Story 


I had checked into the motel the night before and I went to the 

continental breakfast the next morning. While I was drinking 

coffee and eating a blueberry muffin I noticed a man about my 

own age getting his coffee also. We started talking while we 

finished our breakfast snack and he told me his name was Mark. 

When we had finished he said he enjoyed talking with me and 

asked if I would be staying at the motel again tonight. I told him 

that I would be there a couple more nights. He said maybe we 

could have a drink together this evening after work. He gave me 

his room number and said to give him a call when I got back.

That evening after I got back and changed into a pair of slacks 

and golf shirt I gave his room a call. I told Mark I was back and 

asked if he still wanted to get together for a drink. He said 

definitely, he did. He said he had a bottle of scotch and a bottle 

of bourbon in his room and to come over there and we could 

mix some out of his bottles. I said that would be fine and could 

I bring some mix and ice. He said he already had all that at his 

room, just come on over whenever I wanted to.

I went to his room and knocked on the door. Mark had changed 

into his causal clothes also. He had everything laid out on the 

counter with a bucket of ice and the glasses ready to make a drink. 

He asked me what I would like and I said a scotch with soda water. 

He made me a drink and then made one for himself. We sat down 

and started talking as we sipped our drinks. He was very nice and 

quite interesting to talk to. It wasn't long before our glasses were 

empty and we mixed another one. 

As we finished our second drink we were both more relaxed and 

felt like good friends. He seemed to feel free to talk to me about 

anything that had gone on in his life. He didn't pry but would ask 

me a few questions about whether I was married or not. I told him 

I had been but had just recently been divorced. He asked what was 

the worst part of getting divorced. I told him it was the emotional 

part that had bothered me most in the beginning. He asked me if 

not having a sexual partner available all the time was difficult. 

I told him that part was what bothered me most now that I had begun 

to get over the emotional hurt. He said that would bother him a lot also.

We made another drink and he asked me if I had had a tough day. 

I said it had been about like most of the others but I did get tired today. 

He said when he got really tired he put some quarters in the bed 

vibrator and that was very relaxing to lay there and feel it. I told 

him I had not used mine but would try it sometime. He said he 

had some quarters and I could try it now. With that he put a coin 

into the timer and it started running. He said to lay down on the 

bed and feel it. As I started to lay down on the bed he said I 

probably needed to slip off my pants so they won't get wrinkled. 

I unfastened the waste band and the zipper and slipped them 

off and hung them over a chair in his room. Then I laid down 

on the closest half of the bed. He had begun to take off his 

pants also and laid down on the other half of the bed. I had 

on white jockey shorts and I noticed he had on a pair of light 

beige boxer shorts with three snaps at the waste band. As we 

laid there the vibrations felt very relaxing and quite good. 

He said again that he certainly understood how much a 

divorced person could miss the sexual activity they were 

used to. I said that I really did and sometimes it was the only 

thing I could think about when it got really bad. He asked if 

that happened a lot and I told him unfortunately it did. 

As we talked about sex I began to feel myself beginning to get 

an erection that started to show in my shorts. I turned a little 

toward the side of the bed away from him so it wouldn't be so 

obvious if I got a full erection. It would not show as much in 

his boxer shorts if he got one as it would in my jockey shorts. 

He put another coin in the timer and when he laid back down 

he turned a little on his side toward me. I caught a glimpse of 

something that looked very long and thick going down his leg 

in his shorts. I couldn't tell if he had a partial erection or if that 

was just the way it looked when it was soft, but if it was, he must 

be huge when he is hard.

When he laid back down and turned toward me he got a little 

closer to me. I could feel him brushing against me. He asked 

me if this was one of those times that I missed sex a lot. 

I answered that it was. He said he completely understood 

because he felt the same way. 

With that I felt him move a little closer to me and he begin to 

slip his knee under my leg closest to him. As he moved closer 

it tended to turn me more on my side with my back toward him. 

As he continued to get closer to me I began to feel against my 

thigh what I thought I saw in his boxer shorts. It didn't feel 

completely hard but was long and as big around as a beer bottle. 

I couldn't believe how large it felt when he pressed against me. 

He was beginning to rub me with his hands and it begin to feel 

really good. By now I was almost completely hard. I felt him 

slip his fingers into the waste band of my shorts and slowly 

begin to pull them lower and lower on me. I tried to just relax 

and not move but inside I was so nervous it was hard to just 

lay still.

He continued to pull my shorts down until I felt them begin to 

slide over my buns and slide down on my thighs. He said to just 

lay still a minute while he got something from his suitcase. It was 

laying just across the room and he was back in just a second. As he 

was laying back down on the bed I heard the snaps on his shorts 

being pulled open. I felt him come back toward me and he hooked his 

fingers in the waste band of my shorts and took them the rest of the 

way off my legs and dropped them on the floor. Then I heard him 

remove the cap to either some hand lotion or something like that 

because he began to rub some of it on me. 

He rubbed it on my lower back and then on the outside of my buns. 

Then he put some more on his hands and begin to rub it between 

my cheeks. He was very slow and gentle and didn't really touch 

me right on the most sensitive spot. I heard him unscrew the cap 

from a jar of vaseline and in a minute he was easing his fingers 

between my cheeks again and this time I felt his finger gently 

rubbing some right on my anus. It felt so good when his fingers 

touched my anus that I would jump a little as his finger brushed 

over it. That prompted him to ask if it felt good to me. I told him 

it did and I was sorry I had jumped when he touched me, but I 

just wasn't used to being touched there. He said he could tell 

I had not been touched there before, but to just relax and enjoy it. 

He continued to rub it all around my anus and sometimes he 

would put a little pressure on it like he was trying to insert his 

finger a little. Finally I felt the tip of his well lubricated finger 

begin to slide just a little way into me. He didn't push hard and 

it felt good just barely inside me. Mark just held his finger very 

still for awhile and then begin to rotate it a little making sure to 

get the lubricant completely on me. I just laid very still and let 

him slowly massage me with his hands and fingers.

I felt him turn away for a minute and heard him pick up the jar 

of Vaseline again. This time I sensed he was putting it on his cock. 

I was still very nervous as well as excited with what was going on. 

I didn't know for sure what he wanted to do but thought he probably 

intended to try and put his prick in me. I knew it was so thick that 

I would never be able to take it. I felt him move toward me again 

and I felt the head of his huge cock begin to brush the outside of 

my cheeks. He begin to push the head between my cheeks and to 

slowly move it back and forth between them. It was so large it 

spread my cheeks wide to just get it between them but it felt so 

good to feel it going slowly back and forth in my crack. 

Finally he stopped moving it and positioned the head right on 

my hole. The head was so wide it covered the complete hole 

and a lot of the surrounding area around it. It felt so hot against 

my hole I liked the feeling of it being there. He had the largest 

prick I had ever seen on a man before. He asked me if it felt 

good against me. I said it did but it was so large I would never 

be able to take it inside me. Mark said he would never hurt me 

and if I want him to stop he will. He was not pushing it into me 

but instead just holding a little pressure with it against my hole. 

He said to just lay there and try to relax and he will go very 

slow and will stop anytime I ask him to. 

We laid still for a few minutes and he would rub me with his 

hands and sometimes pull me back toward him as he rubbed me. 

When he would pull me back toward him I would feel the 

pressure on the head of his cock increase against me. I could 

feel the head slowly trying to open me enough to get the tip inside. 

It felt very erotic to me and had not hurt at all, but of course it 

had not gone in me either. He tightened his grip around me and 

pulled me back toward him again. This time I felt that huge 

mushroom head start to go in a little. As soon as he felt it start 

to open me a little he stopped pushing and held very still for 

awhile. He seemed to know exactly what he was doing and 

exactly how to do it. 

Soon I felt a little pressure against me again. He was gently 

trying to force a little more of the head into me. I knew I had 

two very strong sphincter muscles in the anal opening and 

doubted they would ever open enough to take something as 

thick as his prick. He said he was going to stop for a moment 

and put some more vaseline on us both. I felt his finger on 

my hole again and he pushed it inside with a lot of lubricant on it. 

He put a lot on the inside of my hole and put some more on his 

swollen prick. He again pressed up against me and positioned 

his cock against my hole. 

This time it seemed to start in a little easier. My hole was being 

opened more and more by that giant head that capped his long, 

thick, rock hard shaft. I began to feel it stretch the first sphincter 

muscle in my ass hole until I thought it would tear my anus. 

It felt like a hot poker was being forced up my ass when finally 

I felt the head slip into me between the first and second 

sphincter muscles of my ass hole. I jumped as it lodged in me 

and he immediately stopped the pressure and said just relax 

and don't move. 

He said in a little while I would get used to having it in me a 

little ways. I told him it was so big I knew I could not take it 

completely in me. He asked me to just lay still and we would 

see if I can take any more of it. He said he would go very 

slowly and would be very gentle. He also promised me again 

he would take it out if I asked him too We just laid there for 

at least four or five minutes and my anus begin to relax and 

not hurt so much with the head in me. 

I really wanted to feel him completely in me but just didn't 

believe I could ever take all of his overly thick cock. The girth 

of his cock continued to expand as it reached the middle of it. 

I knew that every inch of it he put into me would stretch my 

hole wider and wider. To take it all would be next to impossible 

for me. Finally he asked me how it was feeling now. I told him 

I had relaxed a little and it felt better. He said he was going to 

hold a little pressure again and for me to try and push back on it 

and see if I could take a little more in me. 

He reached around and took my now completely hard cock in 

his hand. He slowly began to move his hand back and forth on 

my cock. It felt so good as he slowly jacked my cock back and 

forth. As he brought his hand down on my cock he would pull 

me back toward him and I felt him begin to apply some pressure 

against me again. I tried to push back a little on his prick and 

started to feel the head begin to push against the second 

sphincter muscle. This one was stronger and tighter then the 

first one. With the head in me I could feel the rim of his cock 

trying to completely enter my ass. To accomplish this the 

second sphincter would have to open enough to get most of the 

head past it. 

I tried to push back harder and the pain from being stretched 

so wide almost made me quit. I held my breath and pushed 

back even harder and felt the head start to slip slowly into me. 

He knew immediately that the complete head of his cock was 

finally impaled in my ass hole. He held me very tight with his 

hands and said not to move until I get used to having it in me. 

My anus was trying to contract but his thick prick kept it firmly 

stretched open. It felt like if I could just close my hole for just 

a moment it would feel so much better. I almost asked him to 

take it out for a minute and then we could try it again.

He continued to slowly jack me off and it felt really good. 

It took my mind off how stretched my ass hole felt and how 

much it hurt. In a little while I felt the pressure against me 

start to increase again. I knew he was trying to push his cock 

a little further into me and I really wanted to take it. I felt it 

go in a little further and then I felt him pull it back about an 

inch and immediately push it back in a little further then it 

was originally. He was slowly moving it back and forth and 

each time going a little deeper in me. Since he was still 

working the first part of his cock into me it was continuing 

to stretch my ass wider and wider. 

I thought if I can just get it in past the middle of his prick it 

won't get any thicker as he puts the rest of it in. I thought my 

hole would split it was stretched so tightly around his huge prick. 

He said again how tight my ass was and how good it felt as it 

clamped so hard on his cock. He said it was the tightest and 

felt the best of any he had ever fucked. I knew if I could ever take 

it all and get used to it I would never forget the sensations I would 

feel to have him fuck me. 

I wanted his cock completely in me. The fact that it was so large

and thick were both a deterrent and an erotic turn on. It hurt to 

have one this large inserted into your anus, but taking a cock that

size was definitely very erotic to me. I think I now know what it must

feel like when a woman gets fucked with a large cock. I have often

wondered what it must feel like for her and now I know what she feels.

Mark knew exactly what I was feeling as he continued to push 

inch by inch deeper and deeper into me. He knew when to stop for awhile 

and when to push it in a little deeper. As he slid in deeper I finally 

felt my ass not being stretched any wider. I knew he must have it at 

least half way in me and if it wasn't going to get any thicker, I thought 

I could take all of him. He continued to slowly move it deeper with 

every thrust. I could feel the head of his cock opening my colon as

it went deeper into me. It felt really good to have that huge prick 

in me. It felt like he was completely filling my ass with a hard hot pole. 

It didn't hurt to feel the colon being stretched open but my ass hole was 

being stretched so much it would rip me if it was any thicker. 

Finally I begin to feel his balls brushing against the cheeks of 

my ass. This was a sure sign that his cock was almost completely 

in me now. I was relieved to know there was not much left to go in. 

He stopped for a moment and then said to roll over on my 

stomach and he would roll over on top of me. As I rolled onto 

my stomach he told me to spread my legs so he could put his 

legs between them. His prick was still firmly in place deep in 

my ass and now I felt him put his weight down on the cheeks 

of my ass.

His weight felt good on my cheeks. I liked to feel him pressing 

down on them. He slowly started to lift his weight up and pull 

his prick out of me a few inches and then slowly push in back in. 

He was well lubricated and it moved in and out without hurting 

very much. He started to increase the length of his strokes until 

he would pull his cock half way out and then slide it in again. 

As the middle of his cock would come to the entrance of my 

ass hole it would hurt more since the middle was the thickest 

part it would stretch my ass hole completely open until I couldn't 

open any larger. My ass was beginning to get used to having his 

cock in me except for this thickest part. 

He asked me if I was all right and I told him I was but still be gentle. 

He said he would but he was ready to start fucking me slowly now. 

He started to fuck my ass with a slow in and out rhythm. He kept 

increasing the lengths of his strokes until just the head of his cock 

was in me and then would slowly push the full length back deep 

into my ass. I felt like a huge hot poll was going in me but it also 

felt good to feel it go so deep into my ass. The size of it was very 

erotic and I started pushing back to meet his strokes as it slid in. 

As he pulled his cock out on the back strokes I could feel the 

rim of the head massaging my prostrate. Then I would feel him 

thrusting back into me and opening my colon with the large 

diameter of his prick. It felt so erotic to feel his prick going 

so deeply into me. 

I was so hot I was afraid I would cum while he was fucking 

my ass. I would clamp down as he thrust into me and he said 

how good it felt on his cock when I did that. He continued to 

fuck my ass and begin to push into me harder and faster. 

He stopped for a second and spread my cheeks with his hands 

and said he was going to get every last inch of his prick into me. 

I could feel the base of his cock absolutely at the entrance of my ass. 

His long hard shaft was almost driving the head of his cock to the 

front of my stomach. He was going past where the colon makes a 

turn and his cock didn't turn but just tended to straightened it out. 

He really begin to fuck me in earnest. He would pull it almost 

out and drive it deep back into me with his full weight behind it. 

I could feel the shaft of his cock begin to get even harder and thicker 

as he positioned it back and forth in my tight ass hole. His breathing 

began to increase and I could sense he was getting close to a climax.

He pulled two pillows from the head of the bed and said to put 

them under my stomach. When they were in place it raised my 

ass up until I was about half in a kneeling position. In this position 

it would tend to spread the cheeks of my ass a little and give him 

even deeper access to my thoroughly stretched ass hole. 

He continued to pound his ever expanding cock deep into me. 

He told me he was getting very near a climax and asked if it 

would be all right to shoot off in me. I told him that would be 

fine to cum as deep in me as he could. He began to pump into 

me with faster and faster strokes. I felt his cock expand and 

get rock hard. He was about to rip my ass hole as his cock got 

even thicker then before. Finally he thrust into me with all his 

weight and I felt his cock start to spasm again and again as he 

shot his hot full load into me. With each shot of cum his prick 

increased in circumference with the urethra expanding at the 

bottom part of his huge shaft. I just couldn't take anything that 

large in my ass hole and I could feel it start to tear as his cock 

continued to pulsate in me. 

He left his cock buried in me and just laid down on my back. 

I told him when he came that I thought maybe my anus had 

torn some. I also told him that he had shot so much cum in

me that it felt like he had given me a cum enema. He told me

he had shot a much larger load into me then usual. He said it 

had happened because I was so tight that it felt so good to him

he had come more then usual. He said to just lay still for a little 

while and he would take it out. I told him he could leave it in 

me as long as he wanted to since it felt better in me now that 

his cock was beginning to get soft. My ass was able to close a 

little around his prick and it felt so good to not be forced that 

far open. He finally slowly withdrew his cock from my ass hole. 

He spread my cheeks with his fingers and said there was just a 

little blood on me. With that he took some more Vaseline and 

rubbed it on the little tear in my hole.

After a little while I got dressed and we had one more drink. 

He told me how much he had enjoyed fucking me and asked 

if maybe we could try it again tomorrow evening. He said it 

had felt better and tighter then any ass he had ever fucked. I 

told him I had enjoyed it also after we could finally get it in. 

I said maybe we could try it again tomorrow if my ass was 

not to sore. He said to get in a tub of hot water and it would 

feel much better very quickly. I told him I would and I would 

let him know if we could try it again tomorrow and that I really 

hoped that I would be able to take it again.