For a while in college I dated an older man who was quite successful as a businessman of some sort (never did find out what exactly he did...). Remembering my time with him made me start to think about what it is to be a whore. We think that only women who take money for sex are whores, but don't most women trade favors for sex in some way? Maybe its not as clear when its sex for love, or sex for security, or sex for a home, or just sex for sex, but why is the exchange of money rather than the exchange for other rewards so categorically different?
As I am now, how should I feel being married to a man who makes the money in the household--despite the fact that we don't measure our love in terms of financial contributions, it of course is always something that women find themselves having to consider. I think it one of the constants of gender that men can get women by having enough money and power to be attractive, whatever their looks, and women can be attractive in their need to be protected and cared for--there are white knights all around who just love to rescue women in need, and women play them for all they are worth. What is being exchanged there?
Back in college this older man I dated (no, I don't think the word "dated" is right--in the context of thinking about sex and exchange, to use the word "date" for what I did for him is too reminiscent of the euphemism that prostitutes use when they ask potential johns if they want a "date"...)... I regularly "met for sex" with an older man. I guess you could call him my "lover," although I definitely did not feel any form of "love" for him. I was a poor college student and having a sugar daddy take me out and give me expensive gifts seemed like winning the lottery.
This man would take me to posh restaurants and then to a very nice downtown Boston hotel, where he would proceed to use me in every which way, albeit quite conventionally. At first he was very gentlemanly, both in public and in the hotel room, but then he became increasingly perverse in private. Some of what he introduced me to was quite tame--he liked rimming a great deal and we would usually begin with me licking his asshole until he was erect enough for me to give him a blowjob--but some of the kinkier things he did were surprising, at least to me at the time.
He liked that I was young and innocent and in need of corruption, and sometimes when he wasn't up for sex (this was before Viagra...), he would have me "perform" for him by masturbating with various objects--wine bottles, umbrellas, a post on one of the beds! He ordered room service and would eat desserts and sushi off my breasts and out of my pussy. He loved to see just about anything inserted in my pussy and, eventually as time went by, up my ass too--the remote control for the TV, his cigars, the blow dryer from the bathroom, and he would even bring along objects that he had seen in the weeks between our meetings that he thought I should use to fuck myself.
I must have made myself come with more of a variety of objects in the months I saw him than the rest of my life combined! Once, he had me fuck myself with two huge flashlights, one in each hand as I shoved one in my ass and another in my cunt, and he turned out the lights and watched the bright circles dance crazily around the room like searchlights as I rammed the flashlights in and out. I have to admit that it was fascinating to lie in the dark and see the spotlights swirl and tremble as I came!
About four or five months after we had started "seeing" each other--I was going out with a number of guys my own age at the time, of course--I had told him over dinner about one of the college students I was dating. I didn't realize it then, but somehow this angered him (looking back I think he must have felt suddenly inadequate...).
When we were in the hotel room later, he couldn't get an erection, even after half an hour of my trying every trick I had learned so far in terms of fellatio technique. Instead of having me perform a masturbation show for him as we normally did, he called for a bellhop. I crawled under the sheets because I was in my stockings and bra, but he told me not to get dressed.
When the bellhop came, a very polite young black man who sounded from his accent like he was from the French Caribbean, he asked the bellhop if he thought I was sexy. I couldn't tell if the bellhop was blushing because his skin was a very dark brown, but he looked uncomfortable as he answered yes.
My lover then asked him if he would like to have sex with me, and that he would be paid $200 if he did. The bellhop immediately agreed--I'm sure he just thought of this as an unusual way to earn a tip! I was shocked, and was not really sure I wanted to do this. I somehow thought that my older lover would have been too possessive to have thought of doing this--he had shown some flashes of jealousy at times, but it was only later that I connected what he was doing now to my descriptions earlier at dinner of dating younger men.
The bellhop quickly undressed (except for leaving his socks on, which I thought was ludicrous--why do men leave their socks on when they have sex--do they think it's equivalent in sexiness to women wearing their stockings or high heels?). I suppose you are expecting me to say that he had a monstrously large black cock, but in fact it was normal sized, although very dark. He didn't know whether to kiss me, so he didn't, and stood awkwardly by the side of the bed.
My older lover told me to begin sucking the bellhop's cock, and so I did. After a while of this, he told me to get on my hands and knees on the bed and for the bellhop to fuck me but to stop before he came. The bellhop was tentative, and so I never got to the point of being horny enough to really enjoy it. Still, the rhythm of being fucked doggy style eventually lulled me into familiar feelings, especially since his large hanging testicles would slap my clitoris each time he thrust inside me, and I began sensing the tension in my thighs and stomach that signaled an oncoming orgasm.
Before I could come, my lover told the bellhop to pull out and put himself in my ass. He hesitated at first, not sure if he should, but with a firm "Do it!" from my older lover, he began pushing his cock into my ass. I wasn't lubricated at all, and my pussy had not really gotten so wet that his cock was slick enough to slide in, so it burned.
