My lady Carla and have both just turned forty and we both have some bucket list goals we would like each other to achieve, preferably while we watch each other achieving them. We have booked into a ‘specialist resort’ hoping to meet and connect with some talented people who can help us tick off some of our bucket list goals.
For what seemed like years we had both been teasing each other by telling each other what new levels of bi-sexual pleasure we would like each other to experience.
Every time I give my lady cunnilingus I tease her by telling her she would enjoy it even more from a lesbian, or better still a talented, bi woman, perhaps a glamorous older lipstick lesbian.
Almost every time my lady gives me a blow job she teases me by telling me she would love to watch a talented man give me a blow job, or even a ten or fifteen-years younger boy. “He should have a toned, six pack body and a large cock, even bigger than yours would be wonderful eye candy for me.”
Hence our list before we visit a specialist resort to achieve our bucket list items: we wrote our wishes down in memo form for each other.
I want to watch you have your first ever lesbian experience and I want you to enjoy it as much as I will.
I want to watch another man give you a blow job and I want us both to enjoy it.
A blow job from another man while I watch you receiving lesbian sex.
After your first lesbian experience, perhaps a lesbian experience with two women.
The specialist resort made it a little easier to meet and connect with our new fantasy, sexual partner or partners by providing a tick box questionnaire we could email before we arrived.
When we arrived just after lunch the concierge had a short list of guests / candidates for us to mull over.
At two-thirty we met with Christy and her man over coffee and summed each other up. “Very tempting Christy, I find you most attractive. However, I would not be comfortable with two men, your man and my man, watching you seduce me for my first ever lesbian experience. Perhaps later in our stay?”
We met Voilet at four. A tall, slim blond, five-years older than us she told us. “I can’t believe a gorgeous, sexy woman like you has never had another woman or been seduced by a woman. You are a prize in waiting for some lucky woman.”
As the conversation continued, Voilet sucked and licked one of Carla’s fingers then two. “Will you be my prize? You are absolutely ripe for a lesbian tryst. And I would be very comfortable with your man watching.”
“What should I wear for you?,” Carla asked a little naively.
At eight that night I had helped Carla prepare for her much anticipated first lesbian experience. She was completely naked as I trimmed her jet black pubes. “That look would turn any woman or man on, it turns me on,” I told her as I helped her fasten her stockings to her garter belt and slip into her heels. “Do I need a bra?,” she asked as I passed her a short, black silk, dressing gown moments before Voilet arrived.
Huge tension as they looked each over, before Voilet took the initiative and commenced tongue kissing Carla. Then she turned to me and tongue kissed me. “I am going to make love to your lady, lesbian love, before I tongue fuck her. Will you be comfortable watching me giving your lady lesbian sex?,” she teased as Carla and I watched her undress.
Stockings and garter belt, heels, no bra under her designer label knee length coat.
“I can’t believe a gorgeous, sexy woman like you has never had another woman or been seduced by a woman. Tonight you are my prize,” she whispered as she and Carla kissed passionately while she slipped her gown off. Special attention to Carla’s nipples, they were like bullets as she licked and sucked them while Carla stood with her back to the wall, watching in the mirror opposite.
“My prize, my very special prize,” she whispered as Carla spread her legs so Voilet could kiss and lick her cunt lips. Her body was arching forward to soak up the pleasure as she expertly demonstrated her cunnilingus skills.
“Sit on my face,” Voilet told Carla after she had orgasmed.
In the afterglow after both of the women watched me masturbate the absolute boner they had given me while I watched them having lesbian sex, Voilet asked, “Any other plans while you are here?”
“I want to watch another man give my man blow job and I want to enjoy it, really enjoy it.”
“And after that?”
“A blow job from another man while I watch Carla receiving lesbian sex.”
“Perhaps, we could compromise, a blow job from me while he watches you receiving lesbian sex. I have a friend you should meet.”
For the entertainment that night, a gorgeous woman appeared wearing heels and a black designer jacket long enough to cover her ass. Wonderful legs and a big smile as she sat on a chair and opened her jacket to show her naked body. Two attractive, toned, naked boys, early twenties, appeared. One knelt between the woman’s legs while she gave a blow job to the other.
“Number two is next on our list Carla told me the next day. I want to watch another man give you a blow job and I want you to enjoy it, really enjoy it, I know I will,” she told me mid-morning as we looked at the short list of men the concierge had provided.
At twelve we met with Brian over coffee. A tall thin, long haired, blond, confident in skin tight slacks and a tight t-shirt to make it obvious he had a toned body. He worked as a model he told us. We were soon both very comfortable in his presence, the unspoken reason for our meeting, causing a palpable frisson as he and I looked each over and compared. “You are a very pretty boy,” Carla told him as she flirted with him.
“For years I have been telling my man I would love to watch a talented fifteen-years younger boy give him a blow job. He should have a toned, six pack body and a large cock, even bigger than his would be wonderful eye candy for me. Do you meet those criteria Brian?”
“Not sure about one of those? How big is your man?,” he teased with a supercilious smile before Carla held up eight fingers. “Even bigger, I could be wonderful eye candy for you Carla,” he smiled as he stood, the outline of his semi-erect cock obvious under his skin tight slacks.
Carla was drinking in Brian’s every word, just as I was while he methodically explained, “A good blow job is all about, stimulating your partner's other erogenous zones. The key to a wonderful blow job is to make it a full-body experience. While my mouth and tongue pleasures his erection, I could simultaneously stimulate other erogenous zones on your man's body. Perhaps massaging his balls, licking his inner thighs, stroking his perineum, or even engaging in some anal play.”
Before Brian arrived promptly at two-thirty, Carla had taken charge of my preparation. She was looking closely at her watch as she rubbed expensive oil all over my naked body, including my cock, until right on two-thirty she had given me an absolute boner. I was clipping my cock ring under my balls as Brian knocked on the door. “Won’t be a moment,” Carla called as she helped me on with a short, black silk, dressing gown.
“We have both waited a long time for this,” Carla smiled at Brian as she stood behind me and flashed my gown open to show him my naked, oily body and raging erection.
“Wow, you are thicker than me,” he whispered as he slid his fingers along the underside of my erection as he licked and sucked my nipples. “You wanted some eye candy Carla,” he teased as he motioned for Carla to undress him.
Just as Carla had fantasized he had a toned, six-pack body and an already large erection, bigger than mine, though not as thick, wonderful eye candy for Carla and me.
He commenced by placing a hand around my shaft, then simultaneously moved his hand and mouth up and down my erection. He enhanced my pleasure by twisting his wrist back and forth as he moved it up and down, then using his other hand to gently massage my balls.
"Do you like how this feels?,” he asked as used his tongue to stimulate the head of my erection.
“And this,” he asked as he teased my nipples with his fingertips. “And this?,” as he pinched my nipples while mading eye contact.
He was obviously very experienced as he applied soft pressure with his tongue against my erection as he moved his mouth up and down my shaft. Then an incredibly pleasurable change of pace, as he focused his tongue on the head of my erection and the frenulum, the sensitive band of skin on the underside the head of my erection. Then gripping my lower shaft with his hand, and using the tip of his tongue to lightly lick the top of the head of my erection in a slow circular motion.
Then deep throating me, my erection so far into his mouth it reached his throat, a bonus turn-on.
With impeccable timing to heighten my orgasm, Carla kissed me with the tip of her tongue. “Was that worth the long wait?,” she teased as I groaned, my body trembling.
The entertainment that night was a drop dead gorgeous woman in heels and a short skirt. Another woman was sitting on a day bed when she entered, placed one foot on the bed and slowly lifted her skirt to show a huge erection poking out of a tiny thong. She took great delight in stroking it for the audience and the woman sitting on the bed before she commenced sucking her erection. Gorgeous, feminine legs and ass and the way she posed with her hands on her hips as the other woman sucked her to orgasm was incredibly erotic.
After the entertainment a woman approached us in the bar. “The concierge gave me your details. I would be more than happy to accomadate your requirements Carla.”
As we chatted in the bar and admired her body in a skin tight cocktail dress she crossed and recrossed her legs for our benefit, we learnt Maria was bisexual, five years older than us and worked in HR. In under an hour the two women were very comfortable with each other as Maria sucked one of Carla’s fingers. When the two of them commenced lightly tongue kissing they were drawing envious glances.
“I would love to seduce you and introduce you to lesbian sex, and I would be very comfortable with your man watching if that’s what you want,” Maria told Carla as they discussed arrangements.
The next afternoon, “A second woman for your sexual pleasure baby,” I told her as I watched her prepare for another lesbian experience. She had been anticipating her first ever lesbian for a long time, now for her second she was determined to maximize her pleasure by playing the vamp. Garter belt, stockings, no knickers and killer heels under a short, sexy, black cocktail dress.
When Maria arrived they kissed like old friends. “Very exciting for me, seducing your lady while you watch, enjoy,” she told me as she kissed me with lots of tongue. “I want to take your lady’s sexual pleasure from the every day to the out of this world.”
Watching a second woman seducing my lady after a such a long wait was almost surreal. They kissed passionately, Maria using her hands and mouth all over my lady’s body, building the sexual tension.
I watched Maria flatten her tongue, using wide slow strokes to explore my lady’s inner and outer lips, vagina, and clitoris. “I am imaging licking an ice cream cone, an exotic one,” she whispered
“How do like your clitoris to be touched? Show me how,” Maria asked as she offered her hand.
Maria added some lubricant to a finger and gently inserted it into Carla’s vagina, sliding it in and out using short, firm strokes. She put her mouth back on her clitoris and licked while she penetrated. From my experience I know Carla loves steady clitoral stimulation and penetration.
“Do you want me to stop now Carla?,” Maria teased as she placed a pillow under her ass.
I could tell Carla was nearing orgasm, her moans, her thighs pressing against Maria’s head, her body arching, her hands pushing on her head.
Maria was lying on her back while Carla straddled her, total contact between mouth, clitoris, and vulva, her very intense level of pleasure obvious.
The entertainment that night comprised four naked people, who walked in holding hands, all most attractive, two males, two females, all around twenty-five years old. One of the males and one of the females, stood legs spread, resting against a heavy table as the male received a blow job from the other female while the female received a tongue fuck from the other male.
A day later Carla reminded me, “Remember when we first made our plans to come here you wanted a blow job from another man while you watched me receiving lesbian sex. Voilet told us perhaps, we could compromise, a blow job from her while she watches me receiving lesbian sex. She told us she has a friend we should meet. Let’s take her up on her offer.”
At ten that morning we met for coffee so Voilet could introduced us to Megan, a little younger than us. Size-10, cropped blond hair, curvy figure. Instant attraction between Megan and my lady while Voilet sucked one of my fingers, making it obvious what she had in mind for me. “I can’t believe a gorgeous, sexy woman like you has never had another woman or been seduced by a woman until this week. You are a prize for any woman,” Megan told my lady as they kissed lightly and Voilet did the same to me.
“To make our tryst even more exciting, let Megan and I help you both choose some lingerie,” Voilet told as she led us to the shop next door. Carla settled on an extravagant one-piece, black string item that left her nipples and cunt exposed. “Your ass was made for that,” Megan told her as they kissed.
“Something kinky for you, a crotchless pair of black panty hose, no ass either,” Voilet told me, both of us pleased with her choice.
At three in the afternoon we were both wearing our new lingerie while anticipating our four-way with Voilet and Megan. “For the third time since we arrived here, you about to be seduced by a third lesbian lover,” Voilet told my lady as we kissed with the tips of our tongues.
“While I give your man a blow job, and while Megan tongue fucks you, we want both of you to lean back against that heavy table, legs spread and kiss each other while we pleasure you.
A wonderful, new sensation, receiving incredibly erotic oral sex, a blow job for me and a tongue fuck for my lady while tongue kissing each other and glancing down.
“That was so good, though we still haven’t had number three on our list, a blow job for you from another man while you watch me receiving lesbian sex,” Carla told me late that night as we made love and fucked like we never had before.
“When we get back home we have have lots of new sexual experiences we can build on. A new woman for me and a new man for you, perhaps two at a time? Would you like that to happen?,” Carla teased.