Anne’s Anal Adventure

It was late in the evening when Anne’s boyfriend, Jake, asked her if she would like to try ‘back door’ sex. The had been together for quite some time and had experimented with almost every part of each other’s body. The occasional ‘rimming’ of either of their anal openings had always increased the intensity of the ensuing cums, but they had never taken the final plunge into that dark tunnel.

“Well, I don’t know, Jake. I mean, it feels okay when you lick my butt hole, or stick a finger in a little bit, but you are so big! I … I think it might hurt too much in my little hole.”

“C’mon, Anne. It won’t be bad. I won’t hurt you.” He promised.

“I dunno. I’ll think about it.”

“Okay. You think while I do this.” He replied as he pulled her towards him and kissed her hot. His tongue seemed to travel halfway down her throat, filling her mouth with the soft, rough texture. Anne’s’ own tongue found its way into Jake’s mouth and the two exchanged explorations of the familiar orifices.

Anne felt Jake’s fingers slipping under her short top to find her swollen nipples. He pinched them softly, making her moan. Her hands were not idle, quickly finding his growing erection hidden in his blue jeans. He pulled his waist away from them, allowing Anne to open the pants and free the object of her desire.

A little over seven and a half inches long and almost two inches wide, Jake had a magnificent penis. Anne loved to feel the soft/hard flesh in her hand, in her mouth, and especially in her tight little kitty. Thinking about being impaled by it made her start creaming. She was getting so wet between her thighs; her pants had a growing dark spot below her mound.

Jake felt the cool air on his swollen penis, followed by Anne’s soft touch. Her small fingers barely circled the thick, throbbing flesh. The warmth of arousal flushed through Jake, as he knew what her next move would be. As he had thought, she broke the long kiss and moved her body so that her head was in Jake’s lap. Her mouth was a fraction of an inch away from the purple colored crown. She could smell his musk scent, a combination of man smell, sweat, and the heat of arousal.

Anne’s tongue darted out of her mouth to capture the gleaming drop of clear pre-cum from the tiny hole. She almost giggled at the thought that at least girls had a different hole for each bodily function, boys didn’t. It made her think more of Jake’s request to try anal sex. They had fooled around ‘back there’ in the shower and hot tub. One time, each of them had two fingers in the other’s anus at the same time!

A sudden thrust of his hips brought Anne back to here-and-now. The swollen crown pushed up into her mouth, and she instinctively opened wider and bobbed her head down to begin swallowing Jake’s penis. Her kitty tightened and she felt the butterflies in her belly as the hot flesh slipped past her tongue and began to enter her throat. She swallowed rapidly to avoid gagging, and once more succeeded in taking that beautiful cock all the way down her throat.

Jake felt her throat contract, then loosen up as the tip of his cock hit the back of her mouth. The tight, warm feeling that followed as her throat gripped his full length made him groan. He held her head lightly, letting her concentrate on what she was doing, rather than holding up her head. He never understood how she could do it, but even with her mouth full of him, she still managed to swab around the base of his penis with her tongue.

Anne’s lips were touching the soft hair on Jake’s belly and her fingers cradled the heavy balls that hung loosely below her prize. She drew back and gripped his length with her fingers, then plunged back down. She began to work loose her own pants, just enough to slip her hand inside. She thrust two fingers into her wet kitty, coating them with her lubricating nectar. Then, she fondled Jake’s balls and the tender spot just between them and his butt hole.

Once more she thought about anal penetration. Without thinking, she lubed his ass with her fingers and slid them in quickly, just as she took his cock to the hilt and swallowed hard. Jake’s reaction was instant, and surprising. She felt his sphincter tighten at first, then loosen up rapidly to admit her probing fingers. The wet, hot channel felt surprisingly like her vaginal canal. Soft, velvety, wrinkled flesh, moist and warm around her fingers. She felt the small, hard bulge of his prostate gland and rolled it with her fingers. She felt the small organ pulse, and the muscles around her fingers tighten in rhythmic pulses, as the penis in her mouth swelled and pushed out the thick, hot fluid from his belly into hers.

She had not remembered getting that much cum so quickly. It poured out of Jake, and filled her throat, jet after hot jet of the salty cream, straight into her stomach. His ass was still clenching her fingers as the spasm subsided. Jake was lying back in the chair, groaning and panting. His whole body was trembling through the release. Slowly removing her fingers from the back, and her mouth from the front, she crawled up next to him and kissed his mouth. Her own mouth held the last drops of his cum, which she pushed into his mouth with her tongue.

“Holy Shit! Anne! What did you do? OMG! That was intense!” Jake finally gasped out.

“I was just… you know .. Down there and I started thinking about what you said…. and … um well …. I just wet my fingers and stuck them in.” She looked into his eyes for a reaction. “It …. it was okay, wasn’t it?”

“Oh, yeah! … It was REAL okay!”

Jake started to remove the rest of Anne’s clothes, and soon they were totally naked. Anne’s thin body was really hot. She had small A-cup breasts with dark areola. Tight little nipples that grew quite long when she was aroused. A long torso and thin waist, a slight bulge in her lower belly, and the soft mound between her tight thighs was a little puffy slit. It was truly all Jake could do to keep from diving into that sweet treasure every time he saw it.

Anne sidled up to Jake and rubbed her naked body against his. Her mouth found his and the kissing got hotter and hotter. Hands roamed over backs and butts, between thighs and genitals. Jake’s fingers slipped into her wet kitty and pulled out soaking wet with her aroused nectar. Slowly moving rearward, he rubbed around the tight puckered opening of Anne’s anus. She jumped away at first touch, but Jake’s soothing voice and soft touch let her relax and enjoy the stimulation.

Anne felt her anus give way, and loosen up as Jake fingered her in small circles. The pressure he exerted grew with each passing moment, until the tip of one finger pushed inside Anne’s back door. She instinctively tightened her muscles, trapping his finger where it was.

“It’s okay, Anne.