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This happened many summers ago. I had been out of lube for about 4 days and that is a long time for me to go without jacking off. My day off came around and I went over to my local drugstore to pick some up and to get some women’s ponytail bands that I use as cockrings. There was this cute young woman that worked there, Jennifer, and she and I always flirted a lot. She was 20 years old and had a boyfriend, but that didn’t stop her from coming on to me. This made me feel great because I was 45+ at the time. She didn’t have much in the tit department but she had a great ass and always wore thin skin tight slacks and no panties or a thong, because there were never any panty lines. Her slacks went right up the crack of her ass and her butt cheeks wiggled so nicely when she walked. If she wasn’t busy she would come out to where I was and ask if I was finding everything ok. She would walk away from me then turn around and walk back past, pretending to adjust the shelves, so I got a couple of really nice looks at her ass.
Anyway I went into the store and Jennifer was at the register. I said hi and started walking down an aisle. There was no one else in the store and the next thing I knew she was right behind me and asked I needed any help. I asked her where the women’s ponytail bands were and also the personal lubricant. She said,
“Follow me and if you see anything else you like, let me know. ”
She started to walk away from me and I followed a few feet behind.
“Your butt!” She stopped, turned and said, “What did you say?” I replied,
“I said, ‘your butt’. Well you did say if I saw anything else I liked to let you know. ” She said,
“You are such a dirty old man. ”
She turned and grabbed a pack of the ponytail bands and handed them to me and said,
“The personal lubricant is right over here. ” As I picked a bottle off the shelf she asked, “Why do you need these things? You told me that you were single and didn’t have a girlfriend. Did you lie to me?” I said,
“No, and are you sure you want to know?”
She said she wanted to know. I think she expected me to lie, but I said,
“I use them when I masturbate. ” She turned three shades of red and stuttered
“Ah, ah, ah, you masturbate. I didn’t think any guy would ever admit to doing that. ” I said,
“Would you rather I lied to you and then you would not know whether to trust me or not because you would probably know I was lying. ” She put her hand on my arm and said,
“No, I’m glad you told me the truth, it just caught me off guard. I’ve asked my boyfriend several times if he does it and he denies it, but I know he does. I found a pair of my panties with his stuff on them. I would like to watch him do it, but if I ask him he’ll just get pissed off. ” I asked her if she would like to watch me jackoff?.
“My boyfriend is one thing, but other than here at the store I really don’t know you. ” I said,
“What’s to know? Would you like to watch a man jack himself off or not?”
She said she would love to but she thought she would be too embarrassed to watch someone she really didn’t know. I told her I would be sure she was very relaxed and at ease and she could leave at anytime if she felt too uneasy. She asked me if she could bring a friend. She said she was 19 and had never seen a man do that to himself either. I told her if that would make her feel more at ease I would love it. She said she got off in a couple of hours and they would be over shortly after that. I said,
“I usually masturbate everyday and I haven’t for four days because I was out of lube. I was planning to do it as soon as I got home, but I would love to wait for you to come over. ”
My cock was straining to get out of my shorts, from our conversation and with her stealing glances she saw it and blushed again. She said,
“From what I see in your shorts right now, are you sure you can wait? We could do it some other time. That wet spot in your shorts tells me you are very excited right now, right?” I quickly said,
“Yes I am, but I’ll wait. I love being watched by young women and it’s been 4 days and I’ll really cum a lot and give you and your friend a much better show. ” She blushed again and said,
“I don’t know if I can wait. My heart is pounding right now just thinking about watching you doing that to yourself and if that bulge in your shorts is what we are going to be looking at we are really going to enjoy ourselves.
I got everything set up so they could sit on the loveseat and I could sit on the coffee table in front of them. I pre-mixed some drinks so I could start relaxing them as soon as they came in. I put on some shorts that were pretty much see-through so they could get a nice preview before I stripped. Then they were knocking at the door. I opened the door and Jennifer said,
“Hi! It's just me. ”
I invited them in and both girls were wearing shorts and halter tops. Jennifer looked down and saw my cock and gave a little gasp. My cock was very hard and over to one side and very visible. Jennifer stepped over to me and gave me a hug and pressed her pubic area right against my cock and whispered,
“You look so fucking hot.
She released me and turned to her friend and introduced us. Her name was Kathy and as I stepped to her and took her hand she saw my cock for the first time. She was very pretty and great tits. She stared at my cock and balls for several seconds and blushed bright red. Then she looked up at me and said hello. I asked the girls to sit down and I had drinks for them so they could relax a little.
“Would you mind getting undressed for us before you get the drinks?”
I said I would love to. They sat on the loveseat and I stood in front of them and took off my tee shirt and slowly dropped my shorts to the floor. They gasped when my cock popped free and my balls were hanging down. Jennifer said,
“I didn’t know you were that well done. Look Kathy, his cock and balls are all shaven. I really like that, don’t you?”
Kathy just nodded but was still surprised and just staring at my cock and balls. I thanked her and asked if they would like their drinks now. I walked over to the fridge and got their drinks. When I came back their eyes were glued on my cock and balls again. Kathy was closest and I walked up to her and held her drink for her to take. As she took the drink I turned and pressed my cockhead against the back of her hand. She didn’t move it as I released her drink and I noticed a large drop of pre-cum leaking out. As she pulled her hand back I turned more and my cockhead brushed across the back of her hand and left a line of pre-cum on her that she just looked at but left it there. She took a big drink at once. As I walked around to Jennifer I grabbed my cock between my thumb and forefinger and milked another big drop of pre-cum out on my cockhead.
“Are you ready for yours?”
She quickly nodded and when I handed her the drink she rubbed the back of her hand across my cockhead to get my pre-cum. By now they both seemed to be breathing a little quicker and they were gulping their drinks. I asked them if they needed refreshing and they said yes. As I fixed their drinks I could hear them whispering. When I returned Kathy said,
“Could we please watch you jack that beautiful cock off now?” Jennifer added, “Please?”
I said they needed to help me a little. I got some ponytail bands and gave each of them one and asked them to put them on me. I came over to Kathy first and told her to put it over my cock and under my balls. I warned her not to let it snap. She was very gentle and she touched me a lot and got it on very well. Then it was Jennifer’s turn. She seemed to kind of fumble it a little and had to grip my cock and then my balls and back to my cock while adjusting it. My cock was less than 6” from her face and I knew she was doing it on purpose. Kathy said,
“Jen, you better not make him cum. I want to watch him stroke that fat cock of his.
I sat down on the coffee table and I was so turned on I knew it would take all my strength to last for more than just a few minutes. The pre-cum was flowing out of my cockhead and I saw that Jennifer had it all over her hands. I spread my legs out as I sat on the edge of the coffee table so my balls were hanging down. I spread my legs so they could sit close together in between them. They scooted out to get closer and their knees were pressing against the inside of each of my thighs. The contact was electric. I wrapped my hand around my cockhead and poured some lube around it. I started moving my hand up and down spreading the lube and I had never seen my cockhead that fat before. Both girls took big drinks and licked their lips as they watched me. I was stroking very slowly to try to make myself last, but I knew it was not working. The girls were talking about me as if I weren’t there. Kathy said,
“Look how fat his balls are and how they’re bouncing up and down. That is so fucking hot. ” Jennifer said,
“Look how swollen and purple his cockhead is.
“Oh! Girls my cock is feeling so fucking good I don’t know if I can last much longer. ” Jennifer said,
“Please don’t cum yet. We are really enjoying watching you beat your meat and want to watch you a lot longer, tell him Kathy. ” Kathy said,
“Please, Jennifer is right. We are really enjoying watching you jackoff that beautiful cock of yours and when you cum it will be all over. Please don’t cum yet. ” I said,
“Please girls, I need to cum. My balls really hurt. Feel how swollen they are. I can jackoff for you again if you want to stay a little longer.
Jennifer leaned over and grabbed my balls and started massaging them. It felt so good. Jennifer said,
“How does that feel? I love playing with a man’s balls. It feels so erotic. ”
I told her it felt great but it was going to make me cum even sooner.
“Feel his balls Kathy. Feel how warm they are and how they are churning inside. ”
Kathy reached over and was massaging my balls and Jennifer said,
“Feel how hard his balls are. He’s going to cum like crazy. ”
Kathy started playing with my balls too and I was in another zone of pleasure. Kathy said,
“Jennifer, please I want to see him cum now. ” Jennifer said, “Can you cum for us now? We really want to watch you squirt you stuff all over the place. ”
I started stroking a little faster and my cock was feeling like it had never felt before. The tickling in my cockhead was so intense I could feel it deep down in my balls and I said,
“Oh! Girls, my cock is feeling so fucking good. I’m going to cum all over the place. My cock has never felt this good before. ” Jennifer said,
“Come on baby, show me how a real man jacks himself off and let’s his girlfriend watch. You are such a pervert. Kathy, look how hard he is beating his meat. ”
I watched as my cum exploded out of my pisshole and I was squirting everywhere and Jennifer and Kathy were talking about how much I was cuming.
“Kathy, get some warm, wet wash cloths from the bathroom so we can clean him up. ”
She put her hand under my head and raised me up and gave me a big drink of her very strong drink. She said she was glad she brought Kathy because if she had been by herself she would have jumped me and fucked my brains out. This made me feel great since I was old enough to be her father. Kathy was back with the wash cloths and they got us all cleaned up. I grabbed Jennifer and gave her a slow soul kiss and told her everything was great. She returned the kiss even more passionately. Then I kissed Kathy. I moved to the sofa between them and we relaxed and had a few more drinks. I stayed naked to whole time and they were fully clothed (CFNM) and kept me as hard as a rock because they couldn’t keep their hands off my still very swollen cock and balls. Jennifer said,
“That was the hottest fucking thing I have ever seen. Don’t you think so Kathy?” Kathy replied,
“It was for sure Jennifer. It was so intense for me I had a very strong orgasm without even touching myself when he started squirting all over the place.
“Oh God, I know. I did too. I just didn’t want to admit it because I felt like a little school girl having her very first orgasm. You know the old saying ‘The most fun you can have with your cloths on?’ well this is it for me. It was like having sex without really having sex and having your clothes on the whole time. How could our boyfriends get upset about that? We really didn’t cheat on them, did we?”Kathy said,
“Jennifer, I know your boyfriend and mine would blow the roof off the house if they ever found out about this. I mean just look at us. We are sitting next to a butt naked good looking man and fondling his cock and balls after we watched him jackoff and cum all over us. Now what do you think they would really say?” Jennifer said,
“You’re right Kathy. Hey Mister, would you mind if Kathy and I just kept playing with your gorgeous cock and balls until we make you cum again? Oh! And I don’t know about Kathy but I really want to come back over and do this again. Can we?”
As Kathy very emphatically agreed of course I said yes. I had my arms around their shoulders as they had their full attention on making me cum again. I was holding back for all I was worth to make it last as long as possible. With their soft young hands taking turns sliding up and down over my very swollen cockhead I lost it. Almost without warning that intense tickling made my cockhead swell even more and shot down into my groin area.
“OH! FUCK GIRLS. I’M CUMING!”
For the second time, within an hour, I had cum and was really surprised at the power. My first squirt almost hit me on my own chin then it just flowed out all over the girl’s hands again. The volume was less but, because of their soft young hands, the intense orgasmic feeling was even greater. They kept stroking my cock long after I stopped cuming before they cleaned me up again. Then Kathy said,
“Hey Jen, I bet we can make him cum again, don’t you? If I win and we do, I want him to cum in my mouth this time. ” Jennifer said,
“Damn it Kathy, I wish I had thought of it first and yes I think we can too. No dirty old man can resist two good looking your women sucking his cock. ” Looking up at me she continued, “Well Mister. Do you think you can hold out or will we make you blow your last load in Kathy’s mouth?”
Of course I said I didn’t think they could make me cum third time that soon. That was a Dirty Old Man’s reverse psychology. Tell a woman she can’t do something and she will work twice as hard trying to. They were very talented in the oral sex department too and they won the bet. It was a small mouthful but Kathy said she loved it. When I saw them to the door and I was still naked.
“If this is any indication of how totally sexual you are, I think my boyfriend is in trouble. I thought older men would be better and now I know for sure. Next time I come over, I’m going to fuck you. I want to feel you cuming in my pussy. Can we do that?”
I love loosing those kinds of bets and of course you know my answer to Jennifer was Yes.
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