Have you ever had a hot date go awry? I finally snagged a date with this young stud who use to be a student of mine. He just graduated college, got a great job that pays way more than my salary. He looked me up to thank me for being such a great teacher. He admitted he had a crush on me for years, and now that he was a college graduate and no longer my student wanted to take me out. I had masturbated to this hot boy for years.
We had a great dinner. Came back to my place for wine and fun. We are getting busy on the couch. His cock is trying to escape his jeans so I unleashed his trouser snake. I’m giving the greatest blowjob of my life, he is moaning so sexy and his cock is responding to every touch with a throb. He flips me over to fuck me. I’m bent over the ottoman with his balls slapping my ass when I hear a meow. The kitten I am fostering has obviously strolled out of my bedroom to say hello. I don’t think anything of it, until Trey was like, “Umm that feels good, how you reaching your hand around to my balls?”
Before I could respond, he lets out a scream and leaps off me. When I turn around, I see my little fluff ball, claws out, clinging to his testicles. It looks like she is swinging from a vine. He is running around the house trying to dislodge her without losing a nut. I’m trying to calm him down, so I can remove the tiny pussy from his ball sack but he is in panic mode. He trips over the ottoman, falls backwards, and finally kitty scurries off, but his balls have some collateral damage. I administered first aid to his nuts and apologized profusely for the mood killer. I had hoped to drain his balls, not bandage them.
We had a good laugh actually. He was not angry, just a bit stunned. His cock was unharmed, so I gave it some TLC with my mouth as he fingered my cunt. We both came hard and laughed some more. My pussy twat blocked me, but once his nuts heal, he promised me a second date. Just I had to promise we would fuck at his place.
A few weeks ago I had one of the best phone sex calls ever. I did a 2 girl call with a sexy shemale. As a sex education teacher, I am very open minded. But that hot call had me thinking I needed to try the real thing. I have been with my share of chicks over the years, but never a chick with a dick. It dawned on me that trannies are the best of both worlds. Hot bodies, nice tits, and a big cock to fuck me with all night long. No strap on needed. If a strap on could fill me up with cum, I could go full time lesbo. I Googled shemale dating and found all sorts of online dating sites geared just for hooking straight folks up with horny t-girls.
One site even matched women with trannies, so I signed up. I met China. Half my age, cute little bi racial lady boy with the biggest thickest cock I had seen in awhile. At first I thought this was an escort site, but when I met China I was more than pleasantly surprised to discover that she just wanted to date a sexy MILF. I was happy to be her sugar momma too. I was looking forward to a role reversal date. I am so accustomed to being the one who is wined and dined, it was nice to be the one doing the wining and dining.
I was nervous . Online dating can be scary. I did it for awhile in the 90s and swore off it when I met nothing but players and lunatics. But this was different. I just hoped her cock was real and not CGI! After a nice dinner, we went back to my place. She could have been my daughter she was that young. She could vote, but she wasn’t quite legal to drink yet. But that did not stop me from giving her wine. Lots of wine. We made out on my couch. It was weird to be taking the lead, but I liked it. I slipped my hand into her panties and just about pissed my own panties. She was rock hard and huge. Such a big cock on a tiny girl. Fuck, she was bigger than most of the men I have dated, and bigger than my 3 ex husbands combined. The picture she sent me didn’t do her justice.
I channeled my inner dude and took control. Ripped her clothes off, and sucked her beautiful tranny dick. I couldn’t get it all in my mouth, but I got enough in for China to put me in the great blowjobs group. She said she has had very few guys blow her as well as I did. She was not a dominant shemale, so I climbed on top of her and put her tranny dick in my pussy. I was gushing all over her cock. We fucked for awhile. She had amazing staying power. She ended up cumming in my ass. Stretched my ass out too with the girth of her cock. Her cock was so thick my hand would not completely wrap around it. One of the best fucks of my life.
I may never do regular online dating again, but you better believe I will be visiting shemale online dating sites again in the very near future.
I decided to celebrate National Men’s Health Month with some erotic roleplaying. Healthy men equals better fucking. As a sex education teacher, I know a thing or two about the prostate. Too many men neglect this tiny little gland that does so much to the overall performance of the most important male muscle, the cock. Regular prostate exams and monthly milkings can keep men fucking their women well into their 90s with no assistance from that little blue pill. I know I want to be fucking until I’m on my death bed!
One of my favorite fuck toys, Mike, has not had a prostate exam since college. That was about 10 years ago. Bad boy. I suggested we play doctor! I put on a sexy white robe, slipped on my white gloves and had him bend over the table and cough. As I slipped my finger up his ass, I reached around and grabbed his hard cock and started stroking him. My finger soon found that little fountain of health. I massaged it while stroking his dick slow and steady. Semen was flowing out of the head like a facet. I couldn’t gulp the cum down fast enough. The most cum I have ever seen ooze out of his huge cock too. But I was happy to be able to drain him dry.
He said he never came so much in his life. He decided to eat my pussy while he recuperated. As I squirted all over his face, his cock came back to life and he was ready for further health tests. The second most important thing to a man’s health is his ticker. The best way to test the heart is with a marathon fuck session. If a guy has the stamina to fuck for hours without stroking out, you can rest assure he is in good heart health. Mike fucked my ass and pussy for 4 hours with only a few breaks for water and to pee. I’d say he is the epitome of good health.
I wanna make sure you are in good health too. Your sexy doctor is in and will examine you from head to toe to make sure you are in tip top shape.
Do you want to know why mature phone sex is best? Because older women are not afraid to tell you the truth. In my years of experience as a sex education teacher, I have discovered that it is always best to tell a guy the truth. Let’s take cock size for example. How many times have you been with a woman and she has not cum? Or better yet, she has faked an orgasm or worse, just laid there like a dead fish wondering if it is over yet?
The truth in these scenarios is that you can’t fucking please your girl and she doesn’t know how to tell you. So instead of telling you the truth, that you don’t measure up, she lets you keep on fucking, going through the motions and both of you end up sexually frustrated. The best phone sex, hell the best sex, is honest sex. I have no problem telling guys they are inadequate in the bedroom. Now, some of you may just lack skill. That can be taught. But no amount of education can make up for having a tiny pecker.
I find that in the cases where you are physically incapable of making a woman cum with your tiny dick, it is best to put you in your place. There are many things you can do to keep yourself in your woman’s sex life. You can fluff cock. You can be a cleanup bitch. You can be a pimp of sorts and procure your gal real cock. You can be a source of entertainment like a sissy boy or a source of assistance like a sissy maid. Just because you can’t fuck her like you should, doesn’t mean you can’t be of use still. So your cock is underwhelming. Perhaps you can still eat her pussy whenever she wants. Perhaps you can just be a good little cuck.
Let’s face it. If you have less than 5 inches, the odds are that your woman has some big dick on the side. She is keeping you around for a reason. Maybe it is love, perhaps its financial security. Whatever the reason, you are still around with your dysfunctional weenie. So why not be in an honest open relationship? I am sure if you are being truthful with yourself, you like the idea of your woman being sexually satisfied. And if you can’t do it, then why not find someone who can?
Cuckold phone sex is one of my specialties. I can help you come to terms with your shortcomings. Even help you with ways to get your girl on board with an open relationship to guarantee her sexual satisfaction and yours. Because a good man is satisfied with his woman’s pleasure alone.
I road tripped with some girlfriends this week for a naughty teacher getaway. A little end of the school year getaway to Atlanta. The hotel we stayed in was full of men. I mean total sausage fest. Straight guys too. Come to find out there was a Rush concert nearby. I thought we should try to snag some tickets and go rock out with a bunch of guys. I was liking my odds of getting laid. Sure enough we snagged some tickets and went to the show. About 1 chick to every 500 guys. That is some sweet odds for fucking.
We walked around the venue for a bit before some handsome drunk men hit on us. Likely half our age, but I didn’t care. After some idle chit chat about Rush, we took them behind the bathroom and showed them our cocksucking skills. Been a long time since I blew a guy at an outdoor concert, well one whose name I didn’t even know. We guzzled cum, then went and rocked out on Rush’s final tour. We had a great time actually. I stroked a guy off sitting next to me to Tom Sawyer. We were drinking, having fun, getting wild.
After the show, a group of guys invited us back to their hotel room for an after show party. The three of us and like 30 guys. Hell yes. We drank and fucked. I had a MILF gangbang. A lot of those boys had never fucked a girl up the ass. I was more than happy to be their first anal experience. I let then train my ass. My girlfriends are not quite anal whores, but I am a total butt fuck queen. I loved getting cock after cock shoved up my ass. My ass was dripping with cum. As we got more drunk, my girl friends thought it would be fun to guzzle cum out of my ass.
I had no idea how fun a Rush show could be. Sadly it is their last tour, but certainly I can find another group with a mostly male following. Fuck being a groupie. I will fuck concert goers. Drunk horny men away from their wives for a night equals hot ass sex for this hot MILF.
School is almost out for summer. I can’t wait because this hot MILF spends her summer fucking and sucking poolside. Last year I finally had an in ground pool installed in my back yard so I could have kick ass parties. My pool parties tend to lean towards swingers parties, even downright orgies. I know how to have fun. Sometimes, I just entertain one guy like I did this weekend. But, he had a cock so big, it was like 2-3 guys were there.
This particular stud is the son of my best friend. I have been trying to be a good bestie, but when he is texting me pictures of his rock hard huge cock and telling me he knows I can handle his meat better than any coed, there is only so much I can take. I’m in my sexual prime. No one, not even my best friend could fault me for wanting to fuck a nice hung virile man. I told myself if she found out she would approve.
So, I finally broke down and invited Derek over for a swim. I knew the only swimming that would be going on, would be me swimming in a sea of sperm hopefully. I believe in great blowjobs, so I gave him one that would blow his mind. Show him he was right to pursue me. I got his dick sloppy wet by spitting on it first. Then I took his big balls in my hands and squeezed them lightly as I slid my mouth up and down his pulsating shaft. I could feel his veins throbbing as my tongue wrapped around his cock.
Before long I was riding that boy reverse cowgirl. I love looking down and seeing a young cock get swallowed up by my cougar cunt. His cock was glistening with my love juice. He slid his hands under my ass and started bouncing me up and down his dick. He had the stamina that mature women crave. He told me I was his mom’s hottest friend. Apparently he has been jacking off to me for years. I confessed that I had channeled his cock through my fingers more than once while masturbating. I mean it is so very hard for a cougar to resist the charms of a young stud. Every woman my age knows that men half her age can fuck her like a porn star.
And that is what Derek and I did all weekend. We fucked like porn stars. I’m in great shape for a woman in her 40s. Men my age usually want women half my age or they need little blue pills to fuck me. College age boys are just always hard and always uncomplicated. It was so refreshing to just fuck all weekend. No mind games, no worrying what I looked like, just cock sucking, pussy eating and fucking all weekend. Might be my best Memorial Day weekend ever. Have you ever fucked your mom’s best friend? I bet she has thought about fucking you.
A mature phone sex slut is more creative and sexy than a young girl any day. Today, I played doctor with Ted. You see Ted had a medical problem that needed to be addressed. He has not cum in way too long. He is married to a trophy wife who does not feel the need to fuck him. She just assaults his wallet, but leaves his cock alone. I am sure you have known women like this.
What happens is that a neglected cock builds up way too much semen. That excess semen can cause crankiness, high blood pressure and a slew of other bad things. Clearly, Ted needed a good milking. But I bet if you said the word milking to a coed, she would ask where the cow was then giggle. A mature woman knows how to milk a prostate. First, I sucked on Ted’s neglected cock. His penis grew at least 3 inches in my mouth. His ball sac was so full and tight. Clearly he needed to bust a big load. Lucky for Ted, I am a naughty doctor. Well, at least I know how to play one!
As I was slurping on his cock, I slid a finger up his ass and wiggled my finger into his tight anus until I found that pea shaped thing called the prostate. All a woman has to do is suck on the head of a man’s cock, squeeze that little pea and boom, she gets a never ending sea of cum. That is the sure fire way to drain a man’s cock so he can be happier and healthier. A good woman takes care of her man’s needs. That is something, however that comes with age. So if you are looking for the best phone sex, call a mature woman. She will leave you thoroughly drained and begging for more.
Mature phone sex sluts are like fine wine. We just get better with age. Ask Marcus. The college stud who wined and dined me last night. And of course, fucked me. He is actually the older brother of one of my students. When he picked his brother up after school one day, we had a chance encounter that left my pussy wet and my mind filled with dirty cougar thoughts of what I wanted to do to that stud.
He found my Facebook page and sent me a private message. Apparently, he was filled with dirty thoughts too. He couldn’t believe his brother was so lucky to have a naughty teacher like me. We exchanged dirty messages for a few days, before he asked me out. I dressed sexy and sophisticated for him as he was taking me to the finest restaurant in town then the opera. The boy was going through a lot to impress me. “I’m a sure thing,” I told him. He smiled, adjusted his pants to conceal his boner, and replied, “That doesn’t mean you still don’t deserve to be treated like a queen.”
I wasn’t going to argue with him. I love being spoiled and pampered. During the opera, however, I had to give back a little. I unzipped his pants, put my wrap in his lap to conceal what I was doing, and gave him an old fashioned hand job in the theater, surrounded by folks, while listening to Madame Butterfly. He came quickly, but that is never a problem. Boys that age cum quick the first time, then last hours for the second round.
When we were back at my place, I blew his cock in my formal gown. I was a high class slut. Eventually, my dress came off as he wanted to finger fuck my cunt and play with my breasts. We fucked for hours. His cock was stiff as a board and my cunt and ass dripping wet with excitement. I love college boys. They love to fuck. They are uncomplicated. No baggage. No cock issues. No commitment issues. Just hard dick issues. He wanted to cum on my face instead of my pussy. I love a creamy facial so I slurped on his dick, cleaned my fuck juice of his fuck stick and waited for him to blow his seed all over my pretty face.
Jet blast is more like what I got. What a fucking hot date. I got to dress to the nines; take in some culture and fine dining; and get fucked by a man half my age and twice as hard as any guy I have fucked in awhile. He didn’t fair bad himself. He got to fuck a MILF with the body of a coed and the sexual prowess of a porn star.
Do you enjoy food play? When I was married, my husband always wanted to bring food in the bedroom, but I was too much of a neat freak. I have lost my inhibitions with age. I love messy sex now. I have this much younger fuck buddy, who loves to get creative in the bedroom. We use food all the time. This weekend things got super messy when we experimented with melted chocolate. I melted a few Hershey’s bars over the stove, grabbed some fruit and we got down and dirty, really dirty, well really sticky.
I drizzled hot chocolate all over his body. Watched as it ran over his chiseled abs. The chocolate followed the lines of his muscles. I tried to restrain myself, cover his entire body in chocolate, but I was licking it up faster than I could pour it. Chocolate covered strawberries can’t hold a candle to chocolate covered cock. My face was covered in dark sweet chocolate after I devoured his candy coated cock.
Of course, he had to douse me in the gooey mess too. We were rolling around on my bed covered in sticky chocolate, finger painting each other’s bodies with it. Melted chocolate is a nice lube. We fucked in it, turned my bed into Willy Wonka’s chocolate sex factory. He dipped strawberries and cherries in my cunt, then took a bite, then fed me. I even licked chocolate out of his ass crack. I wanted him to cum on my belly so I could see his white creamy cum blend in with the melted chocolate, creating a whole new gooey concoction. I played in his candy, mixed it in with the chocolate, licked it all off my fingers. Looking at myself covered in chocolate, made me so hot. Hard to believe I once was so rigid I wouldn’t let myself get messy.
As a three time marriage loser, I go on a lot of dates. So many guys think the perfect date night is dinner and a movie, or dinner and dancing. To me that is the perfect first and last date. I want a man to show some creativity when asking me out. I’m a sexy, mature woman in her sexual prime who deserves more than the garden variety date night experience. I’m not your needy insecure woman who is desperate for a date. Nor am I the gold digger type just out for a free meal. I have my own money. I am looking for something different, a wow factor that makes you stand apart from the working class slumps who want to wine and dine me and bore me to tears. You want to fuck me? Then be original. Don’t be afraid to step out of the box when planning our first night together.
During the day, I am a conservative teacher. At night , on my own time, I can be whomever I want, even the baddest bitch around. So here is an idea for the perfect date with me. Fuck convention. I don’t want to wear some sexy little cocktail dress with fuck me pumps. I want to slip into a sexy, form fitting, latex cat suit with badass thigh high domme boots. I don’t want to go to the newest, trendiest night club and feign excitement over your job and how much money you make. Take me to a bondage club. Even an extreme BDSM club will do. I want us both to feel something new, explore uncharted terrain. Who knows, maybe you will enjoy being my bitch?
The perfect date for me is a submissive man who understands that his pain, is my pleasure; his humiliation is my joy; my orgasm is his orgasm. I don’t want a guy to buy me roses and candy I won’t eat. I want him to lick my boots and worship my ass. So leave your jeans and polo shirt at home. Show up in rubber chaps, no shirt, bare ass with an open mind because we are going to escape reality and enter into a world of master and servant. Doesn’t that sound like a perfect date to you?
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