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HARMLESS FUN.
You've been married to Susie for three years. All the while of dating, courtship and marriage she rather dominated you, she "wore the pants" in the household. Susie was a nice gal, from a small midwestern town, now out here in central California. She was beautiful in a 'country girl' kind of way, slender, stylish, and perhaps somewhat opinionated. And in a way, which you really had trouble grasping, she seemed to have a vendetta against macho, masculine men. She seemed to disparage them to you in conversation, even though she had a feminine beauty that garnered much attention from virile males.
You were not that type of male. You made her laugh; you were kind and sweet to her and didn't force sex upon her. In fact, all the intimacy in your relationship was initiated by Susie. In the beginning, you were not even sure that you were dating, you had known her and been friends with her for quite some time. She took you to a party one evening and introduced you as her 'boyfriend'; you had never even made a pass at her, let alone kiss her.
That first night was heaven for you, back at your place, necking with Susie on your couch. Susie let you feel her small but firm breasts through her blouse and what really sent you was the hand job she gave you that night. From there it was a whirlwind, married four months later. You didn't propose to her, she just told you that you two were getting married. Your family loved her, she was so charming, you basically just were tagging along in disbelief.
During that time before the wedding there was no "intercourse", she was saving herself for marriage, which you found odd because you knew that she had lived with two other guys. Susie did let you see her topless in blue jeans a few times during hand jobs and on your wedding night she actually "gave it up" to you. Her lithe, smooth, tender naked loveliness was arousing beyond any female beauty you had ever been with, and there were not many for you, counting that number on less than all the fingers on one hand.
You saw, touched and tasted her pussy for the first time that wedding night and it lifted you to a level of arousal that you had never known. You tried to maintain and hold back, but a few seconds upon entering her, your premature ejaculation thundered inside Susie. It was one of the best ejaculations you had ever experienced and the immense pleasure it gave you clouded any remote thought of embarrassment. Susie, however, needed more and climbed over you and frantically ground her semen laden pussy in your face. The taste, shock and sensation of her divine pussy intermingled with the tanginess of your own semen led you to ravish her femininity in response to her forcing it upon your face.
Her own climax was breathtaking and dramatic with agitated moans and sighs. In the loving repose when she climbed back into your arms, you were hard again from the taste of her pussy cojoined with the taste of your own semen, plus the excitement of observing her climax for the first time. You tried to mount your new bride again, but she rebuffed you, though she allowed you a hand job to settle you down.
So, as the marriage progressed, it was a hand job from Susie that became the primary source of sexual contact with your wife, as it had been before the wedding. Though she was loving and kind, she was domineering in a way that your beta nature just accepted things as they were. She was a vice president of a small, insignificant bank and your I. T. job allowed you to continue to work from home, post pandemic. Other than Saturday mornings, there really was no interest in sex with you from Susie.
Perhaps once a month she'd allow intercourse, but it always meant that you'd be licking her clean after you had ejaculated quickly inside her. Not that this bothered you as the taste of both her pussy and your own semen drove you mad with arousal. This nearly always led to another hand job from Susie with the rebounding erection caused by licking her semen soused pussy clean. Two for one, right? Taking what you could get.
Other than the occasional fuck with your lovely wife, it was a Saturday morning hand job from her. Susie would make it fun, allowing you to see and sometimes suckle her lovely little breasts as she masturbated you. Other times she'd rub you with a pair of her panties, sending you into fits of excitement so divine that she would make little amusing comments about what her panties did to you. She would say "that's lovely, dear" or "oh, my, you really love this." One Saturday during a hand job she had you step into a pair of her silky pink panties as your erection sprung hard.
Though Susie seemed to relish emasculating you, truth is you did have nice sized penis for a male with such a slight physique. And your penis did not mind the sensation caused by Susie's silky pink panties. Wearing panties in front of your wife during a hand job made your effeminate nature soar. Something about the sweet and loving way that she emasculated you made your penis tingle. Most wives wanted a manly man as a husband; Susie seem content diminishing your masculinity in favor of an effeminate male that she could control. The hand jobs she gave you masturbating you in her panties as she allowed you play with her lovely little breasts suited you just fine.
While Susie was at work as you worked from home, more than a few times you would sneak into a pair of her panties and masturbate wildly wearing them. At first, you felt some guilt over this, but it was not long before the temptation became too great. Temptation became habit, and rarely did a day go by that you didn't masturbate two or three times in her panties. That you were a chronic, compulsive masturbator would be an understatement. When you discovered the sultry scent of a pair of her soiled panties, it took your masturbation addiction to unknown heights of self-pleasure. Masturbating while wearing her silky panties with another pair of her fragrant pussy soiled panties glued to your nose, a thrilling sensation of penile ecstasy led to many mind-bending ejaculations.
This revelation led to another, an even more dramatic discovery as your masturbatory perversion led you deeper down the rabbit hole of your self-pleasuring. Yes, masturbating to the otherworldly scent of Susie's soiled silky and especially cotton panties was becoming an obsession. It was when you once doused the pussy soiled panel of the panties with ungodly ejaculations of your naughty semen, a new pleasure arose. The sultry scent of Susie's pussy soiled panties coupled with the intoxicating aroma of your own damp semen soaked into them, this rocketed your aroused masturbation addiction into suborbital flight. As the 'house husband' your secret was safe; you did the laundry.
As things progressed in your marriage, you were happy with your hidden masturbation wonderworld during the week, and the hand job from Susie on Saturday morning; almost always she'd put you in a pair of her panties. Lately, when she was not home, you had been putting her stockings on, coupled with her panties and other lingerie as you masturbated. Camisoles, night gowns, bras and even bikini swimsuits were introduced into your cross-dressing world.
When you discovered the forbidden thrill of wearing her dresses and sampling her lipstick and makeup, it was surprising any I. T. work actually got done. Masturbating in her panties during the week was heaven, but the cherry on the top was always the Saturday morning hand job. You didn't mind. Nearly every time she would have you wear her panties, and this always produced a stunning ejaculation.
You didn't complain, and certainly were not manly enough to bring it up, but it was going on six months since she had allowed intercourse with you. Being able to screw your slender, lovely wife and ejaculate inside her was fine, what you missed most was the taste of her pussy sopped with your own semen. Susie said nothing and you did not bring it up. Heck, you were too busy enjoying what you had -- masturbating in her lingerie daily with a pair of her soiled panties pressed to your nose.
One of her skimpy yellow string bikini swimsuits became one of your favorite masturbatory apparels; the twin sensation of the sexy swim bottom and string bra top sent you. At the condo you lived in, often you'd find time by the pool, wearing a tiny Speedo swimsuit. Of late, you'd get brave and wear one of Susie's other bikini bottoms that you thought you might get away with, without it being too obvious. Susie had yet to discover your masturbation and cross-dressing fetish, it was just a matter of time. With Susie at work, your toes occasionally painted pink and in a pair of her panties, putting on a dress and high heels and toying with her makeup was sending you deeper into this rabbit hole of offbeat sexuality.
Then as intercourse with Susie was becoming a thing of the past, you made a discovery that was unmistakable. Not only was it unmistakable, but it was also something you had no idea how to deal with. Susie came home later than usual one evening, after being out with "friends". She'd had probably a bit too much to drink, and after she changed out of her work clothes into casual wear, she fell asleep on the couch watching TV.
As was your habit, whenever you "happened upon" a pair of her recently worn panties, you'd take a quick sniff to reconnoiter for an upcoming masturbation session. With Susie asleep on the couch, you rummaged through the laundry hamper and found that day's pair of soiled panties. The panties you found were buried a little deeper under Susie's discarded clothing and it took you a minute to put two and two together. You knew they were that day's pair of white flowered cotton panties; you saw them on her in the morning as she was getting dressed.
When you picked them up, the panties were damp; when you brought the damp panties to your nose, the distinctive aroma of damp semen floored you. It was a scent upon Susie's panties you knew only all too well. This very day you had sniffed another pair of Susie's panties from the day before, then masturbated to ejaculation over them. You sopped up your semen along the sultry scented cotton panel, then a few hours later, you sniffed the damp, semen-soaked panties, masturbating to another stunning ejaculation, soaking semen upon semen on the panties leaving the pussy scented cotton panel utterly drenched in your own semen.
Those panties were at the bottom of the hamper, where you hid them. Now you had found Susie's panties from today, freshly taken off and in the hamper, before you had a chance to molest them. But they were soaked in the undeniable scent of fresh damp semen, semen that was not yours.
Even though you were a beta with no real say in the household, you were aware enough to know what this meant. You were also aware that, regardless of the ramifications of what you discovered, you were flustered and beyond aroused. The scent of finding another man's semen on your wife's panties made you so erect and hard again, you were powerless to resist the scent of his semen upon Susie's soiled panties.
You locked the bathroom door, lay on the carpet and masturbated for the third time that day with Susie's soiled panties glued to your nose, the damp scent of another man's semen wafting through. The result was the same, as a mind-numbing ejaculation erupted over your tummy. You then sopped up your semen along the fragrant soiled panel, intermingling your semen on top of "his" semen and hid them back in the hamper. You knew the first masturbation the next morning, the minute Susie left for work, would be beyond special.
As things always do, eventually they will come to a head, over a situation such as this. Your chronic, cum-pulsive masturbation habits continued un-a-"bate"-d. Now it had taken on a new aspect with Susie coming home on a fairly regular basis with panties soaked in the semen of another man. Your fascination with Susie's soiled panties as you masturbated in her panties and lingerie, now her infidelity, coupled with her one-sided sexual contact with you was subconsciously affecting the two of you.
One Saturday morning as she began masturbating you, uncharacteristically you attempted to mount your wife. Of course, she rebuffed you, to which you uncharacteristically spoke up, asking "why not, it's been so long, don't you love me?"
If negotiation is needed to resolve a conflict, then barter and communication are the pathways to resolution.
"Jon, Honey, we have to talk. I know that I have never really been fair to you, right from the start. I'm so confused," Susie said, looking at you sweetly.
"I was not sure how or when to tell you, so I guess now is as good of time as any. I better start from the beginning. I was living with Billy, but he was having an affair with a girl that I despised. To get back at Billy, I had met Darren, and he swept me off my feet, I was smitten with him. I really shouldn't have, but I moved in with Darren right away. It was wonderful at first, but he became verbally and physically abusive. He drank a lot. You seemed so safe after those two men; you are so sweet to me. You reminded me so much of the brother of my best friend in college, Kelly's brother, Kenny. He was sweet and kind like you. Kenny was gay. Neither you nor Kenny are the least bit threatening to me, unlike those other two jerks. I'll be honest, I may have rushed things with you and me, but I was so hurt and needed someone safe to be with."
With that she went to her pantie drawer and pulled out a skimpy pair of blue and pink string bikini panties. She pulled them up over your penis, which was limp during her talk, but was now aching hard as Susie rubbed your penis through the silky panties.
"I caught Kenny wearing my panties and masturbating in them. He was so embarrassed, but I didn't mind too much, he was so sweet, and I really liked him as a friend. Like you, he'd do anything for me, and I even had a little harmless fun with him, letting him dress in my clothes. But we didn't do things like this," Susie told you as she rubbed your aching hard penis through the panties.
"I did hook him up with one guy at school who I knew might be bi. I let Kenny wear my panties, bra and stockings under his boy clothing. He told me all about it later what went on between the two boys. I get the impression you would love it if I brought a man home for you to be with."
With that, Susie nuzzled her face into your ear as she stroked your penis through the skimpy panties. It felt so good this time, this very erotic hand job, with her being truthful about things. What she said about possibly bringing a man home for you to be intimate with, made your mind race.
Your penis ached when she whispered, "I really wouldn't mind seeing you and a man make love. Wouldn't you find that lovely?"
As a chronic masturbator who wore and sniffed panties during self-pleasuring, of the variety of porn you viewed, it was beautiful women, women like Susie, these women made you feel gay. You had no idea why, but all the sexy beautiful women in bikinis, panties and lingerie, in stylish dresses, they gave you the same sensation of gayness that you received when you cross dressed in Susie's lingerie, dresses and clothing when she was at work. Cross dressing and wearing panties made you feel gay. On one of your porn blogs there was a photo of a crossdresser sucking the big cock of a hairy masculine man. The caption under the photo read: "... cross dressing and homosexuality are clearly related!" Was that true? Was that true with you?
Susie nuzzled her face in your ear some more, as she continued gently stroking your penis through the lovely panties, whispering:
"Do you masturbate in my panties while I'm at work? I know you must. It's okay. It doesn't anger me. Kenny told me all about it after I caught him, told me how it made him feel. If it makes you feel like it made Kenny feel, then I can't help but think you might feel a little gay. It's only natural. Nothing wrong with it. Do you have any fantasies you want to tell me? We can have a little harmless fun."
You wanted to tell her your fantasy about having a boyfriend who was masculine allowing you to wear panties, lingerie and dresses for him being his fun little femme sex toy. Your penis ached at the thought, but you couldn't bring yourself to tell Susie, not now anyway. Things had been revealed and acknowledged so fast that your mind was racing. This, coupled with the unbridled arousal your penis was feeling, being in panties, being stroked by your lovely wife who was inferring you were probably gay, drove you crazy. You were at a loss for words and the elephant in the room, Susie fucking another man, had not been spoken about. You embarrassedly whispered in her ear about 'wanting to screw her so you could lick her clean'.
"Not today, Honey," Susie said. "Maybe next week. Are you sure there's nothing you want to tell me."
Again, you whispered something in her ear.
"Well, aren't you naughty. We'll see about that. I will be kind some evening and let you do that after I've been with Billy. Let's just make this happen," Susie said as she continued to stroke your penis through the panties.
"You must love the thought of being with another man. Guys that love feminine things, guys like you, who so love wearing panties, often they like being feminine with other men. Kenny did. Would you like that, would you like to wear my panties and touch another man's penis? Kiss it? Play with it? Would my adorable husband like to put another man's penis in his mouth?"
Her words rang true. All of what she just said was taking you to the brink. When she said it would be lovely seeing you kiss another man and suck "his" cock, you could not hold back, and your ejaculation spurted wildly out your tingling penis. Susie smiled, still stroking your tingly penis as you came back to earth.
Things around the house were quiet into the next week, with an air of unknown hovering about. You tried not to masturbate as much during the day, but most days you still put on panties and masturbated to the scent of Susie's soiled panties at least once a day. Thursday evening after dinner you were on the couch with Susie. She put her hand on your leg, rubbed it and began to talk:
"Jon, Honey. I've been doing a lot of thinking. There are some things I want to tell you. I do have some things I want to ask you. I know a man at the bank that I want you to meet. I think you'd really like him. He's my friend and we've talked a lot. He's like Kenny, if you know what I mean. Except he's masculine, not like you or Kenny. He's attracted to other men who are effeminate, like you are. His name is Jim, I've told him a lot about you. I'm sure you'll hit it off fabulously. If you are okay with it, we can have him over some evening," Susie nuzzled up to you and she had her hand over your penis, by this time you were throbbing to her words and the touch of her hand on your penis.
This was a weeknight, and your wife was showing some affection to you. Other than the Saturday morning hand jobs from Susie, she never showed any intimacy or sexual activity during the week. Susie pulled you up from the couch and took you to the bedroom. She stripped down to her bra and panties as you disrobed. Susie pulled a skimpy pair of soft pink panties from the drawer and had you step into them. Your penis was so stiff as the silky sexiness of her panties titillated your sexuality. Climbing into bed with her, she allowed you to fondle her lovely little titties through her bra as she stroked your penis through her panties.
"Jon, Honey," Susie told you. "Billy and I have been seeing each other again. I'm sorry. It will never work, he's married now, but he does make me feel special. You make me feel special too, in a different way. I may not have always been fair with you, but I will always love you. Honey, I'm being honest with you and I want you to be honest with me. I know how much you must love this," she said as she played with the material of the panties hugging your penis.
"Honey, you dress up a lot in my clothing when I'm not home, don't you?"
With a bit of terror and shame in your eyes you muttered out a feeble "yes".
"Jon, Honey, tell me about the times you had sex with a man. Please tell me. I know that you must have. Men who wear panties and lingerie and women's clothing and masturbate in them are almost always gay. I think you must be gay. Are you gay?" her words rang stark and hopeless as you were confronted about your sexuality.
XXX
Her hand stroking your penis in her panties felt comforting, as her questioning made you confront the truth of your sexuality. You never intended to be gay, to come out as gay, no one in your world knew of your crossdressing. This moment in time, being asked by your lovely wife if you were gay and you about the times that you had sex with a man, it felt like a scene in a movie. Everything was focused on you answering questions about your actions that had occurred in your life up to this point. Are you gay, she asked. If you are gay, that means having sex with another man is a desire many times more powerful than sex with a woman. If you were gay, then why does the beauty of women excite you so and fascinate you to the point of emulation? Does the statement "cross-dressing and homosexuality are clearly related" ring a truth so deep, that you now must confront it?
"Don't stop, it feels so good," you told Susie as the touch of her hand stroking your penis, her silky pink panties hugging it, made you shudder in sexual exasperation.
"I'll tell you if I can find the right words," you told her.
What might be difficult telling Susie, was that during every hand job she masturbated you to, every frantic masturbation you did when she was not there, as well as the few times that she allowed you to screw her, it was only by feeling feminine and fantasizing about gay sex were you able to ejaculate.
Admittedly, some factors were in play that contributed to what your sexuality had become. One was the emasculation in the relationship dynamic with Susie bestowed upon you. She wore the pants; you tagged along. Susie was beautiful, stylish, classy, feminine but she never allowed you to lead, to be a man. You were okay with that because women intimidated you. You were a beta, and you knew it. Both masculine men and beautiful women gave you a sense of inadequacy.
For most of your life, it was only through chronic, compulsive masturbation and crossdressing that you could sooth this inadequacy. Another factor was the indulgence of being able to climb into Susie's fabulous feminine clothing at will, during the day while she was at work. This, coupled with her lovingly also putting you in her panties during hand jobs, seemed to submerse your psyche into your acceptance of her emasculating you.
As for gay sex and your experience in that, well that was a little more complex. While your desires towards women was always the forefront of cognitive desires and arousal, you could not say that you had no same sex encounters before marrying Susie, you did. Your homosexual encounters were few and far between before marriage. You felt so guilty and ashamed that you enjoyed them so much, there was some shaming going on in your family.
But when you were naked with another guy, kissing, playing with each other's cocks, sucking cock, acting femme, it was who you really were. You felt like a girl during these gay encounters and masculine guys turned you on the most. It was wrong you told yourself, but it always felt so good being a queer with another guy. And yes, upon questioning from Susie, you were being asked to reveal your most recent encounter with another male, which happened months before, at a time while she was still letting you have intercourse with her.
This whole bundle of factors was manifest with a man in your condominium complex. Henry at times was out by the pool and one day he sat next to you when no one else was around. You were in your skimpy shiny blue Speedo swimsuit. He struck up an innocuous conversation and you thought little of it.
You thought little of it until you stood up, getting ready to leave when he told you "That suit looks very good on you, a nice color".
Frankly, you were embarrassed by the attention about standing in front of another man and him commenting on your speedo swimsuit. At the same time, it gave you a strange tingle being in a skimpy swimsuit, your penis scrunched tight in front and your cute little butt highlighted in back. I suppose it was somewhat naïve also that you were not really being aware that "Speedos" are more commonly associated with gay men. Subconsciously, you just liked the sexy way Speedos made you feel. Speedos gave you the same feeling that wearing a Susie's bikini swimsuit gave you.
This tingle that you felt about feeling sexy and noticed by another man with you the shiny blue Speedos led you to return to the pool the next day in another Speedo in shimmering metallic yellow, in hopes that Henry might be there again. He wasn't that day, but that did not stop you from wearing the yellow Speedos to the pool most days that week in hopes of Henry seeing it. Then one day you showed up at the pool and saw Henry there, it lit up a fire inside you and butterflies fluttered about you. As you talked and swam, Henry again remarked about the color of your yellow Speedo and how nice they fit you.
That day, back at your condo, you put on one of Susie's bikini swimsuits and masturbated furiously to an excited ejaculation, primarily aroused by the feeling Henry's attention gave you. Perhaps this is where subconsciously it heightened your flirting with Henry. Susie had an array of bikini swimsuits and in foggy excitement you began wearing a white pair of her bikini swim bottoms to the pool. These white bikini bottoms were tight and sexy on you but not overly obvious that a woman's side tie bikini bottoms would have been. At a private pool it was safe to wear Susie's bikini bottoms; out in public there would have been no doubt that you were gay.
Henry did notice right away, and made a comment like "you look as good as your wife in those, where's the top?"
You then felt a little embarrassed wondering if getting yourself worked up over all this might have been a mistake. Trying to ignore being flustered, you dove into the pool and then got out and lay in the sun. Your interaction with him was tame until you put on your beach robe to leave, and Henry asked if you wanted to come over for a drink. He gave you his condo number and you told him you'd meet him there in a minute. Now you were beyond flustered and beyond rational thought.
You went home and put on one of Susie's sexier numbers, a side tie white string bikini swimsuit with tiny colored polka dots. You put on the triangle string top and then covered up with a robe and headed to Henry's condo. The sensation of knowing that you would likely be having gay sex with another man clouded your thinking and had your penis tingle hard by the time you walked in his door. Henry fixed gin & tonics as you stood by the short bar area off his kitchen.
You talked stiff small talk about nothing in particular and were nervous because you were wearing Susie's full bikini under your robe. When Henry asked if he could see your swimsuit again, you opened the robe and let it fall to the floor. You smiled at each other as he mumbled a "WOW!" seeing you in your wife's full bikini swimsuit. You took his hands and reached up together for a kiss.
Susie had asked if you were gay. Does melting inside with sexual hunger, with your penis as hard it had ever boned in your wife's bikini swimsuit, as you hungrily kiss a handsome masculine count as being gay? Henry was playing your penis as you kissed as your hand also rubbed against his hardness through his swimsuit. When the kiss broke, Henry untied the bikini top and reached his face down to kiss your hard little nipples. OMG! Your hard penis ached in Susie's bikini bottoms as Henry kissed, licked and sucked your tender "titties".
You kissed again like possessed dogs and fell to your knees and pulled off Henry's trunks. Freeing his massively hard, cut cock, you admired it as you jacked on the beast. To Susie's question, would it be gay if you mashed your face into another man's penis, drinking in and sniffing its testosterone laden scent, kissing it, licking it before wholeheartedly wrapping your mouth around his cock and sucking on it with wanton abandon?
All the cross-dressing and compulsive masturbation did not hold a candle to being in Susie's bikini and sucking a nice hard cock rather than fantasizing about it. If you are gay, the exciting sensation of having a fleshy, nasty, manly penis filling your mouth is all consuming. Mouth wide open, filled with hard cock, slobbering all over the thing, that says it all. If you are a male, lovingly sucking another guy's cock, you're gay. Maybe you're bi, but in your case wearing your wife's bikini bottoms as you suck dick, you're gay.
After pleasuring Henry's awesome hard cock for minutes on end, he finally pulled you up, kissed you madly and led you to his bedroom, his trunks in a pile by the bar along with the string bikini top. After all of the time being emasculated by Susie, her only giving up sex now and then, giving you hand jobs in her panties and your chronic masturbation sniffing her panties while wearing her clothing, it was surreal now having sex in the flesh with another person, a man.
Here was tingly sex in the flesh with another person, tingly gay sex. The string bikini bottoms were soon on the floor by the bed as you rolled around naked in his bed, groping and kissing and moaning in the forbidden fruit of homosexual contact. Again, not sure this is explaining it properly, but erotic naughtiness of being naked and hard with another man, made you feel so sexually feminine.
You rolled around with Henry, naked together in his bed, kissing, groping, fondling. Again, not sure how to explain this -- you were two males with hard penises making love, but at that moment you never felt more feminine and girly. Though you were no stranger to know what it was like sucking cock, you were so into it and wanted Henry to be pleased with your efforts. Guessing if sucking cock made you harder than you ever had been, and that you were a natural at it, yes, it means you are gay. Henry's cock tasted so fucking good. After all the compulsive masturbation wearing panties, sniffing Susie's panties, feeling feminine, fantasizing about sucking cock, to be sucking on one was a dream come true.
It felt so good in your mouth as Henry mumbled "good boy", "yeah, suck my cock" and what really sent you was "betting your hottie wife doesn't know you are a cocksucker".
The taste, the scent, the sensation drove you wild as you sucked, licked, kissed, stroked his nice cut cock. Mashing your face into his big hairy balls, licking them, then continuing making love to his cock with your mouth eventually produced the desired result. Henry grasped your head with both hands and with a series of moans and "OH. FUCK. YEAHs" his cock ejaculated huge spurts of nasty, tasty jizz into your mouth. You had trouble taking it all but tasted and swallowed most of it, licking the rest from his cock and pubes. When you finally pulled off his cock after bathing it clean, you were so hard and instinctively began masturbating. Henry said "here" and reached and began stroking your penis. The touch of his manly hand on your aching, hard penis was incredible.
Getting masturbated by another guy was a thrill; you loved being hard and naked with him and loved the stroking of his hand when shortly, you ejaculated in excited squirts. With you both climaxed, he got up and got a towel to clean you up and seemed distant and aloof, like he wanted you out. There was no affection or goodbye kisses, no exchange of phone numbers or emails, just a "wham, bam, thank you man, see ya".
While you really loved having a gay encounter with him and sucking him off, that was it, it was a "one and done". For all intent purposes he "ghosted" you, you never saw him at the pool, did not have his phone or email, was not even sure if he was married or single. In your mind you were more than a little disappointed; in your fantasy world, you so wanted to dress up for him and be his fem little sex toy for clandestine gay sex over and over.
But not so many years ago, you also had a gay encounter with your sister's boyfriend that defined your true sexual longings. Jeremy, your sister's boyfriend, had always been so friendly to you. Maybe because your sister Becky wouldn't give it up to him, that he was so friendly to you. You'd keep him company in the afternoons when Becky was working late or was at soccer practice. Becky's feminine, athletic beauty drove you crazy as a boy in the same house.
Jeremy teased you that you were too cute to be a boy, that you were cute enough to be Becky's sister. It was embarrassing, but you loved the attention, it made you feel feminine. You knew it was wrong, but you were having romantic feelings towards Jeremy, it gave you butterflies. One afternoon when Becky was gone and the parents were both at work, Jeremy convinced you to try on one of Becky's dresses.
Becky was always so controlling and mean to you. That this certainly played a part in your inadequacy with women and the underlying emasculation it bestowed up your psyche. You were flattered and thrilled to model one of Becky's dresses for Jeremy. You'd been sneaking her panties to masturbate in and the thrill of masturbating in her panties looking at girlie magazines gave you a strange, wonderful feeling. The intoxication you felt putting on one of Becky's dresses and a pair of her panties in the bathroom with Jeremy waiting for you on her bed made your penis ache. You took it one step further and put on some of her lipstick and some mascara to make your eyes look pretty.
It was pure electricity the moment Jeremy kissed you and ran his hands over your body encased in Becky's dress. It felt so wonderfully strange and beautiful to be desired sexually like this by another person. Most girls ignored you, and your experiences with them never got you very far past first base. One or two girls let you feel them up through their blouses and one girl even gave you a hand job. When Jeremy put your hand on his pants touching his hard penis, your own penis tingled hard in Becky's panties and dress.
Everything that you longed to do to a girl, Jeremy was doing to you. It was only natural that Jeremy opened his pants and put your hand on his hard cock. And it was only natural when he nudged you to your knees that you took his cock in your mouth. Sucking Jeremy's cock seemed like the most natural thing in the world, it just felt like the right thing to do. When his cock ejaculated in your mouth, it too felt natural and wonderful to pleasure someone who had shown you intimate affection.
It wasn't easy, but you started seeing Jeremy in private. Becky had no idea why he acted so differently around her, and she soon broke up with him. You couldn't believe how wonderful it was being Jeremy's girlfriend. Everything that Becky wouldn't let Jeremy do with her; you were letting him do to you. Jeremy wanted to fuck you. It scared you, but you wanted him to do it as well. You were so in love with being his "girlfriend" that you'd do anything to please him. It hurt a lot the first time, but being in Becky's clothing and then getting naked kissing him and taking his cock up your butt made you feel special. You were the 'girlfriend' for Jeremy that Becky never gave it up for him. For the rest of the summer and into the next semester, you were Jeremy's 'girlfriend'.
Then, disaster. Your mom had a talk with you. People were talking. Becky told her about her clothing being disrupted by you. She told mom that people were talking about you and Jeremy. If your dad found out he would disown you. It took you a long time to get over the heartbreak and disappointment. When Susie came into your life, your family was so relieved that you weren't gay. But you knew that you really were gay, it was you special secret. Did Becky ever tell Susie about you and your infatuation with her panties?
XXXX
As you lay in bed with Susie looking divine in her bra and panties, her hand on your penis made it tingle in the silky panties. Reminiscing about sucking Henry's cock after she asked if you were gay and when was the last time you were with a man made the thought of meeting Jim a pleasant thought.
"I want to meet Jim," you told Susie. "I want him do this," you muttered as you put your hand over hers as she was masturbating you, to make your point.
"I would love it if you could see him touch me. I would love it if you could see me touch him, see me kiss him, see him make love to me."
You didn't answer her questions about if you were gay and tell her about the times you had sex with a man. Guessing you didn't need to, she could tell.
"You'd love him to see you in panties, wouldn't you, Jon?" Susie asked. Though you just nodded "yes", she knew.
"Would you like me to make you pretty for him? I know you've been playing with my makeup, Dear. Let's make you pretty for Jim."
The conversation, coupled with Susie stroking you through the pretty panties, made your penis ache. Susie then spoke:
"Let me tell you about a dirty story I once read," Susie told you.
"I really enjoyed it. It was about two young couples; I found this story very arousing. The wives loved seeing their husbands together kissing and sucking each other's cocks. The world can be such an uptight place, having harmless fun like this is wonderful."
"There is something about stories like this that tell a different tale," Susie told you.
"It doesn't matter if the story is fiction, nearly all these dirty stories are fiction, it is how the story makes you feel. Fantasy stories unlock and reveal what your mind wishes for your body, wishes what you'd love to really do. Don't you wish Jim could see you made up pretty in panties? Boys that wear panties are always gay, it's true. Nothing wrong with following what your mind wishes for your body. Wouldn't you love to be in panties for Jim, have him touch your penis through your panties? Kiss him? Put his cock in your mouth? Make love to him?"
As Susie's words were arousing you, the touch of her hand over your pantie clad penis was taking your arousal into orbit. The thought of being allowed and encouraged by Susie to be pretty for a man pushed you off the edge as your ejaculation burst out, spraying excited spurts of semen as she tenderly and lovingly masturbated you while encouraging you to act out your effeminate homosexuality with another man.
So, the stage was set. Susie didn't bring it up for a week or so; in the meantime, you masturbated wildly to the thought of Susie making you pretty for Jim. Saturday morning, she was going to give you a hand job, but before she masturbated you, she had you take a soapy bath and shave your legs and your underarms. You had already been shaving your balls and trimming your pubes short for quite some time. Susie had you shave all but a little "v" shaped landing strip above your penis. Before the hand job she did your makeup, telling you how exciting this was going to be making you pretty for Jim. She let you paint your toes a pretty shade of pink; going forward, your toes would be forever painted pretty in pastel shades of pink, blue and lavender.
In hosiery, high heeled strappy sandals showing off the pink toes through the hose, in virginal white silky string bikini panties, white skimpy garter belt and a cute matching white demi bra, you stood before Susie as the two of you admired your feminine effervescence. This is not the way a husband generally appears before his pretty wife. You certainly didn't mind.
Susie had a surprise for you. From the drawer, she pulled out a lovely strap-on phallic device. You've seen them before on cuckold porn sites, you'd longed for her to fuck you with one. Once you let slip when she was giving you a hand job and you were fingering yourself, you let slip telling her that you wanted her to fuck you. This was a natural progression, more often, lately, she allowed you to slip a lubed vibrator up your butt during a hand job. When she flashed and attached the pretty pink strap-on, you knew this would be better.
Isn't this a progression of a modern marriage? Where the wife emasculates, and then penetrates, her husband? She pulled down your panties from behind and stood behind you, poking the slender pink probe, laced with lube, at your tight hole, pulling it up your butt as she held onto your hips. Her soft titties, encased in a silky camisole, felt divine against your back as her thrusts met their mark. She whispered sweet nothings in your ear as her face nuzzled your neck, the feminine scent of her body intoxicated you. Your wife was butt fucking you from behind.
With her long hair cascading, brushing against you, with one hand on your hip, her other hand stroked your penis. As you stood there in your effeminate maleness, being penetrated and masturbated by your lovely wife, watching yourselves in the vanity mirror, it was an indulgent, sultry sweet affirmation of your sexuality. The femininity you felt, dressed lovely in lingerie, being penetrated by Susie, made the sensation in your aching penis embrace the state of your homosexuality.
When Susie whispered in your ear "wouldn't you just love being like this for Jim?", the thought of a masculine man admiring your loveliness and desiring you as femme, fanned the flames of your sexuality.
Though Susie was butt fucking you from behind and masturbating you, you never felt that she even remotely ever desired you sexually. The thought of being pretty for Jim, making him hard, making him want you sexually much as Jeremy had, took you over the edge as your climax ejaculated in ragged spurts out onto the glass top of the vanity.
Susie pulled the pretty pink fake penis from your aching boy cunny as semen drooled out the tip of your still rather erect penis. You knew what you wanted. You wanted to lick up the semen pooled on the glass top of the vanity. Moving your face closer, the scent of your own semen was intoxicating. And as you unashamedly licked your own semen from the glass vanity top, your penis was still half erect with semen still drooling at the tip. Your anus ached pleasurably as you experienced the twin stimulation being simultaneously butt fucked and masturbated by your lovely wife. Susie smirked and smiled, knowing that your perverted indulgence was nothing that a real man ever does. But you were not a real man, you were a pantie loving, mincing, swishy fairy, soon to be cock guzzling princess.
Xxxxxx
Susie decided that you should go on a date with Jim and helped get you ready. It was one thing to be a closet cross-dressing masturbator, sniffing damp semen-soaked panties, quite another thing to be dressed for Jim, en femme, out on a date with a man.
Susie let you pick out a dress, it was one of the favorites you had worn when she was at work. It was a shimmering metallic blue spaghetti strap cocktail dress, short and sexy. Paired with skimpy silver string bikini panties and your toes painted pretty pink with strappy high heel sandals, you would be stunning for Jim. Susie did your makeup in bright cheery feminine detail, and she curled and gelled your moppy hair into a rather effeminate hairdo, for a sexy, boyish touch. Jim would be pleased.
You'd always been quite boyish and androgenous, more than a little effeminate. Back when you were Jeremy's 'girlfriend', he told you that you were prettier than your sister and that you turned him on more than she did. Now with the stunning makeover Susie performed and in skimpy sexy cocktail dress and high heels, you were more than passable. Sure, if someone really tried to take notice, they'd recognize that you were probably male. But they'd also think "how lucky is that man and the gorgeous trans beauty on his arm".
When Jim walked in the door to pick you up, Susie smiled, and he was stunned by your loveliness.
"I'll just leave you two alone for a moment, to make acquaintance with each other" Susie said, walking away.
Facing and holding hands, you peered into each other's eyes in sparkling amazement. Jim was a handsome devil; six foot two, one eighty-five, short dark hair with a touch of grey, sparkling blue eyes. As your lips met for a soft tender kiss, butterflies fluttered about you and your penis ached hard in your panties. Out of the corner of your eye you saw Susie smiling as she gave you a cute little wave. It was the most wonderful moment of your life, expressing your effeminate homosexuality, kissing a man as your pretty wife lovingly approved.
"Call me Misty. From now on, that's who I am" you told Jim between kisses, you no longer wished to be "Jon".
If your courtship and marriage to Susie was a whirlwind, it was many times more so that night with Jim. He took you to dinner and wined and dined you. Being out in public "en femme" was exhilarating as you pranced around in high heels and the skimpy, sexy shiny blue cocktail dress fluttered about your pantie clad bottom. There was a gay bar in the seedy part of town that you begged him to take you to. You danced together and kissed, his hand often fondling your cute little pantie clad butt. When his hand found your tingling penis under the dress in the silky panties, you made him stop, not because of impropriety or modesty or because you didn't like it, it was because you were so close and didn't want to ejaculate on his hand there in the gay bar. You wanted to save it for the bedroom.
Finally, alone together, you kept your high heels on as he ravished your effeminate boyish body. Jim spread your legs and licked lovingly at your tender boi cunny. You never knew something could bring you so much pleasure as his tongue molested and mauled the tender tightness between your legs and then licked your smooth shaved testicles, you were squirming and writhing in sexual ecstasy.
This was so much better than masturbating in panties behind Susie's back. No, now you were the flaming feminine fairy who loved kissing Jim, loved feeling his hard cock in your hand and in your mouth, loved it when he penetrated your tender boy cunny and made love to you, made you his girl. His nice cock was only up in you a minute or so when, as he kissed you and told you he loved you, your penis ejaculated, peeing semen all over the two of you in a wonderful sticky mess.
Susie was never mean or disrespectful to you and the way she emasculated you was gentle and kind. She could see in you what you had been hiding in the closet for so long. Back when you wore Becky's dress and panties for Jeremy, to you, it was harmless fun. In Jim's arms as his "girl", soon to be his wife, it was heaven in a dream come true.
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