I grew up in a conservative household. I can’t ever remember hearing my parents have sex. I found out about the birds and the bees from my friends and got a book from my parents when I turned sixteen. All in all, on reflection, I was a pretty boring lover. That was until I met Maria.
She was my third serious girlfriend and lover. The previous two women were complacent and submissive in bed. I’d decide that we were having sex that night and it would be enough masturbation to get everyone’s parts working correctly, a rubber on my cock, and ten minutes of fucking. Usually missionary style.
Maria had higher aspirations than that. She was a bit headstrong and very convincing. She gave me my first blow-job on our third date. On our fourth date, I tasted a woman’s hot sex for the first time. She is absolutely beautiful. She’s tall and thin, with a nice brown hue to her skin. Her hair is wavy and long, and she likes me to pull on it when fucking her doggy-style. I’m pretty white, so I love to see us making love in a mirror and watch my white flesh entwine with my sexy Latina lover’s coffee skin. Her legs are trim and go on for forever, ending in sexy long toes that love to be sucked. She has a modest chest, at 34-B, but her nipples are so sensitive she can almost come by me licking and biting them. I also love that she’s not too big in the chest as she is pretty uninhibited and goes without a bra a lot. Her ass is nice and compact and turns a pretty shade of tanned pink when she entices me to spank her.
She introduced me to all sorts of firsts: erotic films and books, oral sex, multiple positions, exhibitionism at national parks, role-playing, erotic toys, and when we were separated, she lead me through phone and cyber sex. Most importantly, I believe, she introduced in me a scholar’s approach on how I could become a better lover.
I bought some books on how to please your lover and I rented a couple of “How-to” videos. That’s how I found a part of myself that I never knew I had. The video that really intrigued me was “Adventures of Butt-Man,” of all things. With all the hot loving between Maria and I, she had never brought up anal sex or analingus. When I brought it up to her, she was very surprised.
I remember our conversation well. I asked her bluntly, “Have you ever thought about me making love to your sexy ass?” She stammered and replied, “No… I don’t think that’s something we should do.” “Why not? We do everything else, we’re totally free with each other’s bodies. We even do risky things like fuck on picnic tables while other people are a mere 100 yards away.” “Well,” she replied, “Have you ever thought about something as big as your cock being shoved up your ass? If you’re willing to get fucked up your ass by me, then I’ll let you fuck me up my ass!” She thought my homophobia would pretty much kill any further discussion on anal sex.
For two weeks, it did. Then I kept thinking back to the video and how cute Maria’s ass was. I started in the shower and tried fingering my own ass and found it didn’t hurt. It kinda felt good, but wasn’t anything to write home about. One day when she was gone, I took a small 4 inch vibrator of hers and working it into my ass with some lotion. It felt pretty nice and when I turned the vibrator on, my cock got pretty hard. It was strange, because I thought it would make me come quicker. The vibrations felt nice, but I ended up lasting about ten minutes longer than when I normally jerk off. My next experiment was her 7 inch dildo, which was about an inch longer than me. I used some Vaseline to lube my ass and it was slightly uncomfortable at first. Once I started sliding it in and out of my own ass, it felt pretty good and it made me come very hard. I figured I was ready to move to Phase 2.
Maria and I were taking a shower together when I held her hands against the wall and started washing her back. Normally, I wash her pussy and then we get out and I fuck her on our bathroom counter. She was not expecting me to start washing her ass, and she just froze as I slid a finger into her butt. She was so surprised her ass didn’t clench down on my finger until I reached around with my other hand and started fingering her clit. She was so open that I pushed a second finger into her back passage. After no more than a minute of rubbing her button and fingering her sexy rear, she came hard, knees buckled and slumping in the stall. We washed up quietly.
When we went to the bed, she quietly asked me why I had done that to her ass. I told her that she never said I couldn’t, just that I had to be willing to take the same treatment. I informed her that her ass was so cute and sexy that I was willing to do whatever it took to plunder that treasure. I told her she even had seemed to like it. She has a really cute blush, and after five minutes of snuggling, she told me I’d better be ready for her rebuttal.
Her words of warning came true four days later. I had noticed that Maria was really getting excited and she must have been having some hot fantasies about my bum. I could hardly keep her hands off my rear and in those four days, we had two role-playing sessions in which I was put over her knee bare-bottom while she spanked my ass pink. Each time, when I pushed my cock into her pussy, she was literally dripping wet and she came by the tenth stroke into her gripping cunny. We went to the local adult toy store for a video, and as we passed the vibrators and dildos, Maria lingered at the anal plugs. She picked up one that must have been eight inches long and was very thick in the middle. I told her no, that she could not pick anything bigger than I was. She ended up with a six inch, swirled green, vibrating plug with ribs on it. We also got two pairs of matching his and hers thong underwear. Batteries rounded out the purchase and we sped home.
She told me that I was to obey her and do everything she said if I wanted to be able to fuck her sexy ass. I wasn’t going to argue. I stripped at her request and lay down on my stomach. My hardness was pushing against my stomach and was starting to feel sensitive and bloated. She poured massage oil over my back and legs and really gave a good effort working out any tension I might have had. She used this opportunity to pour the oil down the crack of my ass.
When her hands started kneading my buns, she rubbed my anus with the pad of her middle finger. I started moaning. This got her pretty excited as I’m usually a pretty quiet lover. She whispered in my ear that she was going to enjoy fucking her “guero bonito” and that she was going to use that big plug on me. She sawed her finger in and out of my asshole and eventually one finger became two, and then three. I thought I was going to come from the pressure and friction of my cock against the bed. She removed her hand and I felt some sticky lube being rimmed around my ass. The ass plug touching my sphincter made me jump a little and Maria whispered for me to relax. She eased it into my ass in a circular motion and I think she was pretty surprised how easy it was to get into my butt. Compared to the big dildo I had used, the ass plug was not all that difficult.
She was masturbating with her free hand and she straddled my legs so she could pull the plug in out easier. She started up with her dirty talk on how she was fucking my ass and how hot it made her pussy and how hard she was going to come from fucking her lover. She then must have remembered the vibrating portion of the plug as I could feel the anal plug began to quiver and send vibrations though my ass. I had been close to coming, but the vibrations gave me a little extra control and Maria started moaning and coming. She held the plug in my ass as she rolled off. After a minute’s rest, she told me to roll over on my back. She made sure the chunk of quivering plastic in my rear stayed put and told me she was going to give me a reward for being such a good sport. She sucked my painfully swollen cock into her mouth and really started to work her pretty mouth over it. Her up and down strokes were as deep as I could remember and she sucked on me very hard. With the added pressure in my ass and the vibrations, I think I lasted twenty seconds before shouting out and feeling waves of sharp, even painful, orgasm wash over me. Maria was so hot she kept sucking me and she swallowed my jism, which she hardly ever does.
She pulled the plug out after I discovered that my lungs were still working and then we made sure to clean up. I was still semi-hard and she sucked on me tenderly until I was at full-mast. I entered her soaking pussy easily and we rocked together until I came in her, falling asleep entwined afterwards.
Her anal deflowering was very similar to this, the details engraved in my mind and enough for another story. That was how my sexy soul mate and I discovered the taboo acts of anal eroticism. We married within the year and still play all sorts of games. No matter who is having their ass spread and fucked, our pleasure is always evident in the end.