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"I once made a man cum with just my shoes. I prefer to use my pussy and ass though," 47-year-old Andrea Grey said. Andrea is a hot, horny Colombian divorcee and mother who was born in Cali and now lives in Las Vegas, Nevada. She has sex four to six times a week. She loves making men cum. We asked her if she's into anal sex, and she said, "Yes! I love it." Then she went out and proved it by getting DP'd by two young studs in one of her two hardcore scenes at HomeAloneMilfs.com. "Being with two men was my biggest fantasy and it came true," she said. "And I didn't just have a regular three-way. It was a DP three-way, which was another fantasy for me. That's two in one day! I don't know how I'm going to top that." We're sure she'll figure out a way. "For a woman, your pussy and your ass are the most sensitive parts of your body, so of course DP feels amazing. It's something that you just have to experience to understand. I don't think I could even describe it, except to say that it's the most pleasure you'll ever experience. And, of course, getting two loads of cum after is nice, too." Here, Andrea is a teacher. She's in a classroom. She's wearing glasses and a top that exposes more cleavage than the average teacher usually shows off. She's a Spanish teacher, but she's no ordinary teacher. Nope, this teacher takes off her clothes right there in the classroom, gets up on a desk, spreads her legs, shows off her very pink pussy and then fucks her ass with a butt toy. Check out the way her asshole grips that toy. "I think in my other life, I was an actress because I love to show myself the way I am, and this is one of the ways," Andrea said. "I hope you enjoy it!"
"My saying always was that I wasn't much into watching porn but I enjoyed making it, so here I am, enjoying making it and with a great company," 52-year-old divorcee and mom Constance Joy said. "Had I ever thought of it? Yeah, but I thought I was too old for it." Too old for it? There's no such thing, especially when a woman looks like Constance. She has short, silver hair and a great body. She has a tight pussy that, in this scene, she fingers and rubs while softly talking dirty to you. Here are some excerpts from our interview with Constance: 50Plus MILFs: Would your friends and family be surprised to see you here? Constance: Probably some, but my true friends and family would be happy for me. Surprised and happy. Some would probably be shocked. I was a strong Christian for a number of years, so my church friends would be more shocked. 50Plus MILFs: Would the you of 20 years ago be shocked to see you here now? Constance: She'd be saying, "Go girl!" 50Plus MILFs: How do you present yourself in everyday situations? Constance: I dress sexy if I'm going to a club or out to dinner, but then around normal, everyday situations, very casual. T-shirts and shorts, like people dress in Florida. In Michigan, where I used to live, I was a little more dressy. 50Plus MILFs: Let's talk about sex. Would you say you've always been sexual? Constance: Yes, but it became more prominent in my life in my 40s when I realized what I wanted and what makes me feel good and that it was okay to enjoy it and ask for what you want, whereas sometimes when you're younger, you take what they have to give. 50Plus MILFs: What do you want? Constance: I want a good, hard fuck! I like being paid attention to. I don't ever want to feel like they're out of the room when they're still with me. My favorite position is doggy style with my hair pulled. Just the back of the nape. Not too hard, not too soft, just in the right spot, and I also have a special spot right on the back of my neck. I actually have a tattoo next to the spot that's almost like an external clitoris, and just from the right touch and stimulation, I can actually cum without any penetration 50Plus MILFs: What if a person just brushes past you and accidentally touches that spot? Constance: I just shiver. It has happened, like when I have my hair cut. I tell my gentleman friend or my female friend where it is, and if they can't find it, we have a problem.
"I have a side business," said Anna Moore, a 43-year-old wife, mother and grandmother from Tampa, Florida. "I'm an in-home consultant for a sex toy company. I sell toys on the side along with lingerie. And one of my students' moms went to a training with me and she was like, 'I'm so excited to meet you. You're my daughter's teacher!' I was like, 'Please don't tell her you saw me today!' And lo and behold, within a week, there were rumors galore. At first it was that I worked in a sex store, and some of the students who were 18 were going to try to find where I worked. Some of them said I had an escort business. Some of them said I had sex on the side. The rumors flew. And that's when I had to cut back a little on what I was wearing. A little more conservative." A few things about what Anna just said: 1. She used to be a high school math and Sunday school teacher; 2. She's not a teacher anymore; 3. Even though she works for a company that sells sex toys, here, she's not using a toy to get off. She's using her fingers and plunges them deep inside her wet, pierced pussy. "Fingers: the oldest sex toy of all and still the best." How's that for a marketing slogan? Anna used to be a prude. "Twenty years ago, I wasn't even having orgasms," she said. "I was your typical Sunday school teacher, completely covered head to toe most of the time. I was a very frumpy mom type back then. I was praying for my children, praying for all the little kids. It was all nice and cutesy and perfect. The me of 20 years ago wouldn't have even envisioned this. I didn't own anything sexy. I had the typical granny panties. My bras were plain old Playtex bought from Sears or JCPenney. I never even considered exploring anything remotely sexy. The word cleavage was definitely not in my dictionary." It is now. So is "pussy" and "take your cock out of your pants and jack off while I play with myself" and all of those other good things. Anna's proof that women get better as they get older.
It's play time with Jessie Reines, a 49-year-old wife, mother and grandmother from Tennessee. Today, Mrs. Reines is going to show you her hot body. She's wearing a red bra and little matching panties with sexy stockings. She runs her fingers over her erect nipples then spreads her legs and deep-fingers her pussy. She shows off her sexy ass, too. Jessie told us, "I was head of the PTA, homeroom mom, head of the school fairs and all that sort of stuff." She also told us this: "I once did a 14-guy gang bang. Usually if my husband and I invite eight guys, maybe four will actually show up. That time, we invited 14 and all 14 showed up. It was a wild night and a lot of fun." A lot more fun than school fairs and PTA meetings, that's for sure. Jessie's husband was sitting just a few feet away while she was making this scene (and her other scenes at 40SomethingMag.com). He's the one who converted her from homeroom mom to swinger and, now, porn star. "We grew up together, and I was the best man at his wedding when he got married at 18. He got married and moved away and I got married and it just so happened that he was divorced and we re-connected," Jessie told us. "But I didn't want to be in a relationship. I wanted to explore things and experience things. I never did one-night stands and pickups and I wanted to explore more sexually. And then I found out he was a swinger, but he didn't think I would be interested because I was always the goody two-shoes girl." He found out otherwise. Jessie does have some regular-girl hobbies, like gardening, sewing and cooking. She likes watching football. But most of all, she likes doing what she's doing here.
Gypsy Vixen, a 44-year-old divorcee and mother of three, is a very horny woman. We've seen proof of that in her two hardcore scenes, in which she sucked and fucked a guy young enough to be her son and then took JMac's big cock up her tight ass. So we know what she can do with a cock. Today, we're going to find out what she does when there's nobody else around. Nobody else except you, that is, because Gypsy is going to show us how to please her. Gypsy, who was born in New York City and lives in Texas, is wearing a very short dress. It comes off quickly and we see her in bra and panties. She shows us how she likes to have her ass slapped when she's getting fucked. "And I like for my boobies to be taken out and my nipples pinched," she says. She shows us her pink pussy, spreading her lips wide. "You know you want to be inside that hot, wet, pink pussy," says Gypsy, who fingers her ass while she plays with her pussy. Gypsy enjoys working out, hiking and fishing. She's an adventurous woman. She likes to watch porn. "When I'm in the mood, I'll watch some porn, get my vibrator out and masturbate until I have at least two orgasms." She enjoys sucking cock, having her pussy eaten and just plain fucking. What really gets her turned on are scenes with an older woman and a younger guy. In other words, she's our kind of gal.
"I never thought about doing this. I was more focused on my job and family," said Lilly James, a 46-year-old wife and mother from Houston, Texas. We've already seen Mrs. James fucking on-camera for the first time, the second time and the third time. That third time, JMac and Tyler took turns on her ass. But today, we have Lilly all to ourselves in her first solo masturbation, deep-pussy fingering, jack-off encouragement scene. Today, Lilly, who has long, beautiful, brown hair, is wearing matching blue bra and panties, a blue garter belt and stockings. You might also notice that she's wearing her wedding ring (it's easy to spot when she's fingering her pussy). Lilly is slim 'n' stacked with DDD-cup tits and a tiny waist. Basically, she's a trophy wife. She's a trophy wife whom her hubby is willing to share. Mr. and Mrs. James are swingers, and Lilly told us about her wildest experience. "Probably having sex in a bar with another guy. It was a dark bar, and I was in the back fucking a 27-year-old and sucking another guy's cock at the same time. People saw it. It just happened. There were definitely three guys watching." Lilly was born in Michigan. She used to run traffic. She loves to watch baseball, and her favorite team is the Houston Astros. "I'm a foodie," she said. "I like to travel and read fiction and non-fiction." Her perfect evening: "Being able to relax at home and watch a movie." Our perfect day or evening: watching Lilly.