Sexual Relationships 
Sexual Health 
First off: I have to disappoint some of the guys here by saying up front that I did not end up having sex with any of these women, lol.
In fact I never even met them. So why did I get involved? In all honesty, I actually talked to @Pac-Man some weeks ago about how I was thinking about the escort thing after he’d posted his joke question about wanting to give it up to ones he saw in his area (he was completely lying, lol). I’ve never thought about spending a night with an escort before, much less even want to, but I do admit I briefly flirted with the idea of meeting the mature older ones after seeing his question.
Because of my love for older women and deep sexual attraction to them, I did think about maybe calling around. No doubt, it does sound desperate, but I have to admit that I tire of being disappointed when I meet attractive women in their 40s - and even some in their 50s - who are either already married, just not looking for a relationship, or are single but feel that they’re past their time for anymore relationships, and no amount of you trying to convince them otherwise works. The younger available women are just not what I want, and I want so much to have sexual passion with an older woman.
So I tried to find a nice ‘cougar’ lady escort to have some enjoyable company with for an evening…. and then sex, lol. Someone who would be pretty loose and relaxed and friendly and open to getting intimate. Needless to say my expectations turned out to be cutsy-er and more romantic than what these women normally do. And you’re about to find out as I begin this story…
The hunt…
After I talked to Pac-Man that day, I suddenly had the hunch to go online and Google mature escorts in my area. Already the search was a struggle. For sure, I found plenty of sites- namely Backpage.com - and plenty of women available in my location, but the vast majority of them were between the ages of 19 and 29, with the absolute most being 21 to 26. A complete and utter letdown. The very few women in their 40s, and a few in their 50s who were ‘sexy busty redheads’ - and they really were, which was right down my alley - unfortunately worked much further out from me, and only preferred wealthy ‘gentleman 35 and over.’
In any case, in further curiosity, I checked out some of the younger escorts anyway, just to see what they were about. Most were actually pretty disgusting to be honest, and ghetto - even the white ones and the Latinas who claimed to be classy. Very few of them were really even attractive and had too many butt shots on their profiles. And I honestly doubt how much they were ‘highly rated and reviewed’ like some bragged about on their pages. Some girls did have some attractive, normal female bodies but un-special faces, while still many looked disgustingly enhanced and bragged about their thin Hollywood-style figures and unimpressive C and D cups they thought were eye-catching.
Satisfying men’s ‘fetishes’ was also a big thing they talked about specializing in. After reading a lot of them, I found myself wondering how much these girls can really do the stuff men want, or how often. I mean, I know it’s their job to satisfy, but with some of the stuff some men want, I find it hard to believe these girls can really accomplish it and have the capacity for it, like rough anal sex, deepthroat, and uncomfortable sex positions. If so, then they wouldn’t feel the need to try to filter what kinds of men they can cater to, pretty much deciding what they can handle or will handle, and not being honest about it.
Making contact…
So in further curiosity like an investigative journalist, I took the next leap to make some calls, just to ask questions about their service and charges. I will be damn honest and tell you right now that I was absolutely terrified when I started dialing numbers. My hands literally were shaking, and that only ever happens when a very serious, critical situation comes up in my life when something bad happens. I was so nervous calling these escorts because I have never done that before in my life, and you have absolutely no idea who will be on the other end, what to expect, if they’re really undercover cops, or what. You’re talking to total strangers. But I did it anyway for this project.
With the first one I called, I tested them just to see what would happen. She was a Latina named ‘Lolita’ from her page online, but when she answered I asked, “Hello, is this Gigi?” knowing that it wasn’t but wanted to see what she said. Exactly as I predicted, she lied and said, “Yes,” and waited for me to say more. Again, I asked if it was Gigi and she insisted it was. I then said, “Uh, that doesn’t sound like her voice, I must have the wrong number, sorry.” Then I hung up. Her lying to me was an indication of how much she wanted or needed the business, probably thinking, ‘I’m anything the hell you want me to be, papi.’ Lol. Also here, to go back to what I was saying about how you just don’t know who’s on the other line, ‘Lolita’ actually sounded like a man trying to use a woman’s voice, and was probably a transsexual. I was terrified! LOL!
Contacting some matures...
(Not a real escort)
Then one Saturday afternoon I tried calling some more escorts, which all went to voicemail, and I didn’t bother leaving any. They were probably either all used up from some guy the night before, or sleeping late from a long night.
One of the women I did call in some interest was a 50 year-old busty redhead who wasn’t too bad-looking to me from her page, but she missed my call too. I didn’t bother waiting to call back later because I read more on her page saying that she only takes wealthy older gentlemen. To my surprise, about 10 minutes after I called she called back. She was a very kind Texan woman who apologized for missing me, and sweetly asked a little about me and I gave sparse information. She was okay with that, very understanding and with that conversational ability older women have. But she apologized and said that she only takes older gentlemen and I said it was okay. She wished me a merry Christmas and we hung up.
(Not a real escort)
Then I found another bombshell 50 year-old on Eros.com. This one was even sexier than the Texan. And I have to admit out of all the attractive older escorts I perused through, this one really hit a soft spot for me and truly had me hooked. Calling herself Lana, she had a tasteful 5-star description on her profile, and very excellent, tasteful photos of her body that looked incredibly good for her age yet was still normal and natural and had very large breasts, an enormous turn-on for me with older women. I liked everything about her, her look, her tastefulness, and realness about what the business is for her. Unfortunately however, she was further from my area and would only be around for about a week, and wanted upwards from $300 for just one hour. I emailed her anyway, telling my age and a little bit about myself and asking if she was alright with black customers (I’ll get to that in the next segment). Just like the Texan, she got back to me in a matter of minutes and was very sweet in her replies and said she doesn’t discriminate against any ‘gentlemen,’ and asked me where I was located. I told her, and she replied in disappointment that it was too far away, and also wished me happy holidays.
She and the Texan were the only ones with class and etiquette in handling a potential customer. Most of the other young ones just want to make a fast arrangement so they can get rich quick.
“No Black Men/ AA, Sorry”
I know some racist Anon trolls - both pink and blue - are gonna jump on this part and support it, and some others are gonna zero in as something to attack or focus on out of the entire Take, but it really is a thing in the escort world I have to talk about here.
Many of the women - mostly the young ones - also outright noted on their pages that they do not take black men or mixed men, while some actually said all they preferred were black men. I was curious about this, and I called up one of the girls to ask why, this one a good-looking Italian girl. When she finally answered she sounded as if she was already at work in bed with a customer by the way she was panting, and then when I asked her why she didn’t take black men, she hung up. LMMFAO!
So seeing enough of the trend in why many escorts don’t take black men, I Googled why it was the case, and found much information about it. Many people who have either been with escorts, were escorts, or knew them, explained in the forums that it’s for several reasons: a lot of black men either try to cheat the girl out of money, try to talk them down to a better price, want to spend too long with them, try to overtake them as a pimp, get violent, get obsessed and start stalking them, or are too rough in bed. I won’t lie, reading that part did make me horny, imagining these girls all sore and spent and annoyed from some brother riding her up the ass too rough or pounding pussy too hard. Yeah, the gritty, dominant side of me was pretty turned on by that, even if I shouldn't be, I'll be honest.
A black man who frequents escorts and has a lot of experience wrote a pretty good blog I read talking about the issue of why many don’t take black men. Some women who talked to him said they don’t take them because again, they’re too rough, don’t have good hygiene, or actually worry that their black penises will wear out their pussy for the next customers. He also interestingly noted that quite a few escorts actually have black boyfriends or sleep with black men off the job, but just won’t take them as customers while working. I suppose it’s a different setting between the two situations, seeing as a customer can be very different from a boyfriend or partner you already know.
Surprisingly, I could understand where they were coming from a little better as a black man myself, however I did also see where some other people - even some white guys - were coming from who said they thought it was ridiculous for escorts to worry about black customers so much when it was just as possible for white ones to be violent or crappy. I also found myself thinking how contradictory the women were too: they advertise how much they can satisfy a man’s fantasies, fetishes, or longings, and love to display their “thick” butts, but can’t handle if a black man gets somewhat rough. Also it’s often many non-black men who are the most deviant and aggressive and want to do stuff in bed that most of us black men would not be into, yet escorts aren't saying no to them on their profiles.
If it’s bad hygiene and being cheated out of money by black men that worries escorts, that’s one thing I might understand, but fearing them because of violence or aggression? I can’t be entirely on the same page with you. Most of the men who’ve raped, killed, or abused escorts - and prostitutes for that matter - haven’t even been black.
Disappointment…
After my week or so of exploration, I finally decided to call the project quits. The main reason being that delving into the world of escorts and paid sex felt incredibly dark. I even felt disgusted with myself at some moments. The feeling was similar to how mentally spent and crappy you feel about yourself after watching porn too long. It was also depressing because it’s a very impersonal business. The women don’t care about you even though they have to pretend they do. They just want to rush you to make an arrangement and then rush you when you do meet. The most you will get with a woman is 1 or 2 hours that she’ll allow, sometimes more if you pay more, and that’s not what I thought escorts were about, finding out how wrong I was. Now I really understand the way @gobsmacked3 felt when he wrote about a similar experience.
In some sense I can partly see how they can appeal to some men because it’s a woman you can be alone with and is willing to do the stuff you want, just like that. But it’s a business, and that’s what takes away the appeal. And although people talk about how degrading it is for a woman to be in the business or be a hooker, as a man I felt somewhat degraded to have this kind of business geared towards me. There's no real care for me in it from the women. It's just about getting me to ejaculate to my heart's content so she can make a buck. Some people would say that makes men the winners who shouldn't complain. But does it? It doesn't much feel like it.
However, a part of me also experienced a kind of frustration at not being able to arrange anything with the sexy older ones. Of all the escorts, they were the classiest and did arouse me, and if I ever did want to see a lady they would definitely be the ones. But they were few, too far from me, or only preferred older wealthy gentlemen. That really did get to me to an extent, and even now I’m still somewhat hooked on Lana. I always thought an escort was a nice woman you could arrange most of an evening with, and if sex happened then it just did on its own accord if she was cool with it. But in truth, all escorts are are just glorified prostitutes anxious to make that money. There’s no real connection. No real fun. She’s just a total stranger.
My idea would be to have a relaxed evening with a hot older woman who can talk and have fun. We could do something like bowling or see a movie, then go to her place or mine and cook dinner, or go out to dinner, sit and talk for a long time, enjoying our company. I’d stare at her big boobs and start talking fresh about them and enjoy seeing her laugh about it. And then we start getting intimate from there. Both open to it. Both wanting to. And it can last as long as we want, and keep going in the morning too if we want. Not me being rushed to get it done in an hour so she can move on to the next customer.
In my naivety, my expectations with an escort were...well...like a date. And that’s not what they’re really about.
I’ve heard some of the guys here on GaG talking about how they met an escort, and if it was really a good experience for you then okay I guess, but for the others who’ve asked us if they should give it up by going to see one or see a hooker? I would say don’t do it. You’re better off giving it up to a girl you know or one who wants to sleep with you too. Seeing ‘professional’ women just doesn’t seem worth it.
#EscortTheEscortOutTheDoor
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