The Making of a Houseboy
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Inheritance Includes A Houseboy Ch. 04 free porn video
AUTHOR’S NOTE: This story contains encounters involving gay sex, bi-sex and straight sex which is why it was categorized under Novels and Novellas.
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BETSY’S WEEKEND
Betsy arrived early Saturday morning as she wanted to get started early. She was accustomed to morning sex with me in the office so I wasn’t surprised. When she arrived I introduced her to Thai and gave her a quick tour of the house and backyard while Thai made breakfast for us. She loved the place and she was thrilled to see that the backyard was private.
‘I didn’t bring a swim suit.’
‘You don’t need it here.’
‘I was hoping that you would say that. I guess that Thai doesn’t mind.’
‘No he doesn’t, he is very cool about everything.’
‘He’s adorable and so polite.’
‘Yes he is and I was fortunate that he stayed on after my uncle passed. Let’s check on breakfast.’
We went into the kitchen and Thai had the table set, the coffee was ready and he was ready to serve the waffles and fruit. Betsy was very impressed with Thai and she was very nice to him which he liked. She did not treat him like a servant. The three of us ate breakfast and afterward Betsy started to help Thai clear the table.
‘No Miss Betsy, I do that, you Mister Walt’s guest. You relax here and enjoy self.’
Betsy smiled and thanked him for a lovely breakfast. She then looked at me and whispered, ‘You didn’t show me your bedroom yet.’
‘Well it’s about time that I did.’
I took her hand and led her to my bedroom. I noticed that Thai smiled as we left the kitchen. Once inside we were kissing on the bed and I began to remove her clothes. Betsy crooned as I removed her panties and she lay naked before me. It was the first time I had seen her completely naked. I kissed my way up her legs and then spread them to look at her pussy. She had a small tuft of reddish brown hair above her nice looking pussy. I dipped my tongue in her tasting her and found her to taste sweet. I ran my tongue over her clit causing her to cry out again. Just a couple of swipes and she exploded.
‘Oh God this will be a quick one,’ she cried out.
I held her hands at her side and sucked on her twat driving her wild. Betsy thrashed all over the bed and then her orgasm subsided and she was still. I stood up and removed my clothes and I followed her eyes to my cock. She was a willing and experienced cock sucker and she loved to please me. She was on her belly lying across the bed as she sucked on my cock and I began to play with the cute ass. I fondled her cheeks and dipped my finger into the crack.
‘You seem looser. I see that the training panty worked.’
‘I am willing to try your cock if it will make you happy.’
‘Let’s give it a go. I promise I will be gentle with you. If you want to stop, tell me.’
I moved behind her and lifted her hips into the air. She kept her head on the bed turned to one side with an apprehensive look on her face. I got out of bed and got the lotion from the nightstand. Her ass looked very inviting and I lubricated it thoroughly. She moaned softly and the penetration of my finger and soon relaxed with the intrusion. I was able to add a second finger and in spite some discomfort she didn’t complain. I knew it was going to be a challenge for her to take my cock in her ass. I was getting more and more turned on fingering her bum and I had to try and fuck her.
‘It’s time to fuck your hot cute ass.’
‘I’m scared.’
‘Relax, I won’t hurt you.’
I poured more lubricant on her ass and worked it into her anus. Betsy arched her back and pointed her beautiful ass back at me. I then coated my entire cock with the lotion and placed it at entrance to her anus. I pushed forward and the soft mushroom head squeezed into her tight anus. She winched in pain as her anus was stretched wider than ever.
‘Go slow let me get used to it.’
Satisfied that she was well lubed I straddled her hips and added my saliva before I eased it into her ass. My cock head slipped past the moistened sphincter and the spongy head disappeared into her ass. Her anal ring snapped closed behind the cock head and I marveled at the sight before me. I only had the head of my cock in her and she lifted her hips as if she wanted more.
‘Not too deep at first and then go deeper little by little,’ she whispered as a caution to me.
My cock felt thicker as I eased more of it into her anal passage. I watched as it stretched her open and entered her slippery hole. I continued my slow penetration until the entire length of my shaft was balls deep in her ass. She gasped and grabbed the bed sheets as I hit bottom and then she moved her ass in time with my thrusts.
‘Let’s fuck on our sides,’ she whispered.
I rolled both of us to our left side and settled into the spoon position with my cock buried in her anus. My left arm came around and fondled one of her tiny tits and tweaked her nipple as my right hand sought out her pussy. I rubbed her clit as I fucked her ass and played with her tits. Betsy was going wild as her orgasmic, constricting muscles gripped me firmly.
We fucked slowly as she arched her back and we fitted together perfectly. Her gasps were intermittent and interrupted with cries and sobs of pleasure. Her ass felt so snug at that moment that I wondered how the semen would ever get out of my cock. I fought to hold back my orgasm as long as possible but the undulating walls of her rectum were just too much. I felt the familiar boiling in my balls and I thrust into her as the first blast of cum exploded into her rectum. I barely heard her pleas for me to fill her ass with cum as her contractions milked every drop from my cock. I continued to fuck her slowly and I enjoyed the new feeling of warm semen surrounding my cock in her sheath.
‘I love the feel of your warm cum in my ass. I never thought that I would but I do,’ she sighed as my cock remained nestled in her hole.
I stayed hard and I kept right on fucking her ass. Betsy’s ass was loser now and slippery from the combination of the lotion and my semen but she was still snug around my cock. Once again I stiffened and fired a second load into her rectum. I could feel my cock pulsate again as it released my man seed deep into her anal recess. We lay still for a few minutes recovering from the intense fuck session. I had forgotten about my cock in her ass until it had softened and slipped from her hole. I felt my wet cock drop on my thigh and I knew that cum was trickling out of her anus. We rested several minutes and then I suggested a shower and hanging out by the pool.
It was only 11:00 AM when we went out to the pool deck. We both wore robes but we were naked underneath. We shed the robes, applied sunblock to our bodies and stretched out in the lounges. Thai appeared wearing just very tight shorts and flip flops. He asked if we would like something to drink. He was not at all put out with Betsy’s nudity, of course he had seen me naked all the time.
‘I’m going to have a Bloody Mary, want one?’
‘I would love one, thanks!’
Thai turned to go back in the house and once again his ass looked great in the tight shorts. I noticed that Betsy checked him out too. He returned shortly with the drinks and set them down on the table between us. He smiled again at our nudity.
‘Thank you Thai,’ Betsy said and he smiled and made a slight bow.
As he walked away Betsy checked him out again. ‘He’s very sweet.’
‘He’s a great houseboy.’
‘A houseboy with a great ass, I would kill for my ass to look like that.’
‘Your ass is very nice, no complaints here.’
‘Thank you but his is so damn shapely. He seems quite effeminate, have you fucked him?’
I nearly spit out the sip I had just taken of my drink. I coughed a little as she had caught me completely off guard.
‘Did I hear you right?’
‘Yes, I was wondering if you’re f
ucking Thai. No one could blame you if you couldn’t resist that ass.’
‘You are full of surprises. I have told no one and I will tell only you as you seemed to have everything figured out anyway. Yes I have been fucking him and he has been sucking my cock. He is a very good sex partner but I have no interest in cock.’
‘Being bi isn’t bad. I think it is cool that you can enjoy both especially fucking a hot ass like that. Do you think Thai would ever do it with a girl?’
‘I doubt it but I don’t really know. Why do you want to try him?’
‘It might be fun to have a threesome and I would love to see you fuck him. Maybe I could suck his cock while you fuck him and that would loosen him up.’
‘Well maybe tomorrow and I approach him with the suggestion. Right now I need to take a dip and cool my jets.’
I stood up and my erection bobbed in front of me. ‘I’ll join you,’ Betsy said and she took a hold of my stiff dick as we walked toward the pool.
We swam around a bit and then stood in the swallow end playing with each other. She stroked my cock and I rubbed her clit. She orgasmed but I didn’t cum, as I really didn’t want to at that moment. We got out of the pool. Dried off and returned to our lounges. Thai had refreshed our drinks while we were in the pool. Soon it was time for lunch and we donned our robes and went back in the house. Thai had prepared lunch and once again Betsy complimented him and thanked him.
She excused herself to use the bathroom and Thai whispered to me. ‘Miss Betsy nice lady, I like her.’
”She likes you too Thai. You should come outside with us this afternoon by the pool.’
He blushed at my suggestion but nodded his agreement. After lunch Thai joined us poolside and at first he didn’t want to take off his shorts. However after constant urging by Betsy and me, he did strip down naked. Betsy was surprised by how small his cock was but she marveled at his bare bottom. We spent the afternoon sunning and talking. Thai kept our drinks refreshed and he was clearly comfortable in Betsy’s presence. Soon it was time for dinner and we all went in the house to shower and dress.
Once again Thai outdid himself preparing dinner and Betsy raved about it. Following dinner we had an after dinner drink in the family room and then Betsy was ready for more action. She was already naked when I arrived in my bedroom and she jumped in her bed and wiggled her ass at me.
‘I douched both my ass and pussy when I showered earlier.’
I walked toward the bed and by the time I got my clothes off my cock was rock hard. I leaned over and licked her pussy from behind driving her wild. I could tell that she had dabbed a very fragrant perfume between her thighs and on her ass cheeks. I had the urge to tongue her beautiful ass so I swiped my tongue from her pussy up and over her bung hole and back to her pussy. She gasped out loud when my tongue touched her anus. I really got into it and grasped both of her curvy ass cheeks and pulled them slightly apart so that I could get my tongue in deeper. I probed her pink aperture with my tongue as I inserted my fingers in her tiny pussy. She started whimpering, gasping and directing the action.
‘Oh my God, do it again. Lick my anus, stick your tongue in there. Eat my pussy, tongue my ass, rim me, oh yessssss,’ she cried out and then added, ‘I’m all yours. Do anything that you want to me.’
I let my saliva trickle down over her anus and pussy. I placed my mouth on her and drank up my own spit swabbing her pussy and ass in the process. I repeated this several more times until she seemed to go into convulsions with her first orgasm of the evening.
‘Oh I loved the way you tongued my ass. It felt so wonderful.’
‘I loved doing it and it looked incredibly sexy.’
It was time for me to fuck her in the ass so I had her kneel on all fours with her gorgeous ass in the air. She put her head on the mattress and turned to the side so that she could watch. I broke out the lotion and put an ample amount in her anus. I fingered her ass and pussy at the same time.
‘I love the feel of your fingers in my ass and pussy together.’
After several minutes of finger fucking her pussy and anus I couldn’t wait any longer and I had to get my cock in her shapely ass. I removed my fingers and lined up the head of my cock at her moist puckered ring and pressed forward slowly. My cock head strained to pop through and she let out a little groan as the pressure from my iron hard dick forced her little ring to open like a flower and suddenly the large mushroom head slipped past the ring and into her ass. Betsy let out a groan as her rear passage was stretched to accommodate my ample girth.
‘Oh you are going to make me like this more than anything.’
I felt her ass tighten around me and I continued to slowly stroke in and out of her tight ass until all eight plus inches were tightly packed up her ass. She really began to moan and her whole body shook in anticipation of what she knew was coming. I began to slowly fuck her but soon picked up the pace as I penetrated her with long hard strokes that used the entire length of my thick cock. She was going wild as she loved the feel of my cock as it pulled out and then came crashing back in as my big heavy balls bounced off her clit. She was thrashing around uncontrollably, gasping and moaning with pleasure. When I reached underneath her to stroke her clit she exploded with another orgasm.
I continued to hammer her ass with long strokes then suddenly I felt that familiar tension in my balls and I knew I was close. I began to piston my raging cock harder into her searing ass in search for my release, which also increased the intensity of her orgasm. She was yelling and moaning, clawing and scratching at the bed cover begging me to cum.
‘Give it to me, give it to me, give me your cum, cum in my ass.’
I took firm hold of her hips and slammed once more full force into her ass. I did that three or four more times and then I let out a loud groan as I emptied my seed deep into her bowels. I couldn’t believe how much cum I produced as my dick continued to hammer into her ass.
I didn’t stop fucking her as my cock stayed hard. I knew that I could cum again so I kept at her ass. Betsy was groaning and whimpering as I drilled her ass. Soon she stopped moving but remained on all fours impaled on my cock. I could feel my previous load squishing around in her rectum and it was a bit of a turn on. I enjoyed watching my cock slide in and out of her curvy ass. I caressed her shapely buns as I fucked her and I loved watching them jiggle when our flesh slapped together. I felt another surge in my loins and within minutes I was shooting another load into her ass. My body stiffened as I pushed my cock in as far as I could and shot semen into her rectum.
Her sphincter involuntarily clenched around my cock and milked the semen from it. Amazingly I stayed hard as her muscles massaged my shaft and I slowly began to move my hips again. Betsy’s body was almost lifeless at this point and she wanted to lie down but I held her by her hips as I continued to fuck her ass. I don’t know how long we fucked but my thigh muscles were aching and cramping.
I pulled out of her ass as Betsy lay on the bed utterly spent. I slumped down next to her quivering body. I looked over at her and I noticed my seed running out of her anus. It was a very erotic sight as it seemed like an endless stream oozed out of her anus and down between her inner thighs. She whimpered as she lay face down on the bed. I reached over and stroked her beautiful ass lovingly.
Thirty minutes had passed before either of us spoke. ‘It feels like your cock is still in there,’ she said as she stroked her ravaged ass with her hand.
I reached over and caressed her ass as I thanked her for a wonderful time. ‘That was great anal sex,’ I murmured.
‘I have to go to the bathroom,’ Betsy announced as she swung her legs o
ut of bed.
I watched her walk into the bathroom and I again admired her shapely legs and curvy bubble butt. I noticed that semen was running down her legs but she didn’t seem to care at the moment. Betsy was in the bathroom several minutes. She came back out and she looked drained. She crawled back in bed with me and we cuddled in the spoon position. I knew this was one night that I wouldn’t be hard again but I looked forward to Sunday.
THAI JOINS IN
On Sunday morning I woke up with Betsy in the same spoon position that we fell asleep. My cock was hard but my bladder was full. She reached back and guided my cock into her ass and my hand found her clit. I fucked her until she orgasmed but I didn’t cum. I really needed to pee. Betsy rolled over and I left her in bed to relieve myself. When I came out of the bathroom she told me that she wanted to seduce Thai.
‘Why don’t you two get something going and tell him that I am still asleep. I’ll peak in on you and then join you.’
‘Okay we can try but don’t be surprised if he chickens out.’
I walked into the kitchen naked and Thai was already up putting the coffee on. He was still in his sleep shorts and his ass was well defined in the knit fabric. I walked up behind him and slipped my hands into the back of his shorts and cupped his lovely buttocks.
‘Oh Mister Walt, where Missy Betsy?’
‘She’s still sleeping Thai and I am a little horny this morning. Come with me to the family room.’
I sat next to Thai on the sofa and his hand immediately went for my cock. Within seconds I was hard and he was jerking me off. I took a hold of Thai’s cock and began to jerk him off as well. We sat next to each other and stroked each other’s cock until he just had to have my cock in his mouth again. He leaned over and engulfed my big thick cock in his mouth. He was really into sucking my cock and never noticed that Betsy entered the room.
Betsy walked in completely naked, knelt in front of Thai and took his stiff cock in her mouth. Thai was shocked and started to protest but I pulled his head back down on my cock. He decided not to fight it and surprisingly he stayed hard. Betsy was a very good cocksucker and I think he just imagined it was a guy sucking him off. Thai surprised himself when he came in her mouth before I came in his mouth. She sucked every drop from his cock and then she nibbled on the cock head driving him crazy.
Just then I shot my wad into Thai’s mouth and he swallowed quickly to catch every cum shot from my pulsating cock. Betsy continued to nibble on Thai’s cock as it took all of his will power to keep his mouth on my cock. The sensations were almost unbearable and he finally gave in and pushed her head away. I knew it had been one of the best blow jobs he had ever received and it was from a woman. He was panting and gasping when the three of us separated.
‘I never do that with woman before. Miss Betsy’s very good.’
‘Yes, isn’t she? So how was it getting your cock sucked for a change?’
‘I like very much. I surprised that I cum.’
‘I love your cock Thai, you have such a cute pecker. I would love to have you little dick in my pussy. It is just the right size for my small pussy.’
‘I don’t think that I can do that.’
‘Well we’ll see. Give it time there is no need to rush into it.’
‘It was a big step for you to cum in her mouth Thai.’
‘Let’s go to your bedroom,’ Betsy suggested.
As soon as we went into the bedroom, Betsy told him to get in bed and lay on his back. Then she knelt between his legs and took his cock in her mouth again. She sucked his cock and caressed his balls. She was a very accomplished cock sucker and she massaged it deep in her mouth. She had the technique of swirling her tongue around his smaller shaft. She had him racing toward another orgasm and he held her head with his fingers in her hair as he began to face fuck her.
Thai looked at me and saw that my cock was hard and lubed. I knelt behind Betsy and slipped my cock into her bottom. She never stopped working on his cock while I fucked her. She reached under his scrotum and lightly touched his perineum which sent him over the edge. Thai blasted loads of cum into her mouth. She rapidly swallowed all of his cum and she continued to suck and milk his cock and drain him totally. I knew the loads he could produce and I was sure her belly was full of semen.
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