Anal Fantasies

My most vivid fantasies focus on women doing things with my ass.  I recall lovers who indulged my desires, or invent situations.  I cherish the image of myself lying on my stomach over the lady’s lap.  This happens either in bed or while she sits in a chair; I am naked but she is fully dressed.  It is a comforting feeling to offer my bare bottom to her eyes and hands, almost like being a baby.  At the same time, it is very exciting.  My cock gets really hard and my ass tingles in anticipation.  She strokes my hair with one hand, while caressing the sensitive skin of my buttocks and inner thighs with the other.  She tells me that I am handsome and that I have a beautiful butt.  Perhaps she says those magic words, “You’re a good boy,” while stroking my bottom.  Wow!  Those words are very stimulating, spoken at the right time in the proper tone of voice.  They represent acceptance of me as a man whose vulnerability she finds sexy.  It means that I am safe, that she understands and approves of my desires.

Perhaps having my ass caressed is enough.  More likely, however, I want more.  I want her to play with my scrotum and cup my balls in her hand.  There is a special feeling when this is done from behind.  Again, it is that sense of vulnerability.  She possesses my balls, and I trust myself to her care.  When she reaches around my waist or between my legs for my penis, the object is not masturbation but for me to feel a delicious surrender.  My body is in her control.  She is my queen, and all that she touches is in her domain.

If there is one image of myself as a sexual being that I cherish more than any other, it is being naked in front of a woman, bending over to show her my ass, or better yet, getting on all four with my chest and face down, with my legs spread and my anus plainly visible.  Because it is my favorite position in which to have a woman, it is very exciting for me to assume.  The idea of her looking at my ass with the same wild desire with which I look at hers is a real turn-on.  The exposure of my anus and dangling testicles makes me feel animalistic and vulnerable.  I love it.  I imagine the lady enjoying the view as she contemplates what she will do with me.  I like to be bent over a chair, a kitchen counter, or a table, to the same effect.   In any case I am presenting myself.  I surrender to my lady, and she takes charge.

Perhaps she “services” me by licking my asshole, occasionally manipulating my cock and balls from behind.  I feel almost feminine, like a woman receiving oral sex and enjoying it to the extreme.  The main event, though, is when the lady applies lubricant, and lots of it, to my anus.  At first she tickles the outer ring of the hole, before inserting the tip of one finger.  She swirls the finger in small circles, bending it back and forth at the first knuckle.  Through gentle movements she relaxes the “lips” of my anus and prepares it for more intrusive activity. 

Soon I want the entire finger inside.  She plays up the moment, building up to deep penetration with teasing and sexy talk.  “Here it comes, baby.  I’m going to stick my finger deep inside.  I’m going to fuck you up the ass!”  It is important that she use words like “ass,” “asshole,” “butt,” “butthole,” “cock,” and “penis.”  Even “testicles” or “balls.”  “Oh, baby,” she could say.  “I love how your testicles hang down!  It’s so sexy to see your beautiful balls and your anus, so hot and open and inviting!”  The words allow me to imagine her perspective of my asshole, stretched open like a mouth or a vagina.

I can illustrate the fantasy better through fiction.  Here is an excerpt from an erotic story I wrote:

As she ran her fingertips up his thigh, his whole bottom glowed with anticipation.  The feeling moved to the center, to his anus.  She lightly touched the back of his balls, then hefted them in her palm.  Her hand moved up.  She traced a quick perimeter around the opening with an errant fingertip, causing him to gasp in astonishment.

“Now tell me what you want,” she rasped warmly into his ear.  “Tell me what you want me to do.”

“Touch me. . .”

“Touch you how?” she said, moving her hand away from the hot center, causing him to moan in frustration. “Touch you where?

“Touch my asshole!  Run your fingers around it and grab my butt!  Do anything.  Fuck me.  Stick your fingers up my ass.  Please!  I need it so bad.”

After a moment he heard the sound of lubricant being squeezed from a tube.   One hand opened his ass cheeks while the other strayed around his hips to grasp his hard seven-inch cock.  Joy and abandon overcame him and his skin flushed as she poked the tip of her middle finger into his anus.        

While the hole is still tight, waiting to be penetrated, that is the right word: anus, a tight bud of a word, two syllables to name the muscle and the space within.  Her finger turned, and he groaned. Once she had him open, once she possessed him with a feminine finger, then maybe two or even three, only the other word would do.  “My asshole,” he pleaded.  “Stick your fingers in my asshole, baby.  Unman me, rape me, fuck me, treat me like I’m a girl and my asshole is a pussy.”        

“Oh you’re a naughty boy,” she said.  “Such language! Is this what you want?”  And with that she slid the finger all the way inside, pausing only for a moment before pulling out and starting a series of thrusts.  Groaning deeply, he arched his back and raised his bottom.  As she masturbated him and worked her finger in and out of his burning hole she cooed sounds and an occasional word of approval.  “Oh baby, oh baby  . . . such a sweet butt you have!  Such a sweet little butthole!  I love to fuck you!  I love to fuck you up the ass!  Up the ass!  Up the ass!”

Her words sent him over the edge.  Crying, moaning, pleading, he could hold back the flood no longer.  The orgasm hit him like a great wave in the ocean.  As the wave crashed over him, he felt her finger withdraw and the last spurts of foam erupt from his cock into her wild, affectionate hands.   

Sometimes my fantasies ran to more extreme female domination. My fantasy mistress not only wants to insert fingers but also large objects into my rectum, or to spank me.  Naturally, she is petite, either blonde or brunette, with a fabulous body.  Sometimes she wears black lingerie and high heels, which makes her even more alluring and dominant.  She expects obedience, which I demonstrate by bowing to kiss her feet with great devotion.  Then I must assume the position: face down and ass up to receive pleasure or pain at her whim.  There I am, naked on a bed or on the floor in an attitude of total submission, bent over with my ass in the air ready to be spanked or fucked by a beautiful, powerful woman.  If she decides to be stern, she scolds me for being a “bad boy” and says that I need to be punished.  So she paddles me until I beg for mercy.  Sometimes she continues until I weep, which comes as a relief.  As I sob she tells me to let it all out, to cry away all my pride, pain, and frustration.  After forcing me to pleasure her orally, she rapes my asshole, opening it up and fucking it with a dildo bigger than I would actually prefer.  Maybe she fucks me with a strap-on dildo.  “You love it, you bitch,” she says as she slides it home.  “Right up the ass!”  I moan and sob, ecstatic at having my lower intestinal tract packed and plundered.  “Are you my slutty boy? Are you my bitch?”  “Yes!” I cry out.  “I’m your bitch!  Fuck me!” I shout as orgasm overtakes me.  “Fuck me up the ass like the slut I am!” 

I have collected many stories from books and off the Internet, all about anal fingering and licking; dildos; strap-ons, doctors and nurses; and female domination.  In one story a couple plays doctor, with the man the patient.  His wife wears a nurse’s uniform and has put plastic sheets on the bed to create a clinical atmosphere.  After questioning him in a professional tone about his masturbatory habits, she takes his temperature with a thermometer in his anus.  Then she puts on a rubber glove and gives him a rectal examination while masturbating him to orgasm.  In other stories women spank men, give them enemas, treat them like submissive girls, or make them beg for anal penetration.

I have also accumulated photographs and videos of woman-on-man anal play, a popular genre on the Internet.  There are many sites devoted to strap-on sex or analingus, but I have never bothered subscribing because so much free material is available.  Even more exciting to me are illustrations, which can be very imaginative.  Some realistically depict women inserting fingers or dildos, licking men's anuses, or fucking them with strap-ons.  Some show tenderness between lovers, while others portray varieties of male submission and female domination. Some show nurses fingering men, giving them enemas, or plugging their lucky asses with dildos and strap-ons.  Others are more extreme, surreal, or violent, with stern looking women spanking or paddling men or forcing unrealistically large phalluses into their anuses. 

One artist noted for female domination imagery has a cartoon in which beautiful young women socialize at a party.  The entertainment is a race in which two young men must sit on wooden dowels of ever-increasing size, which protrude from a long, varnished board.  The guy in the lead is groaning as the fourth out of six dowels further stretches his already distended anus.  The two biggest dowels loom ahead, impossibly wide in diameter.  Both guys are flushed and grimacing, with tears leaking from their squinting eyes. Their penises, exaggerated in dimension, look almost painful, with bulging veins and the skin bright red, stretched to the limit.  What prize will the winner receive?  Maybe he will be ass fucked by the cute brunette with a big black dildo on her strap-on harness.  As in other images by the same artist, semen oozes from the guys’ cocks in a continuous slow emission, dripping in this case to the base of the pegboard.  Their fluid mixes with lubricant in a pool at the base of each peg.

A passage from Anne Rice’s book The Claiming of Sleeping Beauty captures the psychology of anal submission.  The speaker is the favored prince of a beautiful, stern queen.  After long rebellion and suffering for his disobedience, the young man has finally submitted to her command:       

She touched my eyes and my lips.  “All this belongs to me,” she said, “and this,” and she touched the nipples of my chest and my belly and my navel.  “And this,” she said, “this too, belongs to me,” and she held my penis in her hand, her long nails scratching at the tip of it gently.  It gave off a little fluid then and she withdrew her hand and held my scrotum in her hands and claimed that as well.  “Spread your legs,” she said and turned me on the chain that held me.  “And this is mine,” she said, touching my anus.                    

I heard myself answer her, “Yes, your Highness.”  She squeezed my buttocks then and said these above all belonged to her, as it was her delight to punish these more than anything else.