Mom and son share his boyfriend.. I always say to people that Donnie and I are like the Gilmore Girls, only Mom and son. Like Lorelai Gilmore I was only in my late teens when I gave birth, a senior in High School with a reputation of being as easy as First Grade Math. The guy I think was his Dad barely hung around to graduate and we’ve seen him only two or three times since; and on each of these times he was trying to touch me up for a loan. Having a kid so young matured me, at least a little, I got an apartment and a job, quit the pot and while I’m not teetotal the number of times I’ve been drunk since Donnie was born barely reaches double figures.
That’s not to say I was always Mom of the year; but I wasn’t one of those Trailer Trash Teen Mothers you see on TV who seem only to care for partying and slurping their faces off with good looking guys. I certainly wasn’t chaste, and over the years I had plenty of dick, not just in my pussy, but my mouth and ass as well; but if it came to a choice between Donnie and getting laid – well, I had a dildo to remove any frustration.
So eighteen years after he was born I had a small, but nice house, a job as deputy bar manager and a great relationship with my son. I always felt that the key to having a good Mom and son dynamic was communication and that meant I would talk to Donnie about anything and I mean anything; not just my job or our finances but sex as well. It was a joke between us that when I paid off the babysitter and went to kiss him good night I’d score my date; one or two star I wasn’t ever seeing again, three stars meant I’d blown them, four stars they’d fucked my pussy and five stars my ass.
It became a running joke as I came in from work, especially as my son moved past the need for babysitters and he’d call out ‘Met any five stars tonight Mom?’ and I’d reply ‘No, but I met a three star in the toilet’ and we’d laugh ourselves hollow. Outside the house he quickly developed a reputation as a shy and sensitive kid, good at his studies, poor at sport. He settled well at school though, there were a few issues as there were with any boy, but nothing serious and if he wasn’t going to be voted Class President he wasn’t unpopular, having a number of friends and a greater number of acquaintances. I think I noticed early that a number of them were pretty girls, drawn to him because of both his sensitivity and because he was so obviously uninterested in them sexually. I knew before he did that he was gay and encouraged him to come out.
I wasn’t sure how it would go and for the first few weeks after he had announced to his school he was gay I waited in baited every night for him to come home and tell me how he’d been bullied. He never was; even the masculine jocks seemed to accept it – school, or at least its pupils, had become more liberal since my day. It was a few months after he came out that he started dating; mainly guys as sensitive and bright as himself. Our conversations about my sex life expanded to include his and I smiled proudly as he told me everything; his first kiss, a make-out in the back of his car, mutual masturbation and oral, plenty of oral. But the trouble was that his dates were too much like him, willing to go down on a guy and suck some cock, but not masculine enough to spread their partner’s ass cheeks and spear their hole. So at a few months past eighteen and in his senior year Donnie was still a virgin.
And then he met Troy…
It was about eleven thirty at night as I parked my car after another shift at the bar. Donnie’s cheap second hand model that I’d bought him for his eighteenth was already in the drive. I thought this might be bad news, as I knew he was out on a date tonight, a guy from the school across town who one of his female friends had introduced him to. That he was back this early suggested the date had not got well. I opened the door prepared to offer tea and sympathy to my darling son.
He was on the couch and he wasn’t alone. Beside him was a young black guy who I assumed was his date. It certainly didn’t look like they weren’t getting along as their mouths were clamped together as they played tongue tennis, their hands moving over each other like they were an out of control octopus. I gave a cough as I entered and the young man sprung from Donnie as if my son had turned electric. Donnie wasn’t put out at me walking in when he was making out, and there was no reason he should be, we’d both walked in on each other plenty of times before and in more intimate situations as well. He smiled in greeting, “Hi Mom, this is my date Troy.”
I looked at interest at Troy who far from my son’s usual dates. Normally as I said Donnie went for pasty faced and sensitive guys with long hair and thin slender bodies visible under smart pants and neatly ironed shirts. Troy was a muscular black six footer with his hair in cornrows and his biceps visible beneath the short sleeves of his T-shirt, pecs pushing at the tight material and beneath his jeans was a bulge. He looked the type of guy Moms warned their daughters about and secretly lusted after themselves. And certainly the first part was true, as I imagined Troy’s huge dick erect and sticking out at right angles. But I wasn’t the sort of Mom who wanted to put any crimps on my son’s love life, so I smiled, “Hello. I’m Donnie’s Mom.”
From the look of lust Troy gave me I could tell that he was a player. Not that I minded, or blamed him, I was wearing a low cut blouse and at thirty-six I still had a sexy figure and an ample bosom. He gave a low, dirty smile, “Hi Donnie’s Mom,” and put out his hand for me to shake.
I felt a frisson as I shook it, “Call me Alice, please…”
He grinned and Donnie snuggled closer to him as I asked, “How was your night?”
Troy grinned and I saw him put his hand on my son’s knee and squeeze it as Donnie answered, “It went really well.” He turned to Try and smiled, “Really, really well.”
“You look like you’ve hit it off,” I replied.
“Yeah, we have,” Donnie looked at me, “I was wondering if Troy could stay the night… it’s late to get home.”
“Thanks Mom,” Donnie stood up, “We’re just going to go upstairs to bed.”
I wondered if Donnie had been waiting for me to come in to tell me; I wouldn’t have minded anyway and he knew that, but it was considerate that he wanted me to know he had company. I smiled and gave him a smile, “Have a good night. I think it’s a starry.”
“It’s a bit overcast,” replied Troy who couldn’t understand why Donnie tittered.
He looked questioningly at my son who took his hand and said, “I’ll explain later.”
I made myself some late supper and watched some TV, before going upstairs. The light was on in Donnie’s room and I could hear some muffled groans and slurping sound from the room, like someone was giving a blow job and someone else was enjoying it. I smiled as I showered and dried myself before heading to my bed. I shut off the light and for the first time realised how thin the wall was between myself and
The first sounds were the squeaking of a bed and the knock of it against the wall in a rhythmic tattoo, like someone banging a drum. And then I heard Donnie, “Oh my God Troy, oh my God. Oh yeah, stick it in my ass baby, stick it in my ass. That’s so good, I’m loving that fucking huge dick in my butt, stick it me, fuck me good.” My hand automatically reached down for my pussy stroking the warm hole until it was slick as my son squealed more. “Fuck it harder, Troy. Fuck my asshole open. Oh shit my big stud, you’re tearing me… oh fuck me big boy. Nail it open.”
There was something really hot about listening to my eighteen year old son loose his anal virginity to his black boyfriend and I continued to stroke at myself listening to the bang of the bed board and cries of my son. “Oh shit Troy, your cock is so big it’s killing me. No, don’t stop, please don’t stop, fuck me harder with your huge schlong. Fuck my pasty white pooper with your huge fucking prick. Rip open my asshole Troy, fuck me, oh my God fuck me.”
The banging got faster and more violent and Donnie’s wails of pleasure got louder and more high-pitched. “Aaahhh, aaaaah, aahhhh, fuuuckkkk, aaaahhh, fuuuucckkk!”
Then the banging went silent and the screams ceased. I was still smiling and touching my cunt as I went to sleep.
Donnie was sitting at a kitchen table in his PJs when I zoomed in, still in nightdress and robe myself. I grinned at him, “Has Troy gone? Tell me everything,” I said and poured myself a glass of orange juice before refilling his.
“Yes, he had to go home and get changed before basketball practice,” my son said. Then he grinned wider, “I’m officially not a virgin anymore.”
“Go on,” I giggled.
He smiled, remembering the night. “When we went upstairs to my room I knew he was going to fuck me and I was so ready for it. We started slowly, continuing where we left off downstairs, a heavy make-out session. He’s such a good kisser Mom, so controlling and strong, as he held me close at times I could have just cum there and then. But as we made out I started to feel his cock under his jeans and as stiffened I helped it out and moved my mouth from his lips to it…”
“Was it big?” I asked excitedly, I thought it would be, Troy looked the type to have a giant dick.
My son smiled and held out his hands a long way apart, “Massive Mom, like a log, I’ve never seen one so big.”
“Lucky you,” I giggled, “Go on tell me more.”
“As I was saying it was massive that my mouth could hardly take it, I was getting jaw strain sucking it, but Troy was really getting off on it, moaning and groaning and keeping his hands on my head, helping me down. But just when I thought that he was gonna keep me there until he came he let me go. And then he told me that he had another hole of mine, he wanted to fuck.
“I’m not going to lie Mom as we stripped naked I was both really scared and totally excited. It was going to be my first time and with a dick so big that I knew I was going to be stretched and sore. I was quivering with nerves as Troy lay me on my bed, ass up. I thought he might work me with his finger first or slowly go in, but he said the best way was like jumping in a cold pool and go in all at once, especially as his cock was still wet my saliva.
“So that’s what he did. He positioned himself behind me and took me hard. It hurt, but he was right, I quickly got used to it and if my ass felt like it was being stretched it was like it was being stretched in a good way. He started pounding me hard, I might have been a bit loud, I didn’t keep you awake did I?”