When Olsa and I first began talking about having a threesome, I chatted with a guy whom we refer to as hockey guy. Matt was 26 years old, in great shape and semi pro hockey player. He responded to an ad we had on a hookup website and he was a great conversationist.

I asked him if he’s ok with her being so much older, she was 49 at the time. He said he was absolutely ok with that and that he loves sexy older women. I asked him what turns him on about them and he proceeded to tell me of a high school relationship with his friends mom. Normally I would think this was bullshit, but the sincerity in how he explained it made me believe every detail.

While in his senior year of high school, Matt and his friend Alex played a road tournament 4 hours away from home. They agreed that they would both stay at Alex’s house when they returned to town because his family was having a get together and there would be plenty of drinks and food. They returned much later than anticipated and they walked to Alex’s gate shortly after 1am. There were was evidence that it had been a great party, with Alex’s dad passed out in a lounge chair by the pool.

Alex’s mom, Trish was 45 and flirty by nature with Matt , but he said it didn’t seem to be so unusual. On this night, they both walked in and Trish asked them about the tournament while they had a beer and ate left over grilled food. It was clear that she had been drinking and said she was tired and would go to bed soon. Alex said he would do the same.

Matt always stayed in a guest bedroom in the basement, so he went there to prepare for bed. While undressing next to the bed, Trish walked into the bedroom and then closed the door behind her and placed her finger against her nose as to tell him to be quiet. He’s thinking “what it is it, what could this be?” Then again he knew exactly what it was. She approached him and closed her eyes as she kissed him and immediately placed her hand on his cock through his shorts, he was immediately hard.

She whispered to him “let me suck it!” To which he didn’t resist. He pulled his shorts off and laid back on the bed while Trish began to suck his cock. Eventually she would fall into deep eye contact with him. He said it was so incredibly hot and the taboo factor of having his best friends mom do this to him was more than he could take. “I’m going to cum!” He said in a loud whisper while she prepared and looked directly in his eyes while he filled her mouth. You could hear her moan “mmmmmm” as she continued to clean his cock. After this she simply told him to not tell anyone, and she left the room and went to bed.

He was super turned on and barely slept thinking about what happened. In the late morning when everyone was getting up, he walked to the kitchen where Trish was standing by the coffee and said “good morning sweetheart, how did you sleep?” He replied “oh I slept great” even though he didn’t. He said it was the most awkward thing, while his best friend ate pancakes, talking to his mom who just hours before gave him the blowjob of his life.

This became a routine. And she explained that she loved his body and always took every opportunity to see him naked. Matt told me that he wanted to fuck her so badly, but she wouldn’t let him, she just wanted to perform oral. Maybe in her mind if she did that, she wasn’t cheating.

They began to text each other. Never any graphic chats, but mostly her informing him of when she would be alone. One night, being alone wasn’t a possibility so she asked him to come over but don’t come inside, “let me know when you get here and I’ll come out.” He immediately drives over and parks as instructed and she walked out moments later. They made out in the car with deep kisses while they felt each other in every way possible. She unzipped and unbuttoned his pants and lowered her head while he held her hair. A few minutes into this he froze solid as he watched Alex’s dad park ahead of him after returning from work. Alex’s dad then walked directly in front of the car, while Trish’s head was in his lap, looked briefly and then walked into the house. Matt said “oh fuck! “ and Trish didn’t seem so worried about it and kept sucking him. Once again she sucked him until climax and moaned as she ate his cum.

Matt told me that he has been hooked on mature women since that first blowjob from Trish. He said they are much more sexy and more erotic than girls his age could ever be. I shared this chat with Olsa and she was immediately turned on by it. She said she would love to “out perform” Trish and give him the blowjob of his life. Damn that turned me on to hear her say that. One day we were looking at the photos on his profile and there was a picture that included his entire body naked with a fully erect cock, only his face was hidden. Even though she is super honest and quick to tell me what she likes and doesn’t like, I could see the excitement when she stared his body up and down. Eventually she said “I wonder if he shaves his legs, he doesn’t seem to have any hair.” I said “baby, are you really looking for hairs here?” And we both laughed.

Through all of our fantasy’s and adventures, Matt (hockey guy) is her favorite and she will not deny it. She said she fell in love with his story. In fact it was that story, and some influence of my own, that started the attraction to fit younger guys who happen to adore older women. It became a hobby to look at profiles of these guys and it was so hot to see her reactions, and absolutely priceless when one she approved came along.

Work happens to take me to Matt’s hometown but unfortunately she doesn’t travel with me when I work. I wondered how strange it would be to ask if he wanted to grab a beer sometime, she thought it was a great idea so I did. We met at a local bbq/bar restaurant and I recognized him immediately. There was nothing awkward about it at all like I had expected. Talking to him, of course I was thinking about looking at his profile photos with her and how much she loved his body and his story. I also shared some sex photos on my phone that I’m not comfortable sharing online, and it was a great opportunity to do just that. He looked with amazement and his eyes widened. “Oh she is so hot! I’d love to fuck her!” I said that can absolutely be arranged and I’m sure she would love it too.

We left that night and I spoke with Olsa on facetime about meeting Matt and what he said about her photos. I suggested that maybe she can take some days off of work and travel to this town with me, and meet up with Matt. She gave me that sexy smile that just can’t contain her excitement, she was all in.

We spent the next couple of weeks bringing up this potential meeting and having crazy sex from the excitement of the whole thing. I can’t explain how crazy the foreplay is leading up to something like this, every couple should experience this! The shock factor, the taboo and the sexiness is enough to put anyone over the edge. We finally booked a date, we would meet at the hotel lounge, just across the street from where we met for beers before, on a Tuesday night.

We drove to PA on Tuesday morning, the whole way we talked about what could happen and she stayed excited nearly the whole time. On the turnpike, she would spread her legs and I would rub her clit through her pants. It never ended! And I was hoping this could live up to all the amazing foreplay. We arrived at the hotel, and when we get to any hotel, it’s natural reaction to makeout like teenagers, and we did.

A few hours into the day, she dressed in her sexy red dress with stiletto heels, I talked to her, encouraged her and kissed her as she prepared. There’s is just something about it; and it turns me on so much to see her go above and beyond to please a young guy. She was so damn sexy! Those painted nails, heels and those legs that went from the floor all the way up to her ass :)

We arrived at the bar and sat in a booth, it was just minutes before Matt arrived and I motioned to him. She knew immediately it was him and had a nervous excited smile. We don’t play so often and there is always this awkwardness but it’s an incredible awkwardness. Her smile becomes more intense with excitement, and this time it was no exception. He sat down across from us at the booth and I could see he was a bit nervous himself. I introduced them as we waited for the server to offer drinks.

“So Wes tells me that you are a hockey player, I love hockey.” He said that he was and played since childhood. This entire time a smile on her beautiful face. After the server took our drink order, we made small talk to attempt to break the ice a little. I asked Olsa if she would like to order food and she said “I don’t think we should stay here so long” it was obvious that she was super excited. And after that, it was like Matt and myself were racing to finish our drinks.

We walked together across the street to our hotel and went to our room. During this time nothing was mentioned about sex and not immediately after we opened the door. We started the way we know how, I made out with her, while Matt watched from behind. I lifted her dress to expose that amazing ass and Matt joined right in, making out with her from behind. I was kissing her while he kissed her neck and felt her body, and I could feel each reaction running through her and damn what a feeling that is. I could tell her one hand was behind her, feeling his cock through his pants as she felt mine from the front, and over the course of the next several minutes, both Matt and I had lost our clothes and I pulled her dress off leaving her in heels and underwear. Damn she is so sexy, and I could see that Matt was hypnotized by her.

The underwear and heels came off as her and I sat on the sofa and made out a bit. I had my fingers inside of her as she motioned for Matt to come over. She was by the arm and Matt came to the side and she began to suck his cock, in only the way she can! I could hear her moan and his reaction was unmistakable. He held her hair from the front, and I could occasionally see her look up at him. This whole time I’m rubbing her Gspot while sitting next to her. She paused a moment to turn and give me a super deep kiss and it was amazing, and I could tell immediately how much that turned her on. So we did that some more, she would suck his cock so good and then turn and give me a super deep kiss.

After a while, she said “let’s try something.” A position we had talked about but never tried. She motioned for Matt to sit on the couch and she would mount him backwards. She was so eager and I could tell he was too as I watched those sexy fingers wrestle with his hard cock to get it inside of her. She leaned back against him and began rocking on him as I saw him lifting himself into her, she looked at me with a wink and a smile. While she was leaned back I had access to her clit, so I went to my knees and sucked and licked her clit while she had Matt’s cock inside of her. It was so incredibly hot and I felt the excitement in her body. After a while of this I felt her hand on top of my head pulling me in as she moaned “ohhhhhhhhhhhh” and her hips rocked as she came on his cock.

She kept riding him like this, and I had got super excited from her last orgasm, so I lifted up, and told Matt I would try to put my cock in her too. He simply said “ok”. His hands were on her breasts as she repositioned slightly to give me better access, and I carefully slid my cock in on top of his. Her eyes immediately got super wide as she said “yes yes yes!” A super intense look came over her face as I began to move in and out.

It was so tight in there with those two cocks! I could actually feel a pulse in there and I had no idea who’s it was, but it was racing like mine. She was super wet which is amazing and made it easier to accommodate. I fucked her a bit more intensely before she came again. It was an amazing experience! She rocked back and forth and then kissed me deep as I fell out of her and then she climbed off of him.

She stood up to grab a drink of water while breathing hard and said “oh damn that was good.” Matt was smiling while stroking his cock on the couch, and you could tell he wanted more. She went to her knees and got between his legs, I saw her from behind and that sweet ass is so amazing, I laid down on the floor and scooted underneath her so she could ride my tongue while she sucked his cock. This is so incredibly intense, licking her knowing two cocks had just been inside of her, tasting both of them while feeling her every reaction and eventually another amazing orgasm. She began to ride my face hard and moaned. I could hear the wetness from her hand stroking his cock while she came on my face. Mmmmmmmm.

I got up from the floor and got a drink of water myself while she continued to suck his cock. I stood back and watched in amazement, how amazing she was doing it and seeing his excitement play out while he grabbed her hair. What she said next surprised me very much. “I want you to cum in my mouth!” As she looked up at him and then began to suck him more intensely. He had the most serious look and you could tell he was ready to cum. I saw his grip get tighter on her hair as he began to rock and moan until he eventually yelled “Ohhhhh fuck!!!!” He filled her mouth as she moaned “mmmmmmmmmm” and took every last drop. She looked at him and smiled and laughed as she stood up. I immediately came in for a deep kiss. I saw her surprise but she kissed me so deep, loving the fact that I was once again tasting them both. She stroked my cock and I was ready to cum too! She went to her knees and sucked my balls while stroking me (she knows exactly how to make me cum!) She knows exactly when too. As I began to moan, she raised back up, took my cock in her mouth and looked at me deep in the eye as I filled her mouth too. It was so damn amazing, and she always is!

As we began to grab towels and clean up, Olsa asked Matt “what was the best blowjob you’ve ever had?” Matt smiled and said “oh it was yours!” She smiled and simply said “good!”