I must admit it was strange sleeping alone that first night after roger died but told myself it was a temporary setback. Little did I realize that neither Mary or Melanie would be visiting me anytime soon. I didn’t know the protocol for attending his services but it seemed like the entire population of guests were there in addition to his family.
Afterward his son invited everyone to brunch at a nice restaurant where I sat with Mary. She was still upset by what happened so I just patted her hand and said that time heals all wounds.
After lunch I managed to spend some time with Melanie. She was doing ok but didn’t give me any indication that she wanted to resume our relationship.
Things went on like this for the next week until one night there was a knock on my door just as I had settled in to bed. I answered it to find Sherry Stevens on my doorstep so I invited her in.
She said, “I just wanted to see how you were doing David. These things are always difficult.”
“Please come in Sherry, I’m doing well although I’m feeling a bit lonely since Mary and Melanie appear to be in a prolonged state of mourning.”
“I’m sorry to hear that,” Sherry said. “I wish there was something I could do to help with your loneliness,” as she started to stroke my leg.
“I thought you’d never ask,” I said as I opened my robe. She moved her hand to my crotch then pulled down my underwear to free my cock before taking it into her mouth. The feeling was amazing as she slowly sucked my cock and stroked it.
“That feels so good,” I moaned as she continued to suck my cock. I then pulled her up and gave her a long kiss as I felt her tits through her blouse.
“I need you now David,” she said as she stood and tore her clothes off. I quickly got naked and we made our way to my bed where we lay down and felt each other’s bodies as we kissed. I was thinking about her ass but she had other immediate plans. “I’m so fucking hot right now David, I need that dick.” She was like a woman possessed as she got on top of me and stuffed my cock into her soft wet pussy. She bounced up and down on my cock and occasionally stopped to grind her clit against the base. “Fuck yes that feels so good,” she cried as she pulled me by the hair and told me to suck on her tits.
Her soft young pussy felt so good on my dick I worried I would cum before having a chance to fuck her ass. Thankfully she came when I sucked her tits. “Yes David yes! Your big cock feels so good in me. Oh please bite my nipples.” I bit down and she pulled my face into her tits and cried out, “Harder David! Bit them harder.” I did as she asked but she kept asking to bite harder. I clamped down hard on one tit while I pinched her other nipple hard and she immediately started to cum.
“Oh fuck yes David, just like that. Please don’t stop. Mmmmmmmmm!” She unleashed a torrent of pussy juice on me as her body convulsed through her orgasm. Then she totally surprised me by removing my cock and moving up to spray my face with her cum. I was stroking my cock as she felt her clit and continued spraying me with cum until she finally collapsed on top of me. “That was amazing David,” she said. “You make me cum so hard. I hope u don’t mind getting squirted on like that.”
I said, “I must admit that was a first for me but I loved it.” I couldn’t stop thinking about her tight ass so after several more moments I turned her over onto her stomach and said, “There’s something I’ve wanted to do with you ever since we first met.” I started feeling her ass then bent down to stick my tongue in her asshole.
She moaned, “Oh wow, that feels so good.” I continued to lick around her pussy and ass until her juices started flowing freely down her legs. “Fuck David, you’re going to make me cum.” Next I slid a finger into her ass and then my thumb. She said, “Are you going to fuck my ass David?”
“That’s exactly what I want to do,” I replied.
“I’ve never done that before but am willing to try it. Just be gentle.” I removed my thumb and then shoved my tongue deep into her ass one more time before positioning my cock outside her asshole. “I’m a little scared David but also very excited,” she said as I managed to slide the head of my cock into her ass. “God it feels so big.”
Given her youth it seemed like she was more comfortable at relaxing in a way that allowed me to push my entire cock deep into her ass. She cried out, “Oh wow! Fuck that hurts like hell. Take it out David.”
The feeling of her ample ass cheeks massaging my cock as I slid in and out of her was so incredible I lost all control of myself. I grabbed her hips and started pounding my cock in and out of her tight ass. “My god, this is the most amazing thing I’ve ever felt. Your ass feels so good on my cock Sherry. Way better than Mary or Melanie.”
“It hurts David. Oh god it hurts me so bad.” My orgasm started to build but I didn’t want this feeling to end so I slowed down my strokes. Sherry noticed and said, “Are you edging right now? Really?” She tried to get up so I pinned her down and fucked her hard again before slowing down. Tears were streaming down her face when she started pumping her ass up and down on my cock in an attempt to make me cum. “Come on David. Fill my ass with your cum! I know no one has fucked you in a week so fill me with your seed.”
The feeling of her tight ass massaging my cock was incredible and I managed to control her pace by maintaining a tight grip on her hips. When I let her go she fucked me hard until I almost came then I’d grab her again to slow down. This continued for another half hour before I finally let her milk my cock dry.
“Ok baby. Go ahead and milk my cock dry for me. I’m going to fill your ass with my cum!” She fucked me hard as I finally allowed myself to start cumming then I buried the length of my cock deep into her ass. “Oh sweet Jesus it feels so fucking good! Mmmmmmm!” Wave after wave of cum shot from my cock and it seemed like it would never end. When I finally finished I pulled my cock from her ass and shoved it in her mouth. “Clean my cock for me baby,” I said as I moved my cock in and out of her sweet mouth before finally collapsing on the bed.
“Damn David. No one has ever dominated me like that. I felt so helpless,” she said.
“I’m sorry but I couldn’t help myself,” I said.
“I can’t believe Mary and Melanie let you do that to them,” she said.
“I didn’t give them a choice but they ended up squirting all over me at the end.”
“Really? They actually liked it? Maybe we can try again sometime,” she said.
“That would be my delight Sherry,” I said.
I nodded off to sleep with Sherry in my arms and was awoken a few hours later by her mouth on my cock. At first I said nothing and just enjoyed the feeling of a beautiful girl who was 40 years younger than me sucking my dick. In an attempt to wake me up she went up and down on my cock faster and when her mouth got tired jerked me off. After several minutes of this she’d had enough and squeezed my balls hard.
“Ok I’m up Sherry, you can release the hammer lock on my balls now.”
“I think you were up for a while and just laid back and enjoyed having me blow you,” she said.
“That could be,” I said. “Is there something you wanted from me my dear?”
“I’d like to try anal again David,” she said.
“If you insist,”I said. “I think it might be good to try a different position though. Why don’t you get up and bend over the side of the couch?”
She got up and positioned herself on the edge of the couch with her beautiful ass pointing up at me and I stuck my tongue in her. She was still well lubricated from earlier so I proceeded to stick the tip of my cock in her ass.
“Please be gentle with me David. I really want to enjoy this,” she said.
I pulled back just a little and slowly inserted another inch of cock in her ass. She moaned as I pulled back again and managed another inch or two. I continued like this until all eight inches of my cock was in her ass.
I paused there and she said, “Yes David, that feels real nice,” so I slowly withdrew and pushed back in again. “Ok yes, it feels good,” she said so I started to fuck her harder. “Ouch, I’m not ready yet David. Please go slow for a little longer. I went back to long slow strokes until she started fucking me harder on her own.
“Fuck yes, your big cock feels so good in my ass now David,” she said. I reached around and felt her clit while she moved my cock in and out of her ass. “Fuck yes! I love this. I wish I could have a cock in my pussy at the same time.” While that wasn’t possible I repositioned my hand so I could shove my thumb in her pussy while I fucked her ass. “Oh fuck yes David. That feels so good. Fuck me just like that! Mmmmm!”
The view of her hot ass sliding up and down my cock was very erotic and I felt like I could cum at any moment. The scent of her pussy and ass was intoxicating as she continued to roughly bounce her ass against me. I didn’t know how much longer I could hold off so I reached for her clit with my other hand which caused her to go wild.
“Fuck David yes, that’s it! Fill my ass with your cock! Shove that thumb deeper into my pussy and rub my clit hard! Oh my God!” Our bodies were covered in sweat and juices from her pussy were flying through the air as she pounded her ass onto my rock hard cock. She needed it harder so I grabbed her hips and started slamming my cock into her ass. “Oh fuck yes David, just like that. Pound my little asshole with your cock. Fuck yeeeessssss!” She grunted as the first waves of her orgasm spread through her body then she screamed as she squirted a huge amount of her woman cum all over my legs. She cried, “God help me, I’ve never cum like this before! Oh it feels so fucking good!”
She continued to buck against my cock and spray me with cum until she was finally satiated and then it was my turn. “Fuck that cock little girl. I’m going to fucking cum! Mmmmmmm!” I pulled my cock from her ass and moved up so I could spray her face with my cum. “Take my cum baby. I’m going to cover your entire face with my cum! Mmmmmm!’ Wave after wave flew across her face and into her hair then I shoved my cock in her mouth to feed her the last few blasts. “That’s it baby. Keep sucking my cock. Mmmmm it feels so fucking good.” Once again I collapsed next to her and we were both breathing heavily from the powerful orgasms.
When she recovered she said, “That was the most amazing thing that’s ever happened to me David. I can’t believe a man of your age can do things like that.”
“You make it easy my dear,” I said. “You are the loveliest woman I’ve ever know in my life.”
“Really David, do you really mean that?”
“Of course I do Sherry. If I were 40 years younger I’d sweep you off your feet.”
“What would you say if I told you that’s exactly what I want you to do David?”
“I’d say that I’m flattered but I have no idea what you’re talking about.”
She snuggled into my arms and said, “I’m totally exhausted but let me sleep on it and I’ll tell you in the morning.”
“Ok sweet girl,” I said and kissed her goodnight.
To be continued…