Chapter 11: Easily Entering Eileen

Wherein Eileen surrenders her cherry to me without qualms.

In the back of my mind I'd been plotting to take Eileen back to the greenhouse the next night and sample her fat cunt. Things didn't work out that way. Maybe the excitement of Friday night was too much for her or perhaps it was just a common virus but whatever it was, my fat companion was feverish and too ill to have coffee, let alone her first fuck.

By the following Friday she was fully recovered and I could tell that she was anxious for further explorations of the sexual variety. Still we waited until nine P.M. so we would be less obvious going into the greenhouse.

"Do you bring Janey here?"

"Sometimes," I said as I unlocked the door.

"Have you done stuff... like what we did last week?"

"It wouldn't be right for me to tell, would it? What's between you and me is private and so is what is between Jamey and me." I led her to the sofa.

"Yeah, I guess so but... like..." and I kissed her and stopped her from talking. Eileen had definitely learned well. Her soft lips parted and her mouth opened wide and her tongue was as aggressive as mine. I was wasting no time for while we stood, our mouths locked wetly together I began undressing her.

"Are you going to take off all my clothes?" The girl broke off our kiss to ask but made no effort to restrain me.

"That's the only way I can see your beautiful body dear," I said as I opened her brassiere and hefted her huge mammaries. She offered her mouth to me again while I pushed down her pants and then we had to break the kiss so I could remover her and bra.

"Do you really think my body is beautiful?" Completely naked now, Eileen knelt on the foam pad and looked at me with an innocent expression.

"Truly beautiful," and I knelt beside her and began kissing her breasts.

"You too... I want to see you Joe," and she opened the buttons of my shirt.

I quickly took off all my clothes too and when my raging erection came into view she looked at me shyly. "Can I touch it?"

"Sure baby... touch it... kiss it... hide it. Whatever."

Almost reverently she reached out and caressed my cock with her warm hand. Already pre-cum was leaking from the little hole in the tip and she touched it, smeared it on the tautly stretched skin.

I cupped her fat pussy with one hand and it felt like her own juices were virtually flowing from her as my palm was suddenly soaked with the hot, oily effusion.

"Are you going to... like... fuck me?"

"Would you like that?"

"Uh... I'm kinda scared. It's so big. Will it hurt? Will it fit inside me?"

"Have you ever been fucked, Eileen?" As I asked I lay down and drew her big, fat body over me.

"No... you know I haven't... I'd never really been even kissed... really kissed until you kissed me last week. I bet you've done it... lots. Did you fuck Janey?"

"I've done it before but not with a girl like you. I want you on top... so I can see you... and that way you can be in control."

With my guidance she awkwardly climbed astride my hips being careful to stay away from my upstanding fuckpole.

"Remember dear, you're in charge," I said as I placed her hands on my cock. "I want you to guide it in to your lovely, hot cunt. Are you really a virgin? Haven't you even had a vibrator inside?"

Eileen sat up straight and taking both hands moved my long, thick staff so that the plum-like knob was lodged at the opening of her fat, young body. She looked directly at me, a look of intense concentration on her face as she lowered her hips.

"Oh God, Joe. It's going to hurt me... to kill me," and she paused when her fat cuntlips barely enclosed the bulbous knob.

"Yes baby... oohhh yesss... that feels so good," I moaned as I played with her large, soft breasts. Her nervousness combined with her frightened acquiescence gave me a thrill of power. The exciting feel when her spongy cuntflesh contacted the sensitive tip of my tool almost cause me to lose patience and thrust hard up into the fat girl's vestal passage.

"Oh yes baby... that's it... oohhh yesss," I moaned as ever so slowly Eileen lowered her broad hips. She had a look of sheer concentration on her face but she maintained eye contact with me. She took no more than an inch into her and then stopped. I could feel the delightful tightness of her pussy around the head of my cock. It was hot, wet, and tight as OJ's glove. After a few seconds, the moved down a little more before pausing.

"It's starting to hurt, Joe. Does that mean... like... are you about to break me?"

"Yeah baby... oohhh yeah... do it Eileen... fuck me," I urged and I grabbed her hips and pulled her down.

"Eeech!" she squealed as her hymen ruptured and her cockskinning tightness engulfed almost all of my eight-plus cock inches. Her pretty mouth gaped open at the shock and her head tilted back.

"Oohh yeah darling... you're sooo good," I murmured. "Does it hurt?"

"Ummm!" was the only sound she made. All this time she continued to stare into my eyes, as if seeking a reflection of what was going on at the juncture of our bodies. After a few more seconds pause, Eileen sat down fully on my cock.

Her plump mons ground briefly against my bush and then she raised up slightly as if it had hurt. I could see three little streams of blood running down over the visible part of my cockshaft and if I hadn't known it before, her cherry juice confirmed that she'd just lost her virginity.

Eileen sighed and whispered, "Oh, God!" She then leaned over, brushing her huge, pendulous breasts lightly against my chest. I pulled her down and her mouth crushed against mine and she tongued my mouth and seemed to try to take all my lips into her mouth and suck on them. She broke our kiss, and whispered, "Joe, it's all the way in. I can feel you filling me up with your hardness. I can feel every little ridge on your cock and feel it throbbing with each of your heartbeats. I'm so happy that you're fucking me. It just feels sooo gooo-ood."