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Introduction:

I was so frustrated at not having a lover in my life, I was using my favorite vibrator three or four times a week, while I was naked in front of a mirror, fantasizing about the new lover or lovers I wanted to connect with.
Why not challenge myself? Perhaps a really young man, not much more than a boy, young enough for me to be his mother? Or a new female lover, older than me, a combination of a butchy and lip stick lesbian.

I am Gillian, in my early forties, a still attractive business professional, sexually sophisticated, and as I discovered at a young age with a little prompting from another woman, bi-sexual, though I didn’t need a great deal of prompting.

My body still attracts attention from both sexes, good legs and hips, flat stomach, modest tits with sensitive nipples when aroused. My best feature to modestly paraphrase people of both sexes who have licked and kissed it is my, ‘glorious, big ass’.

I was in my early thirties before I gave my sex drive full expression. My body had matured by then and I had learnt my ass was my best feature. I loved the excitement of flaunting it for both sexes, the reaction and men licking and kissing it as foreplay. Even better if their lady was watching or tongue kissing me.

I am to please and be pleased sexually. The size of man’s cock is important for me and I love being licked, teased and edged by both sexes, I lost all my inhibitions between my second and third husbands and I really do enjoy having sex with an audience. And I really do enjoy some racy commentary during sex, an extra dimension.

I have a high sex drive and thrive on sexual excitement, be it dressing and undressing to please my lovers, flaunting my naked body to turn on new lovers I have just met, the visual turn on of other naked bodies, the foreplay (or lack of it), to receiving and giving sexual pleasure, not to mention verbal interaction.

After what seemed like an eternity I did find a new lover, a new lover to stretch my sexual boundaries. Kris was a really young man, not much more than a boy, young enough for me to be his mother, our twenty-year age difference was so exciting when I first met him. He was a well built boy with an athletic body. The first time I saw him I had to have him.

The first time I saw the size of his cock I had to fuck him. He was huge. The first time Oscar had me, he fucked me three times in one afternoon. In the following days and weeks I taught him how I liked to receive foreplay, to receive cunnilingus, how to fuck me with his tongue. How to worship my big ass, lick and kiss it. How I liked my tits and nipples to be sucked and teased. Oscar taught me exactly how he liked to receive his head jobs.

While giving my toy boy Oscar a head job I often made a point of asking of asking him, “Has another male ever given you a head job? Sucked your beautiful big cock? Would you like to receive a head job from another male? I would love to watch another male give you a head job.” Stopping short of telling him, it was almost a rite of passage for me, enjoying watching most of my men receive a head job from another male.

Asking him again just as he was about to orgasm. “Has another male ever given you a head job? Would you like to receive a head job from another male? I really would love to watch another talented male give you a head job.”

“Yes I would, while you watch,” he groaned as he orgasmed.

In the afterglow I asked him. “What would you prefer? A boy younger than you? A young man your age? A man my age? Perhaps a talented much older man renowned for his blow job skills?”

“Tell me about the older man? How do you know about him?”

“The silver fox is still a handsome man, well past sixty. Diabetes has made him impotent, though he hasn’t lost his sex drive. He is the king of oral sex, oral sex for men and women. When some of my girlfriends and me watched him give a man your age a head job he was colossal. They told me he was an oral sex machine.”

Though I stopped short of telling Oscar the silver fox had once given me cunnilingus, fucked me his tongue while one of my girlfriends watched, showing me he was an oral sex machine. He really was colossal for me, his cunnilingus skills, his tongue fuck was so good. An impotent bi-sexual man, well past sixty able to satisfy men and women with his tongue and lips.

A week later when the silver fox arrived I had prepared Oscar for his visit. It was so hard to believe his age, so handsome, so dapper, so sophisticated with his patrician style and manner with his short cropped blond hair.

Before I greeted the silver fox Oscar was in another room, naked apart from one of my sexy, black garter belts, my suggestion, an extra visual for the three of us, to showcase his cock, sitting on a high stool, facing the wall length mirror, his feet barely touching the carpet.

I couldn’t resist teasing the silver fox when I opened the door for him. “My toy boy Oscar and me have been looking forward to your visit,” I told him as I kissed him with my tongue. Tempted to remind him I had enjoyed him fucking me with his tongue.

There was no need to remind him, when he told me, “You were a magnificent challenge for me the last time I saw you. Again one day perhaps Gillian?”

When the silver fox emerged from my second bathroom wearing his trademark black silk pyjamas I asked him remove my dress. Naked for him then apart from my heels. So pleased he was staring at my naked body, telling me again, “You really were magnificent. Again one day?,” with one hand on my ass, while he slid the tip of his middle finger of the other hand over my clit. A nice tease for me.

Holding hands with him as I led him to the room Oscar was waiting in. His hand roving over my ass when we walked into the room. Though even then I was still unsure if another male had ever given Oscar a head job?

Oscar confirming he was looking forward to his head job. Both of us admiring Oscar’s erection with a cock ring around it, framed by my garter belt. “Oh wow, you are a spunky young man Oscar. I am going to enjoy you.”

The silver fox had full control of Oscar’s erection as he repeated the word purple, with a distinct inflection in his voice. I had never heard the word purple used or sound like that. I knew the word purple naturally contorts the lips into the perfect head-giving pout. His collagen lips were slightly curled and pillowy for Oscar, knowing his lips would feel wetter and create ideal suction.

“I am going to tease and edge your big, thick cock, before I do I want to lick and suck your nipples. Do you like that. Or that? Stimulating Oscar’s other erogenous zones. Making it a full-body experience for Oscar, licking, sucking and chewing his nipples.

I could sense his mouth was wet and warm, like a vagina, his lips and tongue, living, roving, pieces of sexual pleasure on Oscar’s erection. Using his tongue to stimulate the head of his erection. Applying soft pressure with his tongue against his erection, moving his mouth up and down his rock hard shaft.

He had a hand on my ass when he asked Oscar, “Are you fucking Gillian? I wish I was young enough to fuck her. She has a magnificent big ass. Do you mind me touching her beautiful his ass while I am sucking your, beautiful big cock. My cock used to even bigger than yours.

"Do you like how this feels? Or this?” Gripping Oscar’s lower shaft with his hand, using just the tip of his tongue to lightly lick the top of the head of his erection in a slow circular motion. Deep throating Oscar, taking his erection so far into his mouth. Repeating the process moving his erection back and forth in his mouth.

The silver fox had an awesome reputation for his ability to breathe while he had his male partner’s erection in his mouth. He was so comfortable, sucking air in to tighten the space in his mouth, so pleasurable for his partners. Oscar was no exception for him. So exciting for me, watching and learning from a master how to breathe with a male partner’s erection in his mouth.

Teasing and edging Oscar, teasing me while I watched. A hand on my ass still while Oscar and me kissed with our tongues. “That is so good, so fucking good. I love it. Don’t stop.” He didn’t stop, teasing me while I watched. Edging Oscar, so talented so experienced. Scratching his balls lightly, then harder at Oscar’s request. Simultaneously licking and sucking just the tip of his erection before Oscar exploded.

Later when I was washing his cock, I had to ask Oscar, “Was that the first time another man gave you a head job.”

“No it wasn’t the first time, but it was the best. He was magic. Did you like watching him sucking my cock?”

Oscar was a wonderful toy boy for me, though when I often thought about sex with another woman, it was a huge distraction for me. It seemed so long since the last time. Perhaps an older woman? A same sex contrast to my toy boy?

I met Kris at product launch for my companies latest new product. Instant chemistry when we locked eyes from a distance. A tall willowy woman with a slim body, cropped blond hair, a minimum of make up compared to me.

Lightly kissing each other when we introduced ourselves. Lots of questions for each other. Relationships? Employment? Where do you live? Age differences? Learning Kris was almost fifty, seven years older than me.

Looking closely at each other as we undressed each other with our eyes. Wonderful, irresistible sexual tension, Kris was far too attractive and tempting for me to resist. Our hands touching and feeling each other’s bodies. More questions. Sexual preferences? Kris confiding in me. “I am bi Gillian. I would love to make love to you.”

“So tempting for me Kris. Where and when?”

“In my condo, tonight.”

Her condo was a short Uber ride away. The way the Uber driver leered at us in her mirror while we were kissing each other made our mutual seduction even more exciting. Reminding myself, a vast array of erotic pleasure awaits us when we let go of our inhibitions, tune into our bodies, trust our lover and broaden our ideas about sex. We are only restricted by our imagination.

My first woman for so long, even more exciting while I was having a fling with a toy boy. Some music to set the mood as soon as we were in the door.

A vast array of erotic pleasure did await Kris and me, letting go of our inhibitions, tuning into our bodies, each of us trusting our new lover, broadening our ideas about sex. Teasing each other, both of us aware what’s to come can be a massive turn-on. It was a massive turn-on with our hands and eyes exploring each others naked bodies.

Kissing and gently touching each other’s inner thighs, kissing our way down each others naked body, building desire until our new partner was fully turned on.

Combining finger and palm massage. Circling her vulva with my tongue, doing the same with my fingers using light, moderate, then deep pressure, testing her preferences.

I was confident and experienced enough, to build anticipation for me and my new lover. I learnt long ago anticipation is not the precursor to pleasure; anticipation is pleasure itself. Slowing down and paying attention to Kris, her reactions and words.

Alternately using the tip of my tongue, then the flat of it, and my lips as I explored her vulva, all three sensations a little different, providing subtly different sensations for us both.

Showing Kris my bi-sexual skills, using the tip of my tongue to tease just the underside of her clitoral shaft. She was so wet for me. Spreading her labia, focusing on licking the area just above her clit, using my index finger, interspersing horizontal finger strokes across her glans with vertical tongue strokes.

Increasing her arousal by inserting a single finger, using my tongue to enhance her arousal, then a finger to complement and push her arousal further. Pressing a finger upwards into her g-spot, while applying persistent licks.

Touching her beautiful tits, gently squeezing her nipples, caressing her stomach. Applying persistent licks under her hood, licking her clitoral hood, so sensitive. Gently sliding it back licking it, licking her clit directly, slow and gentle. So wet for me.

Licking around her Venus mound. Drawing awareness and circulation before I started licking, kissing and sucking. Teasing, edging, taking my time. building anticipation, building more anticipation, sexual anticipation, creating more pleasure, sexual pleasure.

Bringing her close to orgasm, then backing off a little, teasing her edging her, delaying her climax, her orgasm. Wanting to give her an incredibly powerful climax.

Grinding my crotch against hers. Approaching slowly and gently, my hips starting to thrust, using primal hip movements to guide my pressure and speed, wanting to increase the intensity for both of us.

Using my fingers, fingering her while licking her clit, wanting to provide intense, explosive sexual pleasure as my finger brushed against her g-spot inside her vagina. Adding my fingers to the mix, playing with her thighs, lips and clit while kissing and sucking.

Kris was talking to me while she was about to climax, “Fuck my cunt, fuck my cunt, fuckamycunt.” Almost screaming as she climaxed for me.

The first time Kris had me, she prompted me to remind myself, the reason I love cunnilingus so much, being tongue fucked, the giver gives, while my job, as the receiver was to receive pleasure, soak it up, without interruption or distraction That intense, one-on-one attention means the sensations are more intense because my mind focuses on my pleasure. And my climax, three of them.

As our relationship developed we saw each other two or three times a week. In due course I told my toy boy about Kris. I also told Kris about my toy boy Oscar. Rather than asking, telling both of them how I would like to create a three-way. Making suggestions, how I would like my toy boy to watch me seducing my bi-sexual female lover. How I would like my bi-sexual female lover to watch me fucking my toy boy. How I would like to watch my toy boy seducing my bi-sexual female lover, give her cunnilingus. “Oh wow, your toy boy almost thirty-years younger than me, that could be very exciting for me, a toy boy less than half my age,” Kris told me.

I let Kris decide in which order we would make love, have sex in a three-way situation. She made her decision the first time she met Oscar on a Friday night. Undressing him while I watched. Instant sexual chemistry as she ran her hands over his naked body, “Before I fuck you, you beautiful toy boy, I want you to lick my pussy, fuck you with my tongue while Gillian, our mutual lover watches.”

It was very exciting for the three of us when I watched my toy boy Oscar undressing Kris. So exciting when I watched my toy boy licking Kris, giving her cunnilingus, I stood behind her, my naked body pressing against her ass, kissing her over her shoulder. My toy boy excelled himself, tongue fucking Kris just as I had taught him to fuck me with his tongue. Enjoying the challenge of bringing a much older, bi-sexual woman to a climax. A huge turn on for me.

Later in the same session my beautiful toy boy fucked me while Kris watched. Fucked me from behind with my big ass in his hands while Kris and me kissed passionately, sucking my nipples, just as we did when making love. Kris was talking to Oscar, “I love watching you fucking my bi-sexual lover, fuck her harder, just for me.

On the Sunday afternoon, my naked toy boy watched me seducing Kris, my bi-sexual female lover. Kris and me kissing passionately while I undressed her. Kissing and licking her naked body while Oscar teased his erection with a fingertip while watching.

A wonderful sexy challenge for me, licking Kris to a climax with my toy boy watching. An extra stimulus for us. So pleased, so good, when she told me, “Fuck my cunt, fuck my cunt, fuckamycunt.” Incredibly pleased when Oscar stood alongside Kris, masturbating while he watched me bring her to a climax, using my tongue, lips and fingers.

On Friday night a week later Kris wanted Oscar to fuck her, something she had wanted from the moment she first met him. “Oh wow, a boy almost thirty-years younger than me, that could be very exciting,” Kris told me. The three of us happy to postpone what Kris and Oscar wanted while we tried other forms of sexual pleasure.

Learning Kris really was bi-sexual while I watched her fucking my toy boy Oscar. Oscar was on his back with a magnificent erection, an absolute boner as Kris wrapped her hand around it, kissing me before she eased her pussy lips around his erection. Using Oscar, fucking him. Talking to him. “Fuck my cunt, fuck my cunt, fuckamycunt. Harder, harder, fuck me.”

I wasn’t long after that when Oscar asked me if he could share me with one of his friends. His male teenage friend was everything a horny woman in her forties could wish for. Two toy boys sharing me at the same time. Licking me, sucking me, fucking me. For what seemed like years without a lover in my life, male or female, life was good, my sex life really wonderful with a toy boy each end.

Life and my sex life was even more exciting when I watched my toy boys giving each other fellatio for the first time, expertly giving each other a head job, teasing and edging each other. Even more exciting on subsequent occasions when I joined in.
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