An evening in Bristol, CT.
When I lost my virginity at 17, it sent me down a path of an increasingly sexualized outlook. Thank you, AOL! Back in the day, AOL chatrooms were the place to go to meet people. People with uncommon desires who you normally wouldn't encounter in real life. And so when I was 21, I struck up an online conversation with 'Ron' and 'Maureen.' They were in their late 40s and had 2 c***dren about my age. For a few months, we got to know each other better via instant messaging and eventually phone calls. We exchanged photos, talked a lot, and had a lot in common. Once we finally felt comfortable enough with each other, we set a date to meet. We arranged for dinner in their home on a weekend in February 1998.
I took the train from Grand Central up to New Haven, CT - the end of the line. I was both excited and nervous. When I arrived, I recognized Ron instantly near the tracks. He was taller than me, about 6 feet, big football player build, with white hair and glasses. He was of Polish ancestry and a retired cop. We shook hands and said hi. The train ride was close to 2 hours, but I wasn't tired at all. He told me Maureen was down the hall in the waiting room. We went in together and I saw her sitting on a bench, facing us. Maureen was a BBW, blonde, a bit shorter than me, and of French ancestry. She stood up with a big smile when we approached and we hugged. The 3 of us stood there for a bit, exchanging small talk, but not for long since it was another half hour by car to their home. We talked more in the car as well. I felt very comfortable with them. They were like 2 very cool parents that I hadn't seen in a while. Anyone who saw us all together would assume I was their son. The idea of that appealed to me very much.
I sat in the back. The car ride allowed us to get better acquainted face to face. Chatting about the winter roads, growing up in Connecticut, our jobs... We finally pulled into the driveway of their home in the late afternoon. It was a white, 2-story colonial facing a quiet, 2-lane street. Very typical American look. Ron and Maureen led me inside the front door and took my coat. When we were all inside, I heard Ron call out to his daughter who was in another room. Ohhhh, this was gonna be awkward. I knew they had a daughter, but I didn't realize she'd be there. I was concerned she'd ask some awkward question, like how we met. She came out and Ron introduced me as their friend. She extended her hand with a smile and said, "Hi, I'm Kelly. Nice to meet you." She was my age, 21, blonde with glasses, and very pretty. She was smiling, but in an awkward way, and not really making eye contact. Looking back, I suspect she had an idea what her parents were up to. They did tell me that they used to have a younger male friend in the past. Fortunately, she had a date with her boyfriend and she left a couple minutes afterward.
Ron gave me a quick tour of their home while Maureen prepped dinner which was ready in short order. Shrimp pasta with white vino which was delicious. Over dinner, I learned about their previous male friend, a white student, my age who had since went away to college. He would visit often and the three of them would become intimate. He would also accompany the family on short vacations, including Block Island, a place they really enjoyed. I had to ask, since this guy was in their home frequently and traveling with them, did their son and daughter know about their other activities. Ron told me plainly, "We have nothing to hide in this family." As I processed that, I realized why Kelly seemed slightly awkward. I also became aroused at that point. I asked if their k**s were ok with it and they told me yes and that it actually amused them to know their parents were into that. To me, that was a funny reaction, but it also put me at ease. I wouldn't want to be someplace where I wasn't welcome.
At that point, the conversation turned to sexual interests. We both had touched on it in private chat rooms, but not on the phone or in person yet. But, a barrier had come down and it felt safe. Maureen enjoyed sucking and getting penetrated by a younger man. Ron was a bisexual top. He enjoyed getting sucked and being inside a younger man, especially while that younger fellow was inside his wife. As for me, by 21 I had done just about everything, and I expressed I was open to oral, intercourse, and being taken by Ron. I was attracted to his personality, body, and age. It felt right to give in to someone who exuded authority and confidence. After finishing our glasses, we made our way up to their bedroom.
It was a good size master bedroom with a queen size bed and a master bath. We sat down on the bed with me in between. I noticed they didn't close the bedroom door and asked about it. They both assured me it was ok and I had nothing to worry about. They could tell I was nervous so they both rubbed my shoulders and smiled. I felt like making a move so I started to undress and they did the same. As they undressed, I got nude and stayed at the edge of the bed. When they were both fully nude, Maureen was standing in front of me and Ron to my side, fully erect. I leaned forward and took a mouthful of her breast and sucked. She moved in closer and embraced me with her soft, warm body. As I sucked, I occasionally glanced over to Ron who was rubbing both our shoulders with his cock brushing up against us. I reached down and stroked it gently. After a few minutes of this, I felt Maureen ease back and Ron took her place in front of me. I slid down the edge of the bed to a seated position on the floor and he eased his cock into my mouth. He was gentle and moved his hips slowly, forward and back, while holding the bed for support.
Soon after, all 3 of us moved onto the bed. I laid on my back and Maureen moved between my legs and proceeded to suck me. She gave me that melting feeling I get when I'm orally aroused. While she was sucking, Ron entered her pussy from behind. This was followed by Maureen laying back on the bed. Ron gave me a condom and I knew what to do. I entered her with ease and we kissed. As she rubbed my back, I felt a lubed finger enter me from behind. This was followed by more and more lube and an extra finger. As I'm slowly fucking his wife, I felt Ron's covered cock make contact with my asshole. With a little pressure, he started to ease into me, deeper and deeper. He must've used sufficient lube, because I felt no pain, only pleasure and an odd sensation.
I got Maureen to orgasm - loudly, and with the door open - and I felt Ron moving faster and breathing more heavily. He was getting close. I pulled out of Maureen and removed my condom, tossing it to the floor. I was now on all fours, my face resting on her belly with him behind me. I felt him grip my hips tighter and slow his motions when he finally came inside me. Even with the condom, I felt his cum spurting inside. That pushed me to the edge. I eased off of him and turned around to lay on my back next to Maureen. I stroked myself for only a few seconds before I shot my load onto my chest and stomach. Ron had removed his condom at that point and laid beside us. We were all sweaty, rubbing each other, smearing my cum, breathing heavily, and smiling.
What an experience.
I took the train from Grand Central up to New Haven, CT - the end of the line. I was both excited and nervous. When I arrived, I recognized Ron instantly near the tracks. He was taller than me, about 6 feet, big football player build, with white hair and glasses. He was of Polish ancestry and a retired cop. We shook hands and said hi. The train ride was close to 2 hours, but I wasn't tired at all. He told me Maureen was down the hall in the waiting room. We went in together and I saw her sitting on a bench, facing us. Maureen was a BBW, blonde, a bit shorter than me, and of French ancestry. She stood up with a big smile when we approached and we hugged. The 3 of us stood there for a bit, exchanging small talk, but not for long since it was another half hour by car to their home. We talked more in the car as well. I felt very comfortable with them. They were like 2 very cool parents that I hadn't seen in a while. Anyone who saw us all together would assume I was their son. The idea of that appealed to me very much.
I sat in the back. The car ride allowed us to get better acquainted face to face. Chatting about the winter roads, growing up in Connecticut, our jobs... We finally pulled into the driveway of their home in the late afternoon. It was a white, 2-story colonial facing a quiet, 2-lane street. Very typical American look. Ron and Maureen led me inside the front door and took my coat. When we were all inside, I heard Ron call out to his daughter who was in another room. Ohhhh, this was gonna be awkward. I knew they had a daughter, but I didn't realize she'd be there. I was concerned she'd ask some awkward question, like how we met. She came out and Ron introduced me as their friend. She extended her hand with a smile and said, "Hi, I'm Kelly. Nice to meet you." She was my age, 21, blonde with glasses, and very pretty. She was smiling, but in an awkward way, and not really making eye contact. Looking back, I suspect she had an idea what her parents were up to. They did tell me that they used to have a younger male friend in the past. Fortunately, she had a date with her boyfriend and she left a couple minutes afterward.
Ron gave me a quick tour of their home while Maureen prepped dinner which was ready in short order. Shrimp pasta with white vino which was delicious. Over dinner, I learned about their previous male friend, a white student, my age who had since went away to college. He would visit often and the three of them would become intimate. He would also accompany the family on short vacations, including Block Island, a place they really enjoyed. I had to ask, since this guy was in their home frequently and traveling with them, did their son and daughter know about their other activities. Ron told me plainly, "We have nothing to hide in this family." As I processed that, I realized why Kelly seemed slightly awkward. I also became aroused at that point. I asked if their k**s were ok with it and they told me yes and that it actually amused them to know their parents were into that. To me, that was a funny reaction, but it also put me at ease. I wouldn't want to be someplace where I wasn't welcome.
At that point, the conversation turned to sexual interests. We both had touched on it in private chat rooms, but not on the phone or in person yet. But, a barrier had come down and it felt safe. Maureen enjoyed sucking and getting penetrated by a younger man. Ron was a bisexual top. He enjoyed getting sucked and being inside a younger man, especially while that younger fellow was inside his wife. As for me, by 21 I had done just about everything, and I expressed I was open to oral, intercourse, and being taken by Ron. I was attracted to his personality, body, and age. It felt right to give in to someone who exuded authority and confidence. After finishing our glasses, we made our way up to their bedroom.
It was a good size master bedroom with a queen size bed and a master bath. We sat down on the bed with me in between. I noticed they didn't close the bedroom door and asked about it. They both assured me it was ok and I had nothing to worry about. They could tell I was nervous so they both rubbed my shoulders and smiled. I felt like making a move so I started to undress and they did the same. As they undressed, I got nude and stayed at the edge of the bed. When they were both fully nude, Maureen was standing in front of me and Ron to my side, fully erect. I leaned forward and took a mouthful of her breast and sucked. She moved in closer and embraced me with her soft, warm body. As I sucked, I occasionally glanced over to Ron who was rubbing both our shoulders with his cock brushing up against us. I reached down and stroked it gently. After a few minutes of this, I felt Maureen ease back and Ron took her place in front of me. I slid down the edge of the bed to a seated position on the floor and he eased his cock into my mouth. He was gentle and moved his hips slowly, forward and back, while holding the bed for support.
Soon after, all 3 of us moved onto the bed. I laid on my back and Maureen moved between my legs and proceeded to suck me. She gave me that melting feeling I get when I'm orally aroused. While she was sucking, Ron entered her pussy from behind. This was followed by Maureen laying back on the bed. Ron gave me a condom and I knew what to do. I entered her with ease and we kissed. As she rubbed my back, I felt a lubed finger enter me from behind. This was followed by more and more lube and an extra finger. As I'm slowly fucking his wife, I felt Ron's covered cock make contact with my asshole. With a little pressure, he started to ease into me, deeper and deeper. He must've used sufficient lube, because I felt no pain, only pleasure and an odd sensation.
I got Maureen to orgasm - loudly, and with the door open - and I felt Ron moving faster and breathing more heavily. He was getting close. I pulled out of Maureen and removed my condom, tossing it to the floor. I was now on all fours, my face resting on her belly with him behind me. I felt him grip my hips tighter and slow his motions when he finally came inside me. Even with the condom, I felt his cum spurting inside. That pushed me to the edge. I eased off of him and turned around to lay on my back next to Maureen. I stroked myself for only a few seconds before I shot my load onto my chest and stomach. Ron had removed his condom at that point and laid beside us. We were all sweaty, rubbing each other, smearing my cum, breathing heavily, and smiling.
What an experience.
8年前
