My Life Changing Night (part two)

This is Part Two of the true story of the most incredible night of my life, aged 18, in 1991. It's worth reading Part One first to get the back story and build up to this continuation. As before, all is entirely true, the dialogue is to the best of my knowledge and memory.......

I got dressed in near silence with Jennifer. I was still buzzing from the orgasm and probably from the champagne now. I touched myself a couple of times as I was getting dressed and my pussy felt different, enlarged, puffy and very warm. It sent shivers through me as I brushed it, feelings I had never experienced even when masturbating. Jennifer smiled at me as we were dressing but didn't say very much and even took a couple of calls, which surprised me a bit and did make me feel a little disappointed.

Once we were in the restaurant and another (third) bottle of champagne was opened, Jennifer asked me more about how I came to be a virgin at eighteen, a little about my upbringing and paid me some nice compliments on my body but she didn't mention anything about our session in the shower and I wondered if that was the end of it. Looking back now, it's obvious to see that Jennifer knew she had me; she knew I would do anything for her. I was eighteen and had just experienced my first orgasm with someone. Who wouldn't confuse love and lust at that age? I certainly did.

Jennifer was taking her time over dinner and all I wanted was to get back in her room again, but Jennifer ordered desert and then coffee. Once again, I remember thinking that the evening was effectively over.

Once the meal was finished, Jennifer said, "We should probably get to bed; long journey in the morning".

I nodded but the remark left me none the wiser about to whose room I was going back, Jennifer's or my own.

As we entered the lift, Jennifer pressed floor 3 and I took the initiative and pressed floor 2 for my room.

"Do you need something from your room?" Jennifer asked.

"No, I just didn't know...whether.." I stammered embarrassingly.

"Deborah", Jennifer said, "we're spending the night together. You need to repay the favour." She winked and stroked my face. I blushed and smiled.

Once we were in Jennifer's room, Jennifer said "I hope you won't mind, but could you brush your teeth? It's just a little thing of mine".

I told her I didn't mind and went to the bathroom to brush my teeth. I didn't know whether to get undressed in the bathroom, but decided not to and re-entered the bedroom fully dressed. Jennifer was laying on her bed, naked but for her black knickers.

"Get undressed" Jennifer told me, the firmness in her voice taking me by surprise.

I hurriedly unzipped my dress. Jennifer stopped me, "Slow down, take your time. I want to watch," she said.

I slowly removed my dress, then my tights until I was standing in my knickers and bra.

"Bra first" Jennifer said.

I unhooked my bra and let it fall.

"Lift your tits up" Jennifer ordered.

I held my breasts in my hands and pulled them up and together.

"Squeeze your nipples, hard" Jennifer ordered and I pulled at them sending shivers straight between legs. My night of firsts continued, as I had no idea pinching my nipples would have such a direct effect on my pussy.

"Lick your nipples," Jennifer told me. "Are you able to do that?" she asked.

I stood there in front of the bed and pulled my breasts up towards my mouth, sticking my tongue out, licking at my now erect nipples.

"That's excellent Deborah" Jennifer said and I felt proud that I, an inexperienced eighteen year old, was pleasing my clearly more experienced boss in her forties.

Jennifer gestured towards my knickers. I pulled them down and off, standing in the middle of the room completely naked. I walked towards the bed.

"Wait", Jennifer told me.

She was fully in charge, which I didn't mind. I would have no idea what to do and liked her telling me.

"Go over to the chair" Jennifer ordered.

In the corner of the room was a burgundy tub chair, I walked towards it.

"Kneel up on it with your arse facing me" Jennifer told me.

I did what she asked.

"Lean over the chair and keep your arse in the air", Jennifer ordered.

I leaned over the chair, my breasts hanging over the back as I pushed my arse up.

Jennifer told me how sexy I was, something I'd never heard before. I liked hearing it.

"Put your hands on your arse cheeks and pull them apart" Jennifer told me.

I was unsure what she was getting from this, but did what I was told. I felt the cold air over my anus and pussy as I put them on full view for Jennifer.

"You are lovely" Jennifer told me. "You can come over here now" she continued.

I got off the chair and made my way towards the bed. Jennifer told me to lie down next to her, which I did. She asked me if I ever masturbated, which I did. She asked me if I ever used a vibrator, which I hadn't. Jennifer reached under her pillow and pulled out what I would now describe as the classic vibrator, cream in colour with the dial on the end, one speed.

"Then this is yours, call it a birthday present" Jennifer said.

I took it from her.

"I'll show you what to do" Jennifer said.

She turned the vibrator on. Jennifer licked her fingers and rubbed them over my cunt, spreading the lips. She put the tip of the vibrator against my clit and I jumped.

"Don't worry, you'll love it" she told me.

She began sucking on my nipples as she put the vibrator to my pussy once more. I laid as still as possible, feelings I had never ever experienced were rushing through my whole body.

"Now you take it, just do as I did" Jennifer said.

Jennifer stood up and pulled her knickers down. Standing to the side of the bed, she watched me masturbate for her.

"If you can feel an orgasm, just stop for a minute, we're not ready yet" she told me.

Jennifer knelt up near my head and kissed me, pushing a tongue into my mouth for the first time. I moaned.

"You're going to do something for me now, o.k"? Jennifer asked.

I nodded keenly, I really wanted to please her.

"Keep doing what you're doing" she told me. With that she pulled a leg over my face and crouched over me with her back towards the head board as she looked over my body.

"I want you to lick my arse" Jennifer told me and she lowered herself towards my mouth.

As stupid as this will sound, I didn't want to offend her by sticking my tongue in her hole, so I licked her arse cheeks instead.

"No, Deborah, I want you to lick my arsehole, put your tongue in there", she put her finger over her arsehole before lowering herself onto my face, leaving me no option. It felt odd, tight obviously, but hot and smooth and amazing! I felt Jennifer pinch my nipples and my body bucked wildly.

"You like the nipple pinching a bit too much. I think we'll save that for later" said Jennifer and she released them from her grip.

Every now and again, Jennifer would take my hand and guide the vibrator over my clit or she would take it from me, not wanting me to have an orgasm just yet. She clearly enjoyed making me take my time until she was ready to allow me the pleasure that was surely coming.

I could feel Jennifer's wet hairy cunt on my chin and she lifted her legs up and guided her cunt over my mouth, grinding her pussy against my tongue. She was moaning loudly now and she took the vibrator from me and surprising me with how little resistance there was, she pushed it deep into my cunt.

Looking back, I now know that it was at this point she tore my hymen. I clearly remember a slight moment of discomfort, almost a resistance, followed by the now familiar feeling of being completely filled.

Jennifer put one hand behind her head and pulled my hair, forcing my head deeper between her legs. I had no idea if I was doing anything right but the sounds coming from Jennifer and the enthusiasm with which she was fucking me with the vibrator told me to continue.

Jennifer's moans were becoming louder and she began shouting out "that's it baby, lick my cunt. Fuck baby, go on".

As soon as she called me baby, I wanted to cum there and then. Nobody had ever called me baby and at that moment, I had never felt so close to anyone in my life.

Jennifer took my hand and placed it on the vibrator, I eagerly continued fucking myself with it as Jennifer continued talking crudely to me. "Lick my cunt, oh fuck. That's it baby, keep doing it" she told me as she writhed over my mouth and face.

I was sticking my tongue into her cunt and arsehole as it moved over my mouth and I knew I was close to an orgasm.

Jennifer slapped my tits, grabbing them hard and pinching my erect nipples, I was fucking myself with the vibrator and could clearly hear the squelching of my juicy pussy as the vibrator moved in and out of me.

"Fuck baby, I'm cumming" Jennifer shouted and she grabbed my hair with both hands and forced herself down hard on my face. Her sweat and her juices and her own odour tasted incredible and I would have happily stayed there licking her all night.

I first felt my own orgasm in my toes as it raised up my legs before forcing itself through my entire body. I know this will sound like I'm looking back with rose-tinted spectacles, but we both came at the same time; Jennifer on my face and me on her vibrator. I carried on licking her pussy and arsehole rubbing my hands over her thighs as I left the vibrator buzzing alone inside me.

I could happily write another chapter simply about sleeping that night with Jennifer, but that would be self-indulgent. It is important though, particularly as I write further chapters about this momentous time in my life, to say as I awoke the next morning, I was in love with Jennifer. I now realise looking back, that I was simply besotted with her.

Jennifer woke me with a deep hard kiss on the lips and told me that she liked an orgasm before getting out of bed, before pushing my head beneath the duvet, between her legs. I knew then that I wanted to be awakened that way every day for the rest of my life.