When some of my girlfriends regaled me with stories of their sex lives I realised I have a lot of catching up to do and have missed out on lots of sexual pleasure and excitement. “I want to extend my sexual boundaries and fulfill some of my fantasies,” I tell some of my special girlfriends each time I see them.
With just a few exceptions, they wanted me to tell them about my unfulfilled sexual fantasies, their voyeuristic streak showing. “A thick, hung man, ten or fifteen years younger, with a nine or ten-inch erection fucking me. Perhaps two, thick, hung men, one fucking me while I suck the other. Even better, a sexy woman and two men. Having my ass licked and kissed by a man and a woman as foreplay, both at the same time. And I would love to have two women pleasure my naked body, perhaps three?,” I would tell them, all of us smiling wickedly and enjoying my banter.
A year ago I never imagined I would be extremely turned on while watching one of my fifty-year old girlfriends sucking my then younger, thirty-five year lover’s erection. And a little while later watching her toy boy suck his erection.
“I am going to seduce you while you watch your man having his cock sucked by my toy boy. He is very good at it,” my girlfriend whispered. When she had me naked, she told me, “I am going to lick you like an ice cream.” I was already aroused. Then extremely aroused with her tongue licking my erect nipples and large, firm 36D tits.
Sexual heaven as she licked her way up my creamy thighs to my clit, while watching her toy boy sucking my man’s cock. I was too embarrassed to tell her, aged in my forties I had never had my cunt licked by a woman before then. But I loved it, a wonderful new sexual experience for me orgasming on a woman’s tongue with her hands on my ass. That was a defining moment for me, when I decided to extend my sexual fantasies and make them happen.
“Perhaps a drop dead gorgeous tranny. A wonderful fantasy blowing a hung tranny with good tits. And I would to have two women sexually pleasure my naked body, perhaps three?,” I told Gina, a stunning size-12 brunette woman, as I expanded on my fantasies to her. Instant attraction and sexual chemistry.
“And so you shall,” Gina smiled as we softly tongue kissed me in the coffee shop, after one of my girlfriends had organised the introduction.
“Does Sunday afternoon work for you? My condo at two?”
Before I left home on the Sunday I posed almost naked in heels in front of my wall length bedroom mirrors. I couldn’t help but admiring my body and feeling very sexy. Good long legs, even better hips and I could see my well rounded and still dimple free ass reflected in the mirror on the other wall. Freshly shaved pubes, bald on both sides of my cunt with a small tuft above. I do like that look after years of being bushy.
I am wearing a new outfit I purchased for the occasion, I want to make an entrance and be the centre of attention. Black stockings, a sexy garter belt to hold them up and a cup-less bra, no knickers. My best feature I mused as I teased my large erect nipples had to be my large firm 36D tits.
When I arrived Gina introduced me to two other, slim attractive women, Marian and Monica, complete strangers to me. Marian and Monica were both blonds, Marian very feminine with shoulder length hair, Monica with short cropped hair, both with good body’s.
They were perhaps a few years younger than me. It was obvious I was to be a sex object for the women. I enjoyed being the centre of attention as I returned Gina’s kisses. Marian was behind me as she slid down the zipper at the back of my dress. “Wow, love your outfit and your body. Sylvia, we are going to enjoy you,” Monica smiled as the dress dropped to my ankles and I stepped out of it.
“Your body is to die for, magnificent, and very fuckable,” Gina whispered as she feasted on my erect nipples. “Your tits were made for that cup-less bra, Sylvia,” she told me. “Must be thirty-six D? Magnificent. And your beautifully trimmed blond cunt lips look wonderful framed by your garter belt. So does your fabulous ass.
Monica was on her knees licking and kissing my ass cheeks with her hands on my hips, before Gina moved us to a room with mirrors on all the walls and ceiling and a lavish bed.
I was flat on my back, watching in the ceiling mirror as Gina positioned herself between my legs. One knee raised as she licked the exposed thigh area above my stockings.
The other two women were licking and sucking my nipples, one each side. Their soft tongues magical on my erect nipples. One of them sliding a finger between my lips as I licked it with my tongue.
“Would you like me to fuck you with my tongue, Sylvia? I want to and I really would like to,” Gina teased. “Would you Sylvia? Do you want me to fuck you with my tongue? I am very good,” she teased as the tip of her tongue flicked my clit.
“So good, so fucking good, don’t stop,” I was moaning one minute later, while Monica was tongue kissing me as Marian was licking and sucking my erect nipples.
Gina’s tongue on my cunt lips with two other women giving me sexual pleasure was wonderful. A whole new dimension for me with lots of naked flesh on display.
Monica took one of my hands. I could feel a thick, large, very erect cock in that hand. I could see her completely naked in the mirrors – a gorgeous, hung tranny with a feminine body and a thick, large cock. She was incredibly attractive. I had never ever seen a naked tranny before then, completely naked apart from her heels. Such a turn on.
Long feminine legs, gorgeous fleshy thighs, good firm ass, good size taut tits, most women would be proud of and men drool over. And her cock. Wow! A tranny in heels with a fabulous body and a raging erection had me incredibly excited and turned on. I had only one thought with Gina’s tongue licking my cunt lips as I ogled Monica’s naked body and raging erection.
I wanted her erection. I must have her. I wanted to blow her. At the very moment I used a hand to guide Monica’s erection between my pursed lips Gina had me on the brink of orgasm.
Marian was licking and sucking my tits to perfection as I orgasmed. Monica was sliding her erection between my lips in a fucking motion. Three people were pleasuring my naked body. Gina had her hands under my ass as she darted her tongue along my wet cunt lips.
Another orgasm on Gina’s tongue, then another and another. I was rubbing the tip of my thumb and forefinger along Monica’s erection as she slid the tip of it between my lips. I let her erection slip out from my lips. “Your hand or swallow, the back my throat?,” I asked.
“Swallow Sylvia, back of your throat, please?”
“Then stand with your back against the wall, Monica,” I told him as Gina and Marian helped me off the bed.
“Is this what you wanted, Monica?,” I teased as I knelt in front of him and resumed sucking his erection. Gina and Marian were standing close by watching.
“You are awesome, Sylvia,” Gina whispered.
“Absolutely fucking awesome,” Marian whispered.
Gina was sucking one of his tits, Marian the other.
Monica was breathing very heavily, sliding almost the full length her erection between my tightly pursed lips. “So good, so fucking good, so close,” she was moaning as I raked and teased my nails along his balls. Then his body shuddered as he hit the back of my throat.
Another fantasy, or three, off my bucket list, I mused on the way home, very pleased with myself.
A week later, “You should meet Angie,” one of my girlfriends told me over coffee just as she appeared. After some cursory introductions my girlfriend left me alone with Angie.
After some innocuous small talk Angie told me about the professional job she has. “I place very attractive younger men in very well paying, short-term employment. And without exception they are all very talented.”
I had been ogling Angie’s body, fantasising about her sexual preferences as she crossed and recrossed her legs and lusting after her ever since she arrived. Forty-ish, huge sex appeal for men and women and beautifully spoken.
“Claudine told me you want to stretch your sexual boundaries, Sylvia. Can you make it to my condo at two-thirty this Sunday? Perhaps I can help you make some of your sexual fantasies happen,” Angie smiled as she took my hand and licked it.
“The door is open, come into the living room,” Angie told me over the intercom when I arrived a little late on the Sunday. Even in the subdued lighting I could see the living room was beautifully furnished “We started without you Sylvia,” Angie whispered in a strained voice.
As my eyes adjusted to this light, I could see Angie was completely naked apart from her heels. Her fabulous legs wide open with a much younger, naked man licking her cunt lips.
“You wanted to stretch your boundaries with new sexual experiences. Come and sit alongside me and kiss me while you watch, Sylvia. His name is Tony, and he has a large thick cock. And he is very good, extremely good with his tongue,” Angie moaned. “And I love you watching him licking my cunt. So does he, he is an exhibitionist.”
My libido was in overdrive as I watched Tony expertly licking my new girlfriend. “Lick and suck my nipples for me Sylvia. Now, get naked for me so I can suck your nipples while he is licking my cunt.”
“Now, sit on my face so I can lick your cunt Sylvia.” As I did and soaked up the sexual pleasure, another very attractive man appeared. He must have been ten-years younger than me. And he had a huge, thick cock.
“This is Sylvia, Michael,” you have been ogling her naked body for ten minutes. “Michael is renowned for his ten-inch erection. He is also renowned for his tongue skills.“Sit alongside me Sylvia so I can watch him lick your cunt while Tony licks mine.”
“I told you Sylvia had a magnificent body, Michael. She has obviously turned you on. Look at your rock hard erection. And tits to die for. Thirty-six D, awesome,” Angie whispered as Michael licked and sucked my very erect nipples.
Then he kneeled between my wide open legs and licked his way up my thighs. My cunt lips were already very wet before the tip of his tongue found my clit.
Angie was holding my hand as I orgasmed while ogling Michael’s huge cock. He had the biggest cock I had ever seen. I wanted it in me, now. “Which way do you want him to fuck you, while I watch Sylvia?,” Angie asked, as she read my mind.
“Like this,” I whispered as I stood legs apart in my heels, leaning forward with my arms resting on a narrow table.
“Worship my ass, lick and kiss it, Angie,” I whispered as I continued ogling Michael’s huge cock. I couldn’t keep my eyes off it. “Now you Michael, worship my ass, lick and kiss it.
“Now fuck me,” I muttered and gasped as Michael grasped my hips and slowly slide his erection into me with Angie and Tony watching intently.
I was in my element, stretching my sexual boundaries. I had been fantasising for so long about a thick, hung man, ten or fifteen years younger than me, with a nine or ten-inch erection fucking me. A huge added bonus with a younger man and a bi-sex woman watching, a dream scenario.
“That was a twenty-minute fuck, you are a stellar performer Sylvia. And he is a sex machine,” Angie smiled after I must have had at least five orgasms before Michael masturbated for the three of us.
“In case you were wondering, both of the boys are bisexual,” Angie told me as the four of us showered together in her lavish bathroom. Wonderful eye candy for me, the boys were both well endowed, Michael incredibly so, and both had gorgeous, ripped bodies with taut asses.
“They are my top-ranking performers. Like any profession, they must demonstrate they have updated their skills on an annual basis. And they need to show me they can they get it up at least twice in one session,” Angie whispered as Tony was stroking Michael’s flaccid cock.
Even flaccid he must have been five or six inches I mused as Tony dried him off with his hands all over him.
I was very excited watching him lick Michael’s nipples when I realised Angie and I were about to watch Tony give Michael fellatio, a blow job. Almost immediately he had a semi-erection.
“I want to have you while you watch the boys Sylvia. Sit on the couch with Michael alongside you.” A minute later Angie was licking and sucking my nipples while Tony was doing the same to Michael.
“Talk to us Sylvia, expand your sexual horizons, don’t hold back,” Angie whispered as she licked her way up my creamy thighs.The tip of her tongue teasing my cunt lips as Tony slid half of Michael’s ten-inches between his lips.
“I love you licking my cunt while watching the boys,” I muttered as I teased my very erect nipples with a fingertip. “I want you to tease and edge me Angie.”
“Like this?,” Angie teased as she inserted a finger into me while kissing me with her wet lips. Or this?,“ she teased sliding two fingers into me. Or this?,“ she teased wth two fingers curling into me as she licked my cunt lips at the same time.
“I want you to squirt for me, really squirt, the trick is to time your squirt stream to coincide with the mind-blowing g-spot orgasm I am about to give you,” Angie whispered confidently, so sure of her ability.
“Have you ever had that while watching a man with a ten-inch erection receiving a blow from from another man? Have you Sylvia?”
Before I could answer, Angie, as promised, was giving me a mind-blowing g-spot orgasm as I timed my squirt stream to coincide with Michael’s orgasm as he flaunted his ten-inch erection and masturbated.
“If you ever want to make some extra money let me know,” Angie told me as I departed. “I have clients, males and females. who would pay very well to have you.”
“Very tempting, very,” I told her aroused at the thought.