One Thursday night, while talking in a chat room, I come across a woman named Debra who lives in my area. She was recently divorced and seeking a man to spend time with. I decided to talk to her even though she was older than me by 25 years. She's 45 years old, while I'm only a 20 year old college student. Suprisingly, she was very willing to talk to a younger guy. After chatting for awhile, we begin to get into more intimate subjects. She told me that the biggest thing that she's been missing since the divorce isn't her husband.. it was his cock. I was taken aback by the statement, but being the horny young college guy that I am.. I offer her my services. We continued chatting and we got a lot more comfortable with each other. We exchanged pictures and discovered there is a very mutual attraction. Finally after a few days of talking online and over the phone, she decided she would like to meet me. We decided to meet over the weekend.
Two days pass and the day came for us to meet. It was about 7 PM and I give Debra a quick call to tell her that I was coming over. We chat for a minute or two, then I hung up and left for her place. After about a 10 minute drive I arrived at her place. Debra lives alone in a nice sized town house. I exited the car feeling a little nervous, to say the least. This is the first time I've ever done anything like this. I've been with a lot of women, but I've never met anyone over the internet before.. especially not an older woman. I walk to the front door with great anticipation. I knock on the door and she answers wearing a white tank top with a pink bra underneath. She's also wearing a pair of very tight sweat pants. She looked even better than she did in the pictures. She was about 5 feet 5 inches tall, 130lbs, dirty blonde hair, and a very nice set of perky breasts. They weren't huge, but they suited her body very well.
Debra could tell I was a little nervous, so she offered me a drink which I gladly accepted. Then we sat down for awhile and talked on the couch. After about 15 minutes and a little liquid confidence, I loosened up a bit. As we talked I told her, "Debra, your pictures don't really do you justice. I mean, I knew you were attractive, but I really wasn't expecting THIS." She really started to melt with that compliment and she began kissing me. Yes, she made the first move. It was wonderful. Many people underestimate the power of a good kiss. But our styles of kissing seemed to match perfectly as if we'd been together for years.
As our high-school-like, on-the-couch make out session continued our hands began to explore each others bodies. First my hands touched her torso. Then they slowly moved to her breasts. They felt so warm and perfect in my hands. Her hands began to explore my body too. It wasn't long before her hand made it's way to the hardening buldge in my pants. Then, one by one our clothes began to come off. First her shirt, then mine. She stood up and turned around before she removed her pants. She slowly removed them and bent over revealing a very tight ass in a sexy pink thong. Not wanting to waste any time, I began removing my belt when she stopped me. "Let's do this upstairs in the bedroom. It's much more comfortable up there," she said. She grabbed my hand and she led me up the stairs. My eyes were on her tight ass the whole way up.
Finally, we came to her bedroom. She kissed me again at the door before we entered. Then, she led me into the room which was very dark. She closed the door behind me and turned the light on. To my suprise, there were at least a dozen women in the room. They were all sitting in chairs that surrounded the bed. They were all dressed nicely, wearing dresses and heels. I looked around and they were all holding glasses of wine. I was shocked and speechless. I didn't know what to do. Some of the women began making comments as soon as I had entered the room. "Oh he's cute!," one woman said. "I guess he'll do," another one teased. I was still shocked, what could I say? "Uh.. what's going on here," I finally asked. "It's simple," one woman said, "you're going to fuck her, and we're going to watch."
I was still in total shock. Debra came over to me and immediately began kissing me. Once her lips met mine I felt much more at ease, so I decided to go for it. What did I have to lose? I could feel my cock hardening, yet again. She pressed her body hard against mine as my cock was still constricted in my pants. "It didn't take much to get him excited," one woman laughed. "Let's see what you're working with, boy." Debra moved away from me and laid down on the bed. I stood there alone, with all eyes in the room on me. I began removing my belt. Then I unbuttoned and unzipped my pants and let them drop to the floor. I stepped out of them and slid my boxer briefs off. I stood there with a rock hard erection. I received lots of opinions from the women.
"I've seen bigger."
"Of course we've seen bigger, but he's still pretty well equipped."
"It's all about how he uses it."
"He keeps it very clean and cut."
I looked over at Debra lying on the bed. She looked seductive and sexy as she smiled at me, and motioned me to join her on the bed. The women could say whatever they wanted, I knew what I was doing, and there was no stopping me now. I climbed onto the bed from the end of the bed. She lay there with her knees in the air and her legs spread apart. I immediately went between her legs and removed her panties. I kissed the inside of her leg and moved towards her pussy. Her pussy was gorgeous. It was smooth, clean, and shaven. The only hair she had was on a small landing strip above her pussy. When I got close to her pussy, I skipped that spot and kissed her tummy to toy with her. I moved up to her breasts and began teasing and toying with them. She enjoyed every minute as her head rolled back and she closed her eyes in pleasure. She let out soft moans as I played with her very sensitive tits. It wasn't too long before I went down on her. I just had to put my mouth on that beautiful pussy. I moved my head down, between her legs. I looked up at her as I stuck a single finger inside of her. Her pussy was already wet. I wasted no time as I finally put my mouth on her dripping wet pussy. She tasted wonderful as I licked and toyed with that pussy. With my eyes I could see that I was beginning to win over some of the women in the room. They seemed very happy that I was pleasuring their friend with such ease and enjoyment. "That's why the young one's are the best," one woman said, "they're so eager to please."
Debra was obviously pleased, and she had been so gentle and warm all night. As I continued eating her pussy, she couldn't take it anymore. She became quite a bit more aggressive. "Fuck me," she said, "I can't take it anymore, I want you to fuck me right now!" I got up and and put my body above hers, as to fuck her in the missionary position. I kissed her for a few seconds and then I gently guided my cock into her pussy. I stuck the tip of my cock into her pussy and then pulled it out. I did it again. As I looked into her eyes, I could tell that this was driving her crazy. I was in control now, and she couldn't stand it. Finally I guided my cock into her pussy. I started off with slow strokes and then gradually increase the speed. Debra moaned and quivered as my cock thrusted inside of her wetness. I was now fucking her fast and hard. "That a boy," one woman said. I was obviously putting on a good show for the other women. At one point I began fucking her in the missionary position while only being supported by my hands and tippy toes. The only part of my body that touched her was my cock as it glided up and down, and in and out of her pussy. She came so hard.
We continued fucking for awhile. We fucked in the missionary postion first. Then I fucked her from behind in the doggystyle position. As I fucked her from behind one of the women got so into it that she got up and slapped my ass and said, "You picked a good one Deb!" All the women laughed and I smiled at the compliment. I was starting to feel much more at ease. After that she laid me down and sat on top of my cock. She went nuts while on top of my young, hard cock. At this point I wasn't doing anything, she was just riding me like a woman possessed. I looked around at the faces of the women, and then I looked at Debra's mature but firm body as she rode me. The combination of being watched and Debra riding me was starting to bring me close to the edge. I felt myself getting very close to cumming. "Uh-oh, it looks like our boy can't handle much more," one woman joked. "Show us that big load, we want to see your cum!" I looked at Debra to signal that I was getting close. She hopped off of my cock and laid down next to me. "I want you to cum all over me baby."
I straddled her torso and began stroking my cock. I felt the tingling in my body as I got closer. "Yeah baby, cum for us," the women began to say. Finally, as I stroked the shaft I began to shoot stream after stream of my hot, young cum all over her. I can't remember a time when I've cum that hard. I came so hard that some of the loads got into her hair. Her body was covered in cum from her stomach to her head. The women all hooted and cheered as every last drop came out. I looked at Debra and we exchanged smiles. We were both very satisfied. That night was a little strange to say the least. Me and Debra have continued our sexual relationship, and I visit her place quite often. When I visit her now, it's only me and her. There's no more audience. I can't say it wasn't strange, but I don't think I'll ever cum that hard again.
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Submitted by:
soultosqueeze
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