. Unlike Suki, who had a full inch at least that wouldn’t fit in her tiny vagina, Abby only had about half an inch that was beyond her. I was confident we could stretch her vagina to accommodate that, given regular sex sessions. I held myself, inserted as fully as I could without causing Abby discomfort, to allow her to adjust to the feeling again.
“Fuck!… I see what you meant, Courtney. Oh, this fullness.” Abby breathed, barely more than a whisper.
Courtney squeezed her hand encouragingly, and I resumed making love to her.
While Abby clearly enjoyed my rod pistoning her cylinder, I wasn’t getting any more orgasms out of her. I badly wanted her to orgasm on my cock. So I reached down and started rubbing her clit as I continued to thrust deep into my new lover.
I could see my tactic was affecting Abby, but I’d wasted a lot of my time making love to her. It was a race to see if I could make Abby cum before I was spent. I could feel the climax rising in my loins, but I could see the pleasure winding Abby like a spring. I resisted as long as I could, upping my efforts with her clitoris, but I couldn’t hold it anymore.
I spurted my first shot of sperm into Abby’s deflowered vagina, and luckily this pushed the girl into the orgasm I’d been trying so hard to give her. Her legs clamped onto my sides as I filled her with my love juices. Her torso released like a spring extending her head up onto the pillow she’d pulled away from, her mouth open in a silent scream of pleasure. Her hand that wasn’t clamped on Courtney’s flew to my chest as if to hold away the overwhelming sensation my actions had caused.
It lasted maybe ten seconds, Abby’s orgasm, her vagina rippling on my cock. Then she lay back, legs spread wide around me, breathing hard.
I stayed in her until my erection fading combined with her vagina pressing pushed me out.
“May I take a celebratory photo?” Courtney asked.
“Oh, yes.” Breathed Abby, “I want to remember this.”
I rolled out of the way.
“Pull your knees up to spread you out for the picture, and smile.” Courtney instructed.
Abby obeyed, a pleasure drunk carelessness on her face.
Like most of the girls I’d deflowered, she didn’t have a ton of blood, just a trickle from her now open hole, almost drowned out in the sperm leaking from her body.
“Good lord, that felt amazing.” She declared once her brain was fully functional.
“Brittany says it’s important to pee after sex. It helps prevent UTIs.” Courtney reminded her.
“That’s great and all, but I need feeling in my legs first. Tom fucked them numb!” Abby laughed.
Courtney grabbed a wipe and cleaned up her friend, saving the sheet from a guaranteed stain.
“I can’t wait for my first date.” Abby laughed, a minute later, getting unsteadily to her feet and walking to the bathroom.
“You did good.” Courtney whispered to me as she cleaned the remains of her friend’s virginity from my cock.
“Thanks.” I chuckled. “Am I making all your harem dreams come true?”
“So far so good.” Courtney laughed. “But unless Brittany comes up with a way to let you cum more often, some of my horny harem dreams are not physically possible.”