It is my second year in college and my English Lit instructor is a hot-looking woman in her mid-fifties. Everything about her sends my fantasies soaring to heights undreamed of till now: close to six-foot-tall, nice blossoms; hips; and hiney, a bun in her hair. Her name is Miss Higgins. I love the way she dresses, a skirt in gray or black of proper length for her age, patent black heels a black patent belt of gator skin, a blouse of off white or light lavender with a ruffled v-neck, what really gets me is that pair of silver half-moon style glasses or the gold half-square style.
The way assignments are given is by e-mail on our phones using the books we are issued at the beginning of the course. I am waiting for my assignment to come in and when I open it I am so shocked, there are pics of her in very interesting poses, some with another woman. Not that I ever knew or cared what she does, it is not my business. I do have my urges and desires and I guess the back of my head is wondering what kind of deal could be made, satisfying to both of us.
After her class the next day I walk over to the door close and lock it. She looks up over the tops of her half-glasses, the light of an overhead lamp sparkles in them, and I am so hard and Miss Higgins looks at me in a strange way.
“Why did you just lock the door?” She asks in a different voice like maybe she is getting some sort of inkling that something is not good here.
“I need to tell you something very important, you sent me much more than an assignment last night.”
“I what?’ I think she is torn between anger, the deepest of embarrassment, and emotional hurt.
“I am really sorry, but you sent me some very personal pictures, pictures of you doing oral sex with a man and doing things with a woman.” I show her the pics.
“Oh, my Gawd’ how in the… “
She is shaking, this is so bad.
“Miss Higgins, look I think I am the only one who got this otherwise I think it very likely you would have known by now.”
“I knew that puter was acting weird as of late, you must think I am a real trashy woman,” she says after a few
minutes of composing herself.
“Well I don’t and frankly speaking, I think a lot about you, every time I am in your class, I guess I hoped you would have noticed my eyes on either your patent black heels or those sweet half-glasses with the feminine beaded neck chain. There is something very Mmmmm, how can I put it, ah yes, sweet. When the light of the room is seen in your half-glasses, I find it so erotic that it gets me quite hard, to be blunt about it.”
“You sound quite serious.”
“I am quite serious, but we need to figure some things out here.”
“Had you not just said what you did, I’d think you want to put me in a very difficult situation morally and otherwise, but somehow you’re not?”
“That is right Miss Higgins, For a while now I have so enjoyed just being around you. I am not going to take advantage of a lady due to a muffed-up computer.”
“That is so nice of you, I wish I had known about you having a thing for my glasses and heels. “
“Well, I can truthfully say that you are in my fantasies.”
“So you don’t have these pics on a computer at home…right?”
“Right, I don’t know much about worms in puters but I have to figure that if your email has a worm in it, it could mess up my puter too. “
“Well Benson, I can’t tell you how much I appreciate your kindness in keeping this between you and me, and I think I can really do something nice with this fetish you have for my glasses and heels.”
“Well Miss Higgins, we don’t want to forget those beaded chains now do we? Every now and then you wear the silver ovals with the half-moons, something romantic about those half-moons; I must say. Yes, the silver ovals with the small glossy white beads.”
“No Ben, we don’t want to forget the little glossy white beads nor the half-moons, why do you find them so erotic? and the half-moons in my ovals, just what exactly do you see in them?”
“I don’t really know, but those small glossy white beads, seem rather classy, and the half-moons in your silver ovals to be very serious.”
“I think Ben would love to make a serious mess all over my silver ovals with their beaded chain of white glossy beads wrapped around his cock., or instead of Benny cumming them, cums in my mouth instead? Or do you want to feel my patent black heels down there? maybe one heel watching you through her half-glasses, could you like that? Or are you thinking of blowing a load of man-gravy all over and or into my sexy black glossy heel?”
“Probably something along that line, Miss Higgins, to be frank about it.”
“Here is my address, so any time after seven, will be fine, you do like wine, right?”
“Yes, red wines like Burgundy or Rhine wine is nice too, port wine cheese with crackers.”
“At my place Benny, you call me Wilma.”
“I haven’t heard that name since…”
“The Flintstones?” Wilma has a sweet smile.
I am at Wilma’s place at a quarter past seven and press the doorbell button and the chimes ring out me being here. I guess I should not be surprised a woman other than Wilma answers the door.
“Hi Benny, I’m glad you’re here and we are going to have a good time tonight, are we not?”
She says in a dark voice. She is attractive, a medium-length gray skirt with a wide black belt in patent black, two-inch chunky heels and I don’t believe this, a string of pearls neck chain for her gold narrow ovals style glasses. Oh, this is going to be nice. she is wearing a ruffled v-neck and an off-white blouse, which I am glad to say is nicely filled.
“Wilma will be out shortly, whoops, I never told you my name, I’m Jenna.
I offer my hand.
“Shaking hands is for men.” She pulls me to her. “So you have a thing for a ladies’ glasses, Wilma tells me.” She takes the pair hanging across her flowers and holds them out to me. “Lick these for me?” In a sweet voice. I do and I am getting so hard, that she pulls me closer to her. “Mmmm, zat a pistol n your pocket?’ Oooh you are a good licker of ladies glasses, smooch them for me?” so I get into a wet heavy kiss for those sweet narrow ovals. “Oh, Benny can you imagine cumming these for me?” Jenna asks.
Wilma enters the living room, “Hi Benny, I see you met Jenna.”
“And Benny met my narrow ovals with some good smooching Wilma.”
“Well, I would certainly hope so! Here Ben, sit on the sofa between us two ladies, shall we see what pops up?”
So here I am at a nice home on a sofa between two fine-looking older women. They take off a heel and put it on the coffee table and are now dragging their half-glasses and beaded chains over my tented blue jeans.
“So Dahling, when is the last time you came all over a lady’s pair of half-glasses?” asks Jenna.
With the deepest sadness, I can pull up, “Never.”
“Oh my, a massive cock and no beaded chains and half-glasses for it to do things with, C’mon dear drop those pants before the thing cramps itself to death,” Jenna tells me.
She takes Wilma’s four-inch heel, wraps her beads around it and has my cock in that shoe, and drags those glasses under my balls. She does that for a few minutes then removes the heel and glasses. “Now it’s Wilma’s turn,” says Jenna.
“Jenna, did you know Ben thinks I look so serious with my silver ovals with the half-moons? He likes my little white glossy beads too. You know, Jenna I bet he wants to wear our clothes!”
“Well yes Wilma, You figured that out all by yourself, did you?”
Now that sounded odd like Jenna does most of the figuring around here? It almost sounds like a put-down of sorts.
“So, Ben, how do you feel about being dressed as a girl?”
“I never gave it thought to be frank.”
“You will look so good as a girl with a frank!” Says Jenna.
“Jenna, Wilma asked me over, don’t you think it would be nice if she had some say in this?”
“Well Yes, I suppose so, you will want to wear our clothes though, right?”
“Let me talk it over with…
“Miss Flinstone!” Says Jenna with a voice of being irked and she splits off to another room.
“Bit of a love-hate thing here, Wilma?”
“She wants you badly Ben. But I get you first, would you like to wear a woman’s clothes? you can think about it if you don’t know right now. I am not going to think you are weird I mean how could I, I am ‘Bi’.” It can be fun we can go out together and since I am and have always been a woman, I can get you dolled up as you’d never believe.”
“How about just doing what you planned on, would that be all right?”
“Yes Ben, of course, this is more than you thought, I do understand that come into my room and we will do things. is there anything particular you’d like me to do Ben?
“I heard a rumor that if it is teased, getting him up, doing nothing and getting him hard again and so on, could really have a great effect on performance, like putting in bigger jets on an S&S shorty carb for a motorcycle.”
“Ben, for your niceness I will do anything you want, so far as fetishes, if you really want me though, you will have to love me first, if you catch my drift.”
“You mean like holding hands at the beach and watchin’ the sunset or me brushing your hair in the evening?”
“Oh my Gawd, you know something about being romantic! You would do that? Brush my hair in the evening?”
“Well, of course, you’d be reading a book and I’d sneak peeks through your half-glasses.”
“Oh Ben, it is so nice to know you are this way, seriously, sex is beautiful but it is not the only thing in a relationship. I mean I would love that and I would be happy to please you sexually, would you lovingly try new things with me?”
