by Caroline Jane Bradley
Joanna's growing responsibility with her London Stockbrokers meant that she and Steve were getting more and more money and seeing less and less of each other. The long periods apart strangely helped their relationship as the time allowed Steve to indulge in his fantasy of dressing up as Caroline and, quite often, to go out with Joanna's best friend, Sandra on girls' nights out.
Recently, Sandra had brought along a friend of hers to one of these girls' evenings and Caroline had got on really well with an unsuspecting Brenda. Over coffee the girls' talk got on the subject of men and Brenda asked Caroline if she had a man in her life. Exchanging glances with Sandra, Caroline answered that she was very intimate with one guy and had been all her life. Sandra, who was still coming to terms with her recent divorce, smiled sweetly at Caroline and told Brenda how odious her ex had been - "Men are beasts but we all love them". Caroline grinned and commented that this was not universally true, which brought a thoughtful look from Brenda.
Heading home, Brenda offered a lift to Caroline and in Brenda's car the subject of partners came up again. Caroline was suddenly taken aback as Brenda's car swung into an unfamiliar drive. Turning the car engine off, Brenda suddenly leaned across to Caroline and gave her a passionate kiss full on the lips - Caroline pulled away but Brenda's passion was almost unstoppable.
"Come on Caroline, you're gorgeous and I know that you're attracted to women - you should have seen your expression when that tall blonde walked into the ladies room as we were powdering our noses" Brenda insisted. Without waiting for a reply, Brenda jumped out of the car and, opening the door of the house, ran in.
Caroline felt very confused, Brenda was very attractive and the thought of making love to an attractive woman, whilst fully dressed as a woman herself, made the insistent pulsing in her tight knickers even more stimulating. Getting out of the car, Caroline walked slowly into Brenda's house and closed the door, "Make yourself a drink, I'll be down in a second" called Brenda from upstairs.
The house was tastefully furnished with a comfortable sofa and a large grand piano dominating the sitting room. On top of the piano were literally hundreds of small photographs in gilt frames, closer inspection showed them all to be of attractive women sat demurely on the sofa in Brenda's home. "I see you're looking at my conquests" said Brenda, causing Caroline to spin round in surprise. Brenda had changed into a tight fitting rubber catsuit with long thigh length leather high-heeled boots, the suit had openings through which her already erect nipples stood firm and inviting, in her left hand she held a long shiny object.
"Like the outfit?" she asked, "this my darling is for both of us". Holding up the shiny metal double-ended dildo which had a thin length of electric cable running from it to a controller now held in Brenda's right hand. "Er, um, I don't think we're going to need that" stammered Caroline, "You see, I'm a guy!". Brenda's smile faded and she looked shocked, "What, but you are a gorgeous sexy woman, you mean I'm trying to seduce a Transvestite? Well, it certainly looks as if we could have some fun here, if you're game?" With that, she moved towards Caroline and locked her in a passionate embrace, slowly removing Caroline's blouse, Brenda caressed her breasts and then moved her probing tongue down Caroline's exposed midriff until, lifting her short black mini skirt, she uncovered Caroline's underwear, stockings and suspenders. Brenda started kissing the bulge in Caroline's underwear causing Caroline to moan, moving closer Brenda slipped Caroline's pulsing cock out of the confines of her tight nylon knickers and closed her lipstick-coated lips over the growing, glistening head of Caroline's only evidence of manhood.
"Wait" said Caroline, "This has been my ultimate fantasy, to make love to a woman whilst dressed as a woman, let me pleasure you as well". With that, she pushed Brenda onto the piano and massaged her breasts whilst feeling through the tight rubber to Brenda's wet welcoming embrace. They kissed and caressed each other until the passion grew so strong that Caroline moved on top and slid her massive manhood deep into Brenda's eager pleasure zone. Brenda moved expertly and flipped Caroline onto her back, pulling aside her knickers and lifting up the metallic dildo, "Your ultimate fantasy can include feeling like a woman as well" with that she rammed the dildo hard into Caroline's rectum.
Caroline screamed with the pain, but with Brenda pinning her down and Caroline's own cock pushed hard and throbbing insider Brenda's tight pussy, the pain slowly subsided into a feeling of wonderful ecstasy. Writing and pushing deeply, both started to increase the tempo of their lovemaking until the power of their passion started Brenda moaning and bucking up and down as she was obviously coming, Caroline could feel the pressure building and, just as she began to feel the inevitable explosion starting, she felt a weird sensation from the dildo pushed hard into her backside. Brenda was pushing buttons on the handset whilst still moving rhythmically up and down on Caroline's fully distended member. Suddenly the dam broke and Caroline could feel her cock pulsing with pleasure as rivers of cum exploded inside Brenda's tightening pussy, as she came, Brenda pressed a series of buttons and the dildo inside Caroline's anus vibrated hard and started to pump a warm fluid deep into Caroline. She screamed in pain and pleasure as the dildo moved and emitted an electrical pulse every few seconds, causing her cock to grow and explode in the most massive multiple orgasm.
They lay together on the piano and then Brenda slowly got up, leading Caroline by the arm she moved upstairs into the bedroom and gently removed Caroline's clothes, before selecting a pair of tight rubber knickers and a very sexy long silk night-gown, which Brenda draped over Caroline. Changing her aggressive rubber wear for a very short Baby Doll nightie and matching knickers, Brenda led Caroline to the bed and, climbing in together, Brenda took out the dildo, rubbed it carefully with KY jelly and then inserted it into her pussy "Roll onto your front, my darling, I'm going to make you feel like a woman". Brenda then pulled the rubber knickers aside and rammed the dildo hard into Caroline, pushing and writing they romped together until Brenda started to come. Caroline once more felt the growing tension as the electrical stimulation from the dildo increased her excitement and she could feel herself beginning to experience an anal orgasm, at the same time her cock exploded into the tight confines of the rubber underwear.
They repeated the pleasures and experiences for most of the night, ensuring every available orifice was used and abused, before falling asleep in each other's arms tired and exhausted.
The next morning, Caroline awoke to the smell of fresh coffee and croissants. Checking her hair and makeup, she walked downstairs and saw Brenda, still in her Baby Doll night-dress, putting the finishing touches to breakfast outdoors in the back garden. They sat down together in silence and ate ravenously, Brenda leaning over the table revealed her ample breasts free in the soft layers of her night-dress. Caroline beckoned her over and, without a word, Brenda climbed onto her lap, nestling into the soft folds of the silken night-gown and negligee. With skillful hands, Brenda reached under her and released Caroline's growing cock from the nylon knickers and slid it into her moist waiting pussy. Under the gently warming sun of an early morning, the two women (for that's just how they looked) moved slowly and passionately on the garden set until, in a beautiful and peaceful moment, they both let out a quiet sigh as their joint orgasms filled the morning with ecstasy.
Later, helping repair the damage done to the piano's carefully arranged photos, Caroline noticed a photo of her wife, Joanna. Turning to Brenda, who now had a camera ready and had already taken some shots of Caroline on the sofa, Caroline asked "Who's this?". "Oh, that's Joanna - she's really sweet and has a wonderful, understanding husband. But Joanna also enjoys sex with women and we have had a few evenings together" replied Brenda.
Caroline thought carefully, the feelings of guilt at being unfaithful to Joanna dissipating in the knowledge of Joanna's own experiences with the wonderful Brenda - "I wonder where all this is going to lead?" she thought.