First Anal Sex: My Experience. Share Yours.

[Mark_2000]

That was the last of the ass sex for the weekend. We just enjoyed the day at leisure. Her flat mate arrived home. She asked me to stay for dinner, I accepted. Leanne returned with a beer, turned on the TV and said.

“You enjoy the football, while we get dinner.”

God she was a treasure.

I could hear that the girls had started to talk in hushed tones. I couldn’t make out what was being said. Suddenly Sue exclaimed. “No way!” As Leanne shushed her. They both laughed. I returned my attention to the footy.

We sat and ate dinner, I then excused my self and said goodnight.

I confided in my mate Brad about my predicament, about where to take Leanne. He told me about this great secluded camp ground. He loaned me his tent.

I rang Leanne that night, she excitedly accepted the invitation. She then whispered into the phone.

“ I hope my ass will be fine by then.”

What a treasure. I really loved her.

Saturday arrived and after a couple of hours driving, we finally arrived. The camp ground was nestled in a secluded valley. It was quite picturesque and as hoped there were only a few other campers there. We picked a spot right away from everyone and settled in and pitched the tent.

Leanne was excited and wanted to explore the area. We set off for a bush walk, we returned hot and bothered. Leanne suggested we go for a swim. I asked her if she had packed a bathing suit. “No.” came the reply. She suggested we could swim in our underwear. I asked if she was wearing a bra. No she informed me.

“They’re just boobs, no one will mind,”she continued.

We grabbed our towels and headed down to the creek. Far away from the campground we found a rather large rock pool that the stream flowed into. We quickly stripped and jumped in. The cool water was welcoming to our hot bodies.

Leanne noted that no one else had come along. She suggested that we could swim naked. I drew the line and refused. She reached down under the water, removed her panties, triumphantly held them up and casually tossed them aside.

“You can’t do that.” I said.

“Why?” She asked.

“You just can’t.” I replied.

I admired how adventurous she was. I willed up all my courage and quickly slipped off my pants and tossed them aside. Leanne noticed this and quickly came over and rewarded me with a hug and kiss. After a while I started to enjoy the new found freedom.

I said we should go back to the tent. We exited the water and gathered our underwear. I wrapped my towel around my waist. I waited for Leanne to do the same. But she just slung it over her shoulder and departed up the path. As we approached the camp ground, she wrapped the towel around herself and we hurried to the tent.

She whispered to me.

“In case your wondering, my ass is fine.”

I replied. “Sorry, I should have asked.”

We entered the tent, she searched her bag and produced a tube of lubricant gel.

“I told Sue about my sore ass and she assured me that this should solve the problem.” She stated as a matter of fact.

I grabbed the tube off her, inspected it and tossed it aside. I grabbed her and pulled her to me. Our mouths hungrily sought each others out. Our hands hurriedly explored each other’s bodies as if for the first time. I grabbed her by the wrists and wrestled her to the ground. I straddled her and her eyes fixated on my already hardened cock. I lent forward with my cock and plunged it into her mouth. She gagged once again as my cock touched her throat. I pulled back and allowed her to suck, as she twirled her tongue around my cock. I reached down and plunged my fingers into her pussy. I was amazed at how wet she was. I proceeded to finger fuck her. She responded and raised up her hips which allowed me to penetrate her deeper.

I pulled out of her mouth and lowered my head to suck her nipples. I then gently nibbled them. This really set her off, she grabbed my head and pushed me harder against her chest. Just then her legs clamped against my hand, her back arched and she screamed and her whole body shook as her orgasm overcame her.

I retrieved the lubricant gel, squirted some onto my fingers and massaged her ass. Confident that her ass was well lubed, I spread some gel over my cock and stroked my self hard again. I pushed her knees up to her chest, she was as pliant as a rag doll.

I puzzled at her relaxed state. With my cock now hard, I pushed into her ass, without much effort my cock easily penetrated her. I now started to slide in and out of her ass. I asked if she was Ok. She nodded and smiled, but just lay still. I reached down and clamped her nipple in between my thumb and index finger. I squeezed hard, suddenly she opened her eyes and started to push her ass back against me. I lent down and gently bit her nipple,suddenly her trance broke. She now urged me to be rough with her. I now grabbed her thighs and pulled back against them. Leveraging myself, I penetrated her deeper and harder. She responded and started to push back against each thrust. She urged me on. I was now fucking her harder then ever. I reached down and slapped her hard on the ass. She started to thrust her ass back harder against me. With that I wailed as my orgasm crashed down over me.

Hugging, I asked what had happened.

She explained. “It must be the mountain air, after my orgasm I was so spaced out. I wanted to be still and have you fuck me.”

I said. “It’s hard to now how to fuck you. One time your submissive, next time dominant, then you want to make love and finally you want to be fucked hard.”

I further complained.

“It’s like fucking a different girl each time I fuck you.”

“Is that such a bad thing?” She asked.

I conceded not.

[mightymitch22]

My wife finally let me fuck her in the ass after we had been married nine years, and it came out of the blue. I had been asking off and on for it but had not asked for a while. Then, one day when I came home from work, she told me she was willing to try anal. I nearly blew it because I did not prep her enough and stuck it in her butt too quickly. I cummed after only about 8 seconds. The feeling was so intense I just couldn't last any longer.

Afterward, she said it was very uncomfortable and that she did not enjoy it. I finally talked her into trying it again, and this time I was careful to prep her thoroughly and to slide it into her ass very, very, very gradually, and not to go all the way in but only about halfway in.

Now, years later, I can go all the way into her ass. I can't pound her butt like you see in some porn movies, but I can go faster than when we first started dooing anal. It's the most awesome part of our sex life for me. She lets me buttfuck her about once a month, mostly when she's on her period. Occasionally I get it twice a month.

[Mark_2000]

We both dosed off after that. We were awoken by the arrival of some new campers.

After they had set up camp we went over and greeted them. They were students at our university. We chatted.

He told us they came there often.

They invited us to join them for dinner. Tony and I collected fire wood as Leanne and Lyn prepared the meal. Being a campfire, we guys cooked the dinner. We had a few beers and really enjoyed their company. At the end of the night we retired to our respective tents.

The sounds of there lovemaking soon became obvious. I grinned at Leanne.

I asked if she wanted to fuck. She replied.

“No.” She paused then added.” No, I want you to make love to me.”

What followed was tender kissing, gentle caressing and I sensually massaged her, mainly focusing on her butt. I stroked up her thighs, gently brushing her pussy and continued up over her butt cheeks, then proceeded to knead them. I then spread her cheeks and gently massaged her asshole in a circular motion. I slowly increased the pressure until my finger entered her. I gently massaged the back wall of her vagina. She was moaning with pleasure. I then rolled her over onto her back, I lent over her and started kissing up her inner thighs and ended on her lower tummy. Unable to contain her desires, she pushed my head down to her pussy. I started to lap up her juices while every so often my tongue would lick her clitoris. I reached up with my fingers and gently massaged her clitoris as my tongue now started to penetrate her moist pussy. My fingers went in her ass again and in no time she came.

Again she was very relaxed, I moved up her body and I gently entered her where she lay. I now appreciated lovemaking. Instead of the sensory overload that hard fucking tended to be. I was able to appreciate the pleasurable sensation associated with each stroke, but also the tender affection that I felt for her.

She gently moaned with each penetration and as our lovemaking gained pace she whispered.” I love you.” I replied in kind. With the momentum building, she moaned louder, which got me more excited. The pressure in my balls built and culminated as I quietly came in her ass. She responded and contracted and relaxed her muscles and milked every last drop of my semen.

Contented, we hugged and drifted off to sleep.

We woke late the next day. We packed and returned home as I needed to once again complete my university assignments.

As exams approached, our relationship cooled. I saw less of her. Our fucking became non existent as the pressure of exams dampened my libido.

With exams over and her flat mate away she invited me over for dinner. I arrived, she brimmed with excitement. Over dinner, she announced she was on the pill and I could now fuck her pussy.

My heart sank a little.

After her 3rd orgasm that night. She climbed on top of me and started to fuck me. She loved to be dominant at times. I held her hips as she rode me. Feeling naughty I quickly reached around and slipped my finger up her ass. Startled, she gasped, but without missing a beat, she continued to ride my cock and finger. I noticed the look of pleasure on her face. She then surprised me and demanded that I stick in another finger. I did and she expressed her delight. With renewed vigour she resumed bouncing up and down. Soon she came to a screaming climax. I felt her ass muscles powerfully contract around my fingers. She then collapsed onto me and hugged me tight. I removed my fingers and hugged her back.

Pussy fucking combined with ass play became the norm and I would have to patiently wait for our next ass fucking session.

It would to be the most memorable experience in our developing relationship.

It was about a month later, her flat mate would be away. She rang me and invited me for dinner and said she would like to take our relationship to the next level.

I asked what she meant by that.

She explained how she wanted to act out one of her fantasies.

Relieved. I asked, which one. We had discussed a few.

She told me I would have to wait and find out.

I arrived at her door Friday night. I knocked and she opened the door. She was dressed normally and was her normal self.

Puzzled, I asked. “Which fantasy is this?”

She explained no fantasy tonight. She further added that she was too horny and for her fantasy she needed to feel in a submissive mood.

“We have all weekend.” As she took my hand.

I wondered which girl I would get tonight. After dinner we settled onto the couch, listened to music. We talked, drank some wine and caressed each other as we listened to some Pink Floyd . Soon we dispensed with our clothes and explored each others bodies.

Wanting to get down to some serious fucking. I put on Led Zeppelin 4 and cranked up the sound. I entered her pussy and started to fuck to Black Dog. Using the lyrical breaks to slow down and speed up as the guitar riffs were played, by the end of the song we were fucking in a pretty good rhythm. As Rock and Roll came on and the tempo quickened we were fucking with wild abandon. As the song wound down we needed a break.

As we listened to the Battle for Evermore we caught our breaths. I transitioned into her ass as Stairway to Heaven came on. Being so slow at the start, Leanne mainly contracted her muscles around me as we listened. After a couple of minutes as the tempo built I slowly started to thrust. When the drums came in at the half way mark and the tempo quickened , I sped up. As the momentum continued to build in the song I too continued to increase my pace.

As the song finished, we decided just to go at our own pace. I flicked off the stereo.

We now changed positions from missionary to her on top. She faced me and lent back with my cock in her ass and her pussy gaping. She knew I loved this view. She started to rock back and forth, gradually changing to a circular motion as her hips swiveled on my cock. Then she started to rise up and down controlling the depth of penetration. After a few minutes, she lent forward and urged me to fuck her.

She pushed back more forcefully against my quickened penetrations. Once again she begged me to cum in her ass. Not wanting to disappoint her, I did.

We showered and went to bed and slept contentedly.

Morning came, we arose and breakfasted.

I asked how she felt. She admitted that a good ass fucking always left her feeling in a submissive mood. She asked me to go and buy some more milk and suggested I take at least 15 minutes.

As I returned I knocked on the door. She opened it and....

[shoeripoff6]

Originally Posted by PalmsMan

So, I had wanted to know how it felt inside a woman's arse for years. It was not going to happen at home, but from the "professional ladies" I asked always received a refusal. These varied from "No that's were my poop comes out", to a look of absolute disgust and a termination of the session.

In 1994 I was living in Culver City. There were a number a AMPs in the area and about once a week I availed myself of their services. Most were not FS, never mind anal. But, a new parlour opened on Washington Blvd, the "Hong Kong Spa".

The Hong Kong advertised the availability of Latin ladies as well as Asian. In my experience Latinas are both sexy and sexually aware. So, I paid my first visit and, at the from desk, asked mamasan for a Latin lady. I was directed to a spacious room with a low bed. I stripped and lay face down.

After a few minutes, in walked an attractive Columbian lady about twenty-five years old. She was not especially busty, but she had gorgeous hips and a lovely arse. Linda gave a reasonable massage. After about 15 minutes she had me turn over and she went to work on my cock.

Once I was fully erect she had me sit up. Linda proceeded to strip and kneel halfway down the bed with her head and the top of the bed, and her arse high in the air. It was an obvious invitation to fuck. I knelt behind Linda, slipped my cock into her reasonably tight, and very wet, quim. I enjoyed her quim for a few minutes, but there right above it was the true object of my desire that wonderful looking anus.

My desire got the better of me, I slipped out of her quim and position my cock at her anus. Linda said nothing, I gave a firm push and my cock was halfway in. There was no objection, so I slowly pushed all the way in. The walls of the arse are harder than those of the quim. And, one can feel the resistance and then opening of the sphincter. At, last, I knew, and it was a mystery I was happy to have solved.

As it happened the fit was extremely tight, and I had no desire to hurt Linda. So, without thrusting, I withdrew after a few seconds. I removed the condom, washed my cock with surgical spirit, put on a fresh condom and resumed some very pleasant vaginal sex.

Linda was affectionate and willing. We enjoyed several more sessions over the weeks.

To this day I have still not orgasmed inside a woman's arse. But, I would still like to.

You had surgical spirit with you and put it on your cock? Bit of an ouch moment?

[PalmsMan]

Originally Posted by shoeripoff6

You had surgical spirit with you and put it on your cock? Bit of an ouch moment?

There was some surgical spirit in the massage room, along with Linda's other bits and pieces. There is a cold sensation as it evaporates.

The Hong Kong lasted a bit over a year. It was closed after a couple of Police raids. I often wonder where the girls went.

<

[Mark_2000]

I was greeted by her dressed as a french maid. Ok not the most original fantasy, but it was her fantasy and something she was comfortable with.

I can still picture her standing there. Her outfit consisted of black high heels, black stockings, the old fashioned kind with the seam up the back. Her stockings finished at mid thigh. They were attached to black suspenders that disappeared, a few inches higher, under the white laced hem of her Black dress. She wore a simple white apron tied at the waist and a white maids cap. And of cause she held a black feather duster.

She greeted me.

“Bonjour, monsieur.”

“Bonjour, mademoiselle.” I replied

Thinking back hard to my 8th grade french. I asked her name.

"Comment vous appelez-vous?".

She grabbed the hem of her skirt and curtsied and replied.

“Je m’appelle, Yvette.”

“Je m’appelle, Louis.” I greeted her back.

She then turned and walked over to the book case, reached up and dusted the top shelf, the hem of her dress rose and exposed another 2 inches of her thighs. She proceeded to dust downwards and as she dusted the bottom shelf, keeping her legs straight as she bent, she exposed her frilly black knickers, the kind a burlesque dancer wore. She wiggled her bottom in an exaggerated manner as she dusted.

I walked over and grasped two handfuls of her frilly enclosed butt cheeks. She let out a shriek. Stood up and turned around and slapped me hard across my left cheek. She started to admonish me in french. Her command of french being much better than mine. I had no idea what she said , but it sounded incredibly sexy.

She then turned and strode off to the bedroom. Holding my cheek, I thought to myself. “She wants to play rough, does she.” I followed her into the bedroom. I grabbed her and pushed her back until her legs connected with the bed, she then collapsed back. I followed and fell on top of her. She struggled, got a hand free and slapped me harder. I grabbed her by the wrists and pinned her arms above her head in order to protect myself.

I kissed her. She struggled and turned her head away and broke our lip contact.

Not knowing how far she wanted to take this. It probably would have been a good idea to have discussed it before hand. I already knew she liked to be slapped. I thought back to the other fantasies she had discussed. She had expressed one about being forcibly taken against her will.

I man handled her and forced her onto her stomach, pinned her arms to her sides and straddled her. As I faced her feet, her kicking, stocking clad legs, looked so sexy. I pulled up her dress and I admired her frilly black knickers. I ripped them down, took aim and proceeded to slap her ass. Each slap harder than the last.

She started to yell.

“Pas mon cul. Pas mon cul.”

I had no idea what that meant. (later she told me. Not my ass.)

I suddenly spotted the lubricant gel on the bed side table. That further clued me in to her intentions for the evening.

With her legs bent at the knees, I pulled at her knickers and eventually pulled them free from her kicking legs. I then tossed them to the ground. I hopped off her as she continued to struggle. I unfastened her apron and used its ties and forcibly restrained her wrists behind her back. I flipped her onto her back, lent in and kissed her again. This time she kissed me back with a renewed passion. Using my right hand I penetrated her pussy with two fingers and proceeded to manually fuck her with great vigour.

With my fingers suitably moistened. I removed them and plunged one finger into her ass quickly followed by another.

I reached down with my other hand and with my thumb massaged her clit. I lent in and penetrated her with my tongue. Under this triple assault within a minute her hips started to buck and she was wracked by an orgasm. It hit with such force that I could feel her anal muscles as they contracted against my fingers.

Giving her no time to recover I turned her over, grabbed the lubricant and greased her ass. I plunged my cock into her. Giving her no time to adjust, I continued to thrust into her. Within half a dozen thrusts my balls now slapped against her ass cheeks.

She started to yell.

“Mon cul, mon cul.”

I lifted her dress higher and fully exposed her black garter belt. It was such a turn on as I fucked this poor little French maid Yvette. I really enjoyed the role play.

My body now connected with such force that each impact caused vibrations, that rippled out across her ass cheeks.

Yvette’s screams now became muffled as she bit down against the bed sheets. I continued my ass-ault against her. Within minutes my balls started to tighten, I pulled out. I now reached under her stomach and lifted her to her knees, her head still on the bed. I untied her wrists, her arms dropped to her sides.

I grabbed the lubricant and just squeezed some into to her very open asshole and massaged it in. I entered her easily, I made long deliberate strokes deep into her ass as I held her hips. I soon picked up the pace. I reached around and rubbed her very erect clit. She soon pushed my hand away and started to rub her clit.

With my hands free I reached for her suspenders and playfully twanged them against her ass cheeks. She now started to push back against each thrust. She actively started to fuck me. I now heard the familiar scream as her orgasm set in. I started to furiously fuck her until I bellowed and came deep in her.

When we recovered. We hugged and talked. I expressed how sexy she was and how I enjoyed fucking her while she remained nearly fully clothed.

She told me how much fun it was to play the indignant maid. She said how surprised she was when I tied her hands behind her back. Then admitted that she really liked it as it allowed her to fully submit to me.

She got up and pulled her dress off. There she was standing naked just wearing her stockings, suspenders and garter belt. She noticed that my eyes were on her. She walked over and raised her leg and placed her foot on the bed. Now with her pussy in close proximity I did what any man would do and reached for her. Just as my hand was about to reach its goal, she slapped my hand away. She then waved her finger from side to side and said.

”Naughty boy, you can look but don’t touch.”

She then unfastened one stocking and slowly slid it down her leg. Raised her other leg and did the same. She lowered her foot and turned away. She now unhooked her garter belt and it dropped to the floor. She then bent at the waist kept her legs straight and picked the garter belt from the floor. I was rewarded with a back view of her pussy as she bent over. She turned, reached out her hand and said. “Shower.”

She always liked to shower after sex. I must have been a dirty boy as we showered often. We never had sex again in the shower but I always enjoyed washing her. With the shower complete, I was now tasked with applying her moisturiser. It all served as part of the fore play for our next session. As I happily rubbed her cream in, spending extra time on her ass. I asked.

“Do you think Yvette will be back?”

She told me to wait out on the couch and give her 5 minutes.

I waited patiently for 10 minutes. I called out.

“What’s taking you so long.”

“Another minute.” Came the reply.

Good for her word, out trotted Yvette in her uniform. She looked at me and with a look of shock raised her hands to her cheeks and said, in her exaggerated french accent.

“Monsieur, you are naked.”

She emphasised naked and pronounced it neck-id.

“Get on with your work, wench.” I replied.

She resumed the dusting routine. As she worked around the room, she would every now and then bend at the waist, legs straight and pick up an imaginary item. She now stood in front of me and said.

“Monsieur, you are very dusty, allow me.”

I acknowledged her with a wave of my hand.

She started to gently dust my face, proceeded to dust down my neck, onto my chest. She lifted up an arm and dusted under my armpit. I nearly laughed, but composed myself. She resumed and dusted her way down my body until she reached my feet. I lost it and howled with laughter. I reached down and wrestled the duster from her hand.

“Your turn, Strip.” I commanded her.

Same shocked look as she brought her hands to cheeks.

“I couldn’t.”

“As you master, I order you.”

She reached back to undo her dress, instead of pulling it over her head she just removed her arms from it and let the dress slide down her body. As it reached the floor, she stepped out of it and kicked it away. I was incredibly turned on. I pointed to her knickers. They soon joined the dress on the floor. As she went to unclip a stocking. I told her to leave it. I pointed to the floor.

She lay back and fully submitted to me. I started to gently caress her with the duster. I proceeded up her thighs, across her stomach, around her breasts, lightly brushed her nipples. She squirmed as she tried to contain her laughter. I then started along her sides and up under her arms. Within a minute she writhed around on the floor in fits of hysterical laughter, as I dusted her. She begged.

“Merci, Merci.”

I soon relented and ceased her torture. I joined her on the floor. I entered her pussy and proceeded to fuck her at a furious pace. She soon clamped her legs around my waist and orgasmed.

I then grabbed her hand and dragged her to the bedroom. I sat her on the edge of the bed, pushed her back, grabbed her feet and raised them over my shoulders. I reached for the gel and roughly lubricated her ass. I found that if she had just orgasmed, I penetrated her more easily and she would thrust back immediately. I now quickly picked up the pace. I grabbed her thighs and now leveraged myself in deeper. She responded and started to rub her clit. One of her legs dropped from my shoulder and fell to the side. That now allowed me access to her pussy and I plunged two fingers in deep. Soon my fingers were fucking her pussy in unison with my cock in her ass. Within a few minutes she screamed her way through another orgasm. I continued to fuck her, she begged me to stop. I soon deposited my load in her and joined her on the bed.

She looked at me, her eyes wide and mouth open and said.

“Oh my God.....I loved it when you fingered me.” She took a few more deep breaths and continued. “I came so hard.”

I hugged her, we exchanged an “I love you.” And happily enjoyed the silence.

[Mark_2000]

On the nights I was not with her. I would think about her and I would imagine about our times together. The memories would play like a movie in my head. My favourite ones involved ass fucking. They always ended the same way, with a sticky mess on my stomach.

We returned to our routine of pussy fucking. She had got more comfortable about fucking while Sue was there. She was just more reserved and quieter. Ass fucking was reserved for special occasions. In some ways I was glad as it served to make it more memorable. The anticipation leading up to it was difficult

After we had made love and chatted one night. She told me that Sue would be away again this weekend. She suddenly had my full attention. She continued and told me that she would like to try out another fantasy. I nodded in agreement. She then told me about a new fantasy, one that she had never discussed before. I was shocked but agreed to help her achieve it.

For this fantasy, we would need some props. In our state sex shops were banned. That Saturday we drove the 2 hours to the border and arrived at a sex shop in the next state. It was more like a warehouse, it obviously did well with out of state business.

We entered, my eyes wide. I had no idea how much porn existed. I hurriedly went to the magazine and movie section. I was drawn to the anal porn. Leanne proceeded down to the lingerie section. I noticed she was holding up some lingerie against her body. I went over and ventured some opinions. She held up a set that just consisted of white stockings, suspenders, garter belt. The panties were white laced and crotchless. A flimsy white lace bra completed the set. I told her how hot she would look and how I would love to fuck her while she wore the outfit.

She looked at it and said.

“Nah, I don’t need the bra.”

I begged her to get the bra, as she always went braless. I longed to see her in one.

“I’ll think about it.” She said.

We wondered down the aisle and arrived at the section we wanted. We were greeted with shelves full of vibrators and dildos, in many different colours and sizes.

I looked bewildered, this was going to be more difficult than I had thought. I said

“Anything take you fancy.”

She pointed to the top shelf. I looked and was shocked. She pointed to this huge black dildo. A good 12 inches long and thick as my wrist.

“Wouldn’t it be better to start off with something smaller?” I asked.

With a determined look, she replied.

“I could work up to it.”

In the end she settled on a dildo about 8 inches long complete with an attached scrotum, bigger than me. Also a pink vibrator about 6 inches long. I asked hopefully about the lingerie.

“Maybe next time.” She replied.

We went to pay for the items. The guy at the counter looked at the items and with a big grin said.

“ Good choice, I’m sure you’ll enjoy them.”

He handed us a catalogue and informed us of the mail order service.

We’re driving home. Leanne is leafing through the catalogue and exclaimed.

“I didn’t see any butt plugs.”

We discussed it, I did a U turn and back we went. We now drove home with, 1 dildo, 1 pink vibrator and 3 butt plugs, in assorted sizes.

Leanne rummaged around in the bag, pulled out the dildo and removed the packaging. I knew what she was thinking.

I said. “Don’t even think about, wait till we get home.”

She poked out her tongue and put it back in the bag. I can’t believe how stupid I was back in those days.

We talked about how to proceed. Leanne told me, she had never used any sex toys before and decided she might need some practice first.

We arrived home, I took the purchased items into the bathroom and washed them. I returned to find her naked on the bed.

“Which one do you want to try first?”

She pointed to the dildo and said.

“That one. I might need some warming up first. Use your fingers.”

I inserted two fingers, she was wet. I stroked in and out of her pussy. I then added a third finger easily. I decided to now try the dildo. I picked it up and lubed it. With some force it entered her and I started to slide it in and out. She asked to try it. I handed it to her and sat back. She was tentative at first. She moved it in different directions until she settled on a position. She now lay back and grabbed it with two hands and proceeded to slide it in an out as she built up the pace. I sat back and got more excited as I watched my girlfriend fuck herself. I removed my shorts and stroked myself.

After awhile I asked if she wanted to try the vibrator. She held out her hand. I picked it up and turned the base . It sprung to life. I held it to my hand and was surprised at how strong the vibrations were. I handed it to her and expected her to swap it with the dildo. She placed it to her clit as she continued with the dildo.

I just sat and watched in amazement. After awhile I asked hopefully if she wanted to try the dildo in her ass.

“No, I only want to use this in my pussy.” She then added. “I would like to try one of those.” As she pointed to the butt plugs.

I picked up the smallest one and lubed it, it easily slipped into her ass. After a minute I lubed up the next size. It was more difficult to insert but once in she easily adjusted to it. I now started to slide it in and out. I pulled it out to its widest diameter and watched as her asshole would cling to it and stretch back with it. Easily my favourite sight. By now Leanne had become more vocal. She continued to fuck herself with the dildo as she vibrated her clit. I chastised myself and concentrated on her pleasure. I worked the plug in and out of her ass.

Soon she screamed and orgasmed. I watched as her body rocked with the pleasure. She then removed the dildo and reached for the plug and removed it. She enjoyed the feeling of fullness it gave her.

I told her how hot it was to watch her. She beckoned me over with her finger and demanded to be kissed. I lent in and her lips hungrily devoured mine. I never tired of kissing her. She then pulled back and I asked.

“Are you sure you want to do this.”

She excitedly nodded her head. I asked her how she wanted to do it. She considered that and finally answered.

“On the couch with me sitting on top.”

I nodded my agreement and I led her out to the couch. I sat and with her back to me she lowered herself onto me. As she had just orgasmed her asshole was relaxed and easily accepted my cock. With no time needed to adjust she continued to lower herself unto me. Once fully penetrated she playfully wiggled her bottom around on me. I playfully slapped her ass and told her to get on with. With that she now started to raise herself up and down on me. After a couple of minutes she asked for the dildo. I handed it to her. She now lent back against me. I craned my neck and tried to look at what was taking place. Without success I lent back.

My cock felt the dildo as it slid into her pussy. She now lent back against me and raised her feet from the floor. It felt odd as she now slid the dildo in and out of her pussy. I found that If I grabbed her thighs and raised my feet. It was easier for me to penetrate in an out of her ass. After a few minutes as we tried to coordinate our movements I soon tired and stopped. She asked what was wrong. I told her I needed a break. She was disappointed and removed the dildo. I asked her how it felt.

“Strange at first, but once I got use to the fullness, it started to feel really nice.”

I sat and enjoyed as she now relaxed and contracted her muscles around me. I ordered her to get up, she eventually obeyed my command. I led her to the bedroom as we discussed what position to try next.

We tried doggy, I entered her and after a minute of my thrusting she reached between her legs and inserted the dildo. As she adjusted to both she then started to move it in and out. After awhile she stopped and complained her arm was tired. This was more difficult then we had thought. As I still couldn’t see the action I happily agreed to change positions.

Next we tried missionary with me holding the dildo. I entered her again, when she was comfortable with me in her ass, she nodded. I gently inserted the dildo and found that I could use my pubic bone to just push it in and out. I enjoyed myself, but Leanne soon called a halt to it. She complained that it didn’t feel right and suggested she should hold the dildo.

We were quickly running out of positions. I suggested that she should lay on her side. I moved in behind her on my side. I lubricated her again and stroked myself back to hardness. I entered her once again. We just started to fuck and it felt really nice. Leanne stopped moving, determined to complete the task, she adjusted her position. She raised up her leg and hooked it behind mine. She now reinserted the dildo and within a minute was moving it in and out of her. She signalled for me to do the same. Within a couple of minutes we had started to synchronise our movements. As she pushed in and I pulled out and vice versa. I really enjoyed the added stimulation and from Leanne’s response she was really enjoying it. I looked over her shoulder and noticed I could see our reflections in her dressing table mirror. I delighted in watching the action.

After awhile she released the dildo and it dropped out of her, she now turned her attention to the pink vibrator. She retrieved it from the bed side table, turned it on and lowered to her clit. I stopped moving and lay still hoping to feel some vibrations. Not feeling any I resumed thrusting. The momentum built and as Leanne’s moans transitioned into screams. I lay still and enjoyed the feeling of her ass muscles contracting as she orgasmed. I began my movements again and quickly finished in her ass.

Once again we snuggled and talked. I asked her about the experience. She said she really enjoyed the first and last positions. In the end her arm had tired and she complained that she couldn’t cum with the dildo. She was amazed at how quickly she came with the vibrator. I suggested that she might have more luck with the vibrator in her pussy. She replied.

“Perhaps.”

I know some of you are thinking did this transition into a threesome and a full on double penetration.

She never expressed any desire for it. I certainly didn’t want to share her. It was never considered.

[Mark_2000]

As always we showered again. Tired from the long drive that morning we just cuddled and fell asleep.

That night I ask if she wanted to use the dildo again. She replied that she didn’t. But expressed her desire to use the vibrator and butt plugs.

We sat on the bed and faced each other. She picked up the vibrator and flicked it on. She held it to her cheek and enjoyed the vibrations. She looked at me and with a smile ordered me to lie down. I enjoyed her dominant side and followed her command. She straddled me and proceeded to hold the vibrator to my cheek, then ran it down my neck onto my nipples. I closed my eyes and enjoyed the sensations. She continued down my abdomen in circular motions . She got off me and now kneeled beside me. She now concentrated her efforts on my cock, the vibrations felt quite pleasant. She moved to my balls. That felt quite uncomfortable and I asked her to stop.

I know rose and grabbed the vibrator from her grasp and ordered her to lie back. I enjoyed the dominant roll. A sudden thought came to mind. I ordered her to stay there as I leapt up. I rummaged through her drawers. I exclaimed as I found the item I was after. I returned to the bed with the item concealed behind my back. She craned her neck to try and see what I had. I pushed her down and ordered her to close her eyes. With that I quickly tied her scarf around her head as a makeshift blindfold. She objected and I quickly reassured her that she would enjoy it. As she trusted me, she lay her head back and submitted to me.

I now grabbed the vibrator and switched it on. I first held it to either ear. I now moved it slowly down her body and occasionally touched her with it. I now said now we’ll play a game. She would have to guess over which body part I was holding it, just from the sound it emitted. She was usually wrong and she would be punished by not touching the vibrator to her body part and then the game continued on. In the end as I became focussed around her nipples and pussy. She guessed right and was rewarded by me holding it against that body part for an extended period. In the end she demanded that I just stick it in her pussy.

I did and she now commanded that I move it around in her pussy. She now made the rules. If it feels good where your moving it, I’ll say warmer, if its the opposite I’ll say colder. I proceeded to move the vibrator around her pussy. It must of felt good as she kept repeating.

“Warmer.....warmer.....warmer.”

With that she reached down and grabbed my wrist and pulled the vibrator into her. I sat back and watched as she proceeded to fuck herself to orgasm.

As she recovered, she sat up and removed the blindfold. She described how much the game had turned her.

“Ready to continue?” I asked.

She nodded her head in response.

I lubed up the smallest butt plug and inserted it. It slipped in easily. She responded that she hardly noticed it. I moved to the medium one, lubed it up and inserted it with more pressure. I then started to move it in and out. She responded that it felt nice and full in her ass. I looked at the largest one, it was probably double the size of the girth of my cock. I held it up and asked if she wanted to try it.

“No, give me a few more minutes.” She responded.

I waited patiently as I continued to fuck her with the medium one. She then looked at me and indicated she was ready to try the larger one.

I removed the medium one and noticed how her asshole now stayed open. I picked up the large one, lubed it and held it to her ass. I began to push with increasing pressure. I watched her to see if it was too much. She breathed in deeply as she tried to relax. I asked if she wanted me to push harder, she nodded. With increasing pressure her ass relented and it popped through her sphincter and was quickly sucked in as her asshole tightened around it. Her eyes sprung open in surprise. She excitedly exclaimed.

“Oh my god....I have never felt so full.” She paused and breathed in deeply again and added. “Just give me a minute to adjust to it.”

I looked at her, I had never felt prouder. When set her mind to a task, she usually completed it. She beckoned me with her finger. I asked. “ What?”

“Fuck me.” Came the reply.

I held my hardened cock at her opening, I noticed that it was now about half its normal size. I first used my finger to penetrate her and felt the plug as it now stretched the back wall of her vagina and protruded in. I now pressed my cock to her and with difficulty pressed in. I entered her and was amazed at how tight she felt. Overwhelmed she gasped and dug her fingernails into my back. The pain startled me. I stayed still and watched her, she opened her eyes and nodded to me. I know pressed in deeper and watched her response. She released the grip on my back and slid her hands down to my buttocks and pulled me in deeper. I now proceeded to fuck her slowly. I again awaited her response. She now raised her pelvis to meet my movements. I slowly built up pace.

After awhile she indicated she needed to change positions. I rolled over onto my back and she now sat astride me. I allowed her to determine the pace. She leaned forward and held her face to the side my head. I listened as her moans slowly increased. All the while I was pulling on the butt plug to increase pleasure. She now built up the pace as she fucked me. I responded and now started to thrust into her. Our fucking now built to a crescendo as she started to scream and I followed as we both came hard. I was aware of her heavy breathing, she now nibbled on my ear and whispered.

“I love you, Mark.”

I squeezed her in my arms and replied the same back.

She now got up, held out her hand and said.

“Shower.”

I asked her if she wanted me to remove the butt plug.

“Leave it for now.” Came her reply.

I noticed as she turned and walked towards the bathroom, that she walked with her legs apart, to compensate for the girth of the plug.

As we showered, I playfully grabbed at the plug. She slapped my hand away and said. “Leave it.”

I asked her why she wanted to leave it in. She explained that it hurt as it went in but once she got use it. The stretching in the back of her vagina was quite pleasurable.

I accepted her explanation and washed her. We finished showering and returned to bed. She beckoned me to her. I crawled towards her. As I approached, she laid back and opened her legs. I proceeded to start kissing and licking up her inner thighs, as I approached her groin. I skirted around her pussy and now nuzzled her lower abdomen. She grabbed my head and forced it down to her pussy. I began to lick her labia and every now and again my nose brushed against her clitoris.

She responded and pulled my head in tight against her. I now started to penetrate her with my tongue as her hands now ground my nose into her clitoris. Finding it difficult to breath I lifted my head and now with my thumb I massaged her clitoris in a circular motion. With my other hand I reached down and grasped the base of the plug and pulled it. She gasped in delight. I now built up the pace with my thumb and pulled harder on the plug as I worked it in and out. I soon lent in and tongued her moistness. In no time she was bucking her hips and came to a screaming orgasm.

As she lay recovering from her orgasm. I grasped the base of the plug and pulled hard. She gasped as her ass suddenly released its grip and out it popped. I now grabbed the gel and moistened my fingers, I could easily fit 3 fingers into her very open ass. I massaged the gel in. I rolled her onto her side. I scooted up the bed behind her. I grabbed the vibrator on my way. I quickly entered her ass, clicked on the vibrator and handed it to her. She lent back into me, raised her leg again and hooked it over my legs. I began moving in and out of her ass. She responded and moved back with each thrust. She inserted the vibrator and I stopped. I now experienced the vibrations it emitted through her vaginal wall. I lay still as she moved it in and out. I soon began moving in sync with her. We continued with this movement and increased our pace. I don’t know if she realised that I could see her every movement in the mirror. I just watched and enjoyed the show. I now watched her face as she grimaced in pleasure.

She indicated that she wanted to change positions. She moved to the edge of the bed, I stood up and pulled her right leg up against me leaving the other splayed out from her . She reinserted the vibrator and with two hands began sliding it into her pussy. The pace built and I responded and fucked her faster. As we built up the pace her moans transitioned into screams and she closed her eyes tight and came. I was so engrossed watching her, that I forgot to cum. I quickened my thrusts and now concentrated on my own pleasure and came deeply in her.

I nuzzled my mouth against her neck and whispered.

“I love you, baby.”

She moaned with contentment.

I asked her how it was. She told me that the the combination of pressure from either side on the back wall of her vagina made her cum so deep and hard. She was surprised that she hadn’t needed to rub her clit.

I hugged her.

[Mark_2000]

Fucking a Stranger.


As we talked. I ventured one of my fantasies. She immediately shook her head and said no way.

My fantasy was simple. It involved her ass, my cock and her mouth.

One time when she was drunk, she considered it. But alas it never happened.

I couldn’t blame her.

We did reach a compromise.

Another fantasy involved a bit of role playing. She gave me a blowjob. As I came I pulled out of her mouth and into the palm of her hand. She then held her hand down to her butt. Brought her hand back up to her mouth and with her head tilted back. Poured the cum into her mouth, then licked every last drop from her hand.

Then with a lascivious look said. “I love eating your cum from my ass.”

After awhile she laughed and added. “ Just to let you know, I would never actually do that.”

I ventured another fantasy. She was on board with this one.

She wore a silver sequins dress ( see below), white boots and no panties. We went to the local club and entered separately. She grabbed a drink and stood by herself. I stood to side the and watched, at first nothing happened. She then put her drink down, closed her eyes and swayed rhythmically with the music. In no time a guy approached her. I watched as they chatted and laughed. It was pretty hot to see your girlfriend being hit on by another guy. Especially knowing that she was completely naked under her dress. After awhile she shook her head and the guy departed.

A few minutes later another guy approached. More confident and aggressive. Within a few minutes he had his hands on her. Not knowing how to react. She didn’t seem worried, so I left it. He then led her by the hand to the dance floor. She looked incredibly sexy as she danced. They departed ways.

I now approached with two drinks. The premise was that she would be a total stranger that I would try to pick up.

I handed her the drink and started with some small chat. My name, yours. I couldn’t help notice.... etc.

I then leaned in close to her and said.

“You have the most beautiful blue eyes.”

I then raised the back of my hand and gently stroked her cheek and added.

“They’re exactly the same colour as my Porsche.”

She laughed and said.

“You had me with the first line.

I took her hand and we danced. I watched her as she rhythmically danced around me. With her eyes closed, she then started to run her hands up and down her body. We moved in closer and I did the same. When the song finished I grabbed her and dragged her to a darkened corner. We kissed passionately. My hands roamed over her body, it was incredibly sexy as I massaged her ass through her dress knowing she wasn’t wearing panties. I slipped my hands under her dress and cupped her ass cheeks. I then reached in and penetrated her ass with my finger. She responded by leaning forward into me to better open up her ass.

With my finger slipping from her ass, we changed positions. I now had my back to the wall. She leant back against me and ground her ass into my groin. As my hands caressed her thighs. I nuzzled her neck, then as I blew warm air in her ear I said.

“Let’s fuck.” I took her hand.

The public sex part of the fantasy never eventuated. The toilets were crowded and frankly pretty disgusting.

We exited the club, she dragged me by the hand behind a van in the car park. She squatted in front of me and proceeded to blow me. With the fear of getting caught heightening the experience, I came pretty quickly. She swallowed. We then kissed. The bitter taste of my sperm no longer worried me.

In the ride home in the taxi, we kissed. I fingered her pussy, she further spread her thighs. With my middle two fingers in her pussy I managed to slip my pinkie into her ass and continued to simultaneously stimulate her. As I glanced up I could see the drivers eyes as he watched in the mirror.

She stayed in character as she led me to her apartment. As she unlocked the door, she turned and said.

“I don’t normally bring guys that I have just met back to my place.”

We went inside and started to kiss passionately. My hands roamed over her body. I then fingered her pussy, she kissed me harder.

She then pushed me away stepped back, undid her dress and let in slide to the floor.

As she stepped out of it, she said.

“I don’t normally strip in front of guys I have just met.”

Wearing just her white boots she looked incredibly sexy. She then led me to the bedroom.

In no time I was fucking her pussy, I had her feet up over my shoulders, so I could keep her boots in view. As I pounded into her, she moaned loudly.

“I don’t normally let guys I have just met, fuck me.”

After she came. We moved to the lounge room floor for some hard fucking. I turned on the stereo and with the volume turned up, out boomed Led Zeppelin’s Whole Lotta Love. Great guitar riff to hard fuck by. With her on her hands and knees I entered her ass and was soon slapping her ass each time I thrust into her. She really loved to be roughly fucked.

A wailed along with Robert Plants lyrics.

A-way, way down inside
I'm gonna give ya my love
I'm gonna give ya every inch of my love

Shake for me girl
I wanna be your backdoor man
Hey, oh, hey, oh
Hey, oh, hey, oh
Ooh
Oh, oh, oh, oh

After 5 and half minutes of frenetic fucking the song thankfully ends.

In need of a breather, we changed positions.
I laid on my back. Facing me, she lowered her ass down onto my cock and began fucking me. She added.

“I don’t normally let guys I have just met fuck my ass.”

I laid back and enjoyed watching her as she raised and lowered herself on my cock. She then proceeded to finger her gaping pussy. All the while I was aware of her white boots, she looked incredibly sexy.

I then rolled her onto her back and fucked her ass in missionary position. She found this position gave her the most stimulation as my cock connected with the back wall of her vagina. As her hand reached a frenetic pace over her clit. She soon raised her hips and bucked her way through her orgasm. I soon joined her and came in her ass.

She breathlessly said.

“I don’t normally let guys I have just met, cum in my ass.”

We both laughed.

[Mark_2000]

Her flat mate Sue usually visited her family about once a month. I looked forward to these uninterrupted weekends. Leanne also liked to use these weekends to explore her fantasies. She quickly decided that she enjoyed role playing the most. I really looked forward to it. I never knew what to expect. The anticipation just added to the sexual tension.

This Friday night. I knocked on the door. She opened it and this is the sight that greeted me. Her blonde hair was tied in pigtails. She wore some thick rimmed glasses. She had painted some freckles onto her cheeks. I looked down and she wore a light blue blouse, blue checked tie and a dark blue skirt and her legs were clad in white stockings. She gave the appearance of a very nerdy school girl.

I laughed and hugged her. She excitedly told me how she wanted this to play out. Wasting no time she quickly prepared the setting. She pulled a chair up to in front of the wall and informed me that I would stand there and pretend that there was a chalk board on the wall. She informed me that she would only refer to me as Mr Thomas. I looked at her and asked.

“I suppose my first name is John.”

She nodded with glee. She really had a wicked sense of humour.

I turned away from her and pretended to work on the chalk board and now and again glanced back at her. Each time, a button on her blouse would be undone or her skirt would be hitched higher. This quickly got to the point where her blouse was completely undone and her skirt had been hitched up high enough and exposed the top of her suspendered stockings. I continued with the charade and now each time I turned back around, her legs were spread a bit further apart. It soon became obvious that she was not wearing any panties.

Now remember, my following actions, were all part of her fantasy. I was just followed her script.

I now towered over her and admonished her as she cowered in her seat. I now reached down and grasped one of her pigtails and pulled hard. She whimpered as I pulled her to her feet. Still clutching her hair, I dragged her over to the dining room table and forcibly lent her onto the imaginary teachers desk.

She had laid out some props on the table to be used. I grabbed the first item, which happened to be a wooden ruler. I now roughly pulled up her school skirt and exposed her trembling buttocks. I swooshed the ruler from side to side for added effect. Her terrified eyes following its movements. I delighted in the sound it made as it first connected with her flesh. In response she howled and begged me not to hit her. I quickly took aim and now delivered a red welt to her right buttock. I continued in quick succession, her buttocks now had 12 red welts spaced across her 2 ass cheeks. I looked at her bespectacled face and noticed she had tears streaming down her cheeks. I felt bad and apologised to her. She lifted her head and told me to stay in character.

Ok I thought and followed her direction. I now reached for the next props, she had emphasised how she wanted me to be rough with her. I picked up the lubricant gel and medium butt plug. I used one to lubricate the other. I now spread her poor welted ass cheeks and roughly inserted the plug.

I now grabbed her by the hair and pulled her off the table. I dragged her over to her seat and forcibly pushed her down. I now scolded her and demanded that she behaved herself. I turned to face the imaginary chalk board and pretended to write on it. After a suitable time I turned to face her. I had no idea what she intended to do. I looked at her and she stared back with a studious look on her face. I turned away again. The next time I looked back, she stared at me again with the same studious look, however she had now placed her right foot up onto the chair.

I turned away again . The next time I looked back her skirt had been hitched up to expose her pussy as she seductively chewed on the ear part of her glasses frame. I turned back to the wall. As I next turned around she was slowly rubbing herself as she glared at me in defiance. I stormed over to her seat. I then told her that she had not learnt her lesson and she would be punished again. I grabbed her by the hair and dragged her to the teachers desk (dining table) again. I bent her over the desk and raised her skirt again. I looked at her poor welted ass again, picked up the ruler and delivered six half hearted smacks. I looked at her face and she glowered at me. I turned back and delivered the final six smacks with more effort.
I now forcibly removed her butt plug and picked up the larger one. After lubing it I pushed it to her her open asshole. I preceded to push forward with increasing effort. She now pushed back against it as she breathed out. She repeated this action three more times before her ass relented and allowed it to penetrate her.

I now unfastened my belt, I stroked myself with one hand and pulled on the butt plug with the other. When hard I moved in behind and with great difficulty managed to penetrate her pussy. I now pushed into her as I continued to tug on the plug. She soon responded and started to push back. Her hand soon fell to between her legs as she proceeded to rub herself. With increasing vigour I pounded into to her. I couldn’t believe how tight she was.

I pulled out of her and reached down, grabbed her by a pigtail and pulled her to a standing position. “Turn around.” I ordered her.

She turned around and with a bashful look stared at her feet. “Look at me.” I commanded. “What have you got to say for yourself.”

“I’m sorry Mr Thomas, I promise I will be good.”

“I don’t believe you.” Came my retort.

With that I grabbed her buttocks and lifted her on to the table. I once again entered her pussy and fucked her.

She just kept repeating. “ No Mr Thomas, don’t.”

I ignored her pleas and quickened my pace.

She now shouted. “Yes Mr Thomas, fuck me.”

“Your not supposed to be enjoying this.” I chastised her and with that I pulled out of her. Suitably admonished she lay whimpering on the table.

“I’ll give you something to cry about.” As I forcefully yanked on her butt plug and pulled it from her ass. Her eyes widened in surprise. I squeezed more lube into her open asshole.

Now crying, she pitifully begged. “Please Mr Thomas, not my ass.”

I ignored her pleas and plunged full on into her ass and penetrated her deeply in one thrust. Before long she reached down to rub her clit. I smacked her hand away and said.

“I warned you to behave, now I’m going to really punish you.”

She pleaded. “I promise I’ll be good Mr Thomas.”

I ignored her and reached for the wooden ruler. I gently smacked her on the clitoris and watched for her response. She immediately pushed back into me. Her eyes said no, but her ass said yes. I gave her a few more playful smacks, then dropped the ruler. I know put all my effort into fucking. I raised her right leg up straight against me. With both hands I gripped her thigh and leveraged myself into her. Her hands grasped the edge of the table and she shook her head from side to side.

I soon slowed my pace and allowed my impending orgasm to recede.

I asked her. “Will you do as your told and behave yourself.”

“Yes Mr Thomas, I promise.” She pitifully replied.

I reached down and started to massage her clit with my right thumb. This only caused her to thrust back against me harder and faster. I once again had to quicken my pace to keep up with her movements. I relented and stopped rubbing her . I now grabbed her hand and forcefully applied it to her clit and ordered her. “Rub.”

As I sensed her orgasm approaching. I once again smacked her hand away.

“Bad girls don’t get to cum.” I further admonished her.

I slowed my pace once again then pulled out of her. I dropped her leg and grabbed her hand and pulled her over to the seat. I sat down and faced her away from me. I now ordered her to sit. She lowered her ass just enough that I was able to line my cock up with her asshole. Once in position I pulled her hard back into my lap. I ordered her to fuck and with that started to raise herself up and down on me. I reached around and rubbed her pussy. She was now fucking with such abandon that I was forced to grab her hips to steady her. Knowing that I would not be able to withstand the pleasure for long. I grabbed her hand and thrust it towards her pussy. She began to shout.

“Fuck me Mr Thomas.”

“Harder, Harder.”

“Cum in my ass, Mr Thomas.”

And with that I did. She rubbed herself faster and she too soon surrendered to her orgasm.

She now pressed her back into me. I suddenly realised she was still totally dressed. I reached my arms around and hugged her.