14 Memorable Anal Encounters 01

I took that opportunity to shed my tee shirt and shorts. My cock was rock hard and Toni took it in her hand and stroked it. Next she went down on me and gave me a fantastic blow job. She maneuvered her body around so that I could get to her pussy again and we ate each other until she came. I still had not cum and I was ready to fuck her but she wanted me to use protection and neither of us had any with us. I was just about to accept cumming in her mouth when she startled and surprised me.

"Have you ever fucked a girl in the ass?" she asked coyly.

"Many times, I love anal sex," I told her.

"Good, let me get some lotion," she replied as she reached for her handbag.

Toni took out a bottle of hand lotion and handed it to me. She rolled to her side and pushed her ass back emphasizing its lovely shape. I applied the lotion to her anus and my cock. Then I used saliva to make my cock even more slippery and eased it into her ass. My cock went in easily and I knew that Toni was experienced in anal sex. I wrapped my arms around her with my left hand finding her breasts and my right her pussy. As I fucked her hot ass I tweaked her nipples and fingered her pussy.

Toni relaxed a little and felt more of my cock slide into her asshole. She grunted out loud as she felt fuller and a wave of pleasure passed through her body. I kept feeding more and more of my cock into her ass. Toni would tense, relax and enjoy it. This pattern continued until I had all of it buried in Toni's ass.

"Oh my God, you feel so big, I feel so full," cried out Toni, "Uh, uh, uh oh yes, it's so good," she cried out.

I played with Toni's clit as I pounded her ass. Her pussy and asshole were on fire as my big cock reached the sensitive areas in her passage. Toni was on the brink of another huge orgasm as I methodically fucked her in her tight anus with my sizeable cock. I loved watching my big cock slide out of her shapely ass and plunge back in as my hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. I loved watching her ass impaled on my cock. Toni looked so submissive and vulnerable on the floor of her van as my cock filled her asshole. Her orgasm surged within her as I fucked her ass harder and faster. I loved fucking a shapely ass and Toni's was one of the best I ever had.

As Toni had a string of orgasms her entire body went into spasm. Her pussy convulsed and clamped around my fingers coating them with her cunt juice. Toni's asshole pulsated as I drove my big cock in and out of it. Her ass involuntarily squeezed and released my huge member as I fucked it causing me to finally lose it. I slid my pecker deep into her rectum as my cock spasmed and sent a thick stream of hot cum into her channel. I kept fucking her as semen was fired into her ass and my cock kept twitching and spurting inside the impaled rectum.

Toni was so full of cum and there was no where for it to go as it was blocked by my swollen cock buried in her ass. I slowed my pace and eventually stopped, allowing my cock to remain buried in Toni's ass. I did not go soft right away and I gently moved my hips pushing cum around in her ass. Some of it trickled out and ran down over her buttock and wet my thigh.

Toni could not take any more fucking and she pleaded, "Please no more, I can't take any more, please stop and let me rest."

Reluctantly I stopped and slowly withdrew my cock from her loosened asshole. I marveled in the sight of my cock sliding out of her shapely ass. The man seed flowed from her asshole and ran like a river down over her buttock. We stayed in the same position for awhile and I massaged her beautiful ass as she remained on her side. I loved looking at it and playing with it as she cooed in the confines of her van. I could not resist sticking one of my fingers in her asshole and Toni just wiggled her bum slightly in delight.

"I shouldn't have done that," she whispered.

"Why? You were wonderful," I assured her.

"No not that, the sex was great. I shouldn't have slept with someone from work," she explained.

"I'm not going to tell anyone. I don't kiss and tell," I replied trying to put her at ease.

"I appreciate that but I still shouldn't have," she insisted.

Toni and I put ourselves back together dressing the best we could in our volleyball clothes. It was dark out when I left her van and walked back to my car. Toni pulled away and I got in my car and drove home. We had been having sex in her van for hours and it had only seemed like minutes. I saw Toni again at work and at volleyball but true to her word we never hooked up again. Still butt fucking in a van had made me feel younger than my age at 36.

NUMBER 11 -- SUSAN

In the summer of 1971 I met Susan at a party. She and I both worked in the IT division but not the same department. We hit it off at the party and Susan and I later went to her apartment. At 23 years old Susan weighed just under a 100 pounds and she had the typical model figure. Even though she was thin she had the curves and bumps in the right place. Susan had small firm cute tits, shapely slender legs and a very cute round bubble butt. She wore her blonde hair short just over her ears. Susan was a natural blonde and she the cutest little tuft of blonde fuzz on her pubes.

Susan was not at all into giving head but she loved to have her pussy eaten as I learned that night. We wasted no time in getting our clothes off and into Susan's bed. Earlier that night at the party, I had butt fucked a girl named Charlotte in the downstairs bath room. Charlotte is number two on my list and you will learn about her later. Since I had already cum once that night I was in no hurry to get my rocks off. In fact I focused all my attention on Susan's pleasure. We kissed with our naked bodies rubbing together and I fondled her tits and curvy ass. Then I began my pursuit down her body. I spent quite a bit of time sucking on her tits and nibbling on her nipples.

I left her tits and trailed kisses over her abs down to her pubes. I skipped Susan's pussy and kissed her inner thighs. Susan had her head thrown back and her mouth was wide open as if she was going to scream but no sound ever came out. I moved my mouth to her pussy and flicked my tongue over her vulva. I probed her outer cunt lips with my tongue and then drove it in separating her inner lips. Susan's body tensed as I worked on her pussy as if she was going to cum. I swabbed my tongue around inside her pussy and flicked it over her hooded clit.

I pushed a finger into Susan's pussy and wormed it around as I tickled her clit with the tip of my tongue. Susan's body went into convulsions as her first orgasm overtook her. She grabbed my head and held it to her pussy as she humped my face for all she was worth. I held her tightly as she sprayed my face with her female nectar. Susan had a very tasty pussy and I enjoyed eating her to multiple orgasms. Susan's mouth was still wide open as her body lifted off the bed. I grabbed onto her cute ass firm cheeks and held her tightly against my mouth. Susan then shook violently and collapsed on her bed.

I kept right on eating her and I soon had her aroused again. This time I pushed a pussy lubricated finger into her tight asshole causing Susan to freeze. I was to learn later that it was her first anal penetration. Susan went along with it as it felt strangely good to her. Susan then asked me to fuck her so I moved between her legs and slipped my rock hard cock into her very wet but snug pussy. Susan gasped when my cock hit home and I was to learn later that I was the biggest she had had in her up to that time. Susan was so thin that I could feel the sharpness of her pelvic bone as I fucked her. Susan worked to keep her clit in contact with my cock and in no time she was cumming again. Susan thrashed and writhed under me as she had a mind blowing orgasm.

Susan then asked me not to cum in her pussy. I learned later that she was nervous about where she was in her cycle, better safe than sorry. I pulled out of her and laid my cock on her abs between our bodies. I kept moving as if I was fucking her and then I shot my load between our bodies. My semen shot out of my dick but it was immediately trapped between our bodies. Susan thanked me for pulling out of her pussy and she told me it was cool to cum on her rather than in her. Susan and I lay together for awhile longer and then I cleaned up, dressed and left for home.

The next time Susan and I got together I was on my way home after having a couple of drinks at the Oasis, a bar that sponsored our softball team. Susan was coming in just as I was leaving. I told her no one was at the bar but I offered to buy her a drink if she wanted one.

Susan smiled at me with her sultry look and said, "No, why don't we go to my place and fuck."

"Sounds good to me," I replied and then I followed Susan as we drove over to her apartment.

Just as we did the first time we wasted no time getting our clothes off and getting into her bed naked. Susan was really horny that night and she came quickly and often as I ate her pussy and fucked her. I still had not cum when she asked me to stop and let her rest for awhile. Thinking that her pussy needed a break I asked her about anal sex. Susan told me that she had thought about it but never tried it and that my finger was the only thing that had ever been in her ass. I talked her into taking a bath with me thinking that I could get her ass clean and then turn her on with my tongue.

Susan ran a bubble bath for us and when we sat in the tub she leaned back into me. I reached around and played with her titties and her pussy for awhile. Then I moved my finger to her ass and I used the soapy water as lubricant as I finger fucked her ass. Susan got used to the penetration and allowed me to finger fuck her bottom. Then we got out of the tub before we turned into prunes and dried off.

I had Susan lay face down on her bed and I pushed her cute round ass cheeks apart and exposed her delicate nether hole. The pink aperture looked squeaky clean and I lowered my tongue to her asshole. Susan gasped when she felt my tongue rim her anus. At first she stiffened and then she relaxed and enjoyed the oral stimulation. Susan was clearly getting turned on and she let me know it.

"Walt you really know how to get a girl turned on," she sighed.

I lifted Susan up by her hips and then I began to lube up her tight ass with her body lotion. I wet my finger and it slid in easily when the saliva mingled with the lotion. I finger fucked her asshole and then added a finger to her pussy so that I was finger fucking both her holes at the same time. Susan put her head down on the bed and turned it to one side with a look of ecstasy. I decided it was time to go for it. I removed my fingers from her ass and pussy and lined up my rock hard cock with Susan's asshole. I pushed slowly but she was too tight and her sphincter did not open easily. Just the head of my cock was in her ass but I was so turned on that I ejaculated in her ass. Susan screamed and panicked. She moved away from me and threw herself face down onto the bed. The rest of my load landed on her buttocks.

"No don't, it hurts too much. I don't want to do this," she pleaded.

I leaned over and whispered in her ear, "I don't want to hurt you. Don't worry I won't fuck your ass."

Susan rolled over and held her arms out to me and I moved between her legs and slid my raging hard-on into her tight pussy. We fucked liked demons until I blasted a huge load into Susan's pussy. Susan came multiple times again and then she went limp under my body. I was still hard after cumming so I continued to fuck her.

"No please, give my clit a break. I can't take any more tonight," Susan begged.

I pulled out of her and rocked back on my legs. Then I rolled Susan over into a doggy-style position and slipped my cock back in her pussy. Susan was in a totally relaxed state and she let me have my way with her in this position. I played with the cheeks of her cute bottom as I fucked her from behind but I did not penetrate her ass again that night. I eventually came for a third. Susan dropped face down on the bed as she was done for the night. I washed up in her bathroom, dressed and then kissed her on the cheek when I left.

The next day Susan stopped by my office. She came in and closed the door. I could tell that she was nervous or almost scared.

"Walt, there was some bad stuff that came out of my ass this morning. You can't ever put anything in my ass again. I don't want you near my ass again," she rambled in a panic.

"Susan I understand. Look I know it was the combination of my semen, the lotion and maybe a stool that made it look so bad. You're okay you're not injured. I stopped as soon as you told me too," I replied trying to put her at ease.

"I don't know what it was but it looked nasty and it scared the hell out of me," she countered still shaken.

"I'm sure it scared you but I promise you I know that you will be fine. I never did fully penetrate you," I said trying to calm her.

"I know that you didn't and I thank you for not forcing yourself on me. I know that you care and that you are a good lover. I just freaked out," she said almost sobbing now.

I stood up and held her until she calmed down and relaxed in my arms. Susan eventually left my office composed but she was resolved that anal sex was not going to happen with her.

Susan and I got together a few more times and we always had great sex. She started dating a pilot for one of the charter companies so my time with her came to an end. But one night after one of our softball games Susan showed up at the Oasis. She asked me back to her place and I guessed the fling with the pilot was over. We made passionate love that night and afterward as we lay naked together Susan told me that she hadn't heard from the pilot in weeks. She had been too proud or too stubborn to call him and she was upset. It was obvious that she really liked the guy and she was devastated that he had just dropped out of sight.

I told her that she should call him and clear the air one way or the other. Susan agreed and just then the phone rang. Susan grabbed the phone before the second ring and I watched her face break into a joyous expression.

"Hi, how are you? I was just going to call you. I've been worried about you," Susan rambled on.

It was odd because we were both naked in her bed as she got caught up with her pilot boyfriend. I slipped out of bed and quietly got dressed. Then I leaned over and kissed Susan on the forehead and gave her a thumbs-up as I left. She smiled at me and blew me a kiss as I left her apartment. That was the last time Susan and I ever made love.

NEXT CHAPTER -- MORE ANAL ENCOUNTERS