I was lying on my back naked as I woke up, thinking about the meeting Alice, an exciting lover from my past had arranged with me in a few weeks time while she was in town for two-days. It was twenty-one years since I first met her and we became lovers. I hadn’t seen her for more than five years, thinking about her as I teased my nipples.
Some quick arithmetic, 21 plus 5, Alice is a mature, older woman now, though I will be surprised and disappointed if her sex drive is diminished. Already thinking of ways I could make our meeting more exciting for both of us. Make love to her, fuck her like I used to. Perhaps bring a toy boy with me? One of her fantasies from the past, wanting me to watch her with a toy boy. An exciting thought.
Recalling my first sight of her in a red outfit, my instant attraction to her, a demure professional woman at first glance, an absolute lady, a class act, a challenge for me. Slowly revealing to me she was far from demure though, I had never heard her use a four letter word. Hanging on to her every word when she dropped subtle hints as to her sexuality.
Recalling what an exciting lover she was, so articulate when telling me what she liked, exactly how she liked to be sexually pleasured and wanted to be sexually pleasured. I soon learnt what she liked was often much different to other women, an exciting common bond between us. Recalling a Valentines day card which read, ‘I have just the opening for you.’
A further challenge years later when she alluded to her her penchant for much younger toy boys. Teasing me to distraction when she asked, could you handle that? So looking forward to ‘handling that’, watching her with a much younger toy boy, one day of her choosing. Though circumstances intervened and work commitments took Alice to a distant city. Still disappointed that I never got to see her or share her with a toy boy. A long standing fantasy for me.
I can still remember the first time Alice gave me fellatio, a head job. Absolutely outstanding, muttering incomprehensibly as she bought me off, swallowing with great aplomb.
On the afternoon of our meeting, despite five-years absence, or perhaps because of it, wonderful sexual chemistry almost immediately. Alice was dressed in tight white slacks, her still magnificent thighs and ass straining against them. Exciting sexual tension while we held hands across the coffee shop table. Time had been kind to both of us, Alice was more desirable than ever, so confident as we flirted with our eyes.
Sucking her middle finger in the coffee shop, both of us pleased other people were watching. We did like sex with an audience when we were a number. Watching her sucking the same finger.
Telling her in a whisper, “It was so exciting the last time I had you,” waiting for her reaction before I continued. “Kneeling in front of your beautiful, naked body, licking my way up your wonderful thighs as you spread your legs for me. Raking my fingernails along your magnificent big ass, as I tongue fucked your bald cunt lips. A touch of pleasure and pain for you.”
Inviting me back to her hotel room. Incredible sexual tension when we arrived, waiting for Alice to set the agenda. Kissing with our tongues the way we used to.
“You are so tempting for me. However I am in a relationship with another man.” Then, “Very tempting, tell me what you want to do to me.”
“Lick you, tongue fuck you like I used to, bring you to orgasm wth my tongue before I fuck you. Your lover need never know, you always were so tempting,” I told her, ignoring what she had just told me. Sliding her slacks to her heels, helping her step out of them before sliding her tiny, sexy black knickers down to her ankles with no resistance. Admiring her still wonderful thighs and beautifully shaved triangle over her cunt lips.
“So tempting for me. Okay, let’s do it, but no fucking.”
Talking to her like I used to while having sex. “Five years since I did this to you Alice. Even more exciting now. You are so wet for me. Licking my way up your wonderful thighs as you spread your legs for me. Raking my fingernails along your magnificent big ass, as I tongue fuck your shaved cunt lips. A touch of pleasure and pain for you. So pleased you are still receptive to it. Even more receptive now.”
“So good, he need never know, never ever. Fuck my cunt with your tongue, like you used to. So good, you haven’t lost your touch, even better than I remember,” Alice whispered, past the point of no return. Bringing her to orgasm with my tongue before I fucked her from behind with her magnificent ass in my hands.
In the afterglow, perversely asking her to tell me about the man she was in a relationship with.
“He is almost twenty-years younger than me. He propositioned me at a cocktail party. So flattering for a woman my age while other women my age were looking on enviously. Teasing him by asking what a young man his age could offer me. He had my full attention when he told me immodestly, he had a very large cock. All I could say was, do you now?
“You know how size is important to me. Would you like to see his pics on my phone? I am also in a relationship with another woman. You knew I had been bi-curious for years. Do you want me tell you about her?,” Alice asked as she kept scrolling to show me pics of her bi lover. An absolutely gorgeous lip stick lesbian.
“After a while I told them both about my alternate lover. Introducing them to each other one afternoon. I wanted both of them to watch each of them have me, make love to me. The woman first, then the boy, both of making love to me simultaneously. So good.
Late in the afternoon we ordered a smoked salmon snack from room service,. Both of us naked when the room service boy delivered it. Two exhibitionists for the boy, taking his time to lay out our snack. Alice asking the boy to run a bath for us.
A bath together, both of us determined to relive our past sex life in the time remaining. “The first time I watched another man give you a head job was so exciting for me, a first. Did you realise he was one of my former lovers?”
“Do you shave or wax Alice?”
“My female lover shaves me.”
“Do you still like having your nipples licked and sucked? And chewed?,” Alice asked she licked, sucked my nipples. “So pleased you still like that. Pleasure and pain for you.
“The first time you watched another woman give me cunnilingus, a tongue fuck, was so exciting for me, a first.
“I had almost forgotten how big and thick you were, though not quite almost. My toy boy would enjoy you,” Alice told me after we dried each other as she oiled my naked body, my back, my torso, my ass, then my already engorged cock, my balls, her fingertips such a light touch. My erection so hard for her.
“Would you like me to tell my toy boy about you? Make him jealous?,” Alice asked while we were fucking.
“What would you tell him?”
“You are an insatiable sex machine with an erection like an iron bar. And such a good fuck.”
Alice telling me in the afterglow, “I want you to spank me before I leave. Then I won’t feel so guilty when I return home.”
A pillow under Alice’s hips, admiring her beautiful ass cheeks, brushing my fingers lips over it. Such a wonderful tactile feel. “That magnificent big ass is too beautiful to spank,” I told her as I licked and kissed it, “Are you sure you want me to spank that beautiful big ass?”
“Yes please,” Alice replied as she clenched her ass cheeks for me. Still unsure even now who enjoyed the spanking the most.
The next morning Alice had meetings again and we decided to meet at her hotel at two. I phoned her mid-morning to remind her, “The last time I saw you five years ago you had been teasing me for weeks. Taking great delight in asking me if I could handle watching you with a young toy boy. For five-years since I have wanted to watch you with a young toy boy. Fantasized about watching you with a young toy boy. Your lover need never know.”
“Are you trying to tell me something? You should have told me long ago you wanted to watch me with a young toy boy. Do you have a toy boy in mind for me this afternoon? That could be so exciting for both of us. And my lover need never know.” I was so pleased Alice said, ‘so exciting for both of us.’ Hoping my five-year long fantasy was about to play out that very afternoon.
When I arrived that afternoon I had Jett, a young twenty-year old toy boy with me for Alice’s sexual pleasure, and perhaps my own sexual pleasure. The last time I saw Alice she took great delight in asking me if I could handle her with a young toy boy. In the five-years since I had learnt to handle, participate and enjoy a woman with a young toy boy, though Alice was not aware I had.
Very much looking forward to watching her with Jett. I had gone to great trouble to organize Jett for us, note that I said us. He was a very pretty boy with a well earned reputation for sexually pleasing older women with their men watching.
I was tempted to text Alice some pics of him naked, pics I had taken with his blessing at a previous meeting with my then lover. The pics displaying his six pack body and well endowed, almost bald, thick erection.
The lady on that occasion also took some pics of him standing alongside me, both of us naked with erections to show her girlfriends. A little later I took some pics of her with Jett, both of them so pleased posing with each other. The lady telling Jett with a lascivious smile, “I am impressed Jett. For a young boy, you have the most impressive cock I have ever had. You must be ten-inches at least, and so thick.”
She was a very good guess! Though I digress, Today I wanted to tempt Alice and please her. Live out a long held sexual fantasy with her and Jett.
After our session the previous day, Alice and me were very comfortable with each other as I introduced Jett to her. I had explained my relationship with Alice to Jett on the way to her hotel. Telling him I had been fantasising for more than five-years to watch my former lover Alice with him, her toy boy, our toy boy, for the afternoon.
Alice playing her role to perfection, an instant turn on for two men, one just a boy. Telling Jett, “I love being seduced by a handsome young boy with my older lover watching, he is twice your age. Turning her back to Jett, motioning for him to slide the zipper at the back of her dress down. Helping him drop it to her heels.
Jett and me admiring her almost naked body in skimpy black lingerie. Placing his hand on her magnificent ass, Alice smiling at me, both of us so pleased this was happening, watching her with a toy boy at last.
Alice watching me undressing Jett for her. Tossing his shirt and slacks aside. Both of us admiring Jett’s almost naked body, his already thick, erect cock poking up out of the opening in his skimpy black bikini briefs.
“Worship her big ass Jett,” I whispered to him, far more turned on than I thought I would be. Alice standing hands on the wall for support, legs spread as Jett licked and kissed her magnificent big ass. Just as I had worshiped her ass in the past.
Alice and me kissing with our tongues while Jett worshiped her ass. Watching him slide her knickers over her heels as we continued kissing passionately. Undressing myself while we continued kissing. Alice’s hand on my raging erection while Jett continued worshiping her ass, clenching her ass cheeks for him. My voyeuristic streak in full flight, so good watching toy boy Jett pleasuring my former lover.
Alice turning with her back to the wall, legs spread, Jett with two hands on her hips, both of us watching Jett licking his way up her wonderful creamy thighs. Thrusting her hips forward, moaning, “Oh fuck yes, fuckamycunt,” as the tip of his tongue found her clit. Alice and me kissing with our tongues some more, her hand stroking my erection in a masturbating motion.
The three of us moving to the bed, Alice on her back, lifting her ass so I could place a pillow under her ass. Jett with his arms wrapped around Alice’s thighs, then one thigh over his shoulder, whispering to him, “Fuckamycunt, fuckamycunt, fuckamycunt,” while his tongue was lapping her, while sliding a finger into her in a fucking motion.
Rubbing my erection over Alice’s nipples, then sliding it between her pursed lips. Wonderful eye candy watching the toy boy Jett expertly tongue fucking her, showing both of us his well earned reputation for pleasing older women with their man watching.
Alice moaning, “Fuckamycunt, fuckamycunt, fuckamycunt,” as her body tensed. Almost screaming, “Fuckamycunt, fuckamycunt, fuckamycunt,” as Jett bought her to orgasm with his tongue, lips and a finger. Once, twice, three times. Alice always was multi-orgasmic.
The afternoon becoming very serious as Jett slid his erection into Alice, both of us moaning as he did. Not sure whether to be envious or jealous as he commenced fucking her, my ex-lover who I had fucked the day before. Tongue kissing her while Jett fucked her, reminding myself I had wanted this to happen for more than five-years.
My envy and jealousy evaporating as Jett reached out for my erection, stroking it, masturbating it. Motioning for me to kneel alongside Alice on the bed. Jett sucking my erection, giving me a head job while he was fucking Alice.
Reminding myself again I had wanted this to happen for more than five-years. Far more exciting and erotic than I had ever imagined.
“Your lover need never ever know Alice,” I whispered as I watched Jett running his fingers over Alice’s magnificent ass, a prelude to spanking her, to ease her conscience just as she had asked. Legs spread clenching her ass cheeks, anticipating Jett’s hand on her ass. Holding her hands as she received and enjoyed her spanking.
Then Jett spanking me, my hips on the same pillow. Another of my long held fantasyes playing out. Clenching my ass cheeks in anticipation of my spanking, Jett’s spanking hard enough to give me a new erection. Alice laying alongside me, kissing with our tongues as Jett spanked me.
“Your lover need never ever know Alice,” Jett and I both told her as we wound down, all of us sexually satiated.